INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9215, '', '3b-[(b-D-Glucopyranosyl)oxy]eudesma-4(14),11(13)-dien-12-ol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]13[CH2:6][C@H:7]([C:11](=[CH2:12])[CH2:13]O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][C@H:3](O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[C:4]3=[CH2:15]', '[H][C@@]13C[C@H](C(=C)CO)CC[C@@]1(C)CC[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C3=C', '[H][C@@:50]13[CH2:32][C@H:43]([C:156](=[CH2:109])[CH2:66]O)[CH2:29][CH2:42][C@@:37]1([CH3:17])[CH2:41][CH2:33][C@H:80](O[C@@H:103]2O[C@H:78]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]2O)[C:151]3=[CH2:105]', '29 31 H 17.35 -12.82 C:12 21.07 -13.92 C:15 16.12 -13.94 C:14 17.35 -8.95 O 23.49 -12.53 O 12.46 -7.62 O 8.82 -12.52 O 8.82 -9.72 O 11.26 -13.92 C:13 22.28 -11.83 C:106 11.26 -8.32 C:8 19.85 -10.38 C:2 14.88 -10.38 C:9 18.59 -9.66 C:1 16.12 -9.66 C:6 18.59 -12.52 O 13.67 -12.51 O 12.46 -10.42 C:11 21.07 -12.52 C:4 16.12 -12.52 C:7 19.85 -11.81 C:3 14.88 -11.81 C:103 10.03 -11.82 C:104 10.03 -10.42 C:102 11.25 -12.52 C:105 11.24 -9.72 C:101 12.46 -11.82 C:5 17.35 -11.81 C:10 17.35 -10.38 28 1 -2 2 19 2 3 20 2 29 4 -1 5 10 1 6 11 1 23 7 -1 24 8 -2 25 9 -2 10 19 1 26 11 -1 12 14 1 12 21 1 13 15 1 13 22 1 14 29 1 15 29 1 16 21 1 16 28 1 22 17 -1 27 17 -1 18 26 1 18 27 1 21 19 -1 20 22 1 20 28 1 23 24 1 23 25 1 24 26 1 25 27 1 28 29 1', '29 31 H 17.35 -12.82 C 21.07 -13.92 C 16.12 -13.94 C 17.35 -8.95 O 23.49 -12.53 O 12.46 -7.62 O 8.82 -12.52 O 8.82 -9.72 O 11.26 -13.92 C 22.28 -11.83 C 11.26 -8.32 C 19.85 -10.38 C 14.88 -10.38 C 18.59 -9.66 C 16.12 -9.66 C 18.59 -12.52 O 13.67 -12.51 O 12.46 -10.42 C 21.07 -12.52 C 16.12 -12.52 C 19.85 -11.81 C 14.88 -11.81 C 10.03 -11.82 C 10.03 -10.42 C 11.25 -12.52 C 11.24 -9.72 C 12.46 -11.82 C 17.35 -11.81 C 17.35 -10.38 28 1 -2 2 19 2 3 20 2 29 4 -1 5 10 1 6 11 1 23 7 -1 24 8 -2 25 9 -2 10 19 1 26 11 -1 12 14 1 12 21 1 13 15 1 13 22 1 14 29 1 15 29 1 16 21 1 16 28 1 22 17 -1 27 17 -1 18 26 1 18 27 1 21 19 -1 20 22 1 20 28 1 23 24 1 23 25 1 24 26 1 25 27 1 28 29 1', '29 31 H 17.35 -12.82 C:109 21.07 -13.92 C:105 16.12 -13.94 C:17 17.35 -8.95 O 23.49 -12.53 O 12.46 -7.62 O 8.82 -12.52 O 8.82 -9.72 O 11.26 -13.92 C:66 22.28 -11.83 C:63 11.26 -8.32 C:29 19.85 -10.38 C:33 14.88 -10.38 C:42 18.59 -9.66 C:41 16.12 -9.66 C:32 18.59 -12.52 O 13.67 -12.51 O 12.46 -10.42 C:156 21.07 -12.52 C:151 16.12 -12.52 C:43 19.85 -11.81 C:80 14.88 -11.81 C:79 10.03 -11.82 C:72 10.03 -10.42 C:76 11.25 -12.52 C:78 11.24 -9.72 C:103 12.46 -11.82 C:50 17.35 -11.81 C:37 17.35 -10.38 28 1 -2 2 19 2 3 20 2 29 4 -1 5 10 1 6 11 1 23 7 -1 24 8 -2 25 9 -2 10 19 1 26 11 -1 12 14 1 12 21 1 13 15 1 13 22 1 14 29 1 15 29 1 16 21 1 16 28 1 22 17 -1 27 17 -1 18 26 1 18 27 1 21 19 -1 20 22 1 20 28 1 23 24 1 23 25 1 24 26 1 25 27 1 28 29 1', 'C21H34O7', 398.228, 'M', 'hca04_1446_3', 609, '', '', '1', 16, NULL, NULL),
(9216, '', '3b-[(b-D-Glucopyranosyl)oxy]eudesm-4(14)-en-11-ol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]13[CH2:6][C@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][C@H:3](O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[C:4]3=[CH2:15]', '[H][C@@]13C[C@H](C(C)(C)O)CC[C@@]1(C)CC[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C3=C', '[H][C@@:50]13[CH2:27][C@H:51]([C:74]([CH3:27])([CH3:28])O)[CH2:24][CH2:42][C@@:37]1([CH3:17])[CH2:41][CH2:33][C@H:80](O[C@@H:103]2O[C@H:78]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]2O)[C:151]3=[CH2:105]', '29 31 H 17.41 -13.21 C:15 16.18 -14.33 C:12 21.11 -14.31 C:13 22.32 -12.22 C:14 17.41 -9.34 O 10.09 -8.01 O 8.88 -12.90 O 8.88 -10.10 O 11.32 -14.30 O 22.32 -13.62 C:106 11.32 -8.70 C:2 14.94 -10.77 C:8 19.89 -10.77 C:1 16.18 -10.05 C:9 18.64 -10.05 C:6 18.64 -12.91 O 13.73 -12.90 O 12.52 -10.80 C:4 16.18 -12.91 C:3 14.94 -12.20 C:103 10.09 -12.20 C:104 10.09 -10.80 C:102 11.31 -12.90 C:105 11.31 -10.10 C:7 19.89 -12.20 C:101 12.52 -12.20 C:11 21.11 -12.91 C:5 17.41 -12.20 C:10 17.41 -10.77 28 1 -2 2 19 2 3 27 1 4 27 1 29 5 -1 6 11 1 21 7 -1 22 8 -2 23 9 -2 10 27 1 24 11 -1 12 14 1 12 20 1 13 15 1 13 25 1 14 29 1 15 29 1 16 25 1 16 28 1 20 17 -1 26 17 -1 18 24 1 18 26 1 19 20 1 19 28 1 21 22 1 21 23 1 22 24 1 23 26 1 25 27 -1 28 29 1', '29 31 H 17.41 -13.21 C 16.18 -14.33 C 21.11 -14.31 C 22.32 -12.22 C 17.41 -9.34 O 10.09 -8.01 O 8.88 -12.90 O 8.88 -10.10 O 11.32 -14.30 O 22.32 -13.62 C 11.32 -8.70 C 14.94 -10.77 C 19.89 -10.77 C 16.18 -10.05 C 18.64 -10.05 C 18.64 -12.91 O 13.73 -12.90 O 12.52 -10.80 C 16.18 -12.91 C 14.94 -12.20 C 10.09 -12.20 C 10.09 -10.80 C 11.31 -12.90 C 11.31 -10.10 C 19.89 -12.20 C 12.52 -12.20 C 21.11 -12.91 C 17.41 -12.20 C 17.41 -10.77 28 1 -2 2 19 2 3 27 1 4 27 1 29 5 -1 6 11 1 21 7 -1 22 8 -2 23 9 -2 10 27 1 24 11 -1 12 14 1 12 20 1 13 15 1 13 25 1 14 29 1 15 29 1 16 25 1 16 28 1 20 17 -1 26 17 -1 18 24 1 18 26 1 19 20 1 19 28 1 21 22 1 21 23 1 22 24 1 23 26 1 25 27 -1 28 29 1', '29 31 H 17.41 -13.21 C:105 16.18 -14.33 C:27 21.11 -14.31 C:28 22.32 -12.22 C:17 17.41 -9.34 O 10.09 -8.01 O 8.88 -12.90 O 8.88 -10.10 O 11.32 -14.30 O 22.32 -13.62 C:63 11.32 -8.70 C:33 14.94 -10.77 C:24 19.89 -10.77 C:41 16.18 -10.05 C:42 18.64 -10.05 C:27 18.64 -12.91 O 13.73 -12.90 O 12.52 -10.80 C:151 16.18 -12.91 C:80 14.94 -12.20 C:79 10.09 -12.20 C:72 10.09 -10.80 C:76 11.31 -12.90 C:78 11.31 -10.10 C:51 19.89 -12.20 C:103 12.52 -12.20 C:74 21.11 -12.91 C:50 17.41 -12.20 C:37 17.41 -10.77 28 1 -2 2 19 2 3 27 1 4 27 1 29 5 -1 6 11 1 21 7 -1 22 8 -2 23 9 -2 10 27 1 24 11 -1 12 14 1 12 20 1 13 15 1 13 25 1 14 29 1 15 29 1 16 25 1 16 28 1 20 17 -1 26 17 -1 18 24 1 18 26 1 19 20 1 19 28 1 21 22 1 21 23 1 22 24 1 23 26 1 25 27 -1 28 29 1', 'C21H36O7', 400.228, 'M', 'hca04_1446_4', 609, '', '', '1', 16, NULL, NULL),
(9217, '', '(3b)-Eudesm-4(14)-ene-3,11-diol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([C:11]([CH3:13])([CH3:12])O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][C@H:3](O)[C:4]2=[CH2:15]', '[H][C@@]12C[C@H](C(C)(C)O)CC[C@@]1(C)CC[C@H](O)C2=C', '[H][C@@:48]12[CH2:25][C@H:49]([C:73]([CH3:27])([CH3:27])O)[CH2:22][CH2:41][C@@:36]1([CH3:16])[CH2:40][CH2:33][C@H:73](O)[C:153]2=[CH2:102]', '18 19 H 14.95 -12.55 C:15 13.72 -13.67 C:13 19.86 -11.55 C:12 18.65 -13.65 C:14 14.95 -8.67 O 11.26 -12.24 O 19.86 -12.96 C:2 12.48 -10.10 C:8 17.43 -10.10 C:1 13.72 -9.38 C:9 16.18 -9.38 C:6 16.18 -12.25 C:4 13.72 -12.25 C:3 12.48 -11.53 C:7 17.43 -11.53 C:11 18.65 -12.25 C:5 14.95 -11.53 C:10 14.95 -10.10 17 1 -2 2 13 2 3 16 1 4 16 1 18 5 -1 14 6 -1 7 16 1 8 10 1 8 14 1 9 11 1 9 15 1 10 18 1 11 18 1 12 15 1 12 17 1 13 14 1 13 17 1 15 16 -1 17 18 1', '18 19 H 14.95 -12.55 C 13.72 -13.67 C 19.86 -11.55 C 18.65 -13.65 C 14.95 -8.67 O 11.26 -12.24 O 19.86 -12.96 C 12.48 -10.10 C 17.43 -10.10 C 13.72 -9.38 C 16.18 -9.38 C 16.18 -12.25 C 13.72 -12.25 C 12.48 -11.53 C 17.43 -11.53 C 18.65 -12.25 C 14.95 -11.53 C 14.95 -10.10 17 1 -2 2 13 2 3 16 1 4 16 1 18 5 -1 14 6 -1 7 16 1 8 10 1 8 14 1 9 11 1 9 15 1 10 18 1 11 18 1 12 15 1 12 17 1 13 14 1 13 17 1 15 16 -1 17 18 1', '18 19 H 14.95 -12.55 C:102 13.72 -13.67 C:27 19.86 -11.55 C:27 18.65 -13.65 C:16 14.95 -8.67 O 11.26 -12.24 O 19.86 -12.96 C:33 12.48 -10.10 C:22 17.43 -10.10 C:40 13.72 -9.38 C:41 16.18 -9.38 C:25 16.18 -12.25 C:153 13.72 -12.25 C:73 12.48 -11.53 C:49 17.43 -11.53 C:73 18.65 -12.25 C:48 14.95 -11.53 C:36 14.95 -10.10 17 1 -2 2 13 2 3 16 1 4 16 1 18 5 -1 14 6 -1 7 16 1 8 10 1 8 14 1 9 11 1 9 15 1 10 18 1 11 18 1 12 15 1 12 17 1 13 14 1 13 17 1 15 16 -1 17 18 1', 'C15H26O2', 238.167, 'C', 'hca04_1446_5', 609, '', '', '1', 16, NULL, NULL),
(9218, 'Plectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O[C:14001]([CH3:14002])=O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]12C(C)=CC(=O)C[C@]1(COC(C)=O)CC[C@@H](C(C)C)[C@H]2OC(C)=O', '[H][C@@:44]12[C:158]([CH3:23])=[CH:129][C:198](=O)[CH2:48][C@:39]1([CH2:70]O[C:171]([CH3:22])=O)[CH2:29][CH2:21][C@@H:43]([CH:29]([CH3:21])[CH3:21])[C@H:72]2O[C:171]([CH3:22])=O', '25 26 H 14.92 -12.78 C:14002 17.41 -6.10 C:6002 17.25 -16.22 C:15 13.68 -13.88 C:12 18.66 -13.81 C:13 19.88 -11.78 O 14.92 -6.09 O 18.32 -14.31 O 11.21 -9.65 C:3 12.43 -11.78 C:8 17.41 -10.35 C:9 16.16 -9.62 C:14 14.92 -8.90 C:1 13.68 -9.62 O 16.16 -8.20 O 16.16 -14.11 C:14001 16.16 -6.80 C:6001 17.25 -14.82 C:2 12.43 -10.35 C:4 13.68 -12.49 C:11 18.66 -12.49 C:7 17.41 -11.78 C:6 16.16 -12.49 C:5 14.92 -11.78 C:10 14.92 -10.35 24 1 -1 2 17 1 3 18 1 4 20 1 5 21 1 6 21 1 7 17 2 8 18 2 9 19 2 10 19 1 10 20 2 11 12 1 11 22 1 12 25 1 13 15 1 25 13 -1 14 19 1 14 25 1 15 17 1 16 18 1 23 16 -1 20 24 1 22 21 -1 22 23 1 23 24 1 24 25 1', '25 26 H 14.92 -12.78 C 17.41 -6.10 C 17.25 -16.22 C 13.68 -13.88 C 18.66 -13.81 C 19.88 -11.78 O 14.92 -6.09 O 18.32 -14.31 O 11.21 -9.65 C 12.43 -11.78 C 17.41 -10.35 C 16.16 -9.62 C 14.92 -8.90 C 13.68 -9.62 O 16.16 -8.20 O 16.16 -14.11 C 16.16 -6.80 C 17.25 -14.82 C 12.43 -10.35 C 13.68 -12.49 C 18.66 -12.49 C 17.41 -11.78 C 16.16 -12.49 C 14.92 -11.78 C 14.92 -10.35 24 1 -1 2 17 1 3 18 1 4 20 1 5 21 1 6 21 1 7 17 2 8 18 2 9 19 2 10 19 1 10 20 2 11 12 1 11 22 1 12 25 1 13 15 1 25 13 -1 14 19 1 14 25 1 15 17 1 16 18 1 23 16 -1 20 24 1 22 21 -1 22 23 1 23 24 1 24 25 1', '25 26 H 14.92 -12.78 C:22 17.41 -6.10 C:22 17.25 -16.22 C:23 13.68 -13.88 C:21 18.66 -13.81 C:21 19.88 -11.78 O 14.92 -6.09 O 18.32 -14.31 O 11.21 -9.65 C:129 12.43 -11.78 C:21 17.41 -10.35 C:29 16.16 -9.62 C:70 14.92 -8.90 C:48 13.68 -9.62 O 16.16 -8.20 O 16.16 -14.11 C:171 16.16 -6.80 C:171 17.25 -14.82 C:198 12.43 -10.35 C:158 13.68 -12.49 C:29 18.66 -12.49 C:43 17.41 -11.78 C:72 16.16 -12.49 C:44 14.92 -11.78 C:39 14.92 -10.35 24 1 -1 2 17 1 3 18 1 4 20 1 5 21 1 6 21 1 7 17 2 8 18 2 9 19 2 10 19 1 10 20 2 11 12 1 11 22 1 12 25 1 13 15 1 25 13 -1 14 19 1 14 25 1 15 17 1 16 18 1 23 16 -1 20 24 1 22 21 -1 22 23 1 23 24 1 24 25 1', 'C19H28O5', 336.208, 'C', 'np00_1665_1', 1714, '', '', '1', 16, NULL, NULL),
(9219, 'Desacetylplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]12C(C)=CC(=O)C[C@]1(CO)CC[C@@H](C(C)C)[C@H]2OC(C)=O', '[H][C@@:43]12[C:159]([CH3:23])=[CH:128][C:199](=O)[CH2:47][C@:40]1([CH2:66]O)[CH2:28][CH2:21][C@@H:43]([CH:29]([CH3:21])[CH3:21])[C@H:71]2O[C:171]([CH3:22])=O', '22 23 H 14.96 -11.70 C:6002 17.30 -15.14 C:15 13.72 -12.80 C:12 18.71 -12.73 C:13 19.93 -10.69 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 C:3 12.46 -10.69 C:14 14.96 -7.80 C:8 17.46 -9.26 C:9 16.20 -8.53 C:1 13.72 -8.56 O 16.20 -13.03 C:6001 17.30 -13.74 C:2 12.46 -9.26 C:4 13.72 -11.40 C:11 18.71 -11.40 C:7 17.46 -10.69 C:6 16.20 -11.40 C:5 14.96 -10.69 C:10 14.96 -9.26 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 8 10 1 9 16 1 9 17 2 22 10 -1 11 12 1 11 19 1 12 22 1 13 16 1 13 22 1 14 15 1 20 14 -1 17 21 1 19 18 -1 19 20 1 20 21 1 21 22 1', '22 23 H 14.96 -11.70 C 17.30 -15.14 C 13.72 -12.80 C 18.71 -12.73 C 19.93 -10.69 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 C 12.46 -10.69 C 14.96 -7.80 C 17.46 -9.26 C 16.20 -8.53 C 13.72 -8.56 O 16.20 -13.03 C 17.30 -13.74 C 12.46 -9.26 C 13.72 -11.40 C 18.71 -11.40 C 17.46 -10.69 C 16.20 -11.40 C 14.96 -10.69 C 14.96 -9.26 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 8 10 1 9 16 1 9 17 2 22 10 -1 11 12 1 11 19 1 12 22 1 13 16 1 13 22 1 14 15 1 20 14 -1 17 21 1 19 18 -1 19 20 1 20 21 1 21 22 1', '22 23 H 14.96 -11.70 C:22 17.30 -15.14 C:23 13.72 -12.80 C:21 18.71 -12.73 C:21 19.93 -10.69 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 C:128 12.46 -10.69 C:66 14.96 -7.80 C:21 17.46 -9.26 C:28 16.20 -8.53 C:47 13.72 -8.56 O 16.20 -13.03 C:171 17.30 -13.74 C:199 12.46 -9.26 C:159 13.72 -11.40 C:29 18.71 -11.40 C:43 17.46 -10.69 C:71 16.20 -11.40 C:43 14.96 -10.69 C:40 14.96 -9.26 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 8 10 1 9 16 1 9 17 2 22 10 -1 11 12 1 11 19 1 12 22 1 13 16 1 13 22 1 14 15 1 20 14 -1 17 21 1 19 18 -1 19 20 1 20 21 1 21 22 1', 'C17H26O4', 294.187, 'C', 'np00_1665_2', 1714, '', '', '1', 16, NULL, NULL),
(9220, 'Isodesacetylplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O[C:14001]([CH3:14002])=O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:13])[CH3:12])[C@H:6]2O', '[H][C@@]12C(C)=CC(=O)C[C@]1(COC(C)=O)CC[C@@H](C(C)C)[C@H]2O', '[H][C@@:48]12[C:160]([CH3:23])=[CH:127][C:198](=O)[CH2:47][C@:39]1([CH2:69]O[C:171]([CH3:21])=O)[CH2:28][CH2:20][C@@H:45]([CH:28]([CH3:21])[CH3:20])[C@H:67]2O', '22 23 H 14.95 -13.79 C:14002 17.42 -7.16 C:15 13.72 -14.88 C:13 19.87 -12.79 C:12 18.66 -14.81 O 14.95 -7.16 O 11.27 -10.68 O 16.18 -15.10 C:3 12.48 -12.79 C:8 17.42 -11.38 C:9 16.18 -10.65 C:14 14.95 -9.94 C:1 13.72 -10.68 O 16.18 -9.25 C:14001 16.18 -7.86 C:2 12.48 -11.38 C:4 13.72 -13.50 C:11 18.66 -13.50 C:6 16.18 -13.50 C:7 17.42 -12.79 C:5 14.95 -12.79 C:10 14.95 -11.38 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 19 8 -1 9 16 1 9 17 2 10 11 1 10 20 1 11 22 1 12 14 1 22 12 -1 13 16 1 13 22 1 14 15 1 17 21 1 20 18 -1 19 20 1 19 21 1 21 22 1', '22 23 H 14.95 -13.79 C 17.42 -7.16 C 13.72 -14.88 C 19.87 -12.79 C 18.66 -14.81 O 14.95 -7.16 O 11.27 -10.68 O 16.18 -15.10 C 12.48 -12.79 C 17.42 -11.38 C 16.18 -10.65 C 14.95 -9.94 C 13.72 -10.68 O 16.18 -9.25 C 16.18 -7.86 C 12.48 -11.38 C 13.72 -13.50 C 18.66 -13.50 C 16.18 -13.50 C 17.42 -12.79 C 14.95 -12.79 C 14.95 -11.38 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 19 8 -1 9 16 1 9 17 2 10 11 1 10 20 1 11 22 1 12 14 1 22 12 -1 13 16 1 13 22 1 14 15 1 17 21 1 20 18 -1 19 20 1 19 21 1 21 22 1', '22 23 H 14.95 -13.79 C:21 17.42 -7.16 C:23 13.72 -14.88 C:21 19.87 -12.79 C:20 18.66 -14.81 O 14.95 -7.16 O 11.27 -10.68 O 16.18 -15.10 C:127 12.48 -12.79 C:20 17.42 -11.38 C:28 16.18 -10.65 C:69 14.95 -9.94 C:47 13.72 -10.68 O 16.18 -9.25 C:171 16.18 -7.86 C:198 12.48 -11.38 C:160 13.72 -13.50 C:28 18.66 -13.50 C:67 16.18 -13.50 C:45 17.42 -12.79 C:48 14.95 -12.79 C:39 14.95 -11.38 21 1 -1 2 15 1 3 17 1 4 18 1 5 18 1 6 15 2 7 16 2 19 8 -1 9 16 1 9 17 2 10 11 1 10 20 1 11 22 1 12 14 1 22 12 -1 13 16 1 13 22 1 14 15 1 17 21 1 20 18 -1 19 20 1 19 21 1 21 22 1', 'C17H26O4', 294.187, 'C', 'np00_1665_3', 1714, '', '', '1', 16, NULL, NULL),
(9221, '11-Hydroxyplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O[C:14001]([CH3:14002])=O)[CH2:9][CH2:8][C@@H:7]([C:11]([CH3:13])([CH3:12])O)[C@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]12C(C)=CC(=O)C[C@]1(COC(C)=O)CC[C@@H](C(C)(C)O)[C@H]2OC(C)=O', '[H][C@@:45]12[C:158]([CH3:23])=[CH:129][C:198](=O)[CH2:48][C@:39]1([CH2:70]O[C:171]([CH3:22])=O)[CH2:29][CH2:18][C@@H:47]([C:72]([CH3:28])([CH3:29])O)[C@H:71]2O[C:171]([CH3:21])=O', '26 27 H 14.92 -12.77 C:14002 17.34 -6.07 C:6002 17.26 -16.22 C:15 13.68 -13.87 C:13 19.89 -11.76 C:12 18.67 -13.80 O 14.92 -6.07 O 18.33 -14.31 O 11.19 -9.63 O 19.88 -13.16 C:3 12.41 -11.76 C:8 17.42 -10.33 C:9 16.16 -9.60 C:14 14.92 -8.87 C:1 13.68 -9.63 O 16.13 -8.17 O 16.16 -14.11 C:14001 16.13 -6.77 C:6001 17.26 -14.82 C:2 12.41 -10.33 C:4 13.68 -12.47 C:7 17.42 -11.76 C:6 16.16 -12.47 C:11 18.67 -12.47 C:5 14.92 -11.76 C:10 14.92 -10.33 25 1 -1 2 18 1 3 19 1 4 21 1 5 24 1 6 24 1 7 18 2 8 19 2 9 20 2 10 24 1 11 20 1 11 21 2 12 13 1 12 22 1 13 26 1 14 16 1 26 14 -1 15 20 1 15 26 1 16 18 1 17 19 1 23 17 -1 21 25 1 22 23 1 22 24 -1 23 25 1 25 26 1', '26 27 H 14.92 -12.77 C 17.34 -6.07 C 17.26 -16.22 C 13.68 -13.87 C 19.89 -11.76 C 18.67 -13.80 O 14.92 -6.07 O 18.33 -14.31 O 11.19 -9.63 O 19.88 -13.16 C 12.41 -11.76 C 17.42 -10.33 C 16.16 -9.60 C 14.92 -8.87 C 13.68 -9.63 O 16.13 -8.17 O 16.16 -14.11 C 16.13 -6.77 C 17.26 -14.82 C 12.41 -10.33 C 13.68 -12.47 C 17.42 -11.76 C 16.16 -12.47 C 18.67 -12.47 C 14.92 -11.76 C 14.92 -10.33 25 1 -1 2 18 1 3 19 1 4 21 1 5 24 1 6 24 1 7 18 2 8 19 2 9 20 2 10 24 1 11 20 1 11 21 2 12 13 1 12 22 1 13 26 1 14 16 1 26 14 -1 15 20 1 15 26 1 16 18 1 17 19 1 23 17 -1 21 25 1 22 23 1 22 24 -1 23 25 1 25 26 1', '26 27 H 14.92 -12.77 C:22 17.34 -6.07 C:21 17.26 -16.22 C:23 13.68 -13.87 C:28 19.89 -11.76 C:29 18.67 -13.80 O 14.92 -6.07 O 18.33 -14.31 O 11.19 -9.63 O 19.88 -13.16 C:129 12.41 -11.76 C:18 17.42 -10.33 C:29 16.16 -9.60 C:70 14.92 -8.87 C:48 13.68 -9.63 O 16.13 -8.17 O 16.16 -14.11 C:171 16.13 -6.77 C:171 17.26 -14.82 C:198 12.41 -10.33 C:158 13.68 -12.47 C:47 17.42 -11.76 C:71 16.16 -12.47 C:72 18.67 -12.47 C:45 14.92 -11.76 C:39 14.92 -10.33 25 1 -1 2 18 1 3 19 1 4 21 1 5 24 1 6 24 1 7 18 2 8 19 2 9 20 2 10 24 1 11 20 1 11 21 2 12 13 1 12 22 1 13 26 1 14 16 1 26 14 -1 15 20 1 15 26 1 16 18 1 17 19 1 23 17 -1 21 25 1 22 23 1 22 24 -1 23 25 1 25 26 1', 'C19H28O6', 352.208, 'C', 'np00_1709_2', 1712, '', '', '1', 16, NULL, NULL),
(9222, '1-Hydroxydesacetylplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH:1](O)[C@:10]1([CH2:14]O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:13])[CH3:12])[C@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]12C(C)=CC(=O)C(O)[C@]1(CO)CC[C@@H](C(C)C)[C@H]2OC(C)=O', '[H][C@@:42]12[C:163]([CH3:24])=[CH:126][C:198](=O)[CH:79](O)[C@:44]1([CH2:68]O)[CH2:25][CH2:21][C@@H:43]([CH:29]([CH3:21])[CH3:22])[C@H:73]2O[C:171]([CH3:22])=O', '23 24 H 14.96 -11.69 C:6002 17.30 -15.14 C:15 13.72 -12.79 C:13 19.93 -10.68 C:12 18.71 -12.72 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 O 13.72 -7.16 C:3 12.45 -10.68 C:14 14.96 -7.80 C:8 17.46 -9.26 C:9 16.20 -8.53 O 16.20 -13.03 C:6001 17.30 -13.74 C:4 13.72 -11.39 C:2 12.45 -9.26 C:11 18.71 -11.39 C:1 13.72 -8.56 C:7 17.46 -10.68 C:6 16.20 -11.39 C:5 14.96 -10.68 C:10 14.96 -9.26 22 1 -1 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 17 2 8 11 1 9 19 1 10 16 2 10 17 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 15 1 21 14 -1 16 22 1 17 19 1 20 18 -1 19 23 1 20 21 1 21 22 1 22 23 1', '23 24 H 14.96 -11.69 C 17.30 -15.14 C 13.72 -12.79 C 19.93 -10.68 C 18.71 -12.72 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 O 13.72 -7.16 C 12.45 -10.68 C 14.96 -7.80 C 17.46 -9.26 C 16.20 -8.53 O 16.20 -13.03 C 17.30 -13.74 C 13.72 -11.39 C 12.45 -9.26 C 18.71 -11.39 C 13.72 -8.56 C 17.46 -10.68 C 16.20 -11.39 C 14.96 -10.68 C 14.96 -9.26 22 1 -1 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 17 2 8 11 1 9 19 1 10 16 2 10 17 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 15 1 21 14 -1 16 22 1 17 19 1 20 18 -1 19 23 1 20 21 1 21 22 1 22 23 1', '23 24 H 14.96 -11.69 C:22 17.30 -15.14 C:24 13.72 -12.79 C:21 19.93 -10.68 C:22 18.71 -12.72 O 18.37 -13.23 O 11.24 -8.56 O 16.20 -7.10 O 13.72 -7.16 C:126 12.45 -10.68 C:68 14.96 -7.80 C:21 17.46 -9.26 C:25 16.20 -8.53 O 16.20 -13.03 C:171 17.30 -13.74 C:163 13.72 -11.39 C:198 12.45 -9.26 C:29 18.71 -11.39 C:79 13.72 -8.56 C:43 17.46 -10.68 C:73 16.20 -11.39 C:42 14.96 -10.68 C:44 14.96 -9.26 22 1 -1 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 17 2 8 11 1 9 19 1 10 16 2 10 17 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 15 1 21 14 -1 16 22 1 17 19 1 20 18 -1 19 23 1 20 21 1 21 22 1 22 23 1', 'C17H26O5', 310.187, 'C', 'np00_1709_4', 1712, '', '', '1', 16, NULL, NULL),
(9223, '12-Hydroxyisodesacetylplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH3:15])=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O[C:14001]([CH3:14002])=O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH2:13]O)[C@H:6]2O', '[H][C@@]12C(C)=CC(=O)C[C@]1(COC(C)=O)CC[C@@H](C(C)CO)[C@H]2O', '[H][C@@:43]12[C:159]([CH3:23])=[CH:129][C:199](=O)[CH2:48][C@:41]1([CH2:68]O[C:171]([CH3:22])=O)[CH2:29][CH2:21][C@@H:39]([CH:38]([CH3:15])[CH2:66]O)[C@H:72]2O', '23 24 H 14.33 -13.77 C:14002 16.74 -7.14 C:15 13.10 -14.86 C:12 18.06 -14.79 O 14.33 -7.14 O 10.65 -10.67 O 20.47 -13.47 O 15.56 -15.10 C:3 11.84 -12.77 C:13 19.27 -12.77 C:8 16.82 -11.36 C:9 15.56 -10.64 C:14 14.33 -9.92 C:1 13.10 -10.67 O 15.56 -9.22 C:14001 15.56 -7.83 C:2 11.84 -11.36 C:4 13.10 -13.48 C:11 18.06 -13.48 C:6 15.56 -13.48 C:7 16.82 -12.77 C:5 14.33 -12.77 C:10 14.33 -11.36 22 1 -1 2 16 1 3 18 1 4 19 1 5 16 2 6 17 2 7 10 1 20 8 -1 9 17 1 9 18 2 10 19 1 11 12 1 11 21 1 12 23 1 13 15 1 23 13 -1 14 17 1 14 23 1 15 16 1 18 22 1 21 19 -1 20 21 1 20 22 1 22 23 1', '23 24 H 14.33 -13.77 C 16.74 -7.14 C 13.10 -14.86 C 18.06 -14.79 O 14.33 -7.14 O 10.65 -10.67 O 20.47 -13.47 O 15.56 -15.10 C 11.84 -12.77 C 19.27 -12.77 C 16.82 -11.36 C 15.56 -10.64 C 14.33 -9.92 C 13.10 -10.67 O 15.56 -9.22 C 15.56 -7.83 C 11.84 -11.36 C 13.10 -13.48 C 18.06 -13.48 C 15.56 -13.48 C 16.82 -12.77 C 14.33 -12.77 C 14.33 -11.36 22 1 -1 2 16 1 3 18 1 4 19 1 5 16 2 6 17 2 7 10 1 20 8 -1 9 17 1 9 18 2 10 19 1 11 12 1 11 21 1 12 23 1 13 15 1 23 13 -1 14 17 1 14 23 1 15 16 1 18 22 1 21 19 -1 20 21 1 20 22 1 22 23 1', '23 24 H 14.33 -13.77 C:22 16.74 -7.14 C:23 13.10 -14.86 C:15 18.06 -14.79 O 14.33 -7.14 O 10.65 -10.67 O 20.47 -13.47 O 15.56 -15.10 C:129 11.84 -12.77 C:66 19.27 -12.77 C:21 16.82 -11.36 C:29 15.56 -10.64 C:68 14.33 -9.92 C:48 13.10 -10.67 O 15.56 -9.22 C:171 15.56 -7.83 C:199 11.84 -11.36 C:159 13.10 -13.48 C:38 18.06 -13.48 C:72 15.56 -13.48 C:39 16.82 -12.77 C:43 14.33 -12.77 C:41 14.33 -11.36 22 1 -1 2 16 1 3 18 1 4 19 1 5 16 2 6 17 2 7 10 1 20 8 -1 9 17 1 9 18 2 10 19 1 11 12 1 11 21 1 12 23 1 13 15 1 23 13 -1 14 17 1 14 23 1 15 16 1 18 22 1 21 19 -1 20 21 1 20 22 1 22 23 1', 'C17H26O5', 310.187, 'C', 'np00_1709_5', 1712, '', '', '1', 16, NULL, NULL),
(9224, '15-Hydroxydesacetylplectranthone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4]([CH2:15]O)=[CH:3][C:2](=O)[CH2:1][C@:10]1([CH2:14]O)[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:13])[CH3:12])[C@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]12C(CO)=CC(=O)C[C@]1(CO)CC[C@@H](C(C)C)[C@H]2OC(C)=O', '[H][C@@:40]12[C:161]([CH2:65]O)=[CH:126][C:200](=O)[CH2:47][C@:41]1([CH2:68]O)[CH2:29][CH2:21][C@@H:43]([CH:29]([CH3:21])[CH3:21])[C@H:72]2O[C:172]([CH3:22])=O', '23 24 H 14.96 -11.70 C:6002 17.30 -15.14 C:13 19.93 -10.69 C:12 18.71 -12.73 O 18.37 -13.23 O 11.24 -8.56 O 12.51 -13.50 O 16.20 -7.10 C:3 12.46 -10.69 C:15 13.72 -12.80 C:14 14.96 -7.80 C:8 17.46 -9.26 C:9 16.20 -8.53 C:1 13.72 -8.56 O 16.20 -13.03 C:6001 17.30 -13.74 C:2 12.46 -9.26 C:4 13.72 -11.40 C:11 18.71 -11.40 C:7 17.46 -10.69 C:6 16.20 -11.40 C:5 14.96 -10.69 C:10 14.96 -9.26 22 1 -1 2 16 1 3 19 1 4 19 1 5 16 2 6 17 2 7 10 1 8 11 1 9 17 1 9 18 2 10 18 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 17 1 14 23 1 15 16 1 21 15 -1 18 22 1 20 19 -1 20 21 1 21 22 1 22 23 1', '23 24 H 14.96 -11.70 C 17.30 -15.14 C 19.93 -10.69 C 18.71 -12.73 O 18.37 -13.23 O 11.24 -8.56 O 12.51 -13.50 O 16.20 -7.10 C 12.46 -10.69 C 13.72 -12.80 C 14.96 -7.80 C 17.46 -9.26 C 16.20 -8.53 C 13.72 -8.56 O 16.20 -13.03 C 17.30 -13.74 C 12.46 -9.26 C 13.72 -11.40 C 18.71 -11.40 C 17.46 -10.69 C 16.20 -11.40 C 14.96 -10.69 C 14.96 -9.26 22 1 -1 2 16 1 3 19 1 4 19 1 5 16 2 6 17 2 7 10 1 8 11 1 9 17 1 9 18 2 10 18 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 17 1 14 23 1 15 16 1 21 15 -1 18 22 1 20 19 -1 20 21 1 21 22 1 22 23 1', '23 24 H 14.96 -11.70 C:22 17.30 -15.14 C:21 19.93 -10.69 C:21 18.71 -12.73 O 18.37 -13.23 O 11.24 -8.56 O 12.51 -13.50 O 16.20 -7.10 C:126 12.46 -10.69 C:65 13.72 -12.80 C:68 14.96 -7.80 C:21 17.46 -9.26 C:29 16.20 -8.53 C:47 13.72 -8.56 O 16.20 -13.03 C:172 17.30 -13.74 C:200 12.46 -9.26 C:161 13.72 -11.40 C:29 18.71 -11.40 C:43 17.46 -10.69 C:72 16.20 -11.40 C:40 14.96 -10.69 C:41 14.96 -9.26 22 1 -1 2 16 1 3 19 1 4 19 1 5 16 2 6 17 2 7 10 1 8 11 1 9 17 1 9 18 2 10 18 1 23 11 -1 12 13 1 12 20 1 13 23 1 14 17 1 14 23 1 15 16 1 21 15 -1 18 22 1 20 19 -1 20 21 1 21 22 1 22 23 1', 'C17H26O5', 310.187, 'C', 'np00_1709_6', 1712, '', '', '1', 16, NULL, NULL),
(9225, 'Leitneridanin A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([CH3:13])[C@@H:7]2[CH2:8][CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][C@@H:3](O)[C:4](=[CH2:15])[C@:5]1(O)[CH2:6]2', 'C=C(C)[C@@H]2CC[C@@]1(C)[C@H](O)C[C@@H](O)C(=C)[C@]1(O)C2', '[CH2:109]=[C:150]([CH3:21])[C@@H:39]2[CH2:26][CH2:30][C@@:43]1([CH3:13])[C@H:70](O)[CH2:38][C@@H:75](O)[C:148](=[CH2:114])[C@:78]1(O)[CH2:35]2', '18 19 C:12 18.60 -13.96 C:15 13.73 -13.96 C:13 19.80 -11.86 C:14 14.95 -9.05 O 11.32 -12.55 O 13.73 -8.38 O 14.95 -13.24 C:8 17.40 -10.46 C:9 16.16 -9.75 C:2 12.51 -10.46 C:6 16.16 -12.55 C:11 18.60 -12.55 C:4 13.73 -12.55 C:3 12.51 -11.86 C:7 17.40 -11.86 C:1 13.73 -9.75 C:10 14.95 -10.46 C:5 14.95 -11.86 1 12 2 2 13 2 3 12 1 17 4 -1 14 5 -2 16 6 -1 18 7 -2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 15 1 11 18 1 15 12 -1 13 14 1 13 18 1 16 17 1 17 18 1', '18 19 C 18.60 -13.96 C 13.73 -13.96 C 19.80 -11.86 C 14.95 -9.05 O 11.32 -12.55 O 13.73 -8.38 O 14.95 -13.24 C 17.40 -10.46 C 16.16 -9.75 C 12.51 -10.46 C 16.16 -12.55 C 18.60 -12.55 C 13.73 -12.55 C 12.51 -11.86 C 17.40 -11.86 C 13.73 -9.75 C 14.95 -10.46 C 14.95 -11.86 1 12 2 2 13 2 3 12 1 17 4 -1 14 5 -2 16 6 -1 18 7 -2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 15 1 11 18 1 15 12 -1 13 14 1 13 18 1 16 17 1 17 18 1', '18 19 C:109 18.60 -13.96 C:114 13.73 -13.96 C:21 19.80 -11.86 C:13 14.95 -9.05 O 11.32 -12.55 O 13.73 -8.38 O 14.95 -13.24 C:26 17.40 -10.46 C:30 16.16 -9.75 C:38 12.51 -10.46 C:35 16.16 -12.55 C:150 18.60 -12.55 C:148 13.73 -12.55 C:75 12.51 -11.86 C:39 17.40 -11.86 C:70 13.73 -9.75 C:43 14.95 -10.46 C:78 14.95 -11.86 1 12 2 2 13 2 3 12 1 17 4 -1 14 5 -2 16 6 -1 18 7 -2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 15 1 11 18 1 15 12 -1 13 14 1 13 18 1 16 17 1 17 18 1', 'C15H24O3', 252.159, 'C', 'np00_1712_1', 2486, '', '', '1', 16, NULL, NULL),
(9226, 'Leitneridanin B', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:12]=[C:11]([CH3:13])[CH:7]1[CH2:6][CH2:5][C:4]([CH:15]=O)=[CH:3][CH2:2][CH2:1][C:10](=[CH2:14])[CH:9](O)[CH2:8]1', 'C=C(C)C1CCC(C=O)=CCCC(=C)C(O)C1', '[CH2:111]=[C:148]([CH3:20])[CH:39]1[CH2:30][CH2:21][C:142]([CH:195]=O)=[CH:155][CH2:29][CH2:30][C:147](=[CH2:118])[CH:76](O)[CH2:34]1', '17 17 C:12 17.92 -14.00 C:14 17.40 -7.13 C:13 20.11 -12.79 O 12.15 -11.49 O 19.77 -8.29 C:15 13.54 -11.63 C:3 13.90 -9.21 C:2 15.00 -8.34 C:1 16.17 -9.14 C:5 15.85 -10.50 C:6 16.72 -11.59 C:8 18.97 -10.48 C:11 18.71 -12.84 C:10 17.40 -8.53 C:4 14.36 -10.50 C:9 18.66 -9.14 C:7 18.10 -11.59 1 13 2 2 14 2 3 13 1 4 6 2 5 16 1 6 15 1 7 8 1 7 15 2 8 9 1 9 14 1 10 11 1 10 15 1 11 17 1 12 16 1 12 17 1 13 17 1 14 16 1', '17 17 C 17.92 -14.00 C 17.40 -7.13 C 20.11 -12.79 O 12.15 -11.49 O 19.77 -8.29 C 13.54 -11.63 C 13.90 -9.21 C 15.00 -8.34 C 16.17 -9.14 C 15.85 -10.50 C 16.72 -11.59 C 18.97 -10.48 C 18.71 -12.84 C 17.40 -8.53 C 14.36 -10.50 C 18.66 -9.14 C 18.10 -11.59 1 13 2 2 14 2 3 13 1 4 6 2 5 16 1 6 15 1 7 8 1 7 15 2 8 9 1 9 14 1 10 11 1 10 15 1 11 17 1 12 16 1 12 17 1 13 17 1 14 16 1', '17 17 C:111 17.92 -14.00 C:118 17.40 -7.13 C:20 20.11 -12.79 O 12.15 -11.49 O 19.77 -8.29 C:195 13.54 -11.63 C:155 13.90 -9.21 C:29 15.00 -8.34 C:30 16.17 -9.14 C:21 15.85 -10.50 C:30 16.72 -11.59 C:34 18.97 -10.48 C:148 18.71 -12.84 C:147 17.40 -8.53 C:142 14.36 -10.50 C:76 18.66 -9.14 C:39 18.10 -11.59 1 13 2 2 14 2 3 13 1 4 6 2 5 16 1 6 15 1 7 8 1 7 15 2 8 9 1 9 14 1 10 11 1 10 15 1 11 17 1 12 16 1 12 17 1 13 17 1 14 16 1', 'C15H22O2', 234.159, 'C', 'np00_1712_2', 2486, '', '', '1', 16, NULL, NULL),
(9227, 'Diacetyleleganodiol', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]1[CH2:8][CH2:9][C:10](=[CH2:14])[C@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C:4](=[CH2:15])[C@H:5](O[C:5001]([CH3:5002])=O)[CH2:6]1', 'C=C(C)[C@@H]1CCC(=C)[C@H](OC(C)=O)CCC(=C)[C@H](OC(C)=O)C1', '[CH2:111]=[C:147]([CH3:19])[C@@H:41]1[CH2:31][CH2:30][C:145](=[CH2:117])[C@H:76](O[C:170]([CH3:21])=O)[CH2:30][CH2:25][C:145](=[CH2:117])[C@H:79](O[C:170]([CH3:21])=O)[CH2:34]1', '23 23 C:13 18.87 -14.03 C:14 16.17 -8.40 C:15 12.31 -12.87 C:12 16.69 -15.23 C:1002 13.78 -6.82 C:5002 14.22 -15.43 O 12.57 -8.91 O 16.21 -14.04 C:9 17.48 -10.41 C:3 12.64 -10.48 C:8 17.74 -11.75 C:2 13.76 -9.61 C:6 15.49 -12.87 O 14.93 -9.01 O 14.02 -13.01 C:11 17.48 -14.08 C:1001 13.76 -8.23 C:5001 14.81 -14.16 C:10 16.17 -9.80 C:4 13.12 -11.75 C:7 16.87 -12.87 C:1 14.93 -10.41 C:5 14.61 -11.75 1 16 2 2 19 2 3 20 2 4 16 1 5 17 1 6 18 1 7 17 2 8 18 2 9 11 1 9 19 1 10 12 1 10 20 1 11 21 1 12 22 1 13 21 1 13 23 1 14 17 1 22 14 -1 15 18 1 23 15 -1 21 16 -1 19 22 1 20 23 1', '23 23 C 18.87 -14.03 C 16.17 -8.40 C 12.31 -12.87 C 16.69 -15.23 C 13.78 -6.82 C 14.22 -15.43 O 12.57 -8.91 O 16.21 -14.04 C 17.48 -10.41 C 12.64 -10.48 C 17.74 -11.75 C 13.76 -9.61 C 15.49 -12.87 O 14.93 -9.01 O 14.02 -13.01 C 17.48 -14.08 C 13.76 -8.23 C 14.81 -14.16 C 16.17 -9.80 C 13.12 -11.75 C 16.87 -12.87 C 14.93 -10.41 C 14.61 -11.75 1 16 2 2 19 2 3 20 2 4 16 1 5 17 1 6 18 1 7 17 2 8 18 2 9 11 1 9 19 1 10 12 1 10 20 1 11 21 1 12 22 1 13 21 1 13 23 1 14 17 1 22 14 -1 15 18 1 23 15 -1 21 16 -1 19 22 1 20 23 1', '23 23 C:111 18.87 -14.03 C:117 16.17 -8.40 C:117 12.31 -12.87 C:19 16.69 -15.23 C:21 13.78 -6.82 C:21 14.22 -15.43 O 12.57 -8.91 O 16.21 -14.04 C:30 17.48 -10.41 C:25 12.64 -10.48 C:31 17.74 -11.75 C:30 13.76 -9.61 C:34 15.49 -12.87 O 14.93 -9.01 O 14.02 -13.01 C:147 17.48 -14.08 C:170 13.76 -8.23 C:170 14.81 -14.16 C:145 16.17 -9.80 C:145 13.12 -11.75 C:41 16.87 -12.87 C:76 14.93 -10.41 C:79 14.61 -11.75 1 16 2 2 19 2 3 20 2 4 16 1 5 17 1 6 18 1 7 17 2 8 18 2 9 11 1 9 19 1 10 12 1 10 20 1 11 21 1 12 22 1 13 21 1 13 23 1 14 17 1 22 14 -1 15 18 1 23 15 -1 21 16 -1 19 22 1 20 23 1', 'C19H28O4', 320.201, 'C', 'np03_943_1a', 2304, '', '', '1', 3, NULL, NULL),
(9228, 'Eleganolactone A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:8]23[CH2:9][C@:10]1([CH3:14])[C@@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@H:6](O[C:6001]([CH3:6002])=O)[C@:7]2([H])[C:11](=[CH2:13])[C:12](=O)O3', '[H][C@]23C[C@]1(C)[C@@H](OC(C)=O)CCC(=C)[C@]1([H])[C@@H](OC(C)=O)[C@]2([H])C(=C)C(=O)O3', '[H][C@:76]23[CH2:38][C@:41]1([CH3:22])[C@@H:71](O[C:170]([CH3:21])=O)[CH2:27][CH2:29][C:142](=[CH2:115])[C@:60]1([H])[C@@H:69](O[C:171]([CH3:21])=O)[C@:52]2([H])[C:137](=[CH2:119])[C:170](=O)O3', '28 30 H 16.89 -9.38 H 16.89 -12.92 H 14.29 -12.93 C:15 13.02 -14.08 C:13 18.71 -13.69 C:1002 11.77 -6.17 C:6002 16.89 -16.11 C:14 14.29 -8.94 O 10.57 -8.27 O 17.90 -14.09 O 20.57 -11.16 C:3 11.75 -11.90 C:2 11.75 -10.41 C:9 15.60 -9.68 O 13.01 -8.27 O 15.62 -14.03 O 18.25 -9.99 C:1001 11.78 -7.57 C:6001 16.89 -14.70 C:4 13.02 -12.62 C:11 18.25 -12.31 C:12 19.12 -11.16 C:1 13.02 -9.68 C:6 15.60 -12.62 C:8 16.89 -10.41 C:7 16.89 -11.90 C:5 14.29 -11.90 C:10 14.29 -10.41 25 1 -1 26 2 -2 27 3 -2 4 20 2 5 21 2 6 18 1 7 19 1 28 8 -2 9 18 2 10 19 2 11 22 2 12 13 1 12 20 1 13 23 1 14 25 1 14 28 1 15 18 1 23 15 -2 16 19 1 24 16 -2 17 22 1 17 25 1 20 27 1 21 22 1 21 26 1 23 28 1 24 26 1 24 27 1 25 26 1 27 28 1', '28 30 H 16.89 -9.38 H 16.89 -12.92 H 14.29 -12.93 C 13.02 -14.08 C 18.71 -13.69 C 11.77 -6.17 C 16.89 -16.11 C 14.29 -8.94 O 10.57 -8.27 O 17.90 -14.09 O 20.57 -11.16 C 11.75 -11.90 C 11.75 -10.41 C 15.60 -9.68 O 13.01 -8.27 O 15.62 -14.03 O 18.25 -9.99 C 11.78 -7.57 C 16.89 -14.70 C 13.02 -12.62 C 18.25 -12.31 C 19.12 -11.16 C 13.02 -9.68 C 15.60 -12.62 C 16.89 -10.41 C 16.89 -11.90 C 14.29 -11.90 C 14.29 -10.41 25 1 -1 26 2 -2 27 3 -2 4 20 2 5 21 2 6 18 1 7 19 1 28 8 -2 9 18 2 10 19 2 11 22 2 12 13 1 12 20 1 13 23 1 14 25 1 14 28 1 15 18 1 23 15 -2 16 19 1 24 16 -2 17 22 1 17 25 1 20 27 1 21 22 1 21 26 1 23 28 1 24 26 1 24 27 1 25 26 1 27 28 1', '28 30 H 16.89 -9.38 H 16.89 -12.92 H 14.29 -12.93 C:115 13.02 -14.08 C:119 18.71 -13.69 C:21 11.77 -6.17 C:21 16.89 -16.11 C:22 14.29 -8.94 O 10.57 -8.27 O 17.90 -14.09 O 20.57 -11.16 C:29 11.75 -11.90 C:27 11.75 -10.41 C:38 15.60 -9.68 O 13.01 -8.27 O 15.62 -14.03 O 18.25 -9.99 C:170 11.78 -7.57 C:171 16.89 -14.70 C:142 13.02 -12.62 C:137 18.25 -12.31 C:170 19.12 -11.16 C:71 13.02 -9.68 C:69 15.60 -12.62 C:76 16.89 -10.41 C:52 16.89 -11.90 C:60 14.29 -11.90 C:41 14.29 -10.41 25 1 -1 26 2 -2 27 3 -2 4 20 2 5 21 2 6 18 1 7 19 1 28 8 -2 9 18 2 10 19 2 11 22 2 12 13 1 12 20 1 13 23 1 14 25 1 14 28 1 15 18 1 23 15 -2 16 19 1 24 16 -2 17 22 1 17 25 1 20 27 1 21 22 1 21 26 1 23 28 1 24 26 1 24 27 1 25 26 1 27 28 1', 'C19H24O6', 348.224, 'C', 'np03_943_2a', 2304, '', '', '1', 3, NULL, NULL),
(9229, 'Diacetyleleganolactone B', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:8]12[CH:9]=[C:10]([CH3:14])[C@@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C:4](=[CH2:15])[C:5](=O)[C@@H:6](O[C:6001]([CH3:6002])=O)[C@:7]1([H])[C:11](=[CH2:13])[C:12](=O)O2', '[H][C@]12C=C(C)[C@@H](OC(C)=O)CCC(=C)C(=O)[C@@H](OC(C)=O)[C@]1([H])C(=C)C(=O)O2', '[H][C@:75]12[CH:126]=[C:140]([CH3:17])[C@@H:68](O[C:170]([CH3:20])=O)[CH2:29][CH2:24][C:146](=[CH2:129])[C:199](=O)[C@@H:72](O[C:170]([CH3:21])=O)[C@:48]1([H])[C:136](=[CH2:125])[C:170](=O)O2', '28 29 H 17.92 -10.62 H 15.90 -13.31 C:15 11.54 -12.53 C:13 16.59 -14.98 C:1002 13.06 -6.47 C:6002 12.62 -15.78 C:14 15.56 -7.89 O 11.87 -8.57 O 11.75 -13.63 O 19.56 -14.13 O 15.01 -10.51 C:9 16.88 -9.97 C:3 11.94 -10.03 C:2 13.06 -9.12 O 14.32 -8.56 O 14.32 -13.92 O 18.47 -11.88 C:1001 13.06 -7.87 C:6001 12.87 -14.42 C:4 12.40 -11.42 C:10 15.56 -9.31 C:11 17.08 -13.63 C:12 18.47 -13.31 C:5 13.95 -11.42 C:1 14.32 -9.97 C:6 14.85 -12.53 C:8 17.20 -11.42 C:7 16.29 -12.53 27 1 -1 28 2 -2 3 20 2 4 22 2 5 18 1 6 19 1 7 21 1 8 18 2 9 19 2 10 23 2 11 24 2 12 21 2 12 27 1 13 14 1 13 20 1 14 25 1 15 18 1 25 15 -2 16 19 1 26 16 -2 17 23 1 17 27 1 20 24 1 21 25 1 22 23 1 22 28 1 24 26 1 26 28 1 27 28 1', '28 29 H 17.92 -10.62 H 15.90 -13.31 C 11.54 -12.53 C 16.59 -14.98 C 13.06 -6.47 C 12.62 -15.78 C 15.56 -7.89 O 11.87 -8.57 O 11.75 -13.63 O 19.56 -14.13 O 15.01 -10.51 C 16.88 -9.97 C 11.94 -10.03 C 13.06 -9.12 O 14.32 -8.56 O 14.32 -13.92 O 18.47 -11.88 C 13.06 -7.87 C 12.87 -14.42 C 12.40 -11.42 C 15.56 -9.31 C 17.08 -13.63 C 18.47 -13.31 C 13.95 -11.42 C 14.32 -9.97 C 14.85 -12.53 C 17.20 -11.42 C 16.29 -12.53 27 1 -1 28 2 -2 3 20 2 4 22 2 5 18 1 6 19 1 7 21 1 8 18 2 9 19 2 10 23 2 11 24 2 12 21 2 12 27 1 13 14 1 13 20 1 14 25 1 15 18 1 25 15 -2 16 19 1 26 16 -2 17 23 1 17 27 1 20 24 1 21 25 1 22 23 1 22 28 1 24 26 1 26 28 1 27 28 1', '28 29 H 17.92 -10.62 H 15.90 -13.31 C:129 11.54 -12.53 C:125 16.59 -14.98 C:20 13.06 -6.47 C:21 12.62 -15.78 C:17 15.56 -7.89 O 11.87 -8.57 O 11.75 -13.63 O 19.56 -14.13 O 15.01 -10.51 C:126 16.88 -9.97 C:24 11.94 -10.03 C:29 13.06 -9.12 O 14.32 -8.56 O 14.32 -13.92 O 18.47 -11.88 C:170 13.06 -7.87 C:170 12.87 -14.42 C:146 12.40 -11.42 C:140 15.56 -9.31 C:136 17.08 -13.63 C:170 18.47 -13.31 C:199 13.95 -11.42 C:68 14.32 -9.97 C:72 14.85 -12.53 C:75 17.20 -11.42 C:48 16.29 -12.53 27 1 -1 28 2 -2 3 20 2 4 22 2 5 18 1 6 19 1 7 21 1 8 18 2 9 19 2 10 23 2 11 24 2 12 21 2 12 27 1 13 14 1 13 20 1 14 25 1 15 18 1 25 15 -2 16 19 1 26 16 -2 17 23 1 17 27 1 20 24 1 21 25 1 22 23 1 22 28 1 24 26 1 26 28 1 27 28 1', 'C19H22O7', 362.215, 'C', 'np03_943_3a', 2304, '', '', '1', 3, NULL, NULL),
(9230, '', '(1R,2R,4S,5S,6R,7S)-4,5-Epoxygermacra-9Z-en-1,2,6-triol', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:14][C:10]2=[CH:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@@H:6](O)[C@@H:5]1O[C@@:4]1([CH3:15])[CH2:3][C@@H:2](O)[C@@H:1]2O', 'CC2=CC[C@@H](C(C)C)[C@@H](O)[C@@H]1O[C@@]1(C)C[C@@H](O)[C@@H]2O', '[CH3:18][C:133]2=[CH:130][CH2:27][C@@H:45]([CH:27]([CH3:21])[CH3:19])[C@@H:69](O)[C@@H:65]1O[C@@:60]1([CH3:18])[CH2:46][C@@H:68](O)[C@@H:71]2O', '19 20 C:14 16.11 -7.81 C:12 16.63 -14.63 C:13 18.81 -13.43 C:15 12.28 -12.28 O 13.59 -7.62 O 14.89 -8.42 O 14.85 -13.51 C:9 17.42 -9.81 C:8 17.67 -11.16 C:3 12.64 -9.88 O 13.70 -12.41 C:10 16.11 -9.20 C:11 17.42 -13.48 C:2 13.70 -9.01 C:1 14.89 -9.81 C:6 15.44 -12.24 C:7 16.81 -12.24 C:5 14.57 -11.16 C:4 13.09 -11.16 1 12 1 2 13 1 3 13 1 19 4 -2 14 5 -1 15 6 -2 16 7 -1 8 9 1 8 12 2 9 17 1 10 14 1 10 19 1 18 11 -2 11 19 1 12 15 1 17 13 -1 14 15 1 16 17 1 16 18 1 18 19 1', '19 20 C 16.11 -7.81 C 16.63 -14.63 C 18.81 -13.43 C 12.28 -12.28 O 13.59 -7.62 O 14.89 -8.42 O 14.85 -13.51 C 17.42 -9.81 C 17.67 -11.16 C 12.64 -9.88 O 13.70 -12.41 C 16.11 -9.20 C 17.42 -13.48 C 13.70 -9.01 C 14.89 -9.81 C 15.44 -12.24 C 16.81 -12.24 C 14.57 -11.16 C 13.09 -11.16 1 12 1 2 13 1 3 13 1 19 4 -2 14 5 -1 15 6 -2 16 7 -1 8 9 1 8 12 2 9 17 1 10 14 1 10 19 1 18 11 -2 11 19 1 12 15 1 17 13 -1 14 15 1 16 17 1 16 18 1 18 19 1', '19 20 C:18 16.11 -7.81 C:21 16.63 -14.63 C:19 18.81 -13.43 C:18 12.28 -12.28 O 13.59 -7.62 O 14.89 -8.42 O 14.85 -13.51 C:130 17.42 -9.81 C:27 17.67 -11.16 C:46 12.64 -9.88 O 13.70 -12.41 C:133 16.11 -9.20 C:27 17.42 -13.48 C:68 13.70 -9.01 C:71 14.89 -9.81 C:69 15.44 -12.24 C:45 16.81 -12.24 C:65 14.57 -11.16 C:60 13.09 -11.16 1 12 1 2 13 1 3 13 1 19 4 -2 14 5 -1 15 6 -2 16 7 -1 8 9 1 8 12 2 9 17 1 10 14 1 10 19 1 18 11 -2 11 19 1 12 15 1 17 13 -1 14 15 1 16 17 1 16 18 1 18 19 1', 'C15H26O4', 270.158, 'C', 'np05_853_10', 121, '', '', '1', 3, NULL, NULL),
(9231, '', '(3R,6R,7S)-3,6-Dihydroxygermacra-4(5)E,10(14)-dien-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:14]=[C:10]1[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@@H:6](O)[CH:5]=[C:4]([CH3:4001])[C@H:3](O)[CH2:2][C:1]1=O', 'C=C1CC[C@@H](C(C)C)[C@@H](O)C=C(C)[C@H](O)CC1=O', '[CH2:126]=[C:151]1[CH2:33][CH2:26][C@@H:48]([CH:31]([CH3:21])[CH3:21])[C@@H:68](O)[CH:133]=[C:133]([CH3:11])[C@H:76](O)[CH2:42][C:200]1=O', '18 18 C:14 16.64 -7.74 C:4001 12.73 -12.19 C:12 17.16 -14.59 C:13 19.34 -13.39 O 15.41 -8.34 O 15.24 -13.39 O 11.79 -9.44 C:5 15.09 -11.10 C:9 17.95 -9.74 C:8 18.21 -11.10 C:2 14.24 -8.94 C:10 16.64 -9.13 C:4 13.60 -11.10 C:1 15.41 -9.74 C:11 17.95 -13.39 C:6 15.96 -12.23 C:3 13.14 -9.81 C:7 17.34 -12.23 1 12 2 2 13 1 3 15 1 4 15 1 5 14 2 16 6 -1 17 7 -2 8 13 2 8 16 1 9 10 1 9 12 1 10 18 1 11 14 1 11 17 1 12 14 1 13 17 1 18 15 -1 16 18 1', '18 18 C 16.64 -7.74 C 12.73 -12.19 C 17.16 -14.59 C 19.34 -13.39 O 15.41 -8.34 O 15.24 -13.39 O 11.79 -9.44 C 15.09 -11.10 C 17.95 -9.74 C 18.21 -11.10 C 14.24 -8.94 C 16.64 -9.13 C 13.60 -11.10 C 15.41 -9.74 C 17.95 -13.39 C 15.96 -12.23 C 13.14 -9.81 C 17.34 -12.23 1 12 2 2 13 1 3 15 1 4 15 1 5 14 2 16 6 -1 17 7 -2 8 13 2 8 16 1 9 10 1 9 12 1 10 18 1 11 14 1 11 17 1 12 14 1 13 17 1 18 15 -1 16 18 1', '18 18 C:126 16.64 -7.74 C:11 12.73 -12.19 C:21 17.16 -14.59 C:21 19.34 -13.39 O 15.41 -8.34 O 15.24 -13.39 O 11.79 -9.44 C:133 15.09 -11.10 C:33 17.95 -9.74 C:26 18.21 -11.10 C:42 14.24 -8.94 C:151 16.64 -9.13 C:133 13.60 -11.10 C:200 15.41 -9.74 C:31 17.95 -13.39 C:68 15.96 -12.23 C:76 13.14 -9.81 C:48 17.34 -12.23 1 12 2 2 13 1 3 15 1 4 15 1 5 14 2 16 6 -1 17 7 -2 8 13 2 8 16 1 9 10 1 9 12 1 10 18 1 11 14 1 11 17 1 12 14 1 13 17 1 18 15 -1 16 18 1', 'C15H24O3', 252.159, 'C', 'np05_853_11', 121, '', '', '1', 3, NULL, NULL),
(9232, 'Glaucolide K', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:6]12O[C:12](=O)[C:11]([CH2:13]O[C:13001]([CH3:13002])=O)=[C:7]1[C@H:8](O[C:8001](=O)[C:8002](=[CH2:8003])[CH3:8004])[CH2:9][C@@H:10]([CH3:14])[C@@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C@@:4]3([CH3:15])O[C@@H:5]23', '[H][C@]12OC(=O)C(COC(C)=O)=C1[C@H](OC(=O)C(=C)C)C[C@@H](C)[C@@H](OC(C)=O)CC[C@@]3(C)O[C@@H]23', '[H][C@:83]12O[C:173](=O)[C:128]([CH2:57]O[C:172]([CH3:21])=O)=[C:166]1[C@H:70](O[C:168](=O)[C:137](=[CH2:128])[CH3:18])[CH2:40][C@@H:31]([CH3:15])[C@@H:72](O[C:173]([CH3:21])=O)[CH2:27][CH2:34][C@@:61]3([CH3:18])O[C@@H:67]23', '33 35 H 14.45 -10.15 C:8003 20.22 -11.63 C:8004 21.39 -9.56 C:13002 19.26 -16.05 C:1002 12.39 -5.17 C:14 14.87 -6.61 C:15 10.88 -11.13 O 20.00 -13.77 O 11.14 -7.26 O 18.97 -8.16 O 14.87 -14.76 C:2 12.39 -7.82 C:13 17.35 -12.90 C:3 11.27 -8.69 C:9 16.12 -8.62 O 17.64 -14.27 O 13.59 -7.26 O 17.78 -10.27 O 13.70 -12.48 O 12.49 -11.22 C:8002 20.22 -10.27 C:13001 18.97 -14.69 C:1001 12.39 -6.55 C:8001 18.97 -9.56 C:12 14.87 -13.33 C:11 16.02 -12.48 C:7 15.56 -11.13 C:10 14.87 -8.01 C:8 16.43 -10.02 C:1 13.59 -8.62 C:5 13.26 -10.02 C:6 14.16 -11.22 C:4 11.75 -10.02 32 1 -1 2 21 2 3 21 1 4 22 1 5 23 1 28 6 -2 33 7 -1 8 22 2 9 23 2 10 24 2 11 25 2 12 14 1 12 30 1 13 16 1 13 26 1 14 33 1 15 28 1 15 29 1 16 22 1 17 23 1 30 17 -2 18 24 1 29 18 -1 19 25 1 19 32 1 31 20 -2 20 33 1 21 24 1 25 26 1 26 27 2 27 29 1 27 32 1 28 30 1 31 32 1 31 33 1', '33 35 H 14.45 -10.15 C 20.22 -11.63 C 21.39 -9.56 C 19.26 -16.05 C 12.39 -5.17 C 14.87 -6.61 C 10.88 -11.13 O 20.00 -13.77 O 11.14 -7.26 O 18.97 -8.16 O 14.87 -14.76 C 12.39 -7.82 C 17.35 -12.90 C 11.27 -8.69 C 16.12 -8.62 O 17.64 -14.27 O 13.59 -7.26 O 17.78 -10.27 O 13.70 -12.48 O 12.49 -11.22 C 20.22 -10.27 C 18.97 -14.69 C 12.39 -6.55 C 18.97 -9.56 C 14.87 -13.33 C 16.02 -12.48 C 15.56 -11.13 C 14.87 -8.01 C 16.43 -10.02 C 13.59 -8.62 C 13.26 -10.02 C 14.16 -11.22 C 11.75 -10.02 32 1 -1 2 21 2 3 21 1 4 22 1 5 23 1 28 6 -2 33 7 -1 8 22 2 9 23 2 10 24 2 11 25 2 12 14 1 12 30 1 13 16 1 13 26 1 14 33 1 15 28 1 15 29 1 16 22 1 17 23 1 30 17 -2 18 24 1 29 18 -1 19 25 1 19 32 1 31 20 -2 20 33 1 21 24 1 25 26 1 26 27 2 27 29 1 27 32 1 28 30 1 31 32 1 31 33 1', '33 35 H 14.45 -10.15 C:128 20.22 -11.63 C:18 21.39 -9.56 C:21 19.26 -16.05 C:21 12.39 -5.17 C:15 14.87 -6.61 C:18 10.88 -11.13 O 20.00 -13.77 O 11.14 -7.26 O 18.97 -8.16 O 14.87 -14.76 C:27 12.39 -7.82 C:57 17.35 -12.90 C:34 11.27 -8.69 C:40 16.12 -8.62 O 17.64 -14.27 O 13.59 -7.26 O 17.78 -10.27 O 13.70 -12.48 O 12.49 -11.22 C:137 20.22 -10.27 C:172 18.97 -14.69 C:173 12.39 -6.55 C:168 18.97 -9.56 C:173 14.87 -13.33 C:128 16.02 -12.48 C:166 15.56 -11.13 C:31 14.87 -8.01 C:70 16.43 -10.02 C:72 13.59 -8.62 C:67 13.26 -10.02 C:83 14.16 -11.22 C:61 11.75 -10.02 32 1 -1 2 21 2 3 21 1 4 22 1 5 23 1 28 6 -2 33 7 -1 8 22 2 9 23 2 10 24 2 11 25 2 12 14 1 12 30 1 13 16 1 13 26 1 14 33 1 15 28 1 15 29 1 16 22 1 17 23 1 30 17 -2 18 24 1 29 18 -1 19 25 1 19 32 1 31 20 -2 20 33 1 21 24 1 25 26 1 26 27 2 27 29 1 27 32 1 28 30 1 31 32 1 31 33 1', 'C23H30O9', 450.249, 'M', 'np05_1371_1', 2446, '', '', '1', 3, NULL, NULL),
(9233, 'Glaucolide L', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:6]12O[C:12](=O)[C:11]([CH2:13]O)=[C:7]1[C@H:8](O[C:8001](=O)[C:8002](=[CH2:8003])[CH3:8004])[CH2:9][C@@H:10]([CH3:14])[C@@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C@@:4]3([CH3:15])O[C@@H:5]23', '[H][C@]12OC(=O)C(CO)=C1[C@H](OC(=O)C(=C)C)C[C@@H](C)[C@@H](OC(C)=O)CC[C@@]3(C)O[C@@H]23', '[H][C@:82]12O[C:174](=O)[C:132]([CH2:54]O)=[C:164]1[C@H:70](O[C:168](=O)[C:137](=[CH2:127])[CH3:18])[CH2:40][C@@H:31]([CH3:15])[C@@H:72](O[C:173]([CH3:21])=O)[CH2:27][CH2:34][C@@:61]3([CH3:18])O[C@@H:68]23', '30 32 H 14.45 -10.77 C:8003 20.22 -12.25 C:8004 21.40 -10.17 C:1002 12.41 -5.80 C:14 14.87 -7.23 C:15 10.90 -11.75 O 11.16 -7.87 O 18.98 -8.79 O 14.87 -15.37 O 17.64 -14.89 C:13 17.35 -13.53 C:2 12.41 -8.44 C:3 11.29 -9.31 C:9 16.13 -9.24 O 13.60 -7.85 O 17.78 -10.89 O 13.71 -13.10 O 12.51 -11.85 C:8002 20.22 -10.87 C:1001 12.41 -7.17 C:8001 18.98 -10.18 C:12 14.87 -13.95 C:11 16.03 -13.10 C:7 15.56 -11.80 C:10 14.87 -8.63 C:8 16.44 -10.64 C:1 13.60 -9.24 C:5 13.28 -10.64 C:6 14.16 -11.80 C:4 11.77 -10.64 29 1 -1 2 19 2 3 19 1 4 20 1 25 5 -2 30 6 -1 7 20 2 8 21 2 9 22 2 10 11 1 11 23 1 12 13 1 12 27 1 13 30 1 14 25 1 14 26 1 15 20 1 27 15 -2 16 21 1 26 16 -1 17 22 1 17 29 1 28 18 -2 18 30 1 19 21 1 22 23 1 23 24 2 24 26 1 24 29 1 25 27 1 28 29 1 28 30 1', '30 32 H 14.45 -10.77 C 20.22 -12.25 C 21.40 -10.17 C 12.41 -5.80 C 14.87 -7.23 C 10.90 -11.75 O 11.16 -7.87 O 18.98 -8.79 O 14.87 -15.37 O 17.64 -14.89 C 17.35 -13.53 C 12.41 -8.44 C 11.29 -9.31 C 16.13 -9.24 O 13.60 -7.85 O 17.78 -10.89 O 13.71 -13.10 O 12.51 -11.85 C 20.22 -10.87 C 12.41 -7.17 C 18.98 -10.18 C 14.87 -13.95 C 16.03 -13.10 C 15.56 -11.80 C 14.87 -8.63 C 16.44 -10.64 C 13.60 -9.24 C 13.28 -10.64 C 14.16 -11.80 C 11.77 -10.64 29 1 -1 2 19 2 3 19 1 4 20 1 25 5 -2 30 6 -1 7 20 2 8 21 2 9 22 2 10 11 1 11 23 1 12 13 1 12 27 1 13 30 1 14 25 1 14 26 1 15 20 1 27 15 -2 16 21 1 26 16 -1 17 22 1 17 29 1 28 18 -2 18 30 1 19 21 1 22 23 1 23 24 2 24 26 1 24 29 1 25 27 1 28 29 1 28 30 1', '30 32 H 14.45 -10.77 C:127 20.22 -12.25 C:18 21.40 -10.17 C:21 12.41 -5.80 C:15 14.87 -7.23 C:18 10.90 -11.75 O 11.16 -7.87 O 18.98 -8.79 O 14.87 -15.37 O 17.64 -14.89 C:54 17.35 -13.53 C:27 12.41 -8.44 C:34 11.29 -9.31 C:40 16.13 -9.24 O 13.60 -7.85 O 17.78 -10.89 O 13.71 -13.10 O 12.51 -11.85 C:137 20.22 -10.87 C:173 12.41 -7.17 C:168 18.98 -10.18 C:174 14.87 -13.95 C:132 16.03 -13.10 C:164 15.56 -11.80 C:31 14.87 -8.63 C:70 16.44 -10.64 C:72 13.60 -9.24 C:68 13.28 -10.64 C:82 14.16 -11.80 C:61 11.77 -10.64 29 1 -1 2 19 2 3 19 1 4 20 1 25 5 -2 30 6 -1 7 20 2 8 21 2 9 22 2 10 11 1 11 23 1 12 13 1 12 27 1 13 30 1 14 25 1 14 26 1 15 20 1 27 15 -2 16 21 1 26 16 -1 17 22 1 17 29 1 28 18 -2 18 30 1 19 21 1 22 23 1 23 24 2 24 26 1 24 29 1 25 27 1 28 29 1 28 30 1', 'C21H28O8', 408.228, 'M', 'np05_1371_2', 2446, '', '', '1', 3, NULL, NULL),
(9234, 'Glaucolide M', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:8003]=[C:8002]([CH3:8004])[C:8001](=O)O[C@H:8]2[CH2:9][C@@H:10]([CH3:14])[C@@H:1](O[C:1001]([CH3:1002])=O)[CH2:2][CH2:3][C@@:4]([CH3:15])(O)[CH:5]=[c:6]1o[c:12](=O)[c:11]([CH2:13]O[C:13001]([CH3:13002])=O)[c:7]12', 'C=C(C)C(=O)O[C@H]2C[C@@H](C)[C@@H](OC(C)=O)CC[C@@](C)(O)C=c1oc(=O)c(COC(C)=O)c12', '[CH2:128]=[C:137]([CH3:18])[C:167](=O)O[C@H:69]2[CH2:39][C@@H:37]([CH3:19])[C@@H:79](O[C:172]([CH3:21])=O)[CH2:30][CH2:38][C@@:74]([CH3:30])(O)[CH:129]=[c:146]1o[c:169](=O)[c:129]([CH2:57]O[C:172]([CH3:21])=O)[c:153]12', '32 33 C:8003 19.70 -6.66 C:8004 20.31 -9.00 C:13002 22.29 -12.39 C:1002 10.35 -6.76 C:14 13.36 -7.70 C:15 12.71 -13.37 O 21.12 -10.24 O 9.93 -9.14 O 16.99 -7.37 O 18.25 -14.52 O 11.50 -12.69 C:5 13.79 -12.55 C:2 11.30 -10.04 C:13 18.70 -11.53 C:3 11.30 -11.57 C:9 15.25 -9.06 O 19.88 -12.28 O 17.60 -9.71 O 12.21 -8.31 O 15.92 -13.75 C:8002 19.33 -8.01 C:13001 21.12 -11.64 C:1001 10.83 -8.07 C:8001 17.97 -8.36 C:11 17.46 -12.17 C:7 16.26 -11.53 C:12 17.26 -13.53 C:6 15.25 -12.55 C:10 13.79 -9.06 C:8 16.26 -10.08 C:1 12.70 -9.63 C:4 12.70 -11.97 1 21 2 2 21 1 3 22 1 4 23 1 29 5 -2 32 6 -1 7 22 2 8 23 2 9 24 2 10 27 2 32 11 -2 12 28 2 12 32 1 13 15 1 13 31 1 14 17 1 14 25 1 15 32 1 16 29 1 16 30 1 17 22 1 18 24 1 30 18 -2 19 23 1 31 19 -2 20 27 1 20 28 1 21 24 1 25 26 2 25 27 1 26 28 1 26 30 1 29 31 1', '32 33 C 19.70 -6.66 C 20.31 -9.00 C 22.29 -12.39 C 10.35 -6.76 C 13.36 -7.70 C 12.71 -13.37 O 21.12 -10.24 O 9.93 -9.14 O 16.99 -7.37 O 18.25 -14.52 O 11.50 -12.69 C 13.79 -12.55 C 11.30 -10.04 C 18.70 -11.53 C 11.30 -11.57 C 15.25 -9.06 O 19.88 -12.28 O 17.60 -9.71 O 12.21 -8.31 O 15.92 -13.75 C 19.33 -8.01 C 21.12 -11.64 C 10.83 -8.07 C 17.97 -8.36 C 17.46 -12.17 C 16.26 -11.53 C 17.26 -13.53 C 15.25 -12.55 C 13.79 -9.06 C 16.26 -10.08 C 12.70 -9.63 C 12.70 -11.97 1 21 2 2 21 1 3 22 1 4 23 1 29 5 -2 32 6 -1 7 22 2 8 23 2 9 24 2 10 27 2 32 11 -2 12 28 2 12 32 1 13 15 1 13 31 1 14 17 1 14 25 1 15 32 1 16 29 1 16 30 1 17 22 1 18 24 1 30 18 -2 19 23 1 31 19 -2 20 27 1 20 28 1 21 24 1 25 26 2 25 27 1 26 28 1 26 30 1 29 31 1', '32 33 C:128 19.70 -6.66 C:18 20.31 -9.00 C:21 22.29 -12.39 C:21 10.35 -6.76 C:19 13.36 -7.70 C:30 12.71 -13.37 O 21.12 -10.24 O 9.93 -9.14 O 16.99 -7.37 O 18.25 -14.52 O 11.50 -12.69 C:129 13.79 -12.55 C:30 11.30 -10.04 C:57 18.70 -11.53 C:38 11.30 -11.57 C:39 15.25 -9.06 O 19.88 -12.28 O 17.60 -9.71 O 12.21 -8.31 O 15.92 -13.75 C:137 19.33 -8.01 C:172 21.12 -11.64 C:172 10.83 -8.07 C:167 17.97 -8.36 C:129 17.46 -12.17 C:153 16.26 -11.53 C:169 17.26 -13.53 C:146 15.25 -12.55 C:37 13.79 -9.06 C:69 16.26 -10.08 C:79 12.70 -9.63 C:74 12.70 -11.97 1 21 2 2 21 1 3 22 1 4 23 1 29 5 -2 32 6 -1 7 22 2 8 23 2 9 24 2 10 27 2 32 11 -2 12 28 2 12 32 1 13 15 1 13 31 1 14 17 1 14 25 1 15 32 1 16 29 1 16 30 1 17 22 1 18 24 1 30 18 -2 19 23 1 31 19 -2 20 27 1 20 28 1 21 24 1 25 26 2 25 27 1 26 28 1 26 30 1 29 31 1', 'C23H30O9', 450.241, 'M', 'np05_1371_3', 2446, '', '', '1', 3, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9235, 'Zeylanidine', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:10002][C:10001](=O)O[C@H:10]3[c:9]1o[cH:12][c:11]([CH3:13])[c:8]1[C@@H:7]4O[C:15](=O)[C@:5]5([CH2:4][CH2:3][C@@H:2]2O[C@@:1]23[CH3:14])O[CH:6]45', 'CC(=O)O[C@H]3c1occ(C)c1[C@@H]4OC(=O)[C@]5(CC[C@@H]2O[C@@]23C)OC45', '[CH3:21][C:169](=O)O[C@H:68]3[c:151]1o[cH:139][c:121]([CH3:8])[c:116]1[C@@H:73]4O[C:172](=O)[C@:61]5([CH2:21][CH2:21][C@@H:57]2O[C@@:61]23[CH3:16])O[CH:60]45', '24 28 C:10002 20.87 -8.01 C:13 17.08 -14.00 C:14 16.11 -7.17 O 19.91 -10.25 O 11.36 -12.17 C:12 18.89 -12.32 C:3 13.79 -8.40 C:4 12.73 -9.24 O 18.45 -8.32 O 14.20 -12.57 O 14.93 -7.79 O 13.90 -9.24 O 18.89 -10.92 C:10001 19.74 -8.86 C:15 12.67 -11.75 C:11 17.56 -12.70 C:9 17.62 -10.48 C:8 16.79 -11.53 C:2 14.93 -9.17 C:7 15.25 -11.53 C:10 17.33 -9.17 C:6 14.62 -10.48 C:1 16.11 -8.58 C:5 13.17 -10.48 1 14 1 2 16 1 23 3 -1 4 14 2 5 15 2 6 13 1 6 16 2 7 8 1 7 19 1 8 24 1 9 14 1 21 9 -1 10 15 1 20 10 -2 19 11 -2 11 23 1 12 22 1 12 24 1 13 17 1 24 15 -2 16 18 1 17 18 2 17 21 1 18 20 1 19 23 1 20 22 1 21 23 1 22 24 1', '24 28 C 20.87 -8.01 C 17.08 -14.00 C 16.11 -7.17 O 19.91 -10.25 O 11.36 -12.17 C 18.89 -12.32 C 13.79 -8.40 C 12.73 -9.24 O 18.45 -8.32 O 14.20 -12.57 O 14.93 -7.79 O 13.90 -9.24 O 18.89 -10.92 C 19.74 -8.86 C 12.67 -11.75 C 17.56 -12.70 C 17.62 -10.48 C 16.79 -11.53 C 14.93 -9.17 C 15.25 -11.53 C 17.33 -9.17 C 14.62 -10.48 C 16.11 -8.58 C 13.17 -10.48 1 14 1 2 16 1 23 3 -1 4 14 2 5 15 2 6 13 1 6 16 2 7 8 1 7 19 1 8 24 1 9 14 1 21 9 -1 10 15 1 20 10 -2 19 11 -2 11 23 1 12 22 1 12 24 1 13 17 1 24 15 -2 16 18 1 17 18 2 17 21 1 18 20 1 19 23 1 20 22 1 21 23 1 22 24 1', '24 28 C:21 20.87 -8.01 C:8 17.08 -14.00 C:16 16.11 -7.17 O 19.91 -10.25 O 11.36 -12.17 C:139 18.89 -12.32 C:21 13.79 -8.40 C:21 12.73 -9.24 O 18.45 -8.32 O 14.20 -12.57 O 14.93 -7.79 O 13.90 -9.24 O 18.89 -10.92 C:169 19.74 -8.86 C:172 12.67 -11.75 C:121 17.56 -12.70 C:151 17.62 -10.48 C:116 16.79 -11.53 C:57 14.93 -9.17 C:73 15.25 -11.53 C:68 17.33 -9.17 C:60 14.62 -10.48 C:61 16.11 -8.58 C:61 13.17 -10.48 1 14 1 2 16 1 23 3 -1 4 14 2 5 15 2 6 13 1 6 16 2 7 8 1 7 19 1 8 24 1 9 14 1 21 9 -1 10 15 1 20 10 -2 19 11 -2 11 23 1 12 22 1 12 24 1 13 17 1 24 15 -2 16 18 1 17 18 2 17 21 1 18 20 1 19 23 1 20 22 1 21 23 1 22 24 1', 'C17H18O7', 334.178, 'C', 'np96_704_1', 374, '', '', '1', 3, NULL, NULL),
(9236, 'Pseudoneolinderane', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:13][c:11]3[cH:12]o[c:9]4[CH2:10][C@@:1]1([CH3:14])O[C@H:2]1[CH2:3][CH2:4][C:5]2=[CH:6][C@@H:7](O[C:15]2=O)[c:8]34', 'Cc3coc4C[C@@]1(C)O[C@H]1CCC2=C[C@@H](OC2=O)c34', '[CH3:8][c:121]3[cH:137]o[c:150]4[CH2:37][C@@:59]1([CH3:16])O[C@H:66]1[CH2:24][CH2:19][C:131]2=[CH:147][C@@H:74](O[C:175]2=O)[c:115]34', '19 22 C:13 18.08 -13.99 C:14 17.10 -7.14 O 12.34 -12.15 C:6 15.60 -10.45 C:12 19.91 -12.30 C:4 13.73 -9.22 C:3 14.78 -8.37 C:10 18.33 -9.15 O 15.18 -12.55 O 15.91 -7.76 O 19.91 -10.89 C:15 13.67 -11.73 C:5 14.17 -10.45 C:11 18.57 -12.68 C:9 18.63 -10.45 C:8 17.79 -11.50 C:7 16.24 -11.50 C:2 15.91 -9.15 C:1 17.10 -8.55 1 14 1 19 2 -1 3 12 2 4 13 2 4 17 1 5 11 1 5 14 2 6 7 1 6 13 1 7 18 1 8 15 1 8 19 1 9 12 1 17 9 -2 18 10 -2 10 19 1 11 15 1 12 13 1 14 16 1 15 16 2 16 17 1 18 19 1', '19 22 C 18.08 -13.99 C 17.10 -7.14 O 12.34 -12.15 C 15.60 -10.45 C 19.91 -12.30 C 13.73 -9.22 C 14.78 -8.37 C 18.33 -9.15 O 15.18 -12.55 O 15.91 -7.76 O 19.91 -10.89 C 13.67 -11.73 C 14.17 -10.45 C 18.57 -12.68 C 18.63 -10.45 C 17.79 -11.50 C 16.24 -11.50 C 15.91 -9.15 C 17.10 -8.55 1 14 1 19 2 -1 3 12 2 4 13 2 4 17 1 5 11 1 5 14 2 6 7 1 6 13 1 7 18 1 8 15 1 8 19 1 9 12 1 17 9 -2 18 10 -2 10 19 1 11 15 1 12 13 1 14 16 1 15 16 2 16 17 1 18 19 1', '19 22 C:8 18.08 -13.99 C:16 17.10 -7.14 O 12.34 -12.15 C:147 15.60 -10.45 C:137 19.91 -12.30 C:19 13.73 -9.22 C:24 14.78 -8.37 C:37 18.33 -9.15 O 15.18 -12.55 O 15.91 -7.76 O 19.91 -10.89 C:175 13.67 -11.73 C:131 14.17 -10.45 C:121 18.57 -12.68 C:150 18.63 -10.45 C:115 17.79 -11.50 C:74 16.24 -11.50 C:66 15.91 -9.15 C:59 17.10 -8.55 1 14 1 19 2 -1 3 12 2 4 13 2 4 17 1 5 11 1 5 14 2 6 7 1 6 13 1 7 18 1 8 15 1 8 19 1 9 12 1 17 9 -2 18 10 -2 10 19 1 11 15 1 12 13 1 14 16 1 15 16 2 16 17 1 18 19 1', 'C15H16O4', 260.158, 'C', 'np96_704_4', 374, '', '', '1', 3, NULL, NULL),
(9237, 'Parvigemone', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:14]=[C:1]2[CH2:10][c:9]1o[cH:12][c:11]([CH3:13])[c:8]1[C@H:7]3[CH:6]=[C:5]([CH2:4][CH2:3][C@H:2]2O)[C:15](=O)O3', 'C=C2Cc1occ(C)c1[C@H]3C=C(CC[C@H]2O)C(=O)O3', '[CH2:117]=[C:150]2[CH2:29][c:154]1o[cH:138][c:122]([CH3:8])[c:115]1[C@H:75]3[CH:148]=[C:135]([CH2:20][CH2:35][C@H:77]2O)[C:176](=O)O3', '19 21 C:14 17.08 -7.15 C:13 18.09 -13.98 O 12.34 -12.14 O 15.91 -7.75 C:6 15.60 -10.44 C:12 19.92 -12.29 C:4 13.71 -9.21 C:3 14.75 -8.38 C:10 18.34 -9.14 O 15.17 -12.54 O 19.92 -10.88 C:1 17.08 -8.56 C:15 13.65 -11.72 C:5 14.14 -10.44 C:11 18.57 -12.67 C:9 18.64 -10.44 C:8 17.80 -11.49 C:2 15.91 -9.14 C:7 16.25 -11.49 1 12 2 2 15 1 3 13 2 18 4 -1 5 14 2 5 19 1 6 11 1 6 15 2 7 8 1 7 14 1 8 18 1 9 12 1 9 16 1 10 13 1 19 10 -2 11 16 1 12 18 1 13 14 1 15 17 1 16 17 2 17 19 1', '19 21 C 17.08 -7.15 C 18.09 -13.98 O 12.34 -12.14 O 15.91 -7.75 C 15.60 -10.44 C 19.92 -12.29 C 13.71 -9.21 C 14.75 -8.38 C 18.34 -9.14 O 15.17 -12.54 O 19.92 -10.88 C 17.08 -8.56 C 13.65 -11.72 C 14.14 -10.44 C 18.57 -12.67 C 18.64 -10.44 C 17.80 -11.49 C 15.91 -9.14 C 16.25 -11.49 1 12 2 2 15 1 3 13 2 18 4 -1 5 14 2 5 19 1 6 11 1 6 15 2 7 8 1 7 14 1 8 18 1 9 12 1 9 16 1 10 13 1 19 10 -2 11 16 1 12 18 1 13 14 1 15 17 1 16 17 2 17 19 1', '19 21 C:117 17.08 -7.15 C:8 18.09 -13.98 O 12.34 -12.14 O 15.91 -7.75 C:148 15.60 -10.44 C:138 19.92 -12.29 C:20 13.71 -9.21 C:35 14.75 -8.38 C:29 18.34 -9.14 O 15.17 -12.54 O 19.92 -10.88 C:150 17.08 -8.56 C:176 13.65 -11.72 C:135 14.14 -10.44 C:122 18.57 -12.67 C:154 18.64 -10.44 C:115 17.80 -11.49 C:77 15.91 -9.14 C:75 16.25 -11.49 1 12 2 2 15 1 3 13 2 18 4 -1 5 14 2 5 19 1 6 11 1 6 15 2 7 8 1 7 14 1 8 18 1 9 12 1 9 16 1 10 13 1 19 10 -2 11 16 1 12 18 1 13 14 1 15 17 1 16 17 2 17 19 1', 'C15H16O4', 260.158, 'C', 'np96_704_7', 374, '', '', '1', 3, NULL, NULL),
(9238, 'Neolitrane', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:10002][C:10001](=O)O[C@H:10]5[c:9]1o[cH:12][c:11]([CH3:13])[c:8]1[C@@H:7](O)[CH:6]2O[C:5]2([C:15](=O)O[C@@H:15001]3[CH2:15002][CH2:15003][CH2:15004][CH2:15005][CH2:15006]3)[CH2:4][CH2:3][CH:2]4O[C@@:1]45[CH3:14]', 'CC(=O)O[C@H]5c1occ(C)c1[C@@H](O)C2OC2(C(=O)O[C@@H]3CCCCC3)CCC4O[C@@]45C', '[CH3:21][C:168](=O)O[C@H:69]5[c:148]1o[cH:139][c:120]([CH3:8])[c:126]1[C@@H:63](O)[CH:71]2O[C:64]2([C:168](=O)O[C@@H:48]3[CH2:33][CH2:26][CH2:30][CH2:25][CH2:32]3)[CH2:25][CH2:23][CH:58]4O[C@@:59]45[CH3:15]', '31 35 C:10002 21.82 -6.89 C:13 18.00 -12.86 C:14 17.47 -5.98 O 20.81 -9.11 O 11.71 -10.12 O 15.70 -11.62 C:12 19.86 -11.16 C:15004 10.91 -14.94 C:15003 10.40 -13.61 C:15005 12.31 -15.16 C:15002 11.30 -12.53 C:15006 13.20 -14.06 C:3 14.61 -7.15 C:4 13.58 -8.01 O 13.58 -11.68 O 19.39 -7.13 O 15.91 -6.52 O 14.71 -10.47 O 19.86 -9.73 C:10001 20.67 -7.70 C:15 13.09 -10.36 C:11 18.50 -11.54 C:9 18.56 -9.27 C:8 17.72 -10.33 C:15001 12.70 -12.75 C:7 16.33 -10.33 C:2 15.76 -7.94 C:10 18.26 -7.94 C:6 15.44 -9.27 C:1 16.96 -7.33 C:5 13.98 -9.27 1 20 1 2 22 1 30 3 -1 4 20 2 5 21 2 26 6 -1 7 19 1 7 22 2 8 9 1 8 10 1 9 11 1 10 12 1 11 25 1 12 25 1 13 14 1 13 27 1 14 31 1 15 21 1 25 15 -1 16 20 1 28 16 -1 17 27 1 17 30 1 18 29 1 18 31 1 19 23 1 21 31 1 22 24 1 23 24 2 23 28 1 24 26 1 26 29 1 27 30 1 28 30 1 29 31 1', '31 35 C 21.82 -6.89 C 18.00 -12.86 C 17.47 -5.98 O 20.81 -9.11 O 11.71 -10.12 O 15.70 -11.62 C 19.86 -11.16 C 10.91 -14.94 C 10.40 -13.61 C 12.31 -15.16 C 11.30 -12.53 C 13.20 -14.06 C 14.61 -7.15 C 13.58 -8.01 O 13.58 -11.68 O 19.39 -7.13 O 15.91 -6.52 O 14.71 -10.47 O 19.86 -9.73 C 20.67 -7.70 C 13.09 -10.36 C 18.50 -11.54 C 18.56 -9.27 C 17.72 -10.33 C 12.70 -12.75 C 16.33 -10.33 C 15.76 -7.94 C 18.26 -7.94 C 15.44 -9.27 C 16.96 -7.33 C 13.98 -9.27 1 20 1 2 22 1 30 3 -1 4 20 2 5 21 2 26 6 -1 7 19 1 7 22 2 8 9 1 8 10 1 9 11 1 10 12 1 11 25 1 12 25 1 13 14 1 13 27 1 14 31 1 15 21 1 25 15 -1 16 20 1 28 16 -1 17 27 1 17 30 1 18 29 1 18 31 1 19 23 1 21 31 1 22 24 1 23 24 2 23 28 1 24 26 1 26 29 1 27 30 1 28 30 1 29 31 1', '31 35 C:21 21.82 -6.89 C:8 18.00 -12.86 C:15 17.47 -5.98 O 20.81 -9.11 O 11.71 -10.12 O 15.70 -11.62 C:139 19.86 -11.16 C:30 10.91 -14.94 C:26 10.40 -13.61 C:25 12.31 -15.16 C:33 11.30 -12.53 C:32 13.20 -14.06 C:23 14.61 -7.15 C:25 13.58 -8.01 O 13.58 -11.68 O 19.39 -7.13 O 15.91 -6.52 O 14.71 -10.47 O 19.86 -9.73 C:168 20.67 -7.70 C:168 13.09 -10.36 C:120 18.50 -11.54 C:148 18.56 -9.27 C:126 17.72 -10.33 C:48 12.70 -12.75 C:63 16.33 -10.33 C:58 15.76 -7.94 C:69 18.26 -7.94 C:71 15.44 -9.27 C:59 16.96 -7.33 C:64 13.98 -9.27 1 20 1 2 22 1 30 3 -1 4 20 2 5 21 2 26 6 -1 7 19 1 7 22 2 8 9 1 8 10 1 9 11 1 10 12 1 11 25 1 12 25 1 13 14 1 13 27 1 14 31 1 15 21 1 25 15 -1 16 20 1 28 16 -1 17 27 1 17 30 1 18 29 1 18 31 1 19 23 1 21 31 1 22 24 1 23 24 2 23 28 1 24 26 1 26 29 1 27 30 1 28 30 1 29 31 1', 'C23H30O8', 434.241, 'C', 'np96_704_8', 374, '', '', '1', 3, NULL, NULL),
(9239, 'Ineupatorolide A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:7]12[CH2:8][C:9](=O)[C@H:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@H:5](O[C:5001](=O)[C@@H:5002]([CH3:5005])[CH2:5003][CH3:5004])[C@@:6]1([H])O[C:12](=O)[C:11]2=[CH2:13]', '[H][C@@]12CC(=O)[C@H](C)CCC[C@](C)(O)[C@H](OC(=O)[C@@H](C)CC)[C@@]1([H])OC(=O)C2=C', '[H][C@@:42]12[CH2:45][C:213](=O)[C@H:46]([CH3:20])[CH2:19][CH2:34][CH2:35][C@:73]([CH3:25])(O)[C@H:77](O[C:178](=O)[C@@H:42]([CH3:17])[CH2:27][CH3:12])[C@@:77]1([H])O[C:169](=O)[C:138]2=[CH2:122]', '28 29 H 16.66 -6.86 H 17.32 -10.14 C:13 17.91 -5.66 C:5004 18.47 -15.55 C:5005 20.08 -13.26 C:14 12.86 -5.66 C:15 14.77 -11.84 O 14.09 -6.50 O 20.43 -7.77 O 18.90 -10.72 O 13.50 -11.24 C:5003 17.88 -14.27 C:2 12.26 -9.30 C:1 11.78 -7.98 C:3 13.79 -9.30 C:8 15.39 -7.26 O 16.69 -11.72 O 18.46 -9.42 C:11 17.91 -7.07 C:9 14.10 -7.91 C:12 19.01 -8.08 C:5001 18.09 -11.85 C:5002 18.68 -13.12 C:10 12.86 -7.07 C:5 16.10 -10.46 C:7 16.66 -7.91 C:4 14.67 -10.46 C:6 16.99 -9.30 26 1 -2 28 2 -1 3 19 2 4 12 1 23 5 -1 24 6 -1 27 7 -2 8 20 2 9 21 2 10 22 2 27 11 -1 12 23 1 13 14 1 13 15 1 14 24 1 15 27 1 16 20 1 16 26 1 17 22 1 25 17 -1 18 21 1 18 28 1 19 21 1 19 26 1 20 24 1 22 23 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.66 -6.86 H 17.32 -10.14 C 17.91 -5.66 C 18.47 -15.55 C 20.08 -13.26 C 12.86 -5.66 C 14.77 -11.84 O 14.09 -6.50 O 20.43 -7.77 O 18.90 -10.72 O 13.50 -11.24 C 17.88 -14.27 C 12.26 -9.30 C 11.78 -7.98 C 13.79 -9.30 C 15.39 -7.26 O 16.69 -11.72 O 18.46 -9.42 C 17.91 -7.07 C 14.10 -7.91 C 19.01 -8.08 C 18.09 -11.85 C 18.68 -13.12 C 12.86 -7.07 C 16.10 -10.46 C 16.66 -7.91 C 14.67 -10.46 C 16.99 -9.30 26 1 -2 28 2 -1 3 19 2 4 12 1 23 5 -1 24 6 -1 27 7 -2 8 20 2 9 21 2 10 22 2 27 11 -1 12 23 1 13 14 1 13 15 1 14 24 1 15 27 1 16 20 1 16 26 1 17 22 1 25 17 -1 18 21 1 18 28 1 19 21 1 19 26 1 20 24 1 22 23 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.66 -6.86 H 17.32 -10.14 C:122 17.91 -5.66 C:12 18.47 -15.55 C:17 20.08 -13.26 C:20 12.86 -5.66 C:25 14.77 -11.84 O 14.09 -6.50 O 20.43 -7.77 O 18.90 -10.72 O 13.50 -11.24 C:27 17.88 -14.27 C:34 12.26 -9.30 C:19 11.78 -7.98 C:35 13.79 -9.30 C:45 15.39 -7.26 O 16.69 -11.72 O 18.46 -9.42 C:138 17.91 -7.07 C:213 14.10 -7.91 C:169 19.01 -8.08 C:178 18.09 -11.85 C:42 18.68 -13.12 C:46 12.86 -7.07 C:77 16.10 -10.46 C:42 16.66 -7.91 C:73 14.67 -10.46 C:77 16.99 -9.30 26 1 -2 28 2 -1 3 19 2 4 12 1 23 5 -1 24 6 -1 27 7 -2 8 20 2 9 21 2 10 22 2 27 11 -1 12 23 1 13 14 1 13 15 1 14 24 1 15 27 1 16 20 1 16 26 1 17 22 1 25 17 -1 18 21 1 18 28 1 19 21 1 19 26 1 20 24 1 22 23 1 25 27 1 25 28 1 26 28 1', 'C20H30O6', 366.226, 'C', 'np96_991_1', 1328, '', '', '1', 3, NULL, NULL),
(9240, 'Nepalolide A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:7]12[CH2:8][C:9](=O)[C@H:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@H:5](O[C:5001](=O)[CH:5002]=[C:5003]([CH3:5005])[CH3:5004])[C@@:6]1([H])O[C:12](=O)[C:11]2=[CH2:13]', '[H][C@@]12CC(=O)[C@H](C)CCC[C@](C)(O)[C@H](OC(=O)C=C(C)C)[C@@]1([H])OC(=O)C2=C', '[H][C@@:41]12[CH2:51][C:215](=O)[C@H:45]([CH3:20])[CH2:23][CH2:34][CH2:35][C@:73]([CH3:25])(O)[C@H:77](O[C:166](=O)[CH:115]=[C:160]([CH3:28])[CH3:21])[C@@:77]1([H])O[C:169](=O)[C:138]2=[CH2:124]', '28 29 H 16.52 -7.36 H 17.15 -10.64 C:13 17.74 -6.16 C:5005 20.51 -15.00 C:5004 20.69 -12.56 C:14 12.69 -6.16 C:15 14.60 -12.34 O 18.73 -11.22 O 20.25 -8.26 O 13.93 -7.00 O 13.33 -11.74 C:5002 18.51 -13.61 C:2 12.09 -9.80 C:1 11.61 -8.47 C:3 13.62 -9.80 C:8 15.22 -7.75 O 16.52 -12.22 O 18.29 -9.92 C:5003 19.90 -13.72 C:5001 17.92 -12.35 C:11 17.74 -7.57 C:12 18.84 -8.57 C:9 13.93 -8.40 C:10 12.69 -7.57 C:5 15.93 -10.96 C:7 16.52 -8.40 C:4 14.50 -10.96 C:6 16.82 -9.80 26 1 -2 28 2 -1 3 21 2 4 19 1 5 19 1 24 6 -1 27 7 -2 8 20 2 9 22 2 10 23 2 27 11 -1 12 19 2 12 20 1 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 20 1 25 17 -1 18 22 1 18 28 1 21 22 1 21 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.52 -7.36 H 17.15 -10.64 C 17.74 -6.16 C 20.51 -15.00 C 20.69 -12.56 C 12.69 -6.16 C 14.60 -12.34 O 18.73 -11.22 O 20.25 -8.26 O 13.93 -7.00 O 13.33 -11.74 C 18.51 -13.61 C 12.09 -9.80 C 11.61 -8.47 C 13.62 -9.80 C 15.22 -7.75 O 16.52 -12.22 O 18.29 -9.92 C 19.90 -13.72 C 17.92 -12.35 C 17.74 -7.57 C 18.84 -8.57 C 13.93 -8.40 C 12.69 -7.57 C 15.93 -10.96 C 16.52 -8.40 C 14.50 -10.96 C 16.82 -9.80 26 1 -2 28 2 -1 3 21 2 4 19 1 5 19 1 24 6 -1 27 7 -2 8 20 2 9 22 2 10 23 2 27 11 -1 12 19 2 12 20 1 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 20 1 25 17 -1 18 22 1 18 28 1 21 22 1 21 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.52 -7.36 H 17.15 -10.64 C:124 17.74 -6.16 C:28 20.51 -15.00 C:21 20.69 -12.56 C:20 12.69 -6.16 C:25 14.60 -12.34 O 18.73 -11.22 O 20.25 -8.26 O 13.93 -7.00 O 13.33 -11.74 C:115 18.51 -13.61 C:34 12.09 -9.80 C:23 11.61 -8.47 C:35 13.62 -9.80 C:51 15.22 -7.75 O 16.52 -12.22 O 18.29 -9.92 C:160 19.90 -13.72 C:166 17.92 -12.35 C:138 17.74 -7.57 C:169 18.84 -8.57 C:215 13.93 -8.40 C:45 12.69 -7.57 C:77 15.93 -10.96 C:41 16.52 -8.40 C:73 14.50 -10.96 C:77 16.82 -9.80 26 1 -2 28 2 -1 3 21 2 4 19 1 5 19 1 24 6 -1 27 7 -2 8 20 2 9 22 2 10 23 2 27 11 -1 12 19 2 12 20 1 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 20 1 25 17 -1 18 22 1 18 28 1 21 22 1 21 26 1 23 24 1 25 27 1 25 28 1 26 28 1', 'C20H28O6', 364.226, 'C', 'np96_991_2', 1328, '', '', '1', 3, NULL, NULL),
(9241, 'Nepalolide B', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:7]12[CH2:8][C:9](=O)[C@H:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@H:5](O[C:5001](=O)[C:5002]([CH3:8005])=[CH:5003][CH3:5004])[C@@:6]1([H])O[C:12](=O)[C:11]2=[CH2:13]', '[H][C@@]12CC(=O)[C@H](C)CCC[C@](C)(O)[C@H](OC(=O)C(C)=CC)[C@@]1([H])OC(=O)C2=C', '[H][C@@:41]12[CH2:51][C:215](=O)[C@H:45]([CH3:20])[CH2:23][CH2:34][CH2:35][C@:74]([CH3:25])(O)[C@H:78](O[C:168](=O)[C:128]([CH3:12])=[CH:139][CH3:15])[C@@:77]1([H])O[C:169](=O)[C:138]2=[CH2:124]', '28 29 H 16.73 -6.86 H 17.36 -10.14 C:13 17.92 -5.66 C:5004 18.52 -15.53 C:8005 20.11 -13.22 C:14 12.90 -5.66 C:15 14.81 -11.84 O 18.94 -10.72 O 20.46 -7.76 O 14.14 -6.50 O 13.54 -11.24 C:5003 17.92 -14.26 C:2 12.30 -9.30 C:1 11.82 -7.97 C:3 13.83 -9.30 C:8 15.43 -7.25 O 16.73 -11.72 O 18.51 -9.42 C:5002 18.72 -13.11 C:11 17.92 -7.07 C:5001 18.13 -11.85 C:12 19.05 -8.08 C:9 14.14 -7.90 C:10 12.90 -7.07 C:5 16.14 -10.46 C:7 16.73 -7.90 C:4 14.71 -10.46 C:6 17.03 -9.30 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.73 -6.86 H 17.36 -10.14 C 17.92 -5.66 C 18.52 -15.53 C 20.11 -13.22 C 12.90 -5.66 C 14.81 -11.84 O 18.94 -10.72 O 20.46 -7.76 O 14.14 -6.50 O 13.54 -11.24 C 17.92 -14.26 C 12.30 -9.30 C 11.82 -7.97 C 13.83 -9.30 C 15.43 -7.25 O 16.73 -11.72 O 18.51 -9.42 C 18.72 -13.11 C 17.92 -7.07 C 18.13 -11.85 C 19.05 -8.08 C 14.14 -7.90 C 12.90 -7.07 C 16.14 -10.46 C 16.73 -7.90 C 14.71 -10.46 C 17.03 -9.30 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.73 -6.86 H 17.36 -10.14 C:124 17.92 -5.66 C:15 18.52 -15.53 C:12 20.11 -13.22 C:20 12.90 -5.66 C:25 14.81 -11.84 O 18.94 -10.72 O 20.46 -7.76 O 14.14 -6.50 O 13.54 -11.24 C:139 17.92 -14.26 C:34 12.30 -9.30 C:23 11.82 -7.97 C:35 13.83 -9.30 C:51 15.43 -7.25 O 16.73 -11.72 O 18.51 -9.42 C:128 18.72 -13.11 C:138 17.92 -7.07 C:168 18.13 -11.85 C:169 19.05 -8.08 C:215 14.14 -7.90 C:45 12.90 -7.07 C:78 16.14 -10.46 C:41 16.73 -7.90 C:74 14.71 -10.46 C:77 17.03 -9.30 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', 'C20H28O6', 364.226, 'C', 'np96_991_3', 1328, '', '', '1', 3, NULL, NULL),
(9242, 'Nepalolide C', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:7]12[CH2:8][C:9](=O)[C@H:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@H:5](O[C:5001](=O)[C:5002]([CH3:8005])=[CH:5003][CH3:5004])[C@@:6]1([H])O[C:12](=O)[C:11]2=[CH2:13]', '[H][C@@]12CC(=O)[C@H](C)CCC[C@](C)(O)[C@H](OC(=O)C(C)=CC)[C@@]1([H])OC(=O)C2=C', '[H][C@@:41]12[CH2:51][C:215](=O)[C@H:45]([CH3:20])[CH2:23][CH2:34][CH2:35][C@:73]([CH3:25])(O)[C@H:77](O[C:168](=O)[C:127]([CH3:20])=[CH:140][CH3:16])[C@@:77]1([H])O[C:169](=O)[C:138]2=[CH2:124]', '28 29 H 16.73 -7.47 H 17.36 -10.75 C:13 17.92 -6.27 C:5004 16.52 -14.74 C:8005 20.11 -13.83 C:14 12.90 -6.27 C:15 14.81 -12.45 O 18.94 -11.33 O 20.46 -8.37 O 14.14 -7.11 O 13.54 -11.85 C:5003 17.92 -14.87 C:2 12.30 -9.91 C:1 11.82 -8.58 C:3 13.83 -9.91 C:8 15.43 -7.86 O 16.73 -12.33 O 18.51 -10.03 C:5002 18.72 -13.72 C:11 17.92 -7.68 C:5001 18.13 -12.46 C:12 19.05 -8.69 C:9 14.14 -8.51 C:10 12.90 -7.68 C:5 16.14 -11.07 C:7 16.73 -8.51 C:4 14.71 -11.07 C:6 17.03 -9.91 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.73 -7.47 H 17.36 -10.75 C 17.92 -6.27 C 16.52 -14.74 C 20.11 -13.83 C 12.90 -6.27 C 14.81 -12.45 O 18.94 -11.33 O 20.46 -8.37 O 14.14 -7.11 O 13.54 -11.85 C 17.92 -14.87 C 12.30 -9.91 C 11.82 -8.58 C 13.83 -9.91 C 15.43 -7.86 O 16.73 -12.33 O 18.51 -10.03 C 18.72 -13.72 C 17.92 -7.68 C 18.13 -12.46 C 19.05 -8.69 C 14.14 -8.51 C 12.90 -7.68 C 16.14 -11.07 C 16.73 -8.51 C 14.71 -11.07 C 17.03 -9.91 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', '28 29 H 16.73 -7.47 H 17.36 -10.75 C:124 17.92 -6.27 C:16 16.52 -14.74 C:20 20.11 -13.83 C:20 12.90 -6.27 C:25 14.81 -12.45 O 18.94 -11.33 O 20.46 -8.37 O 14.14 -7.11 O 13.54 -11.85 C:140 17.92 -14.87 C:34 12.30 -9.91 C:23 11.82 -8.58 C:35 13.83 -9.91 C:51 15.43 -7.86 O 16.73 -12.33 O 18.51 -10.03 C:127 18.72 -13.72 C:138 17.92 -7.68 C:168 18.13 -12.46 C:169 19.05 -8.69 C:215 14.14 -8.51 C:45 12.90 -7.68 C:77 16.14 -11.07 C:41 16.73 -8.51 C:73 14.71 -11.07 C:77 17.03 -9.91 26 1 -2 28 2 -1 3 20 2 4 12 1 5 19 1 24 6 -1 27 7 -2 8 21 2 9 22 2 10 23 2 27 11 -1 12 19 2 13 14 1 13 15 1 14 24 1 15 27 1 16 23 1 16 26 1 17 21 1 25 17 -1 18 22 1 18 28 1 19 21 1 20 22 1 20 26 1 23 24 1 25 27 1 25 28 1 26 28 1', 'C20H28O6', 364.226, 'C+C', 'np96_991_4', 1328, '', '', '1', 3, NULL, NULL),
(9243, 'Nepalolide D', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:7]12[CH2:8][C:9](=O)[C@H:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@H:5](O)[C@@:6]1([H])O[C:12](=O)[C@H:11]2[CH3:13]', '[H][C@@]12CC(=O)[C@H](C)CCC[C@](C)(O)[C@H](O)[C@@]1([H])OC(=O)[C@H]2C', '[H][C@@:42]12[CH2:45][C:214](=O)[C@H:46]([CH3:17])[CH2:19][CH2:31][CH2:35][C@:75]([CH3:24])(O)[C@H:78](O)[C@@:75]1([H])O[C:178](=O)[C@H:42]2[CH3:13]', '22 23 H 16.70 -8.71 H 17.36 -11.98 C:14 12.92 -7.50 C:13 17.94 -7.50 C:15 14.81 -13.68 O 14.14 -8.34 O 20.46 -9.61 O 16.73 -13.56 O 13.56 -13.08 C:2 12.32 -11.14 C:1 11.83 -9.82 C:3 13.84 -11.14 C:8 15.43 -9.10 O 18.49 -11.26 C:9 14.15 -9.75 C:12 19.04 -9.92 C:10 12.92 -8.92 C:11 17.94 -8.92 C:5 16.14 -12.30 C:4 14.71 -12.30 C:7 16.70 -9.75 C:6 17.03 -11.14 21 1 -2 22 2 -1 17 3 -1 18 4 -2 20 5 -2 6 15 2 7 16 2 19 8 -1 20 9 -1 10 11 1 10 12 1 11 17 1 12 20 1 13 15 1 13 21 1 14 16 1 14 22 1 15 17 1 16 18 1 18 21 1 19 20 1 19 22 1 21 22 1', '22 23 H 16.70 -8.71 H 17.36 -11.98 C 12.92 -7.50 C 17.94 -7.50 C 14.81 -13.68 O 14.14 -8.34 O 20.46 -9.61 O 16.73 -13.56 O 13.56 -13.08 C 12.32 -11.14 C 11.83 -9.82 C 13.84 -11.14 C 15.43 -9.10 O 18.49 -11.26 C 14.15 -9.75 C 19.04 -9.92 C 12.92 -8.92 C 17.94 -8.92 C 16.14 -12.30 C 14.71 -12.30 C 16.70 -9.75 C 17.03 -11.14 21 1 -2 22 2 -1 17 3 -1 18 4 -2 20 5 -2 6 15 2 7 16 2 19 8 -1 20 9 -1 10 11 1 10 12 1 11 17 1 12 20 1 13 15 1 13 21 1 14 16 1 14 22 1 15 17 1 16 18 1 18 21 1 19 20 1 19 22 1 21 22 1', '22 23 H 16.70 -8.71 H 17.36 -11.98 C:17 12.92 -7.50 C:13 17.94 -7.50 C:24 14.81 -13.68 O 14.14 -8.34 O 20.46 -9.61 O 16.73 -13.56 O 13.56 -13.08 C:31 12.32 -11.14 C:19 11.83 -9.82 C:35 13.84 -11.14 C:45 15.43 -9.10 O 18.49 -11.26 C:214 14.15 -9.75 C:178 19.04 -9.92 C:46 12.92 -8.92 C:42 17.94 -8.92 C:78 16.14 -12.30 C:75 14.71 -12.30 C:42 16.70 -9.75 C:75 17.03 -11.14 21 1 -2 22 2 -1 17 3 -1 18 4 -2 20 5 -2 6 15 2 7 16 2 19 8 -1 20 9 -1 10 11 1 10 12 1 11 17 1 12 20 1 13 15 1 13 21 1 14 16 1 14 22 1 15 17 1 16 18 1 18 21 1 19 20 1 19 22 1 21 22 1', 'C15H24O5', 284.173, 'C', 'np96_991_5a', 1328, '', '', '1', 3, NULL, NULL),
(9244, '(+)-11R,13-Dihydrodehydrocostuslactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]([CH3:13])[C@:7]2([H])[CH2:8][CH2:9][C:10]3=[CH2:14]', '[H][C@@]13CCC(=C)[C@]1([H])[C@@]2([H])OC(=O)[C@H](C)[C@]2([H])CCC3=C', '[H][C@@:47]13[CH2:30][CH2:29][C:152](=[CH2:110])[C@:45]1([H])[C@@:85]2([H])O[C:9999](=O)[C@H:40]([CH3:12])[C@:52]2([H])[CH2:38][CH2:33][C:150]3=[CH2:112]', '21 23 H 15.28 -8.11 H 16.83 -10.76 H 15.97 -10.79 H 14.47 -11.52 C:14 16.40 -6.90 C:15 12.22 -11.70 C:13 18.97 -13.51 O 16.40 -15.38 C:3 12.63 -9.12 C:9 17.76 -9.05 C:2 13.81 -8.21 C:8 18.10 -10.49 O 15.22 -13.06 C:10 16.40 -8.39 C:4 13.12 -10.51 C:12 16.40 -13.90 C:11 17.58 -13.06 C:1 15.06 -9.05 C:7 17.15 -11.66 C:6 15.67 -11.66 C:5 14.73 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -1 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', '21 23 H 15.28 -8.11 H 16.83 -10.76 H 15.97 -10.79 H 14.47 -11.52 C 16.40 -6.90 C 12.22 -11.70 C 18.97 -13.51 O 16.40 -15.38 C 12.63 -9.12 C 17.76 -9.05 C 13.81 -8.21 C 18.10 -10.49 O 15.22 -13.06 C 16.40 -8.39 C 13.12 -10.51 C 16.40 -13.90 C 17.58 -13.06 C 15.06 -9.05 C 17.15 -11.66 C 15.67 -11.66 C 14.73 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -1 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', '21 23 H 15.28 -8.11 H 16.83 -10.76 H 15.97 -10.79 H 14.47 -11.52 C:112 16.40 -6.90 C:110 12.22 -11.70 C:12 18.97 -13.51 O 16.40 -15.38 C:29 12.63 -9.12 C:33 17.76 -9.05 C:30 13.81 -8.21 C:38 18.10 -10.49 O 15.22 -13.06 C:150 16.40 -8.39 C:152 13.12 -10.51 C 16.40 -13.90 C:40 17.58 -13.06 C:47 15.06 -9.05 C:52 17.15 -11.66 C:85 15.67 -11.66 C:45 14.73 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -1 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', 'C15H20O2', 232.191, 'C', 'np99_726_12', 182, '', '', '1', 3, NULL, NULL),
(9245, '(+)-11,13-Dihydrodehydrocostuslactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]2([H])[CH2:8][CH2:9][C:10]3=[CH2:14]', '[H][C@@]13CCC(=C)[C@]1([H])[C@@]2([H])OC(=O)[C@@H](C)[C@]2([H])CCC3=C', '[H][C@@:50]13[CH2:30][CH2:29][C:152](=[CH2:109])[C@:47]1([H])[C@@:85]2([H])O[C:180](=O)[C@@H:42]([CH3:13])[C@:52]2([H])[CH2:38][CH2:33][C:150]3=[CH2:112]', '21 23 H 15.23 -8.11 H 16.78 -10.76 H 15.92 -10.79 H 14.42 -11.52 C:14 16.35 -6.90 C:15 12.17 -11.70 C:13 18.92 -13.51 O 16.35 -15.39 C:3 12.58 -9.12 C:9 17.71 -9.05 C:2 13.76 -8.21 C:8 18.05 -10.49 O 15.17 -13.06 C:10 16.35 -8.39 C:4 13.07 -10.51 C:12 16.35 -13.90 C:11 17.53 -13.06 C:1 15.01 -9.05 C:7 17.10 -11.66 C:6 15.62 -11.66 C:5 14.68 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -2 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', '21 23 H 15.23 -8.11 H 16.78 -10.76 H 15.92 -10.79 H 14.42 -11.52 C 16.35 -6.90 C 12.17 -11.70 C 18.92 -13.51 O 16.35 -15.39 C 12.58 -9.12 C 17.71 -9.05 C 13.76 -8.21 C 18.05 -10.49 O 15.17 -13.06 C 16.35 -8.39 C 13.07 -10.51 C 16.35 -13.90 C 17.53 -13.06 C 15.01 -9.05 C 17.10 -11.66 C 15.62 -11.66 C 14.68 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -2 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', '21 23 H 15.23 -8.11 H 16.78 -10.76 H 15.92 -10.79 H 14.42 -11.52 C:112 16.35 -6.90 C:109 12.17 -11.70 C:13 18.92 -13.51 O 16.35 -15.39 C:29 12.58 -9.12 C:33 17.71 -9.05 C:30 13.76 -8.21 C:38 18.05 -10.49 O 15.17 -13.06 C:150 16.35 -8.39 C:152 13.07 -10.51 C:180 16.35 -13.90 C:42 17.53 -13.06 C:50 15.01 -9.05 C:52 17.10 -11.66 C:85 15.62 -11.66 C:47 14.68 -10.49 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 17 7 -2 8 16 2 9 11 1 9 15 1 10 12 1 10 14 1 11 18 1 12 19 1 13 16 1 13 20 1 14 18 1 15 21 1 16 17 1 17 19 1 18 21 1 19 20 1 20 21 1', 'C15H20O2', 232.191, 'C', 'np99_726_16', 182, '', '', '1', 3, NULL, NULL),
(9246, '', '(2R,5R,6R,7S)-Germacra-1(10)E,4(15)-dien-5-hydroperoxy-2,6-diol', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:15]=[C:4]1[CH2:3][C@@H:2](O)[CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@@H:6](O)[C@@H:5]1OO', 'C=C1C[C@@H](O)C=C(C)CC[C@@H](C(C)C)[C@@H](O)[C@@H]1OO', '[CH2:118]=[C:139]1[CH2:43][C@@H:70](O)[CH:122]=[C:140]([CH3:21])[CH2:36][CH2:30][C@@H:42]([CH:31]([CH3:21])[CH3:21])[C@@H:70](O)[C@@H:91]1OO', '19 19 C:15 12.28 -12.28 C:14 16.13 -7.79 C:12 16.65 -14.64 C:13 18.84 -13.42 O 12.97 -13.42 O 13.68 -7.60 O 14.86 -13.51 C:1 14.91 -9.80 C:9 17.44 -9.80 C:8 17.70 -11.15 C:3 12.64 -9.87 O 13.91 -12.38 C:10 16.13 -9.19 C:4 13.10 -11.15 C:11 17.44 -13.51 C:2 13.74 -9.00 C:6 15.46 -12.28 C:7 16.83 -12.28 C:5 14.59 -11.15 1 14 2 2 13 1 3 15 1 4 15 1 5 12 1 16 6 -1 17 7 -1 8 13 2 8 16 1 9 10 1 9 13 1 10 18 1 11 14 1 11 16 1 19 12 -2 14 19 1 18 15 -1 17 18 1 17 19 1', '19 19 C 12.28 -12.28 C 16.13 -7.79 C 16.65 -14.64 C 18.84 -13.42 O 12.97 -13.42 O 13.68 -7.60 O 14.86 -13.51 C 14.91 -9.80 C 17.44 -9.80 C 17.70 -11.15 C 12.64 -9.87 O 13.91 -12.38 C 16.13 -9.19 C 13.10 -11.15 C 17.44 -13.51 C 13.74 -9.00 C 15.46 -12.28 C 16.83 -12.28 C 14.59 -11.15 1 14 2 2 13 1 3 15 1 4 15 1 5 12 1 16 6 -1 17 7 -1 8 13 2 8 16 1 9 10 1 9 13 1 10 18 1 11 14 1 11 16 1 19 12 -2 14 19 1 18 15 -1 17 18 1 17 19 1', '19 19 C:118 12.28 -12.28 C:21 16.13 -7.79 C:21 16.65 -14.64 C:21 18.84 -13.42 O 12.97 -13.42 O 13.68 -7.60 O 14.86 -13.51 C:122 14.91 -9.80 C:36 17.44 -9.80 C:30 17.70 -11.15 C:43 12.64 -9.87 O 13.91 -12.38 C:140 16.13 -9.19 C:139 13.10 -11.15 C:31 17.44 -13.51 C:70 13.74 -9.00 C:70 15.46 -12.28 C:42 16.83 -12.28 C:91 14.59 -11.15 1 14 2 2 13 1 3 15 1 4 15 1 5 12 1 16 6 -1 17 7 -1 8 13 2 8 16 1 9 10 1 9 13 1 10 18 1 11 14 1 11 16 1 19 12 -2 14 19 1 18 15 -1 17 18 1 17 19 1', 'C15H26O4', 270.158, 'C', 'np05_853_2', 121, '', '', '1', 3, NULL, NULL),
(9247, '', '(2R,5R,6R,7S)-Germacra-1(10)E,4(15)-dien-5-hydroperoxy-2,6-diol-2-acetate', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:15]=[C:4]1[CH2:3][C@@H:2](O[C:2001]([CH3:2002])=O)[CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[C@@H:6](O)[C@@H:5]1OO', 'C=C1C[C@@H](OC(C)=O)C=C(C)CC[C@@H](C(C)C)[C@@H](O)[C@@H]1OO', '[CH2:119]=[C:139]1[CH2:41][C@@H:72](O[C:171]([CH3:21])=O)[CH:124]=[C:143]([CH3:21])[CH2:36][CH2:30][C@@H:42]([CH:32]([CH3:21])[CH3:21])[C@@H:70](O)[C@@H:91]1OO', '22 22 C:15 12.78 -13.34 C:2002 12.92 -6.61 C:14 16.63 -8.85 C:12 17.15 -15.70 C:13 19.34 -14.48 O 11.76 -8.76 O 13.47 -14.48 O 15.36 -14.57 C:1 15.41 -10.86 C:9 17.94 -10.86 C:8 18.20 -12.21 C:3 13.14 -10.93 O 14.41 -13.44 O 14.18 -8.66 C:2001 12.94 -8.01 C:10 16.63 -10.25 C:4 13.60 -12.21 C:11 17.94 -14.57 C:2 14.24 -10.06 C:6 15.96 -13.34 C:7 17.33 -13.34 C:5 15.09 -12.21 1 17 2 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 13 1 20 8 -1 9 16 2 9 19 1 10 11 1 10 16 1 11 21 1 12 17 1 12 19 1 22 13 -2 14 15 1 19 14 -1 17 22 1 21 18 -1 20 21 1 20 22 1', '22 22 C 12.78 -13.34 C 12.92 -6.61 C 16.63 -8.85 C 17.15 -15.70 C 19.34 -14.48 O 11.76 -8.76 O 13.47 -14.48 O 15.36 -14.57 C 15.41 -10.86 C 17.94 -10.86 C 18.20 -12.21 C 13.14 -10.93 O 14.41 -13.44 O 14.18 -8.66 C 12.94 -8.01 C 16.63 -10.25 C 13.60 -12.21 C 17.94 -14.57 C 14.24 -10.06 C 15.96 -13.34 C 17.33 -13.34 C 15.09 -12.21 1 17 2 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 13 1 20 8 -1 9 16 2 9 19 1 10 11 1 10 16 1 11 21 1 12 17 1 12 19 1 22 13 -2 14 15 1 19 14 -1 17 22 1 21 18 -1 20 21 1 20 22 1', '22 22 C:119 12.78 -13.34 C:21 12.92 -6.61 C:21 16.63 -8.85 C:21 17.15 -15.70 C:21 19.34 -14.48 O 11.76 -8.76 O 13.47 -14.48 O 15.36 -14.57 C:124 15.41 -10.86 C:36 17.94 -10.86 C:30 18.20 -12.21 C:41 13.14 -10.93 O 14.41 -13.44 O 14.18 -8.66 C:171 12.94 -8.01 C:143 16.63 -10.25 C:139 13.60 -12.21 C:32 17.94 -14.57 C:72 14.24 -10.06 C:70 15.96 -13.34 C:42 17.33 -13.34 C:91 15.09 -12.21 1 17 2 2 15 1 3 16 1 4 18 1 5 18 1 6 15 2 7 13 1 20 8 -1 9 16 2 9 19 1 10 11 1 10 16 1 11 21 1 12 17 1 12 19 1 22 13 -2 14 15 1 19 14 -1 17 22 1 21 18 -1 20 21 1 20 22 1', 'C17H28O5', 312.179, 'C', 'np05_853_3', 121, '', '', '1', 3, NULL, NULL),
(9248, '(+)-11,13-Dihydro-10,14-epoxydehydrocostuslactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C@:10]1([CH2:14]O1)[C@:1]2([H])[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C@H:11]4[CH3:13]', '[H][C@@]34CC[C@]1(CO1)[C@]2([H])CCC(=C)[C@]2([H])[C@@]3([H])OC(=O)[C@H]4C', '[H][C@@:51]34[CH2:36][CH2:32][C@:58]1([CH2:50]O1)[C@:49]2([H])[CH2:28][CH2:25][C:152](=[CH2:109])[C@:45]2([H])[C@@:85]3([H])O[C:9999](=O)[C@H:42]4[CH3:13]', '22 25 H 16.78 -10.76 H 15.23 -8.11 H 15.92 -10.79 H 14.42 -11.52 C:15 12.17 -11.70 C:13 18.92 -13.51 O 16.35 -15.39 C:3 12.58 -9.12 C:2 13.76 -8.21 C:8 18.05 -10.49 C:9 17.71 -9.05 C:14 17.03 -7.17 O 15.63 -7.19 O 15.17 -13.06 C:4 13.07 -10.51 C:12 16.35 -13.90 C:11 17.53 -13.06 C:7 17.10 -11.66 C:1 15.01 -9.05 C:6 15.62 -11.66 C:5 14.68 -10.49 C:10 16.35 -8.39 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 17 6 -2 7 16 2 8 9 1 8 15 1 9 19 1 10 11 1 10 18 1 11 22 1 12 13 1 22 12 -1 22 13 -2 14 16 1 14 20 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 19 22 1 20 21 1', '22 25 H 16.78 -10.76 H 15.23 -8.11 H 15.92 -10.79 H 14.42 -11.52 C 12.17 -11.70 C 18.92 -13.51 O 16.35 -15.39 C 12.58 -9.12 C 13.76 -8.21 C 18.05 -10.49 C 17.71 -9.05 C 17.03 -7.17 O 15.63 -7.19 O 15.17 -13.06 C 13.07 -10.51 C 16.35 -13.90 C 17.53 -13.06 C 17.10 -11.66 C 15.01 -9.05 C 15.62 -11.66 C 14.68 -10.49 C 16.35 -8.39 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 17 6 -2 7 16 2 8 9 1 8 15 1 9 19 1 10 11 1 10 18 1 11 22 1 12 13 1 22 12 -1 22 13 -2 14 16 1 14 20 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 19 22 1 20 21 1', '22 25 H 16.78 -10.76 H 15.23 -8.11 H 15.92 -10.79 H 14.42 -11.52 C:109 12.17 -11.70 C:13 18.92 -13.51 O 16.35 -15.39 C:25 12.58 -9.12 C:28 13.76 -8.21 C:36 18.05 -10.49 C:32 17.71 -9.05 C:50 17.03 -7.17 O 15.63 -7.19 O 15.17 -13.06 C:152 13.07 -10.51 C 16.35 -13.90 C:42 17.53 -13.06 C:51 17.10 -11.66 C:49 15.01 -9.05 C:85 15.62 -11.66 C:45 14.68 -10.49 C:58 16.35 -8.39 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 17 6 -2 7 16 2 8 9 1 8 15 1 9 19 1 10 11 1 10 18 1 11 22 1 12 13 1 22 12 -1 22 13 -2 14 16 1 14 20 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 19 22 1 20 21 1', 'C15H20O3', 248.19, 'C', 'np99_726_17', 182, '', '', '1', 3, NULL, NULL),
(9249, '', 'Isopropyl-4,10-dimethylbicyclo[4.4.0]dec-4-en-3,10-diol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[CH:5]=[C:4]([CH3:14])[C@@H:3](O)[CH2:2][C@@:1]1([H])[C@@:10]([CH3:15])(O)[CH2:9][CH2:8][C@@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@]12C=C(C)[C@@H](O)C[C@@]1([H])[C@@](C)(O)CC[C@@H]2C(C)C', '[H][C@:37]12[CH:128]=[C:137]([CH3:16])[C@@H:71](O)[CH2:30][C@@:44]1([H])[C@@:72]([CH3:28])(O)[CH2:35][CH2:21][C@@H:43]2[CH:26]([CH3:20])[CH3:22]', '19 20 H 16.81 -12.83 H 16.81 -9.28 C:14 13.06 -12.52 C:12 16.81 -14.68 C:13 19.32 -14.68 C:15 18.76 -8.43 O 13.06 -9.66 O 17.35 -8.43 C:5 15.58 -12.52 C:8 19.32 -11.78 C:9 19.32 -10.35 C:2 15.58 -9.66 C:4 14.31 -11.78 C:11 18.05 -13.96 C:3 14.31 -10.35 C:7 18.05 -12.52 C:10 18.05 -9.66 C:6 16.81 -11.78 C:1 16.81 -10.35 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -1 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 15 1 12 19 1 13 15 1 16 14 -2 16 18 1 17 19 1 18 19 1', '19 20 H 16.81 -12.83 H 16.81 -9.28 C 13.06 -12.52 C 16.81 -14.68 C 19.32 -14.68 C 18.76 -8.43 O 13.06 -9.66 O 17.35 -8.43 C 15.58 -12.52 C 19.32 -11.78 C 19.32 -10.35 C 15.58 -9.66 C 14.31 -11.78 C 18.05 -13.96 C 14.31 -10.35 C 18.05 -12.52 C 18.05 -9.66 C 16.81 -11.78 C 16.81 -10.35 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -1 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 15 1 12 19 1 13 15 1 16 14 -2 16 18 1 17 19 1 18 19 1', '19 20 H 16.81 -12.83 H 16.81 -9.28 C:16 13.06 -12.52 C:20 16.81 -14.68 C:22 19.32 -14.68 C:28 18.76 -8.43 O 13.06 -9.66 O 17.35 -8.43 C:128 15.58 -12.52 C:21 19.32 -11.78 C:35 19.32 -10.35 C:30 15.58 -9.66 C:137 14.31 -11.78 C:26 18.05 -13.96 C:71 14.31 -10.35 C:43 18.05 -12.52 C:72 18.05 -9.66 C:37 16.81 -11.78 C:44 16.81 -10.35 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -1 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 15 1 12 19 1 13 15 1 16 14 -2 16 18 1 17 19 1 18 19 1', 'C15H26O2', 238.175, 'C', 'cnc02_154_8', 2310, '', '', '3', 2, NULL, NULL),
(9250, '', 'Muurola-4,10(14)-dien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:14])[C:3](=O)[CH2:2][C@:1]1([H])[C:10](=[CH2:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12C=C(C)C(=O)C[C@]1([H])C(=C)CC[C@H]2C(C)C', '[H][C@@:41]12[CH:150]=[C:135]([CH3:16])[C:200](=O)[CH2:40][C@:43]1([H])[C:149](=[CH2:109])[CH2:31][CH2:25][C@H:44]2[CH:28]([CH3:16])[CH3:21]', '18 19 H 16.20 -12.54 H 16.20 -8.98 C:15 17.45 -7.89 C:14 12.45 -12.23 C:12 16.20 -14.39 C:13 18.70 -14.39 O 12.50 -9.37 C:5 14.95 -12.23 C:9 18.70 -10.07 C:8 18.70 -11.50 C:2 14.95 -9.37 C:10 17.45 -9.37 C:4 13.70 -11.50 C:3 13.70 -10.07 C:11 17.45 -13.67 C:7 17.45 -12.23 C:6 16.20 -11.50 C:1 16.20 -10.07 17 1 -1 18 2 -1 3 12 2 4 13 1 5 15 1 6 15 1 7 14 2 8 13 2 8 17 1 9 10 1 9 12 1 10 16 1 11 14 1 11 18 1 12 18 1 13 14 1 16 15 -1 16 17 1 17 18 1', '18 19 H 16.20 -12.54 H 16.20 -8.98 C 17.45 -7.89 C 12.45 -12.23 C 16.20 -14.39 C 18.70 -14.39 O 12.50 -9.37 C 14.95 -12.23 C 18.70 -10.07 C 18.70 -11.50 C 14.95 -9.37 C 17.45 -9.37 C 13.70 -11.50 C 13.70 -10.07 C 17.45 -13.67 C 17.45 -12.23 C 16.20 -11.50 C 16.20 -10.07 17 1 -1 18 2 -1 3 12 2 4 13 1 5 15 1 6 15 1 7 14 2 8 13 2 8 17 1 9 10 1 9 12 1 10 16 1 11 14 1 11 18 1 12 18 1 13 14 1 16 15 -1 16 17 1 17 18 1', '18 19 H 16.20 -12.54 H 16.20 -8.98 C:109 17.45 -7.89 C:16 12.45 -12.23 C:16 16.20 -14.39 C:21 18.70 -14.39 O 12.50 -9.37 C:150 14.95 -12.23 C:31 18.70 -10.07 C:25 18.70 -11.50 C:40 14.95 -9.37 C:149 17.45 -9.37 C:135 13.70 -11.50 C:200 13.70 -10.07 C:28 17.45 -13.67 C:44 17.45 -12.23 C:41 16.20 -11.50 C:43 16.20 -10.07 17 1 -1 18 2 -1 3 12 2 4 13 1 5 15 1 6 15 1 7 14 2 8 13 2 8 17 1 9 10 1 9 12 1 10 16 1 11 14 1 11 18 1 12 18 1 13 14 1 16 15 -1 16 17 1 17 18 1', 'C15H22O', 218.176, 'C', 'np02_25_1', 1217, '', '', '1', 2, NULL, NULL),
(9251, '', '10-O-Acetyl-15-oxo-a-cadinol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH:5]=[C:4]([CH:14]=O)[CH2:3][CH2:2][C@@:1]1([H])[C@:10]([CH3:15])(O[C:10001]([CH3:10002])=O)[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:13])[CH3:12]', '[H][C@@]12C=C(C=O)CC[C@@]1([H])[C@](C)(OC(C)=O)CC[C@H]2C(C)C', '[H][C@@:41]12[CH:151]=[C:142]([CH:194]=O)[CH2:22][CH2:22][C@@:47]1([H])[C@:84]([CH3:17])(O[C:171]([CH3:23])=O)[CH2:36][CH2:22][C@H:45]2[CH:26]([CH3:21])[CH3:15]', '22 23 H 16.01 -13.02 H 16.01 -9.45 C:10002 20.07 -7.40 C:13 18.52 -14.87 C:12 16.01 -14.87 C:15 16.57 -8.62 O 11.03 -12.01 O 20.07 -9.84 C:14 12.25 -12.71 C:5 14.75 -12.71 C:3 13.50 -10.54 C:8 18.52 -12.01 C:2 14.75 -9.84 C:9 18.52 -10.54 O 17.97 -8.62 C:10001 19.37 -8.62 C:4 13.50 -12.01 C:11 17.27 -14.15 C:7 17.27 -12.71 C:6 16.01 -12.01 C:10 17.27 -9.84 C:1 16.01 -10.54 20 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 21 6 -1 7 9 2 8 16 2 9 17 1 10 17 2 10 20 1 11 13 1 11 17 1 12 14 1 12 19 1 13 22 1 14 21 1 15 16 1 21 15 -2 19 18 -1 19 20 1 20 22 1 21 22 1', '22 23 H 16.01 -13.02 H 16.01 -9.45 C 20.07 -7.40 C 18.52 -14.87 C 16.01 -14.87 C 16.57 -8.62 O 11.03 -12.01 O 20.07 -9.84 C 12.25 -12.71 C 14.75 -12.71 C 13.50 -10.54 C 18.52 -12.01 C 14.75 -9.84 C 18.52 -10.54 O 17.97 -8.62 C 19.37 -8.62 C 13.50 -12.01 C 17.27 -14.15 C 17.27 -12.71 C 16.01 -12.01 C 17.27 -9.84 C 16.01 -10.54 20 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 21 6 -1 7 9 2 8 16 2 9 17 1 10 17 2 10 20 1 11 13 1 11 17 1 12 14 1 12 19 1 13 22 1 14 21 1 15 16 1 21 15 -2 19 18 -1 19 20 1 20 22 1 21 22 1', '22 23 H 16.01 -13.02 H 16.01 -9.45 C:23 20.07 -7.40 C:21 18.52 -14.87 C:15 16.01 -14.87 C:17 16.57 -8.62 O 11.03 -12.01 O 20.07 -9.84 C:194 12.25 -12.71 C:151 14.75 -12.71 C:22 13.50 -10.54 C:22 18.52 -12.01 C:22 14.75 -9.84 C:36 18.52 -10.54 O 17.97 -8.62 C:171 19.37 -8.62 C:142 13.50 -12.01 C:26 17.27 -14.15 C:45 17.27 -12.71 C:41 16.01 -12.01 C:84 17.27 -9.84 C:47 16.01 -10.54 20 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 21 6 -1 7 9 2 8 16 2 9 17 1 10 17 2 10 20 1 11 13 1 11 17 1 12 14 1 12 19 1 13 22 1 14 21 1 15 16 1 21 15 -2 19 18 -1 19 20 1 20 22 1 21 22 1', 'C17H26O3', 278.196, 'C', 'np02_25_2', 1217, '', '', '1', 2, NULL, NULL),
(9252, '', '15-Hydroxy-a-cadinol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH:5]=[C:4]([CH2:14]O)[CH2:3][CH2:2][C@@:1]1([H])[C@:10]([CH3:15])(O)[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:13])[CH3:12]', '[H][C@@]12C=C(CO)CC[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C', '[H][C@@:40]12[CH:124]=[C:138]([CH2:67]O)[CH2:26][CH2:22][C@@:50]1([H])[C@:72]([CH3:21])(O)[CH2:42][CH2:22][C@H:46]2[CH:26]([CH3:21])[CH3:15]', '19 20 H 16.78 -12.45 H 16.78 -8.88 C:13 19.29 -14.29 C:12 16.78 -14.29 C:15 18.74 -8.05 O 11.80 -11.44 O 17.34 -8.05 C:5 15.52 -12.14 C:14 13.02 -12.14 C:3 14.27 -9.97 C:8 19.29 -11.44 C:9 19.29 -9.97 C:2 15.52 -9.27 C:4 14.27 -11.44 C:11 18.04 -13.57 C:7 18.04 -12.14 C:10 18.04 -9.27 C:6 16.78 -11.44 C:1 16.78 -9.97 18 1 -1 19 2 -2 3 15 1 4 15 1 17 5 -1 6 9 1 17 7 -2 8 14 2 8 18 1 9 14 1 10 13 1 10 14 1 11 12 1 11 16 1 12 17 1 13 19 1 16 15 -1 16 18 1 17 19 1 18 19 1', '19 20 H 16.78 -12.45 H 16.78 -8.88 C 19.29 -14.29 C 16.78 -14.29 C 18.74 -8.05 O 11.80 -11.44 O 17.34 -8.05 C 15.52 -12.14 C 13.02 -12.14 C 14.27 -9.97 C 19.29 -11.44 C 19.29 -9.97 C 15.52 -9.27 C 14.27 -11.44 C 18.04 -13.57 C 18.04 -12.14 C 18.04 -9.27 C 16.78 -11.44 C 16.78 -9.97 18 1 -1 19 2 -2 3 15 1 4 15 1 17 5 -1 6 9 1 17 7 -2 8 14 2 8 18 1 9 14 1 10 13 1 10 14 1 11 12 1 11 16 1 12 17 1 13 19 1 16 15 -1 16 18 1 17 19 1 18 19 1', '19 20 H 16.78 -12.45 H 16.78 -8.88 C:21 19.29 -14.29 C:15 16.78 -14.29 C:21 18.74 -8.05 O 11.80 -11.44 O 17.34 -8.05 C:124 15.52 -12.14 C:67 13.02 -12.14 C:26 14.27 -9.97 C:22 19.29 -11.44 C:42 19.29 -9.97 C:22 15.52 -9.27 C:138 14.27 -11.44 C:26 18.04 -13.57 C:46 18.04 -12.14 C:72 18.04 -9.27 C:40 16.78 -11.44 C:50 16.78 -9.97 18 1 -1 19 2 -2 3 15 1 4 15 1 17 5 -1 6 9 1 17 7 -2 8 14 2 8 18 1 9 14 1 10 13 1 10 14 1 11 12 1 11 16 1 12 17 1 13 19 1 16 15 -1 16 18 1 17 19 1 18 19 1', 'C15H26O2', 238.175, 'C', 'np02_25_3', 1217, '', '', '1', 2, NULL, NULL),
(9253, '', '4a-Hydroxy-5b-ethoxy-epi-cubenol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[C@H:7]([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@@H:10]([CH3:15])[C@@:1]1(O)[CH2:2][CH2:3][C@@:4]([CH3:14])(O)[C@@H:5]2O[CH2:5001][CH3:5002]', '[H][C@]12[C@H](C(C)C)CC[C@@H](C)[C@@]1(O)CC[C@@](C)(O)[C@@H]2OCC', '[H][C@:43]12[C@H:37]([CH:26]([CH3:15])[CH3:22])[CH2:24][CH2:30][C@@H:41]([CH3:22])[C@@:75]1(O)[CH2:32][CH2:25][C@@:76]([CH3:14])(O)[C@@H:72]2O[CH2:56][CH3:16]', '21 22 H 16.24 -11.84 C:5002 13.84 -15.05 C:12 16.24 -13.71 C:13 18.75 -13.71 C:15 17.49 -7.19 C:14 13.02 -12.00 O 12.34 -10.58 O 16.24 -7.97 C:5001 13.84 -13.65 C:9 18.75 -9.37 C:8 18.75 -10.80 C:3 13.74 -9.37 C:2 15.02 -8.65 O 15.02 -12.93 C:11 17.49 -12.99 C:10 17.49 -8.65 C:7 17.49 -11.53 C:5 15.00 -11.53 C:4 13.74 -10.80 C:6 16.24 -10.80 C:1 16.24 -9.37 20 1 -1 2 9 1 3 15 1 4 15 1 16 5 -2 19 6 -1 19 7 -2 21 8 -1 9 14 1 10 11 1 10 16 1 11 17 1 12 13 1 12 19 1 13 21 1 18 14 -1 17 15 -1 16 21 1 17 20 1 18 19 1 18 20 1 20 21 1', '21 22 H 16.24 -11.84 C 13.84 -15.05 C 16.24 -13.71 C 18.75 -13.71 C 17.49 -7.19 C 13.02 -12.00 O 12.34 -10.58 O 16.24 -7.97 C 13.84 -13.65 C 18.75 -9.37 C 18.75 -10.80 C 13.74 -9.37 C 15.02 -8.65 O 15.02 -12.93 C 17.49 -12.99 C 17.49 -8.65 C 17.49 -11.53 C 15.00 -11.53 C 13.74 -10.80 C 16.24 -10.80 C 16.24 -9.37 20 1 -1 2 9 1 3 15 1 4 15 1 16 5 -2 19 6 -1 19 7 -2 21 8 -1 9 14 1 10 11 1 10 16 1 11 17 1 12 13 1 12 19 1 13 21 1 18 14 -1 17 15 -1 16 21 1 17 20 1 18 19 1 18 20 1 20 21 1', '21 22 H 16.24 -11.84 C:16 13.84 -15.05 C:15 16.24 -13.71 C:22 18.75 -13.71 C:22 17.49 -7.19 C:14 13.02 -12.00 O 12.34 -10.58 O 16.24 -7.97 C:56 13.84 -13.65 C:30 18.75 -9.37 C:24 18.75 -10.80 C:25 13.74 -9.37 C:32 15.02 -8.65 O 15.02 -12.93 C:26 17.49 -12.99 C:41 17.49 -8.65 C:37 17.49 -11.53 C:72 15.00 -11.53 C:76 13.74 -10.80 C:43 16.24 -10.80 C:75 16.24 -9.37 20 1 -1 2 9 1 3 15 1 4 15 1 16 5 -2 19 6 -1 19 7 -2 21 8 -1 9 14 1 10 11 1 10 16 1 11 17 1 12 13 1 12 19 1 13 21 1 18 14 -1 17 15 -1 16 21 1 17 20 1 18 19 1 18 20 1 20 21 1', 'C17H32O3', 284.188, 'C', 'np02_25_4', 1217, '', '', '1', 2, NULL, NULL),
(9254, '', '4a-Hydroxy-5b-acetoxy-epi-cubenol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[C@H:7]([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C@@H:10]([CH3:15])[C@@:1]1(O)[CH2:2][CH2:3][C@@:4]([CH3:14])(O)[C@@H:5]2O[C:5001]([CH3:5002])=O', '[H][C@]12[C@H](C(C)C)CC[C@@H](C)[C@@]1(O)CC[C@@](C)(O)[C@@H]2OC(C)=O', '[H][C@:43]12[C@H:37]([CH:26]([CH3:21])[CH3:15])[CH2:24][CH2:30][C@@H:42]([CH3:15])[C@@:72]1(O)[CH2:32][CH2:30][C@@:71]([CH3:28])(O)[C@@H:76]2O[C:169]([CH3:21])=O', '22 23 H 16.26 -11.84 C:5002 13.88 -15.02 C:13 18.74 -13.70 C:12 16.26 -13.70 C:15 17.50 -7.23 C:14 13.07 -12.00 O 12.68 -12.95 O 12.40 -10.59 O 16.26 -8.00 C:9 18.74 -9.39 C:8 18.74 -10.81 C:3 13.78 -9.39 C:2 15.05 -8.68 O 15.05 -12.93 C:5001 13.88 -13.64 C:11 17.50 -12.98 C:10 17.50 -8.68 C:7 17.50 -11.53 C:5 15.05 -11.53 C:4 13.78 -10.81 C:6 16.26 -10.81 C:1 16.26 -9.39 21 1 -1 2 15 1 3 16 1 4 16 1 17 5 -2 20 6 -1 7 15 2 20 8 -2 22 9 -1 10 11 1 10 17 1 11 18 1 12 13 1 12 20 1 13 22 1 14 15 1 19 14 -1 18 16 -1 17 22 1 18 21 1 19 20 1 19 21 1 21 22 1', '22 23 H 16.26 -11.84 C 13.88 -15.02 C 18.74 -13.70 C 16.26 -13.70 C 17.50 -7.23 C 13.07 -12.00 O 12.68 -12.95 O 12.40 -10.59 O 16.26 -8.00 C 18.74 -9.39 C 18.74 -10.81 C 13.78 -9.39 C 15.05 -8.68 O 15.05 -12.93 C 13.88 -13.64 C 17.50 -12.98 C 17.50 -8.68 C 17.50 -11.53 C 15.05 -11.53 C 13.78 -10.81 C 16.26 -10.81 C 16.26 -9.39 21 1 -1 2 15 1 3 16 1 4 16 1 17 5 -2 20 6 -1 7 15 2 20 8 -2 22 9 -1 10 11 1 10 17 1 11 18 1 12 13 1 12 20 1 13 22 1 14 15 1 19 14 -1 18 16 -1 17 22 1 18 21 1 19 20 1 19 21 1 21 22 1', '22 23 H 16.26 -11.84 C:21 13.88 -15.02 C:21 18.74 -13.70 C:15 16.26 -13.70 C:15 17.50 -7.23 C:28 13.07 -12.00 O 12.68 -12.95 O 12.40 -10.59 O 16.26 -8.00 C:30 18.74 -9.39 C:24 18.74 -10.81 C:30 13.78 -9.39 C:32 15.05 -8.68 O 15.05 -12.93 C:169 13.88 -13.64 C:26 17.50 -12.98 C:42 17.50 -8.68 C:37 17.50 -11.53 C:76 15.05 -11.53 C:71 13.78 -10.81 C:43 16.26 -10.81 C:72 16.26 -9.39 21 1 -1 2 15 1 3 16 1 4 16 1 17 5 -2 20 6 -1 7 15 2 20 8 -2 22 9 -1 10 11 1 10 17 1 11 18 1 12 13 1 12 20 1 13 22 1 14 15 1 19 14 -1 18 16 -1 17 22 1 18 21 1 19 20 1 19 21 1 21 22 1', 'C17H30O4', 298.187, 'C', 'np02_25_5', 1217, '', '', '1', 2, NULL, NULL),
(9255, '', '15-Acetoxy-a-cadinol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH:5]=[C:4]([CH2:14]O[C:14001]([CH3:14002])=O)[CH2:3][CH2:2][C@@:1]1([H])[C@:10]([CH3:15])(O)[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12C=C(COC(C)=O)CC[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C', '[H][C@@:40]12[CH:127]=[C:134]([CH2:69]O[C:171]([CH3:21])=O)[CH2:27][CH2:22][C@@:50]1([H])[C@:72]([CH3:21])(O)[CH2:42][CH2:22][C@H:46]2[CH:26]([CH3:15])[CH3:21]', '22 23 H 18.04 -12.42 H 18.04 -8.87 C:14002 10.64 -11.41 C:12 18.04 -14.29 C:13 20.55 -14.29 C:15 20.00 -8.02 O 11.87 -13.52 O 18.59 -8.02 C:5 16.80 -12.12 C:3 15.55 -9.95 C:8 20.55 -11.41 C:14 14.30 -12.12 C:2 16.80 -9.23 C:9 20.55 -9.95 O 13.09 -11.41 C:14001 11.87 -12.12 C:4 15.55 -11.41 C:11 19.29 -13.52 C:7 19.29 -12.12 C:10 19.29 -9.23 C:6 18.04 -11.41 C:1 18.04 -9.95 21 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 20 6 -1 7 16 2 20 8 -2 9 17 2 9 21 1 10 13 1 10 17 1 11 14 1 11 19 1 12 15 1 12 17 1 13 22 1 14 20 1 15 16 1 19 18 -1 19 21 1 20 22 1 21 22 1', '22 23 H 18.04 -12.42 H 18.04 -8.87 C 10.64 -11.41 C 18.04 -14.29 C 20.55 -14.29 C 20.00 -8.02 O 11.87 -13.52 O 18.59 -8.02 C 16.80 -12.12 C 15.55 -9.95 C 20.55 -11.41 C 14.30 -12.12 C 16.80 -9.23 C 20.55 -9.95 O 13.09 -11.41 C 11.87 -12.12 C 15.55 -11.41 C 19.29 -13.52 C 19.29 -12.12 C 19.29 -9.23 C 18.04 -11.41 C 18.04 -9.95 21 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 20 6 -1 7 16 2 20 8 -2 9 17 2 9 21 1 10 13 1 10 17 1 11 14 1 11 19 1 12 15 1 12 17 1 13 22 1 14 20 1 15 16 1 19 18 -1 19 21 1 20 22 1 21 22 1', '22 23 H 18.04 -12.42 H 18.04 -8.87 C:21 10.64 -11.41 C:15 18.04 -14.29 C:21 20.55 -14.29 C:21 20.00 -8.02 O 11.87 -13.52 O 18.59 -8.02 C:127 16.80 -12.12 C:27 15.55 -9.95 C:22 20.55 -11.41 C:69 14.30 -12.12 C:22 16.80 -9.23 C:42 20.55 -9.95 O 13.09 -11.41 C:171 11.87 -12.12 C:134 15.55 -11.41 C:26 19.29 -13.52 C:46 19.29 -12.12 C:72 19.29 -9.23 C:40 18.04 -11.41 C:50 18.04 -9.95 21 1 -1 22 2 -2 3 16 1 4 18 1 5 18 1 20 6 -1 7 16 2 20 8 -2 9 17 2 9 21 1 10 13 1 10 17 1 11 14 1 11 19 1 12 15 1 12 17 1 13 22 1 14 20 1 15 16 1 19 18 -1 19 21 1 20 22 1 21 22 1', 'C17H28O3', 280.196, 'C', 'np02_25_11', 1217, '', '', '1', 2, NULL, NULL),
(9256, 'Hirsutenol A', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@:7]12[CH2:6][C:5](=O)[C@H:4]([CH3:15])[C@@:3]1([CH3:14])[C:2]3=[C:9]([CH2:8]2)[C:10](=O)[C@@:11]([CH3:13])([CH3:12])[C@@H:1]3O', '[H][C@]12CC(=O)[C@H](C)[C@@]1(C)C3=C(C2)C(=O)[C@@](C)(C)[C@@H]3O', '[H][C@:51]12[CH2:42][C:222](=O)[C@H:52]([CH3:10])[C@@:55]1([CH3:19])[C:189]3=[C:146]([CH2:32]2)[C:210](=O)[C@@:56]([CH3:21])([CH3:24])[C@@H:76]3O', '19 21 H 14.04 -9.02 C:15 13.76 -13.55 C:13 19.79 -10.45 C:12 19.12 -12.54 C:14 15.36 -12.63 O 11.30 -11.67 O 19.02 -8.78 O 17.54 -13.44 C:6 13.03 -9.88 C:8 15.65 -9.02 C:5 12.58 -11.25 C:10 18.24 -9.88 C:9 16.81 -9.88 C:2 16.37 -11.25 C:4 13.76 -12.09 C:1 17.54 -12.09 C:11 18.70 -11.25 C:7 14.47 -9.88 C:3 14.93 -11.25 18 1 -1 15 2 -1 17 3 -2 17 4 -1 19 5 -1 6 11 2 7 12 2 16 8 -2 9 11 1 9 18 1 10 13 1 10 18 1 11 15 1 12 13 1 12 17 1 13 14 2 14 16 1 14 19 1 15 19 1 16 17 1 18 19 1', '19 21 H 14.04 -9.02 C 13.76 -13.55 C 19.79 -10.45 C 19.12 -12.54 C 15.36 -12.63 O 11.30 -11.67 O 19.02 -8.78 O 17.54 -13.44 C 13.03 -9.88 C 15.65 -9.02 C 12.58 -11.25 C 18.24 -9.88 C 16.81 -9.88 C 16.37 -11.25 C 13.76 -12.09 C 17.54 -12.09 C 18.70 -11.25 C 14.47 -9.88 C 14.93 -11.25 18 1 -1 15 2 -1 17 3 -2 17 4 -1 19 5 -1 6 11 2 7 12 2 16 8 -2 9 11 1 9 18 1 10 13 1 10 18 1 11 15 1 12 13 1 12 17 1 13 14 2 14 16 1 14 19 1 15 19 1 16 17 1 18 19 1', '19 21 H 14.04 -9.02 C:10 13.76 -13.55 C:21 19.79 -10.45 C:24 19.12 -12.54 C:19 15.36 -12.63 O 11.30 -11.67 O 19.02 -8.78 O 17.54 -13.44 C:42 13.03 -9.88 C:32 15.65 -9.02 C:222 12.58 -11.25 C:210 18.24 -9.88 C:146 16.81 -9.88 C:189 16.37 -11.25 C:52 13.76 -12.09 C:76 17.54 -12.09 C:56 18.70 -11.25 C:51 14.47 -9.88 C:55 14.93 -11.25 18 1 -1 15 2 -1 17 3 -2 17 4 -1 19 5 -1 6 11 2 7 12 2 16 8 -2 9 11 1 9 18 1 10 13 1 10 18 1 11 15 1 12 13 1 12 17 1 13 14 2 14 16 1 14 19 1 15 19 1 16 17 1 18 19 1', 'C15H20O3', 248.167, 'M', 'np02_786_1', 2544, '', '', '1', 19, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9257, 'Hirsutenol B', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@@:2]13[C@@H:1](O)[C@@:11]([CH3:12])([CH3:13])[CH2:10][C@:9]1(O)[CH2:8][C:7]2=[CH:6][C:5](=O)[C@H:4]([CH3:15])[C@:3]23[CH3:14]', '[H][C@@]13[C@@H](O)[C@@](C)(C)C[C@]1(O)CC2=CC(=O)[C@H](C)[C@]23C', '[H][C@@:67]13[C@@H:81](O)[C@@:45]([CH3:21])([CH3:28])[CH2:53][C@:87]1(O)[CH2:45][C:194]2=[CH:123][C:215](=O)[C@H:59]([CH3:9])[C@:54]23[CH3:21]', '19 21 H 16.16 -12.09 C:15 13.78 -13.63 C:12 19.17 -12.62 C:13 19.84 -10.51 C:14 15.39 -12.70 O 11.30 -11.74 O 17.58 -13.52 O 17.27 -8.64 C:6 13.04 -9.93 C:8 15.68 -9.09 C:10 18.29 -9.93 C:5 12.59 -11.31 C:7 14.50 -9.93 C:4 13.78 -12.16 C:1 17.58 -12.16 C:11 18.74 -11.31 C:2 16.40 -11.31 C:3 14.95 -11.31 C:9 16.85 -9.93 17 1 -2 14 2 -1 16 3 -1 16 4 -2 18 5 -1 6 12 2 15 7 -2 19 8 -2 9 12 1 9 13 2 10 13 1 10 19 1 11 16 1 11 19 1 12 14 1 13 18 1 14 18 1 15 16 1 15 17 1 17 18 1 17 19 1', '19 21 H 16.16 -12.09 C 13.78 -13.63 C 19.17 -12.62 C 19.84 -10.51 C 15.39 -12.70 O 11.30 -11.74 O 17.58 -13.52 O 17.27 -8.64 C 13.04 -9.93 C 15.68 -9.09 C 18.29 -9.93 C 12.59 -11.31 C 14.50 -9.93 C 13.78 -12.16 C 17.58 -12.16 C 18.74 -11.31 C 16.40 -11.31 C 14.95 -11.31 C 16.85 -9.93 17 1 -2 14 2 -1 16 3 -1 16 4 -2 18 5 -1 6 12 2 15 7 -2 19 8 -2 9 12 1 9 13 2 10 13 1 10 19 1 11 16 1 11 19 1 12 14 1 13 18 1 14 18 1 15 16 1 15 17 1 17 18 1 17 19 1', '19 21 H 16.16 -12.09 C:9 13.78 -13.63 C:21 19.17 -12.62 C:28 19.84 -10.51 C:21 15.39 -12.70 O 11.30 -11.74 O 17.58 -13.52 O 17.27 -8.64 C:123 13.04 -9.93 C:45 15.68 -9.09 C:53 18.29 -9.93 C:215 12.59 -11.31 C:194 14.50 -9.93 C:59 13.78 -12.16 C:81 17.58 -12.16 C:45 18.74 -11.31 C:67 16.40 -11.31 C:54 14.95 -11.31 C:87 16.85 -9.93 17 1 -2 14 2 -1 16 3 -1 16 4 -2 18 5 -1 6 12 2 15 7 -2 19 8 -2 9 12 1 9 13 2 10 13 1 10 19 1 11 16 1 11 19 1 12 14 1 13 18 1 14 18 1 15 16 1 15 17 1 17 18 1 17 19 1', 'C15H22O3', 250.167, 'M', 'np02_786_2', 2544, '', '', '1', 19, NULL, NULL),
(9258, 'Hirsutenol C', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@@:2]13[CH2:1][C@:11]([CH3:13])([CH2:12]O)[CH2:10][C@:9]1(O)[CH2:8][C:7]2=[CH:6][C:5](=O)[C@H:4]([CH3:15])[C@:3]23[CH3:14]', '[H][C@@]13C[C@](C)(CO)C[C@]1(O)CC2=CC(=O)[C@H](C)[C@]23C', '[H][C@@:63]13[CH2:50][C@:37]([CH3:24])([CH2:71]O)[CH2:51][C@:93]1(O)[CH2:45][C:195]2=[CH:123][C:215](=O)[C@H:59]([CH3:10])[C@:55]23[CH3:21]', '19 21 H 15.80 -12.07 C:15 13.42 -13.61 C:13 19.48 -10.50 C:14 15.03 -12.68 O 10.95 -11.72 O 20.18 -12.87 O 16.91 -8.63 C:6 12.69 -9.92 C:12 18.81 -12.60 C:8 15.32 -9.08 C:1 17.22 -12.14 C:10 17.93 -9.92 C:5 12.24 -11.29 C:7 14.14 -9.92 C:4 13.42 -12.14 C:11 18.38 -11.29 C:2 16.04 -11.29 C:3 14.59 -11.29 C:9 16.49 -9.92 17 1 -2 15 2 -1 16 3 -2 18 4 -1 5 13 2 6 9 1 19 7 -2 8 13 1 8 14 2 16 9 -1 10 14 1 10 19 1 11 16 1 11 17 1 12 16 1 12 19 1 13 15 1 14 18 1 15 18 1 17 18 1 17 19 1', '19 21 H 15.80 -12.07 C 13.42 -13.61 C 19.48 -10.50 C 15.03 -12.68 O 10.95 -11.72 O 20.18 -12.87 O 16.91 -8.63 C 12.69 -9.92 C 18.81 -12.60 C 15.32 -9.08 C 17.22 -12.14 C 17.93 -9.92 C 12.24 -11.29 C 14.14 -9.92 C 13.42 -12.14 C 18.38 -11.29 C 16.04 -11.29 C 14.59 -11.29 C 16.49 -9.92 17 1 -2 15 2 -1 16 3 -2 18 4 -1 5 13 2 6 9 1 19 7 -2 8 13 1 8 14 2 16 9 -1 10 14 1 10 19 1 11 16 1 11 17 1 12 16 1 12 19 1 13 15 1 14 18 1 15 18 1 17 18 1 17 19 1', '19 21 H 15.80 -12.07 C:10 13.42 -13.61 C:24 19.48 -10.50 C:21 15.03 -12.68 O 10.95 -11.72 O 20.18 -12.87 O 16.91 -8.63 C:123 12.69 -9.92 C:71 18.81 -12.60 C:45 15.32 -9.08 C:50 17.22 -12.14 C:51 17.93 -9.92 C:215 12.24 -11.29 C:195 14.14 -9.92 C:59 13.42 -12.14 C:37 18.38 -11.29 C:63 16.04 -11.29 C:55 14.59 -11.29 C:93 16.49 -9.92 17 1 -2 15 2 -1 16 3 -2 18 4 -1 5 13 2 6 9 1 19 7 -2 8 13 1 8 14 2 16 9 -1 10 14 1 10 19 1 11 16 1 11 17 1 12 16 1 12 19 1 13 15 1 14 18 1 15 18 1 17 18 1 17 19 1', 'C15H22O3', 250.167, 'M', 'np02_786_3', 2544, '', '', '1', 19, NULL, NULL),
(9259, 'Dichomitol', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@:9]13[CH2:10][C@@:11]([CH3:13])([CH2:12]O)[CH2:1][C@@:2]1([H])[C@:3]2([CH3:14])[CH2:4][CH2:5][C:6]([CH2:15]O)=[C:7]2[C@@H:8]3O', '[H][C@]13C[C@@](C)(CO)C[C@@]1([H])[C@]2(C)CCC(CO)=C2[C@@H]3O', '[H][C@:51]13[CH2:41][C@@:45]([CH3:23])([CH2:72]O)[CH2:36][C@@:46]1([H])[C@:46]2([CH3:20])[CH2:36][CH2:25][C:129]([CH2:59]O)=[C:146]2[C@@H:74]3O', '20 22 H 17.64 -9.33 H 16.59 -12.39 C:13 20.34 -10.79 C:14 15.81 -13.02 O 11.22 -9.24 O 21.03 -13.22 O 16.10 -7.94 C:15 12.59 -9.09 C:5 12.95 -11.60 C:12 19.67 -12.93 C:4 14.16 -12.46 C:10 18.76 -10.20 C:1 18.04 -12.46 C:6 13.41 -10.20 C:7 14.90 -10.20 C:8 16.10 -9.33 C:11 19.23 -11.60 C:9 17.29 -10.20 C:3 15.36 -11.60 C:2 16.83 -11.60 18 1 -2 20 2 -2 17 3 -2 19 4 -1 5 8 1 6 10 1 16 7 -2 8 14 1 9 11 1 9 14 1 17 10 -1 11 19 1 12 17 1 12 18 1 13 17 1 13 20 1 14 15 2 15 16 1 15 19 1 16 18 1 18 20 1 19 20 1', '20 22 H 17.64 -9.33 H 16.59 -12.39 C 20.34 -10.79 C 15.81 -13.02 O 11.22 -9.24 O 21.03 -13.22 O 16.10 -7.94 C 12.59 -9.09 C 12.95 -11.60 C 19.67 -12.93 C 14.16 -12.46 C 18.76 -10.20 C 18.04 -12.46 C 13.41 -10.20 C 14.90 -10.20 C 16.10 -9.33 C 19.23 -11.60 C 17.29 -10.20 C 15.36 -11.60 C 16.83 -11.60 18 1 -2 20 2 -2 17 3 -2 19 4 -1 5 8 1 6 10 1 16 7 -2 8 14 1 9 11 1 9 14 1 17 10 -1 11 19 1 12 17 1 12 18 1 13 17 1 13 20 1 14 15 2 15 16 1 15 19 1 16 18 1 18 20 1 19 20 1', '20 22 H 17.64 -9.33 H 16.59 -12.39 C:23 20.34 -10.79 C:20 15.81 -13.02 O 11.22 -9.24 O 21.03 -13.22 O 16.10 -7.94 C:59 12.59 -9.09 C:25 12.95 -11.60 C:72 19.67 -12.93 C:36 14.16 -12.46 C:41 18.76 -10.20 C:36 18.04 -12.46 C:129 13.41 -10.20 C:146 14.90 -10.20 C:74 16.10 -9.33 C:45 19.23 -11.60 C:51 17.29 -10.20 C:46 15.36 -11.60 C:46 16.83 -11.60 18 1 -2 20 2 -2 17 3 -2 19 4 -1 5 8 1 6 10 1 16 7 -2 8 14 1 9 11 1 9 14 1 17 10 -1 11 19 1 12 17 1 12 18 1 13 17 1 13 20 1 14 15 2 15 16 1 15 19 1 16 18 1 18 20 1 19 20 1', 'C15H24O3', 252.175, 'C', 'np04_2121_1', 928, '', '', '1', 19, NULL, NULL),
(9260, '2b,13-Dihydroxyledol', '', 'Terpenoids', 'Sesquiterpenoids', 'Aromadendranes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]([CH3:14])(O)[C@@:1]1([H])[C@H:2](O)[CH2:3][C@@H:4]([CH3:15])[C@@:5]1([H])[C@:6]2([H])[C@@:11]3([CH3:12])[CH2:13]O', '[H][C@@]23CC[C@@](C)(O)[C@@]1([H])[C@H](O)C[C@@H](C)[C@@]1([H])[C@]2([H])[C@@]3(C)CO', '[H][C@@:24]23[CH2:19][CH2:40][C@@:74]([CH3:31])(O)[C@@:64]1([H])[C@H:74](O)[CH2:42][C@@H:35]([CH3:16])[C@@:39]1([H])[C@:21]2([H])[C@@:26]3([CH3:11])[CH2:73]O', '22 24 H 18.54 -12.47 H 14.91 -8.88 H 14.90 -12.29 H 15.43 -12.95 C:15 12.98 -13.21 C:14 16.58 -7.60 C:12 18.33 -14.27 O 14.85 -14.71 O 13.11 -8.02 O 15.20 -7.89 C:13 16.26 -14.71 C:9 17.60 -9.32 C:8 18.22 -10.66 C:3 12.60 -10.57 C:4 13.45 -11.80 C:2 13.45 -9.37 C:10 16.13 -8.94 C:7 17.55 -12.01 C:11 17.06 -13.43 C:1 14.91 -9.87 C:5 14.90 -11.35 C:6 16.07 -12.32 18 1 -2 20 2 -1 21 3 -1 22 4 -2 15 5 -2 17 6 -1 19 7 -1 8 11 1 16 9 -1 17 10 -2 19 11 -2 12 13 1 12 17 1 13 18 1 14 15 1 14 16 1 15 21 1 16 20 1 17 20 1 18 19 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.54 -12.47 H 14.91 -8.88 H 14.90 -12.29 H 15.43 -12.95 C 12.98 -13.21 C 16.58 -7.60 C 18.33 -14.27 O 14.85 -14.71 O 13.11 -8.02 O 15.20 -7.89 C 16.26 -14.71 C 17.60 -9.32 C 18.22 -10.66 C 12.60 -10.57 C 13.45 -11.80 C 13.45 -9.37 C 16.13 -8.94 C 17.55 -12.01 C 17.06 -13.43 C 14.91 -9.87 C 14.90 -11.35 C 16.07 -12.32 18 1 -2 20 2 -1 21 3 -1 22 4 -2 15 5 -2 17 6 -1 19 7 -1 8 11 1 16 9 -1 17 10 -2 19 11 -2 12 13 1 12 17 1 13 18 1 14 15 1 14 16 1 15 21 1 16 20 1 17 20 1 18 19 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.54 -12.47 H 14.91 -8.88 H 14.90 -12.29 H 15.43 -12.95 C:16 12.98 -13.21 C:31 16.58 -7.60 C:11 18.33 -14.27 O 14.85 -14.71 O 13.11 -8.02 O 15.20 -7.89 C:73 16.26 -14.71 C:40 17.60 -9.32 C:19 18.22 -10.66 C:42 12.60 -10.57 C:35 13.45 -11.80 C:74 13.45 -9.37 C:74 16.13 -8.94 C:24 17.55 -12.01 C:26 17.06 -13.43 C:64 14.91 -9.87 C:39 14.90 -11.35 C:21 16.07 -12.32 18 1 -2 20 2 -1 21 3 -1 22 4 -2 15 5 -2 17 6 -1 19 7 -1 8 11 1 16 9 -1 17 10 -2 19 11 -2 12 13 1 12 17 1 13 18 1 14 15 1 14 16 1 15 21 1 16 20 1 17 20 1 18 19 1 18 22 1 19 22 1 20 21 1 21 22 1', 'C15H26O3', 254.19, 'C', 'np04_2121_2', 928, '', '', '1', 19, NULL, NULL),
(9261, 'Connatusin A', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@:9]13[CH2:10][C@@:11]([CH3:13])([CH3:12])[C@H:1](O)[C@@:2]1([H])[C@:3]2([CH3:14])[C:4]([CH3:15])=[C:5](O)[C:6](=O)[C@:7]2(O)[CH2:8]3', '[H][C@]13C[C@@](C)(C)[C@H](O)[C@@]1([H])[C@]2(C)C(C)=C(O)C(=O)[C@]2(O)C3', '[H][C@:35]13[CH2:44][C@@:43]([CH3:23])([CH3:29])[C@H:81](O)[C@@:54]1([H])[C@:55]2([CH3:17])[C:152]([CH3:10])=[C:146](O)[C:203](=O)[C@:86]2(O)[CH2:47]3', '21 23 H 17.80 -8.51 H 16.74 -11.57 C:15 14.32 -13.12 C:13 20.50 -9.96 C:12 19.82 -12.10 C:14 15.96 -12.19 O 12.76 -8.26 O 11.81 -11.20 O 18.19 -13.01 O 14.62 -8.06 C:10 18.92 -9.37 C:8 16.26 -8.51 C:4 14.32 -11.64 C:5 13.13 -10.78 C:6 13.58 -9.37 C:1 18.19 -11.64 C:11 19.38 -10.78 C:9 17.45 -9.37 C:2 16.99 -10.78 C:3 15.52 -10.78 C:7 15.05 -9.37 18 1 -2 19 2 -2 3 13 1 17 4 -2 17 5 -1 20 6 -1 7 15 2 8 14 1 16 9 -2 21 10 -1 11 17 1 11 18 1 12 18 1 12 21 1 13 14 2 13 20 1 14 15 1 15 21 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', '21 23 H 17.80 -8.51 H 16.74 -11.57 C 14.32 -13.12 C 20.50 -9.96 C 19.82 -12.10 C 15.96 -12.19 O 12.76 -8.26 O 11.81 -11.20 O 18.19 -13.01 O 14.62 -8.06 C 18.92 -9.37 C 16.26 -8.51 C 14.32 -11.64 C 13.13 -10.78 C 13.58 -9.37 C 18.19 -11.64 C 19.38 -10.78 C 17.45 -9.37 C 16.99 -10.78 C 15.52 -10.78 C 15.05 -9.37 18 1 -2 19 2 -2 3 13 1 17 4 -2 17 5 -1 20 6 -1 7 15 2 8 14 1 16 9 -2 21 10 -1 11 17 1 11 18 1 12 18 1 12 21 1 13 14 2 13 20 1 14 15 1 15 21 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', '21 23 H 17.80 -8.51 H 16.74 -11.57 C:10 14.32 -13.12 C:23 20.50 -9.96 C:29 19.82 -12.10 C:17 15.96 -12.19 O 12.76 -8.26 O 11.81 -11.20 O 18.19 -13.01 O 14.62 -8.06 C:44 18.92 -9.37 C:47 16.26 -8.51 C:152 14.32 -11.64 C:146 13.13 -10.78 C:203 13.58 -9.37 C:81 18.19 -11.64 C:43 19.38 -10.78 C:35 17.45 -9.37 C:54 16.99 -10.78 C:55 15.52 -10.78 C:86 15.05 -9.37 18 1 -2 19 2 -2 3 13 1 17 4 -2 17 5 -1 20 6 -1 7 15 2 8 14 1 16 9 -2 21 10 -1 11 17 1 11 18 1 12 18 1 12 21 1 13 14 2 13 20 1 14 15 1 15 21 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', 'C15H22O4', 266.174, 'C', 'np05_1674_1', 1945, '', '', '1', 19, NULL, NULL),
(9262, 'Connatusin B', '', 'Terpenoids', 'Sesquiterpenoids', 'Hirsutanes', '[H][C@@:9]23[CH2:8][C:7]1=[CH:6][C:5](=O)[C@@:4](O)([CH2:15]O)[C@@:3]1([CH3:14])[C@:2]2([H])[C@@H:1](O)[C@:11]([CH3:13])([CH3:12])[CH2:10]3', '[H][C@@]23CC1=CC(=O)[C@@](O)(CO)[C@@]1(C)[C@]2([H])[C@@H](O)[C@](C)(C)C3', '[H][C@@:39]23[CH2:33][C:194]1=[CH:119][C:209](=O)[C@@:85](O)([CH2:66]O)[C@@:55]1([CH3:23])[C@:51]2([H])[C@@H:80](O)[C@:46]([CH3:20])([CH3:27])[CH2:47]3', '21 23 H 17.77 -8.33 H 16.70 -11.39 C:13 20.47 -9.78 C:12 19.79 -11.92 C:14 15.92 -12.01 O 11.74 -11.02 O 14.30 -13.89 O 18.17 -12.85 O 13.59 -12.68 C:6 13.59 -9.19 C:15 14.99 -12.67 C:8 16.22 -8.33 C:10 18.89 -9.19 C:5 13.07 -10.60 C:7 14.99 -9.19 C:1 18.17 -11.46 C:11 19.35 -10.60 C:9 17.42 -9.19 C:2 16.95 -10.60 C:3 15.48 -10.60 C:4 14.28 -11.46 18 1 -2 19 2 -2 17 3 -2 17 4 -1 20 5 -1 6 14 2 7 11 1 16 8 -2 21 9 -1 10 14 1 10 15 2 21 11 -2 12 15 1 12 18 1 13 17 1 13 18 1 14 21 1 15 20 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', '21 23 H 17.77 -8.33 H 16.70 -11.39 C 20.47 -9.78 C 19.79 -11.92 C 15.92 -12.01 O 11.74 -11.02 O 14.30 -13.89 O 18.17 -12.85 O 13.59 -12.68 C 13.59 -9.19 C 14.99 -12.67 C 16.22 -8.33 C 18.89 -9.19 C 13.07 -10.60 C 14.99 -9.19 C 18.17 -11.46 C 19.35 -10.60 C 17.42 -9.19 C 16.95 -10.60 C 15.48 -10.60 C 14.28 -11.46 18 1 -2 19 2 -2 17 3 -2 17 4 -1 20 5 -1 6 14 2 7 11 1 16 8 -2 21 9 -1 10 14 1 10 15 2 21 11 -2 12 15 1 12 18 1 13 17 1 13 18 1 14 21 1 15 20 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', '21 23 H 17.77 -8.33 H 16.70 -11.39 C:20 20.47 -9.78 C:27 19.79 -11.92 C:23 15.92 -12.01 O 11.74 -11.02 O 14.30 -13.89 O 18.17 -12.85 O 13.59 -12.68 C:119 13.59 -9.19 C:66 14.99 -12.67 C:33 16.22 -8.33 C:47 18.89 -9.19 C:209 13.07 -10.60 C:194 14.99 -9.19 C:80 18.17 -11.46 C:46 19.35 -10.60 C:39 17.42 -9.19 C:51 16.95 -10.60 C:55 15.48 -10.60 C:85 14.28 -11.46 18 1 -2 19 2 -2 17 3 -2 17 4 -1 20 5 -1 6 14 2 7 11 1 16 8 -2 21 9 -1 10 14 1 10 15 2 21 11 -2 12 15 1 12 18 1 13 17 1 13 18 1 14 21 1 15 20 1 16 17 1 16 19 1 18 19 1 19 20 1 20 21 1', 'C15H22O4', 266.174, 'C', 'np05_1674_2', 1945, '', '', '1', 19, NULL, NULL),
(9263, 'Merrilliortholactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@:1]1(O)[CH2:2][CH2:3][C@:4]2(O)[C@@:5]4([CH3:13])[CH2:14]O[C@:11]3(O)[CH2:10][C@:9]12[C@H:8](O)[C@@H:7](O3)[C@:6]4([CH3:12])O', 'C[C@]1(O)CC[C@]2(O)[C@@]4(C)CO[C@]3(O)C[C@]12[C@H](O)[C@@H](O3)[C@]4(C)O', '[CH3:24][C@:86]1(O)[CH2:38][CH2:32][C@:91]2(O)[C@@:49]4([CH3:15])[CH2:69]O[C@:112]3(O)[CH2:42][C@:51]12[C@H:75](O)[C@@H:80](O3)[C@:78]4([CH3:22])O', '22 25 C:15 14.31 -8.89 C:12 18.86 -12.86 C:13 16.71 -13.96 O 15.81 -8.15 O 13.12 -9.30 O 16.71 -7.19 O 19.19 -11.30 O 15.56 -13.35 C:2 13.53 -11.30 C:3 14.31 -12.38 C:14 16.71 -11.30 C:10 15.56 -9.04 O 17.20 -9.60 O 17.84 -9.14 C:8 16.71 -9.96 C:7 17.84 -10.63 C:1 14.31 -10.22 C:11 16.71 -8.39 C:6 17.84 -11.97 C:5 16.71 -12.61 C:4 15.56 -11.97 C:9 15.56 -10.63 17 1 -1 19 2 -1 20 3 -2 15 4 -2 17 5 -2 18 6 -1 19 7 -2 21 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 20 1 12 18 1 22 12 -1 13 18 1 16 14 -1 14 18 1 15 16 1 15 22 1 16 19 1 17 22 1 19 20 1 20 21 1 21 22 1', '22 25 C 14.31 -8.89 C 18.86 -12.86 C 16.71 -13.96 O 15.81 -8.15 O 13.12 -9.30 O 16.71 -7.19 O 19.19 -11.30 O 15.56 -13.35 C 13.53 -11.30 C 14.31 -12.38 C 16.71 -11.30 C 15.56 -9.04 O 17.20 -9.60 O 17.84 -9.14 C 16.71 -9.96 C 17.84 -10.63 C 14.31 -10.22 C 16.71 -8.39 C 17.84 -11.97 C 16.71 -12.61 C 15.56 -11.97 C 15.56 -10.63 17 1 -1 19 2 -1 20 3 -2 15 4 -2 17 5 -2 18 6 -1 19 7 -2 21 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 20 1 12 18 1 22 12 -1 13 18 1 16 14 -1 14 18 1 15 16 1 15 22 1 16 19 1 17 22 1 19 20 1 20 21 1 21 22 1', '22 25 C:24 14.31 -8.89 C:22 18.86 -12.86 C:15 16.71 -13.96 O 15.81 -8.15 O 13.12 -9.30 O 16.71 -7.19 O 19.19 -11.30 O 15.56 -13.35 C:38 13.53 -11.30 C:32 14.31 -12.38 C:69 16.71 -11.30 C:42 15.56 -9.04 O 17.20 -9.60 O 17.84 -9.14 C:75 16.71 -9.96 C:80 17.84 -10.63 C:86 14.31 -10.22 C:112 16.71 -8.39 C:78 17.84 -11.97 C:49 16.71 -12.61 C:91 15.56 -11.97 C:51 15.56 -10.63 17 1 -1 19 2 -1 20 3 -2 15 4 -2 17 5 -2 18 6 -1 19 7 -2 21 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 20 1 12 18 1 22 12 -1 13 18 1 16 14 -1 14 18 1 15 16 1 15 22 1 16 19 1 17 22 1 19 20 1 20 21 1 21 22 1', 'C15H24O7', 316.156, 'M', 'cpb02_133_1', 922, '', '', '1', 34, NULL, NULL),
(9264, '2a-Hydroxycycloparvifloralone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[H][C@@:11]34O[CH2:14][C@@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@@:7](O)([CH2:8][C@:9]2([C@H:1]([CH3:15])[C@@H:2](O)[CH2:3][C@:4]12O)[C@H:10]3O)O4', '[H][C@@]34OC[C@@]1(C)[C@@](C)(O)[C@@](O)(C[C@]2([C@H](C)[C@@H](O)C[C@]12O)[C@H]3O)O4', '[H][C@@:98]34O[CH2:69][C@@:47]1([CH3:16])[C@@:82]([CH3:17])(O)[C@@:99](O)([CH2:38][C@:54]2([C@H:50]([CH3:11])[C@@H:80](O)[CH2:43][C@:89]12O)[C@H:70]3O)O4', '23 26 H 16.60 -7.78 C:15 13.71 -9.34 C:12 18.83 -13.36 C:13 16.60 -14.50 O 11.93 -11.76 O 14.32 -8.58 O 19.16 -11.76 O 19.02 -10.41 O 15.41 -13.88 C:14 16.60 -11.76 C:3 14.14 -12.88 C:8 16.60 -10.41 O 17.11 -9.75 O 17.77 -9.57 C:2 13.34 -11.76 C:1 14.14 -10.67 C:10 15.41 -9.47 C:11 16.60 -8.80 C:6 17.77 -12.46 C:5 16.60 -13.12 C:7 17.77 -11.09 C:4 15.41 -12.46 C:9 15.41 -11.09 18 1 -1 16 2 -1 19 3 -1 20 4 -2 15 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 13 1 10 20 1 11 15 1 11 22 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 16 1 16 23 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', '23 26 H 16.60 -7.78 C 13.71 -9.34 C 18.83 -13.36 C 16.60 -14.50 O 11.93 -11.76 O 14.32 -8.58 O 19.16 -11.76 O 19.02 -10.41 O 15.41 -13.88 C 16.60 -11.76 C 14.14 -12.88 C 16.60 -10.41 O 17.11 -9.75 O 17.77 -9.57 C 13.34 -11.76 C 14.14 -10.67 C 15.41 -9.47 C 16.60 -8.80 C 17.77 -12.46 C 16.60 -13.12 C 17.77 -11.09 C 15.41 -12.46 C 15.41 -11.09 18 1 -1 16 2 -1 19 3 -1 20 4 -2 15 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 13 1 10 20 1 11 15 1 11 22 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 16 1 16 23 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', '23 26 H 16.60 -7.78 C:11 13.71 -9.34 C:17 18.83 -13.36 C:16 16.60 -14.50 O 11.93 -11.76 O 14.32 -8.58 O 19.16 -11.76 O 19.02 -10.41 O 15.41 -13.88 C:69 16.60 -11.76 C:43 14.14 -12.88 C:38 16.60 -10.41 O 17.11 -9.75 O 17.77 -9.57 C:80 13.34 -11.76 C:50 14.14 -10.67 C:70 15.41 -9.47 C:98 16.60 -8.80 C:82 17.77 -12.46 C:47 16.60 -13.12 C:99 17.77 -11.09 C:89 15.41 -12.46 C:54 15.41 -11.09 18 1 -1 16 2 -1 19 3 -1 20 4 -2 15 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 13 1 10 20 1 11 15 1 11 22 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 16 1 16 23 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', 'C15H24O7', 316.164, 'M', 'cpb02_133_2', 922, '', '', '1', 34, NULL, NULL),
(9265, '2a-Hydroxycycloparviflorolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[C@@H:2](O)[CH2:3][C@@:4]23O[C@@:7]4(O)[CH2:8][C@@:9]12[C@@H:10](O)[C:11](=O)O[CH2:14][C@@:5]3([CH3:13])[C@@:6]4([CH3:12])O', 'C[C@@H]1[C@@H](O)C[C@@]23O[C@@]4(O)C[C@@]12[C@@H](O)C(=O)OC[C@@]3(C)[C@@]4(C)O', '[CH3:11][C@@H:55]1[C@@H:79](O)[CH2:38][C@@:94]23O[C@@:110]4(O)[CH2:39][C@@:57]12[C@@H:75](O)[C:175](=O)O[CH2:70][C@@:53]3([CH3:18])[C@@:80]4([CH3:19])O', '22 25 C:15 13.85 -9.41 C:12 18.69 -13.40 C:13 16.65 -14.48 O 16.65 -7.78 O 12.04 -11.84 O 14.35 -8.74 O 19.10 -12.06 O 18.96 -10.47 C:14 16.65 -11.82 C:3 14.26 -12.92 C:8 16.65 -10.55 O 17.95 -9.71 O 16.25 -11.63 C:11 16.65 -8.98 C:2 13.48 -11.85 C:1 14.26 -10.79 C:10 15.48 -9.63 C:6 17.76 -12.52 C:5 16.65 -13.16 C:7 17.76 -11.19 C:4 15.48 -12.52 C:9 15.48 -11.19 16 1 -1 18 2 -1 19 3 -2 4 14 2 15 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 21 1 11 20 1 11 22 1 12 14 1 13 20 1 21 13 -2 14 17 1 15 16 1 16 22 1 22 17 -1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 C 13.85 -9.41 C 18.69 -13.40 C 16.65 -14.48 O 16.65 -7.78 O 12.04 -11.84 O 14.35 -8.74 O 19.10 -12.06 O 18.96 -10.47 C 16.65 -11.82 C 14.26 -12.92 C 16.65 -10.55 O 17.95 -9.71 O 16.25 -11.63 C 16.65 -8.98 C 13.48 -11.85 C 14.26 -10.79 C 15.48 -9.63 C 17.76 -12.52 C 16.65 -13.16 C 17.76 -11.19 C 15.48 -12.52 C 15.48 -11.19 16 1 -1 18 2 -1 19 3 -2 4 14 2 15 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 21 1 11 20 1 11 22 1 12 14 1 13 20 1 21 13 -2 14 17 1 15 16 1 16 22 1 22 17 -1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 C:11 13.85 -9.41 C:19 18.69 -13.40 C:18 16.65 -14.48 O 16.65 -7.78 O 12.04 -11.84 O 14.35 -8.74 O 19.10 -12.06 O 18.96 -10.47 C:70 16.65 -11.82 C:38 14.26 -12.92 C:39 16.65 -10.55 O 17.95 -9.71 O 16.25 -11.63 C:175 16.65 -8.98 C:79 13.48 -11.85 C:55 14.26 -10.79 C:75 15.48 -9.63 C:80 17.76 -12.52 C:53 16.65 -13.16 C:110 17.76 -11.19 C:94 15.48 -12.52 C:57 15.48 -11.19 16 1 -1 18 2 -1 19 3 -2 4 14 2 15 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 21 1 11 20 1 11 22 1 12 14 1 13 20 1 21 13 -2 14 17 1 15 16 1 16 22 1 22 17 -1 18 19 1 18 20 1 19 21 1 21 22 1', 'C15H22O7', 314.156, 'M', 'cpb02_133_3', 922, '', '', '1', 34, NULL, NULL),
(9266, '2a-Hydroxyanisatin ', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]2[C@@H:2](O)[C@@H:3](O)[C@:4]3(O)[C@:5]1([CH2:14]O[C:13]1=O)[C@@:6]([CH3:12])(O)[C@H:7]4[CH2:8][C@@:9]23[C@@H:10](O)[C:11](=O)O4', 'C[C@@H]2[C@@H](O)[C@@H](O)[C@]3(O)[C@]1(COC1=O)[C@@](C)(O)[C@H]4C[C@@]23[C@@H](O)C(=O)O4', '[CH3:12][C@@H:48]2[C@@H:77](O)[C@@H:71](O)[C@:85]3(O)[C@:48]1([CH2:66]O[C:169]1=O)[C@@:75]([CH3:22])(O)[C@H:83]4[CH2:28][C@@:48]23[C@@H:70](O)[C:176](=O)O4', '24 27 C:15 13.74 -9.14 C:12 19.14 -13.01 O 16.74 -7.31 O 19.14 -13.98 O 14.43 -8.40 O 11.96 -11.62 O 13.74 -14.05 O 19.20 -11.60 O 15.51 -13.33 C:14 15.75 -13.98 C:8 16.74 -10.19 O 16.74 -14.97 O 17.96 -9.29 C:11 16.74 -8.71 C:13 17.74 -13.98 C:1 14.18 -10.46 C:10 15.51 -9.29 C:2 13.36 -11.60 C:7 17.96 -10.89 C:3 14.18 -12.72 C:6 17.96 -12.29 C:4 15.51 -12.29 C:5 16.74 -12.99 C:9 15.51 -10.89 16 1 -1 21 2 -1 3 14 2 4 15 2 17 5 -1 18 6 -2 20 7 -2 21 8 -2 22 9 -2 10 12 1 23 10 -1 11 19 1 11 24 1 12 15 1 13 14 1 19 13 -1 14 17 1 23 15 -2 16 18 1 16 24 1 24 17 -1 18 20 1 19 21 1 20 22 1 21 23 1 22 23 1 22 24 1', '24 27 C 13.74 -9.14 C 19.14 -13.01 O 16.74 -7.31 O 19.14 -13.98 O 14.43 -8.40 O 11.96 -11.62 O 13.74 -14.05 O 19.20 -11.60 O 15.51 -13.33 C 15.75 -13.98 C 16.74 -10.19 O 16.74 -14.97 O 17.96 -9.29 C 16.74 -8.71 C 17.74 -13.98 C 14.18 -10.46 C 15.51 -9.29 C 13.36 -11.60 C 17.96 -10.89 C 14.18 -12.72 C 17.96 -12.29 C 15.51 -12.29 C 16.74 -12.99 C 15.51 -10.89 16 1 -1 21 2 -1 3 14 2 4 15 2 17 5 -1 18 6 -2 20 7 -2 21 8 -2 22 9 -2 10 12 1 23 10 -1 11 19 1 11 24 1 12 15 1 13 14 1 19 13 -1 14 17 1 23 15 -2 16 18 1 16 24 1 24 17 -1 18 20 1 19 21 1 20 22 1 21 23 1 22 23 1 22 24 1', '24 27 C:12 13.74 -9.14 C:22 19.14 -13.01 O 16.74 -7.31 O 19.14 -13.98 O 14.43 -8.40 O 11.96 -11.62 O 13.74 -14.05 O 19.20 -11.60 O 15.51 -13.33 C:66 15.75 -13.98 C:28 16.74 -10.19 O 16.74 -14.97 O 17.96 -9.29 C:176 16.74 -8.71 C:169 17.74 -13.98 C:48 14.18 -10.46 C:70 15.51 -9.29 C:77 13.36 -11.60 C:83 17.96 -10.89 C:71 14.18 -12.72 C:75 17.96 -12.29 C:85 15.51 -12.29 C:48 16.74 -12.99 C:48 15.51 -10.89 16 1 -1 21 2 -1 3 14 2 4 15 2 17 5 -1 18 6 -2 20 7 -2 21 8 -2 22 9 -2 10 12 1 23 10 -1 11 19 1 11 24 1 12 15 1 13 14 1 19 13 -1 14 17 1 23 15 -2 16 18 1 16 24 1 24 17 -1 18 20 1 19 21 1 20 22 1 21 23 1 22 23 1 22 24 1', 'C15H20O9', 344.155, 'M', 'cpb02_133_4', 922, '', '', '1', 34, NULL, NULL),
(9267, '3-Deoxypseudoanisatin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][CH2:3][C@:4]2(O)[C@@:5]3([CH3:13])[CH2:14]O[C:11](=O)[CH2:10][C@:9]12[CH2:8][C:7](=O)[C@:6]3([CH3:12])O', 'C[C@@H]1CC[C@]2(O)[C@@]3(C)COC(=O)C[C@]12CC(=O)[C@]3(C)O', '[CH3:14][C@@H:42]1[CH2:29][CH2:30][C@:88]2(O)[C@@:49]3([CH3:14])[CH2:71]O[C:176](=O)[CH2:43][C@:50]12[CH2:36][C:208](=O)[C@:79]3([CH3:18])O', '20 22 C:15 13.09 -9.45 C:12 18.00 -13.44 C:13 15.92 -14.55 O 15.92 -7.76 O 18.25 -10.47 O 18.42 -12.08 O 14.75 -13.94 C:2 12.74 -11.87 C:3 13.51 -12.95 C:14 15.92 -11.87 C:10 14.75 -9.61 C:8 15.92 -10.54 O 17.04 -9.71 C:11 15.92 -8.96 C:7 17.04 -11.20 C:1 13.51 -10.79 C:6 17.04 -12.54 C:5 15.92 -13.19 C:4 14.75 -12.54 C:9 14.75 -11.20 16 1 -1 17 2 -1 18 3 -2 4 14 2 5 15 2 17 6 -2 19 7 -2 8 9 1 8 16 1 9 19 1 10 13 1 10 18 1 11 14 1 20 11 -1 12 15 1 12 20 1 13 14 1 15 17 1 16 20 1 17 18 1 18 19 1 19 20 1', '20 22 C 13.09 -9.45 C 18.00 -13.44 C 15.92 -14.55 O 15.92 -7.76 O 18.25 -10.47 O 18.42 -12.08 O 14.75 -13.94 C 12.74 -11.87 C 13.51 -12.95 C 15.92 -11.87 C 14.75 -9.61 C 15.92 -10.54 O 17.04 -9.71 C 15.92 -8.96 C 17.04 -11.20 C 13.51 -10.79 C 17.04 -12.54 C 15.92 -13.19 C 14.75 -12.54 C 14.75 -11.20 16 1 -1 17 2 -1 18 3 -2 4 14 2 5 15 2 17 6 -2 19 7 -2 8 9 1 8 16 1 9 19 1 10 13 1 10 18 1 11 14 1 20 11 -1 12 15 1 12 20 1 13 14 1 15 17 1 16 20 1 17 18 1 18 19 1 19 20 1', '20 22 C:14 13.09 -9.45 C:18 18.00 -13.44 C:14 15.92 -14.55 O 15.92 -7.76 O 18.25 -10.47 O 18.42 -12.08 O 14.75 -13.94 C:29 12.74 -11.87 C:30 13.51 -12.95 C:71 15.92 -11.87 C:43 14.75 -9.61 C:36 15.92 -10.54 O 17.04 -9.71 C:176 15.92 -8.96 C:208 17.04 -11.20 C:42 13.51 -10.79 C:79 17.04 -12.54 C:49 15.92 -13.19 C:88 14.75 -12.54 C:50 14.75 -11.20 16 1 -1 17 2 -1 18 3 -2 4 14 2 5 15 2 17 6 -2 19 7 -2 8 9 1 8 16 1 9 19 1 10 13 1 10 18 1 11 14 1 20 11 -1 12 15 1 12 20 1 13 14 1 15 17 1 16 20 1 17 18 1 18 19 1 19 20 1', 'C15H22O5', 282.158, 'M', 'cpb04_104_1', 924, '', '', '1', 34, NULL, NULL),
(9268, '2b-Hydroxy-3,6-dedioxypseudoanisatin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:12][C@@H:6]1[C:7](=O)[CH2:8][C@:9]23[CH2:10][C:11](=O)O[CH2:14][C@:5]1([CH3:13])[C@@:4]2(O)[CH2:3][C@H:2](O)[C@H:1]3[CH3:15]', 'C[C@@H]1C(=O)C[C@]23CC(=O)OC[C@]1(C)[C@@]2(O)C[C@H](O)[C@H]3C', '[CH3:8][C@@H:47]1[C:211](=O)[CH2:46][C@:48]23[CH2:36][C:174](=O)O[CH2:69][C@:47]1([CH3:18])[C@@:82]2(O)[CH2:41][C@H:71](O)[C@H:45]3[CH3:7]', '20 22 C:12 18.80 -13.46 C:15 13.89 -9.46 C:13 16.73 -14.57 O 16.73 -7.77 O 19.05 -10.49 O 12.13 -11.89 O 15.55 -13.97 C:14 16.73 -11.89 C:10 15.55 -9.62 C:8 16.73 -10.56 C:3 14.31 -12.97 O 17.85 -9.72 C:11 16.73 -8.97 C:7 17.85 -11.22 C:6 17.85 -12.56 C:2 13.54 -11.89 C:1 14.31 -10.81 C:5 16.73 -13.21 C:4 15.55 -12.56 C:9 15.55 -11.22 15 1 -1 17 2 -1 18 3 -2 4 13 2 5 14 2 16 6 -2 19 7 -2 8 12 1 8 18 1 9 13 1 20 9 -1 10 14 1 10 20 1 11 16 1 11 19 1 12 13 1 14 15 1 15 18 1 16 17 1 17 20 1 18 19 1 19 20 1', '20 22 C 18.80 -13.46 C 13.89 -9.46 C 16.73 -14.57 O 16.73 -7.77 O 19.05 -10.49 O 12.13 -11.89 O 15.55 -13.97 C 16.73 -11.89 C 15.55 -9.62 C 16.73 -10.56 C 14.31 -12.97 O 17.85 -9.72 C 16.73 -8.97 C 17.85 -11.22 C 17.85 -12.56 C 13.54 -11.89 C 14.31 -10.81 C 16.73 -13.21 C 15.55 -12.56 C 15.55 -11.22 15 1 -1 17 2 -1 18 3 -2 4 13 2 5 14 2 16 6 -2 19 7 -2 8 12 1 8 18 1 9 13 1 20 9 -1 10 14 1 10 20 1 11 16 1 11 19 1 12 13 1 14 15 1 15 18 1 16 17 1 17 20 1 18 19 1 19 20 1', '20 22 C:8 18.80 -13.46 C:7 13.89 -9.46 C:18 16.73 -14.57 O 16.73 -7.77 O 19.05 -10.49 O 12.13 -11.89 O 15.55 -13.97 C:69 16.73 -11.89 C:36 15.55 -9.62 C:46 16.73 -10.56 C:41 14.31 -12.97 O 17.85 -9.72 C:174 16.73 -8.97 C:211 17.85 -11.22 C:47 17.85 -12.56 C:71 13.54 -11.89 C:45 14.31 -10.81 C:47 16.73 -13.21 C:82 15.55 -12.56 C:48 15.55 -11.22 15 1 -1 17 2 -1 18 3 -2 4 13 2 5 14 2 16 6 -2 19 7 -2 8 12 1 8 18 1 9 13 1 20 9 -1 10 14 1 10 20 1 11 16 1 11 19 1 12 13 1 14 15 1 15 18 1 16 17 1 17 20 1 18 19 1 19 20 1', 'C15H22O5', 282.158, 'C+M', 'cpb04_104_2', 924, '', '', '1', 34, NULL, NULL),
(9269, '8a-Hydroxy-10-deoxycyclomerrillianolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@:1]1(O)[CH2:2][CH2:3][C@@:4]23O[C@@:7]4(O)[C@@H:8](O)[C@@:9]12[CH2:10][C:11](=O)O[CH2:14][C@@:5]3([CH3:13])[C@@:6]4([CH3:12])O', 'C[C@]1(O)CC[C@@]23O[C@@]4(O)[C@@H](O)[C@@]12CC(=O)OC[C@@]3(C)[C@@]4(C)O', '[CH3:24][C@:88]1(O)[CH2:39][CH2:23][C@@:94]23O[C@@:109]4(O)[C@@H:76](O)[C@@:58]12[CH2:36][C:171](=O)O[CH2:69][C@@:51]3([CH3:17])[C@@:78]4([CH3:18])O', '22 25 C:15 13.81 -9.54 C:12 18.12 -13.36 C:13 16.13 -14.41 O 16.13 -7.90 O 17.16 -8.37 O 12.66 -9.94 O 18.52 -12.05 O 18.38 -10.51 C:2 13.05 -11.85 C:3 13.81 -12.89 C:14 16.13 -11.85 C:10 15.00 -9.69 O 17.40 -9.77 O 15.75 -11.63 C:11 16.13 -9.06 C:8 16.13 -10.58 C:1 13.81 -10.82 C:6 17.21 -12.50 C:5 16.13 -13.12 C:7 17.21 -11.21 C:4 15.00 -12.50 C:9 15.00 -11.21 17 1 -1 18 2 -1 19 3 -2 4 15 2 16 5 -2 17 6 -2 18 7 -2 20 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 19 1 12 15 1 22 12 -1 13 15 1 14 20 1 21 14 -2 16 20 1 16 22 1 17 22 1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 C 13.81 -9.54 C 18.12 -13.36 C 16.13 -14.41 O 16.13 -7.90 O 17.16 -8.37 O 12.66 -9.94 O 18.52 -12.05 O 18.38 -10.51 C 13.05 -11.85 C 13.81 -12.89 C 16.13 -11.85 C 15.00 -9.69 O 17.40 -9.77 O 15.75 -11.63 C 16.13 -9.06 C 16.13 -10.58 C 13.81 -10.82 C 17.21 -12.50 C 16.13 -13.12 C 17.21 -11.21 C 15.00 -12.50 C 15.00 -11.21 17 1 -1 18 2 -1 19 3 -2 4 15 2 16 5 -2 17 6 -2 18 7 -2 20 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 19 1 12 15 1 22 12 -1 13 15 1 14 20 1 21 14 -2 16 20 1 16 22 1 17 22 1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 C:24 13.81 -9.54 C:18 18.12 -13.36 C:17 16.13 -14.41 O 16.13 -7.90 O 17.16 -8.37 O 12.66 -9.94 O 18.52 -12.05 O 18.38 -10.51 C:39 13.05 -11.85 C:23 13.81 -12.89 C:69 16.13 -11.85 C:36 15.00 -9.69 O 17.40 -9.77 O 15.75 -11.63 C:171 16.13 -9.06 C:76 16.13 -10.58 C:88 13.81 -10.82 C:78 17.21 -12.50 C:51 16.13 -13.12 C:109 17.21 -11.21 C:94 15.00 -12.50 C:58 15.00 -11.21 17 1 -1 18 2 -1 19 3 -2 4 15 2 16 5 -2 17 6 -2 18 7 -2 20 8 -2 9 10 1 9 17 1 10 21 1 11 13 1 11 19 1 12 15 1 22 12 -1 13 15 1 14 20 1 21 14 -2 16 20 1 16 22 1 17 22 1 18 19 1 18 20 1 19 21 1 21 22 1', 'C15H22O7', 314.156, 'C', 'cpb04_104_3', 924, '', '', '1', 34, NULL, NULL),
(9270, '10b-Hydroxypseudoanisatin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C@@H:3](O)[C@:4]2(O)[C@@:5]3([CH3:13])[CH2:14]O[C:11](=O)[C@H:10](O)[C@:9]12[CH2:8][C:7](=O)[C@:6]3([CH3:12])O', 'C[C@@H]1C[C@@H](O)[C@]2(O)[C@@]3(C)COC(=O)[C@H](O)[C@]12CC(=O)[C@]3(C)O', '[CH3:14][C@@H:40]1[CH2:43][C@@H:73](O)[C@:87]2(O)[C@@:49]3([CH3:15])[CH2:70]O[C:174](=O)[C@H:77](O)[C@:53]12[CH2:43][C:208](=O)[C@:80]3([CH3:17])O', '22 24 C:15 13.10 -9.46 C:12 18.01 -13.45 C:13 15.93 -14.55 O 18.26 -10.48 O 15.93 -7.77 O 13.10 -14.30 O 13.67 -8.74 O 18.43 -12.09 O 14.76 -13.95 C:14 15.93 -11.88 C:8 15.93 -10.55 C:2 12.75 -11.88 O 17.06 -9.72 C:7 17.06 -11.21 C:11 15.93 -8.97 C:1 13.52 -10.80 C:3 13.52 -12.96 C:10 14.76 -9.62 C:6 17.06 -12.55 C:5 15.93 -13.20 C:4 14.76 -12.55 C:9 14.76 -11.21 16 1 -1 19 2 -1 20 3 -2 4 14 2 5 15 2 17 6 -2 18 7 -1 19 8 -2 21 9 -2 10 13 1 10 20 1 11 14 1 11 22 1 12 16 1 12 17 1 13 15 1 14 19 1 15 18 1 16 22 1 17 21 1 22 18 -1 19 20 1 20 21 1 21 22 1', '22 24 C 13.10 -9.46 C 18.01 -13.45 C 15.93 -14.55 O 18.26 -10.48 O 15.93 -7.77 O 13.10 -14.30 O 13.67 -8.74 O 18.43 -12.09 O 14.76 -13.95 C 15.93 -11.88 C 15.93 -10.55 C 12.75 -11.88 O 17.06 -9.72 C 17.06 -11.21 C 15.93 -8.97 C 13.52 -10.80 C 13.52 -12.96 C 14.76 -9.62 C 17.06 -12.55 C 15.93 -13.20 C 14.76 -12.55 C 14.76 -11.21 16 1 -1 19 2 -1 20 3 -2 4 14 2 5 15 2 17 6 -2 18 7 -1 19 8 -2 21 9 -2 10 13 1 10 20 1 11 14 1 11 22 1 12 16 1 12 17 1 13 15 1 14 19 1 15 18 1 16 22 1 17 21 1 22 18 -1 19 20 1 20 21 1 21 22 1', '22 24 C:14 13.10 -9.46 C:17 18.01 -13.45 C:15 15.93 -14.55 O 18.26 -10.48 O 15.93 -7.77 O 13.10 -14.30 O 13.67 -8.74 O 18.43 -12.09 O 14.76 -13.95 C:70 15.93 -11.88 C:43 15.93 -10.55 C:43 12.75 -11.88 O 17.06 -9.72 C:208 17.06 -11.21 C:174 15.93 -8.97 C:40 13.52 -10.80 C:73 13.52 -12.96 C:77 14.76 -9.62 C:80 17.06 -12.55 C:49 15.93 -13.20 C:87 14.76 -12.55 C:53 14.76 -11.21 16 1 -1 19 2 -1 20 3 -2 4 14 2 5 15 2 17 6 -2 18 7 -1 19 8 -2 21 9 -2 10 13 1 10 20 1 11 14 1 11 22 1 12 16 1 12 17 1 13 15 1 14 19 1 15 18 1 16 22 1 17 21 1 22 18 -1 19 20 1 20 21 1 21 22 1', 'C15H22O7', 314.156, 'M', 'cpb04_104_4', 924, '', '', '1', 34, NULL, NULL),
(9271, '10b-Hydroxy-cyclopseudoanisatin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C@@H:3](O)[C@@:4]23O[C@@:7]4(O)[CH2:8][C@@:9]12[C@@H:10](O)[C:11](=O)O[CH2:14][C@@:5]3([CH3:13])[C@@:6]4([CH3:12])O', 'C[C@@H]1C[C@@H](O)[C@@]23O[C@@]4(O)C[C@@]12[C@@H](O)C(=O)OC[C@@]3(C)[C@@]4(C)O', '[CH3:13][C@@H:44]1[CH2:45][C@@H:72](O)[C@@:95]23O[C@@:110]4(O)[CH2:39][C@@:58]12[C@@H:75](O)[C:175](=O)O[CH2:70][C@@:53]3([CH3:18])[C@@:80]4([CH3:18])O', '22 25 C:15 13.11 -9.40 C:12 17.95 -13.40 C:13 15.91 -14.48 O 15.91 -7.78 O 13.11 -14.30 O 13.62 -8.73 O 18.37 -12.04 O 18.22 -10.46 C:14 15.91 -11.84 C:2 12.74 -11.84 C:8 15.91 -10.53 O 17.21 -9.70 O 15.52 -11.61 C:11 15.91 -8.97 C:1 13.52 -10.78 C:3 13.52 -12.91 C:10 14.75 -9.62 C:6 17.02 -12.51 C:5 15.91 -13.14 C:7 17.02 -11.18 C:9 14.75 -11.18 C:4 14.75 -12.51 15 1 -1 18 2 -1 19 3 -2 4 14 2 16 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 16 1 11 20 1 11 21 1 12 14 1 13 20 1 22 13 -2 14 17 1 15 21 1 16 22 1 21 17 -1 18 19 1 18 20 1 19 22 1 21 22 1', '22 25 C 13.11 -9.40 C 17.95 -13.40 C 15.91 -14.48 O 15.91 -7.78 O 13.11 -14.30 O 13.62 -8.73 O 18.37 -12.04 O 18.22 -10.46 C 15.91 -11.84 C 12.74 -11.84 C 15.91 -10.53 O 17.21 -9.70 O 15.52 -11.61 C 15.91 -8.97 C 13.52 -10.78 C 13.52 -12.91 C 14.75 -9.62 C 17.02 -12.51 C 15.91 -13.14 C 17.02 -11.18 C 14.75 -11.18 C 14.75 -12.51 15 1 -1 18 2 -1 19 3 -2 4 14 2 16 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 16 1 11 20 1 11 21 1 12 14 1 13 20 1 22 13 -2 14 17 1 15 21 1 16 22 1 21 17 -1 18 19 1 18 20 1 19 22 1 21 22 1', '22 25 C:13 13.11 -9.40 C:18 17.95 -13.40 C:18 15.91 -14.48 O 15.91 -7.78 O 13.11 -14.30 O 13.62 -8.73 O 18.37 -12.04 O 18.22 -10.46 C:70 15.91 -11.84 C:45 12.74 -11.84 C:39 15.91 -10.53 O 17.21 -9.70 O 15.52 -11.61 C:175 15.91 -8.97 C:44 13.52 -10.78 C:72 13.52 -12.91 C:75 14.75 -9.62 C:80 17.02 -12.51 C:53 15.91 -13.14 C:110 17.02 -11.18 C:58 14.75 -11.18 C:95 14.75 -12.51 15 1 -1 18 2 -1 19 3 -2 4 14 2 16 5 -2 17 6 -1 18 7 -2 20 8 -2 9 12 1 9 19 1 10 15 1 10 16 1 11 20 1 11 21 1 12 14 1 13 20 1 22 13 -2 14 17 1 15 21 1 16 22 1 21 17 -1 18 19 1 18 20 1 19 22 1 21 22 1', 'C15H22O7', 314.156, 'M', 'cpb04_104_5', 924, '', '', '1', 34, NULL, NULL),
(9272, '1,6-Dihydroxy-3-deoxyminwanensin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@:1]1(O)[CH2:2][CH2:3][C@:4]2(O)[C@:5]([CH3:13])([CH2:14]O)[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@@:9]12[CH2:10][C:11](=O)O3', 'C[C@]1(O)CC[C@]2(O)[C@](C)(CO)[C@@](C)(O)[C@H]3C[C@@]12CC(=O)O3', '[CH3:24][C@:83]1(O)[CH2:39][CH2:32][C@:91]2(O)[C@:50]([CH3:15])([CH2:65]O)[C@@:77]([CH3:22])(O)[C@H:86]3[CH2:24][C@@:51]12[CH2:39][C:173](=O)O3', '21 23 C:15 13.86 -8.92 C:12 18.56 -12.82 C:13 17.12 -13.81 O 16.12 -7.14 O 15.50 -15.17 O 12.52 -9.36 O 18.56 -11.43 O 14.89 -13.16 C:14 15.13 -13.81 C:2 12.75 -11.43 C:3 13.56 -12.55 C:10 14.89 -9.12 C:8 16.12 -10.02 O 17.34 -9.12 C:11 16.12 -8.54 C:7 17.34 -10.72 C:1 13.56 -10.29 C:6 17.34 -12.12 C:5 16.12 -12.82 C:4 14.89 -12.12 C:9 14.89 -10.72 17 1 -1 18 2 -1 19 3 -2 4 15 2 5 9 1 17 6 -2 18 7 -2 20 8 -2 19 9 -1 10 11 1 10 17 1 11 20 1 12 15 1 21 12 -1 13 16 1 13 21 1 14 15 1 16 14 -1 16 18 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 23 C 13.86 -8.92 C 18.56 -12.82 C 17.12 -13.81 O 16.12 -7.14 O 15.50 -15.17 O 12.52 -9.36 O 18.56 -11.43 O 14.89 -13.16 C 15.13 -13.81 C 12.75 -11.43 C 13.56 -12.55 C 14.89 -9.12 C 16.12 -10.02 O 17.34 -9.12 C 16.12 -8.54 C 17.34 -10.72 C 13.56 -10.29 C 17.34 -12.12 C 16.12 -12.82 C 14.89 -12.12 C 14.89 -10.72 17 1 -1 18 2 -1 19 3 -2 4 15 2 5 9 1 17 6 -2 18 7 -2 20 8 -2 19 9 -1 10 11 1 10 17 1 11 20 1 12 15 1 21 12 -1 13 16 1 13 21 1 14 15 1 16 14 -1 16 18 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 23 C:24 13.86 -8.92 C:22 18.56 -12.82 C:15 17.12 -13.81 O 16.12 -7.14 O 15.50 -15.17 O 12.52 -9.36 O 18.56 -11.43 O 14.89 -13.16 C:65 15.13 -13.81 C:39 12.75 -11.43 C:32 13.56 -12.55 C:39 14.89 -9.12 C:24 16.12 -10.02 O 17.34 -9.12 C:173 16.12 -8.54 C:86 17.34 -10.72 C:83 13.56 -10.29 C:77 17.34 -12.12 C:50 16.12 -12.82 C:91 14.89 -12.12 C:51 14.89 -10.72 17 1 -1 18 2 -1 19 3 -2 4 15 2 5 9 1 17 6 -2 18 7 -2 20 8 -2 19 9 -1 10 11 1 10 17 1 11 20 1 12 15 1 21 12 -1 13 16 1 13 21 1 14 15 1 16 14 -1 16 18 1 17 21 1 18 19 1 19 20 1 20 21 1', 'C15H24O6', 300.157, 'M', 'cpb04_104_6', 924, '', '', '1', 34, NULL, NULL),
(9273, '8-Deoxymerrilliortholactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@:1]1(O)[CH2:2][CH2:3][C@:4]2(O)[C@@:5]4([CH3:13])[CH2:14]O[C@:11]3(O)[CH2:10][C@:9]12[CH2:8][C@@H:7](O3)[C@:6]4([CH3:12])O', 'C[C@]1(O)CC[C@]2(O)[C@@]4(C)CO[C@]3(O)C[C@]12C[C@@H](O3)[C@]4(C)O', '[CH3:23][C@:83]1(O)[CH2:38][CH2:31][C@:82]2(O)[C@@:48]4([CH3:15])[CH2:68]O[C@:112]3(O)[CH2:40][C@:50]12[CH2:25][C@@H:79](O3)[C@:78]4([CH3:21])O', '21 24 C:15 13.68 -9.45 C:12 18.32 -13.49 C:13 16.13 -14.61 O 12.47 -9.87 O 16.13 -7.72 O 18.65 -11.90 O 14.95 -13.99 C:2 12.89 -11.90 C:3 13.68 -13.00 C:14 16.13 -11.90 C:8 16.13 -10.54 C:10 14.95 -9.60 O 16.63 -10.17 O 17.28 -9.70 C:7 17.28 -11.22 C:1 13.68 -10.80 C:11 16.13 -8.94 C:6 17.28 -12.59 C:5 16.13 -13.24 C:4 14.95 -12.59 C:9 14.95 -11.22 16 1 -1 18 2 -1 19 3 -2 16 4 -2 17 5 -1 18 6 -2 20 7 -2 8 9 1 8 16 1 9 20 1 10 13 1 10 19 1 11 15 1 11 21 1 12 17 1 21 12 -1 13 17 1 15 14 -1 14 17 1 15 18 1 16 21 1 18 19 1 19 20 1 20 21 1', '21 24 C 13.68 -9.45 C 18.32 -13.49 C 16.13 -14.61 O 12.47 -9.87 O 16.13 -7.72 O 18.65 -11.90 O 14.95 -13.99 C 12.89 -11.90 C 13.68 -13.00 C 16.13 -11.90 C 16.13 -10.54 C 14.95 -9.60 O 16.63 -10.17 O 17.28 -9.70 C 17.28 -11.22 C 13.68 -10.80 C 16.13 -8.94 C 17.28 -12.59 C 16.13 -13.24 C 14.95 -12.59 C 14.95 -11.22 16 1 -1 18 2 -1 19 3 -2 16 4 -2 17 5 -1 18 6 -2 20 7 -2 8 9 1 8 16 1 9 20 1 10 13 1 10 19 1 11 15 1 11 21 1 12 17 1 21 12 -1 13 17 1 15 14 -1 14 17 1 15 18 1 16 21 1 18 19 1 19 20 1 20 21 1', '21 24 C:23 13.68 -9.45 C:21 18.32 -13.49 C:15 16.13 -14.61 O 12.47 -9.87 O 16.13 -7.72 O 18.65 -11.90 O 14.95 -13.99 C:38 12.89 -11.90 C:31 13.68 -13.00 C:68 16.13 -11.90 C:25 16.13 -10.54 C:40 14.95 -9.60 O 16.63 -10.17 O 17.28 -9.70 C:79 17.28 -11.22 C:83 13.68 -10.80 C:112 16.13 -8.94 C:78 17.28 -12.59 C:48 16.13 -13.24 C:82 14.95 -12.59 C:50 14.95 -11.22 16 1 -1 18 2 -1 19 3 -2 16 4 -2 17 5 -1 18 6 -2 20 7 -2 8 9 1 8 16 1 9 20 1 10 13 1 10 19 1 11 15 1 11 21 1 12 17 1 21 12 -1 13 17 1 15 14 -1 14 17 1 15 18 1 16 21 1 18 19 1 19 20 1 20 21 1', 'C15H24O6', 300.157, 'M', 'cpb04_104_7', 924, '', '', '1', 34, NULL, NULL),
(9274, 'Debenzoyl-7-deoxo-1a,7a-dihydroxytashironin', '', 'Terpenoids', 'Sesquiterpenoids', 'Cedranes', '[CH3:12][C@:2]1(O)[CH2:3][CH2:4][C@:5]2(O)[C@:6]3([CH3:13])[CH2:14]O[C@:8]4(O)[C@H:9](O)[C@:1]12[CH2:11][C@H:10](O)[C@@:7]34[CH3:15]', 'C[C@]1(O)CC[C@]2(O)[C@]3(C)CO[C@]4(O)[C@H](O)[C@]12C[C@H](O)[C@@]34C', '[CH3:21][C@:80]1(O)[CH2:40][CH2:32][C@:87]2(O)[C@:49]3([CH3:16])[CH2:73]O[C@:106]4(O)[C@H:78](O)[C@:54]12[CH2:32][C@H:70](O)[C@@:50]34[CH3:13]', '21 24 C:12 13.95 -8.67 C:13 16.17 -13.87 C:15 18.51 -12.54 O 17.23 -9.05 O 16.17 -8.38 O 12.65 -9.07 O 14.95 -13.22 O 18.36 -9.54 C:3 12.84 -11.14 C:4 13.64 -12.29 C:14 17.51 -12.91 C:11 15.85 -11.52 O 18.36 -11.34 C:10 16.60 -10.76 C:9 16.17 -9.73 C:2 13.64 -10.00 C:6 16.17 -12.54 C:5 14.95 -11.86 C:8 17.36 -10.42 C:7 17.36 -11.86 C:1 14.95 -10.42 16 1 -1 17 2 -2 20 3 -1 14 4 -2 15 5 -1 16 6 -2 18 7 -2 19 8 -2 9 10 1 9 16 1 10 18 1 11 13 1 11 17 1 12 14 1 21 12 -2 13 19 1 14 20 1 15 19 1 15 21 1 16 21 1 17 18 1 17 20 1 18 21 1 19 20 1', '21 24 C 13.95 -8.67 C 16.17 -13.87 C 18.51 -12.54 O 17.23 -9.05 O 16.17 -8.38 O 12.65 -9.07 O 14.95 -13.22 O 18.36 -9.54 C 12.84 -11.14 C 13.64 -12.29 C 17.51 -12.91 C 15.85 -11.52 O 18.36 -11.34 C 16.60 -10.76 C 16.17 -9.73 C 13.64 -10.00 C 16.17 -12.54 C 14.95 -11.86 C 17.36 -10.42 C 17.36 -11.86 C 14.95 -10.42 16 1 -1 17 2 -2 20 3 -1 14 4 -2 15 5 -1 16 6 -2 18 7 -2 19 8 -2 9 10 1 9 16 1 10 18 1 11 13 1 11 17 1 12 14 1 21 12 -2 13 19 1 14 20 1 15 19 1 15 21 1 16 21 1 17 18 1 17 20 1 18 21 1 19 20 1', '21 24 C:21 13.95 -8.67 C:16 16.17 -13.87 C:13 18.51 -12.54 O 17.23 -9.05 O 16.17 -8.38 O 12.65 -9.07 O 14.95 -13.22 O 18.36 -9.54 C:40 12.84 -11.14 C:32 13.64 -12.29 C:73 17.51 -12.91 C:32 15.85 -11.52 O 18.36 -11.34 C:70 16.60 -10.76 C:78 16.17 -9.73 C:80 13.64 -10.00 C:49 16.17 -12.54 C:87 14.95 -11.86 C:106 17.36 -10.42 C:50 17.36 -11.86 C:54 14.95 -10.42 16 1 -1 17 2 -2 20 3 -1 14 4 -2 15 5 -1 16 6 -2 18 7 -2 19 8 -2 9 10 1 9 16 1 10 18 1 11 13 1 11 17 1 12 14 1 21 12 -2 13 19 1 14 20 1 15 19 1 15 21 1 16 21 1 17 18 1 17 20 1 18 21 1 19 20 1', 'C15H24O6', 300.157, 'C+M', 'np01_411_1', 1996, '', '', '1', 34, NULL, NULL),
(9275, 'Debenzoyl-7-deoxo-7a-hydroxytashironin', '', 'Terpenoids', 'Sesquiterpenoids', 'Cedranes', '[CH3:12][C@@H:2]1[CH2:3][CH2:4][C@:5]2(O)[C@:6]3([CH3:13])[CH2:14]O[C@:8]4(O)[C@H:9](O)[C@:1]12[CH2:11][C@H:10](O)[C@@:7]34[CH3:15]', 'C[C@@H]1CC[C@]2(O)[C@]3(C)CO[C@]4(O)[C@H](O)[C@]12C[C@H](O)[C@@]34C', '[CH3:14][C@@H:39]1[CH2:31][CH2:33][C@:87]2(O)[C@:50]3([CH3:17])[CH2:73]O[C@:106]4(O)[C@H:78](O)[C@:52]12[CH2:38][C@H:71](O)[C@@:50]34[CH3:13]', '20 23 C:12 13.11 -8.70 C:13 16.09 -13.90 C:15 18.42 -12.56 O 17.14 -9.08 O 16.09 -8.41 O 14.87 -13.25 O 18.27 -9.57 C:3 12.75 -11.16 C:4 13.55 -12.31 C:14 17.42 -12.93 C:11 15.77 -11.54 O 18.27 -11.36 C:2 13.55 -10.03 C:10 16.51 -10.78 C:9 16.09 -9.76 C:6 16.09 -12.56 C:5 14.87 -11.88 C:8 17.27 -10.45 C:7 17.27 -11.88 C:1 14.87 -10.45 13 1 -1 16 2 -2 19 3 -1 14 4 -2 15 5 -1 17 6 -2 18 7 -2 8 9 1 8 13 1 9 17 1 10 12 1 10 16 1 11 14 1 20 11 -2 12 18 1 13 20 1 14 19 1 15 18 1 15 20 1 16 17 1 16 19 1 17 20 1 18 19 1', '20 23 C 13.11 -8.70 C 16.09 -13.90 C 18.42 -12.56 O 17.14 -9.08 O 16.09 -8.41 O 14.87 -13.25 O 18.27 -9.57 C 12.75 -11.16 C 13.55 -12.31 C 17.42 -12.93 C 15.77 -11.54 O 18.27 -11.36 C 13.55 -10.03 C 16.51 -10.78 C 16.09 -9.76 C 16.09 -12.56 C 14.87 -11.88 C 17.27 -10.45 C 17.27 -11.88 C 14.87 -10.45 13 1 -1 16 2 -2 19 3 -1 14 4 -2 15 5 -1 17 6 -2 18 7 -2 8 9 1 8 13 1 9 17 1 10 12 1 10 16 1 11 14 1 20 11 -2 12 18 1 13 20 1 14 19 1 15 18 1 15 20 1 16 17 1 16 19 1 17 20 1 18 19 1', '20 23 C:14 13.11 -8.70 C:17 16.09 -13.90 C:13 18.42 -12.56 O 17.14 -9.08 O 16.09 -8.41 O 14.87 -13.25 O 18.27 -9.57 C:31 12.75 -11.16 C:33 13.55 -12.31 C:73 17.42 -12.93 C:38 15.77 -11.54 O 18.27 -11.36 C:39 13.55 -10.03 C:71 16.51 -10.78 C:78 16.09 -9.76 C:50 16.09 -12.56 C:87 14.87 -11.88 C:106 17.27 -10.45 C:50 17.27 -11.88 C:52 14.87 -10.45 13 1 -1 16 2 -2 19 3 -1 14 4 -2 15 5 -1 17 6 -2 18 7 -2 8 9 1 8 13 1 9 17 1 10 12 1 10 16 1 11 14 1 20 11 -2 12 18 1 13 20 1 14 19 1 15 18 1 15 20 1 16 17 1 16 19 1 17 20 1 18 19 1', 'C15H24O5', 284.158, 'C', 'np01_411_2', 1996, '', '', '1', 34, NULL, NULL),
(9276, 'Debenzoyl-7-deoxo-7a-hydroxy-3-oxotashironin', '', 'Terpenoids', 'Sesquiterpenoids', 'Cedranes', '[CH3:12][C@@H:2]1[CH2:3][C:4](=O)[C@:5]2(O)[C@:6]3([CH3:13])[CH2:14]O[C@:8]4(O)[C@H:9](O)[C@:1]12[CH2:11][C@H:10](O)[C@@:7]34[CH3:15]', 'C[C@@H]1CC(=O)[C@]2(O)[C@]3(C)CO[C@]4(O)[C@H](O)[C@]12C[C@H](O)[C@@]34C', '[CH3:13][C@@H:35]1[CH2:45][C:214](=O)[C@:82]2(O)[C@:47]3([CH3:17])[CH2:72]O[C@:106]4(O)[C@H:77](O)[C@:49]12[CH2:36][C@H:71](O)[C@@:50]34[CH3:13]', '21 24 C:12 13.12 -8.70 C:13 16.08 -13.89 C:15 18.41 -12.56 O 13.12 -13.65 O 17.13 -9.08 O 16.08 -8.41 O 18.26 -9.57 O 14.86 -13.25 C:14 17.41 -12.93 C:3 12.75 -11.16 C:11 15.76 -11.54 O 18.26 -11.36 C:4 13.55 -12.31 C:2 13.55 -10.03 C:10 16.50 -10.78 C:9 16.08 -9.76 C:6 16.08 -12.56 C:7 17.26 -11.88 C:8 17.26 -10.45 C:5 14.86 -11.88 C:1 14.86 -10.45 14 1 -1 17 2 -2 18 3 -1 4 13 2 15 5 -2 16 6 -1 19 7 -2 20 8 -2 9 12 1 9 17 1 10 13 1 10 14 1 11 15 1 21 11 -2 12 19 1 13 20 1 14 21 1 15 18 1 16 19 1 16 21 1 17 18 1 17 20 1 18 19 1 20 21 1', '21 24 C 13.12 -8.70 C 16.08 -13.89 C 18.41 -12.56 O 13.12 -13.65 O 17.13 -9.08 O 16.08 -8.41 O 18.26 -9.57 O 14.86 -13.25 C 17.41 -12.93 C 12.75 -11.16 C 15.76 -11.54 O 18.26 -11.36 C 13.55 -12.31 C 13.55 -10.03 C 16.50 -10.78 C 16.08 -9.76 C 16.08 -12.56 C 17.26 -11.88 C 17.26 -10.45 C 14.86 -11.88 C 14.86 -10.45 14 1 -1 17 2 -2 18 3 -1 4 13 2 15 5 -2 16 6 -1 19 7 -2 20 8 -2 9 12 1 9 17 1 10 13 1 10 14 1 11 15 1 21 11 -2 12 19 1 13 20 1 14 21 1 15 18 1 16 19 1 16 21 1 17 18 1 17 20 1 18 19 1 20 21 1', '21 24 C:13 13.12 -8.70 C:17 16.08 -13.89 C:13 18.41 -12.56 O 13.12 -13.65 O 17.13 -9.08 O 16.08 -8.41 O 18.26 -9.57 O 14.86 -13.25 C:72 17.41 -12.93 C:45 12.75 -11.16 C:36 15.76 -11.54 O 18.26 -11.36 C:214 13.55 -12.31 C:35 13.55 -10.03 C:71 16.50 -10.78 C:77 16.08 -9.76 C:47 16.08 -12.56 C:50 17.26 -11.88 C:106 17.26 -10.45 C:82 14.86 -11.88 C:49 14.86 -10.45 14 1 -1 17 2 -2 18 3 -1 4 13 2 15 5 -2 16 6 -1 19 7 -2 20 8 -2 9 12 1 9 17 1 10 13 1 10 14 1 11 15 1 21 11 -2 12 19 1 13 20 1 14 21 1 15 18 1 16 19 1 16 21 1 17 18 1 17 20 1 18 19 1 20 21 1', 'C15H22O6', 298.157, 'C', 'np01_411_3', 1996, '', '', '1', 34, NULL, NULL),
(9277, '13,14-Dihydroxy-3,4-anhydrofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Cedranes', '[CH3:15][C@@H:1]2[CH2:2][CH:3]=[C:4]1[C@:5]([CH2:13]O)([CH2:14]O)[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]12[C@@H:10](O)[C:11](=O)O3', 'C[C@@H]2CC=C1[C@](CO)(CO)[C@@](C)(O)[C@H]3C[C@]12[C@@H](O)C(=O)O3', '[CH3:14][C@@H:45]2[CH2:40][CH:135]=[C:137]1[C@:50]([CH2:61]O)([CH2:64]O)[C@@:76]([CH3:22])(O)[C@H:84]3[CH2:32][C@:50]12[C@@H:72](O)[C:175](=O)O3', '21 23 C:15 13.08 -8.99 C:12 18.47 -12.79 O 16.06 -7.18 O 17.07 -15.15 O 15.07 -15.15 O 13.76 -8.26 O 18.47 -11.42 C:3 13.52 -12.53 C:13 17.07 -13.77 C:14 15.07 -13.77 C:2 12.71 -11.42 C:8 16.06 -10.03 O 17.26 -9.14 C:11 16.06 -8.56 C:4 14.83 -12.10 C:1 13.52 -10.29 C:10 14.83 -9.14 C:7 17.26 -10.72 C:6 17.26 -12.10 C:5 16.06 -12.79 C:9 14.83 -10.72 16 1 -1 19 2 -1 3 14 2 4 9 1 5 10 1 17 6 -1 19 7 -2 8 11 1 8 15 2 20 9 -2 20 10 -1 11 16 1 12 18 1 12 21 1 13 14 1 18 13 -1 14 17 1 15 20 1 15 21 1 16 21 1 21 17 -1 18 19 1 19 20 1', '21 23 C 13.08 -8.99 C 18.47 -12.79 O 16.06 -7.18 O 17.07 -15.15 O 15.07 -15.15 O 13.76 -8.26 O 18.47 -11.42 C 13.52 -12.53 C 17.07 -13.77 C 15.07 -13.77 C 12.71 -11.42 C 16.06 -10.03 O 17.26 -9.14 C 16.06 -8.56 C 14.83 -12.10 C 13.52 -10.29 C 14.83 -9.14 C 17.26 -10.72 C 17.26 -12.10 C 16.06 -12.79 C 14.83 -10.72 16 1 -1 19 2 -1 3 14 2 4 9 1 5 10 1 17 6 -1 19 7 -2 8 11 1 8 15 2 20 9 -2 20 10 -1 11 16 1 12 18 1 12 21 1 13 14 1 18 13 -1 14 17 1 15 20 1 15 21 1 16 21 1 21 17 -1 18 19 1 19 20 1', '21 23 C:14 13.08 -8.99 C:22 18.47 -12.79 O 16.06 -7.18 O 17.07 -15.15 O 15.07 -15.15 O 13.76 -8.26 O 18.47 -11.42 C:135 13.52 -12.53 C:61 17.07 -13.77 C:64 15.07 -13.77 C:40 12.71 -11.42 C:32 16.06 -10.03 O 17.26 -9.14 C:175 16.06 -8.56 C:137 14.83 -12.10 C:45 13.52 -10.29 C:72 14.83 -9.14 C:84 17.26 -10.72 C:76 17.26 -12.10 C:50 16.06 -12.79 C:50 14.83 -10.72 16 1 -1 19 2 -1 3 14 2 4 9 1 5 10 1 17 6 -1 19 7 -2 8 11 1 8 15 2 20 9 -2 20 10 -1 11 16 1 12 18 1 12 21 1 13 14 1 18 13 -1 14 17 1 15 20 1 15 21 1 16 21 1 21 17 -1 18 19 1 19 20 1', 'C15H22O6', 298.157, 'C', 'np01_411_4', 1996, '', '', '1', 34, NULL, NULL),
(9278, '3a-Hydroxycycloparvifloralone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[H][C@@:11]34O[CH2:14][C@@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@@:7](O)([CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][C@@H:3](O)[C@:4]12O)[C@H:10]3O)O4', '[H][C@@]34OC[C@@]1(C)[C@@](C)(O)[C@@](O)(C[C@]2([C@H](C)C[C@@H](O)[C@]12O)[C@H]3O)O4', '[H][C@@:98]34O[CH2:69][C@@:48]1([CH3:16])[C@@:88]([CH3:16])(O)[C@@:99](O)([CH2:38][C@:53]2([C@H:39]([CH3:14])[CH2:43][C@@H:73](O)[C@:81]12O)[C@H:71]3O)O4', '23 26 H 15.94 -7.78 C:15 13.07 -9.35 C:12 18.17 -13.37 C:13 15.94 -14.51 O 13.07 -14.23 O 13.66 -8.58 O 18.50 -11.77 O 18.36 -10.42 O 14.75 -13.89 C:2 12.68 -11.77 C:14 15.94 -11.77 C:8 15.94 -10.42 O 16.45 -9.76 O 17.11 -9.58 C:1 13.48 -10.68 C:3 13.48 -12.89 C:10 14.75 -9.48 C:11 15.94 -8.80 C:6 17.11 -12.47 C:5 15.94 -13.13 C:7 17.11 -11.10 C:4 14.75 -12.47 C:9 14.75 -11.10 18 1 -1 15 2 -1 19 3 -1 20 4 -2 16 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 15 1 10 16 1 11 13 1 11 20 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 23 1 16 22 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', '23 26 H 15.94 -7.78 C 13.07 -9.35 C 18.17 -13.37 C 15.94 -14.51 O 13.07 -14.23 O 13.66 -8.58 O 18.50 -11.77 O 18.36 -10.42 O 14.75 -13.89 C 12.68 -11.77 C 15.94 -11.77 C 15.94 -10.42 O 16.45 -9.76 O 17.11 -9.58 C 13.48 -10.68 C 13.48 -12.89 C 14.75 -9.48 C 15.94 -8.80 C 17.11 -12.47 C 15.94 -13.13 C 17.11 -11.10 C 14.75 -12.47 C 14.75 -11.10 18 1 -1 15 2 -1 19 3 -1 20 4 -2 16 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 15 1 10 16 1 11 13 1 11 20 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 23 1 16 22 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', '23 26 H 15.94 -7.78 C:14 13.07 -9.35 C:16 18.17 -13.37 C:16 15.94 -14.51 O 13.07 -14.23 O 13.66 -8.58 O 18.50 -11.77 O 18.36 -10.42 O 14.75 -13.89 C:43 12.68 -11.77 C:69 15.94 -11.77 C:38 15.94 -10.42 O 16.45 -9.76 O 17.11 -9.58 C:39 13.48 -10.68 C:73 13.48 -12.89 C:71 14.75 -9.48 C:98 15.94 -8.80 C:88 17.11 -12.47 C:48 15.94 -13.13 C:99 17.11 -11.10 C:81 14.75 -12.47 C:53 14.75 -11.10 18 1 -1 15 2 -1 19 3 -1 20 4 -2 16 5 -2 17 6 -1 19 7 -2 21 8 -2 22 9 -2 10 15 1 10 16 1 11 13 1 11 20 1 12 21 1 12 23 1 13 18 1 14 18 1 21 14 -1 15 23 1 16 22 1 17 18 1 23 17 -1 19 20 1 19 21 1 20 22 1 22 23 1', 'C15H24O7', 316.164, 'M', 'np01_428_1', 925, '', '', '1', 34, NULL, NULL),
(9279, '1,2-Dehydrocycloparvifloralone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[H][C@@:11]34O[CH2:14][C@@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@@:7](O)([CH2:8][C@:9]2([C:1]([CH3:15])=[CH:2][CH2:3][C@:4]12O)[C@H:10]3O)O4', '[H][C@@]34OC[C@@]1(C)[C@@](C)(O)[C@@](O)(C[C@]2(C(C)=CC[C@]12O)[C@H]3O)O4', '[H][C@@:97]34O[CH2:69][C@@:47]1([CH3:16])[C@@:82]([CH3:17])(O)[C@@:100](O)([CH2:35][C@:60]2([C:139]([CH3:13])=[CH:127][CH2:40][C@:90]12O)[C@H:70]3O)O4', '22 25 H 16.48 -7.21 C:15 13.58 -8.77 C:12 18.70 -12.79 C:13 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C:2 13.21 -11.19 C:3 14.01 -12.31 C:14 16.48 -11.19 C:8 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C:1 14.01 -10.10 C:10 15.28 -8.90 C:11 16.48 -8.23 C:6 17.65 -11.89 C:7 17.65 -10.51 C:5 16.48 -12.55 C:4 15.28 -11.89 C:9 15.28 -10.51 17 1 -1 2 15 1 18 3 -1 20 4 -2 16 5 -1 18 6 -2 19 7 -2 21 8 -2 9 10 1 9 15 2 10 21 1 11 13 1 11 20 1 12 19 1 12 22 1 13 17 1 14 17 1 19 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 20 21 1 21 22 1', '22 25 H 16.48 -7.21 C 13.58 -8.77 C 18.70 -12.79 C 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C 13.21 -11.19 C 14.01 -12.31 C 16.48 -11.19 C 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C 14.01 -10.10 C 15.28 -8.90 C 16.48 -8.23 C 17.65 -11.89 C 17.65 -10.51 C 16.48 -12.55 C 15.28 -11.89 C 15.28 -10.51 17 1 -1 2 15 1 18 3 -1 20 4 -2 16 5 -1 18 6 -2 19 7 -2 21 8 -2 9 10 1 9 15 2 10 21 1 11 13 1 11 20 1 12 19 1 12 22 1 13 17 1 14 17 1 19 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 20 21 1 21 22 1', '22 25 H 16.48 -7.21 C:13 13.58 -8.77 C:17 18.70 -12.79 C:16 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C:127 13.21 -11.19 C:40 14.01 -12.31 C:69 16.48 -11.19 C:35 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C:139 14.01 -10.10 C:70 15.28 -8.90 C:97 16.48 -8.23 C:82 17.65 -11.89 C:100 17.65 -10.51 C:47 16.48 -12.55 C:90 15.28 -11.89 C:60 15.28 -10.51 17 1 -1 2 15 1 18 3 -1 20 4 -2 16 5 -1 18 6 -2 19 7 -2 21 8 -2 9 10 1 9 15 2 10 21 1 11 13 1 11 20 1 12 19 1 12 22 1 13 17 1 14 17 1 19 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 20 21 1 21 22 1', 'C15H22O6', 298.165, 'M', 'np01_428_2', 925, '', '', '1', 34, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9280, '(11)7,14-Ortholactone-3a-hydroxyfloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C@@H:3](O)[C@:4]2(O)[C@@:5]4([CH3:13])[CH2:14]O[C@@:11]3(O)O[C@H:7]([CH2:8][C@@:9]12[C@H:10]3O)[C@:6]4([CH3:12])O', 'C[C@@H]1C[C@@H](O)[C@]2(O)[C@@]4(C)CO[C@@]3(O)O[C@H](C[C@@]12[C@H]3O)[C@]4(C)O', '[CH3:14][C@@H:39]1[CH2:43][C@@H:73](O)[C@:88]2(O)[C@@:48]4([CH3:15])[CH2:68]O[C@@:114]3(O)O[C@H:79]([CH2:31][C@@:51]12[C@H:75]3O)[C@:79]4([CH3:21])O', '22 25 C:15 13.07 -9.43 C:12 18.13 -13.47 C:13 15.93 -14.59 O 13.07 -14.32 O 13.68 -8.67 O 18.46 -11.86 O 15.93 -7.67 O 14.76 -13.97 C:14 15.93 -11.86 C:2 12.70 -11.86 C:8 15.93 -10.50 O 16.44 -10.13 O 17.09 -9.66 C:1 13.49 -10.76 C:3 13.49 -12.97 C:7 17.09 -11.18 C:10 14.76 -9.56 C:6 17.09 -12.56 C:11 15.93 -8.90 C:5 15.93 -13.22 C:4 14.76 -12.56 C:9 14.76 -11.18 14 1 -1 18 2 -1 20 3 -2 15 4 -2 17 5 -1 18 6 -2 19 7 -1 21 8 -2 9 12 1 9 20 1 10 14 1 10 15 1 11 16 1 11 22 1 12 19 1 16 13 -1 13 19 1 14 22 1 15 21 1 16 18 1 17 19 1 22 17 -1 18 20 1 20 21 1 21 22 1', '22 25 C 13.07 -9.43 C 18.13 -13.47 C 15.93 -14.59 O 13.07 -14.32 O 13.68 -8.67 O 18.46 -11.86 O 15.93 -7.67 O 14.76 -13.97 C 15.93 -11.86 C 12.70 -11.86 C 15.93 -10.50 O 16.44 -10.13 O 17.09 -9.66 C 13.49 -10.76 C 13.49 -12.97 C 17.09 -11.18 C 14.76 -9.56 C 17.09 -12.56 C 15.93 -8.90 C 15.93 -13.22 C 14.76 -12.56 C 14.76 -11.18 14 1 -1 18 2 -1 20 3 -2 15 4 -2 17 5 -1 18 6 -2 19 7 -1 21 8 -2 9 12 1 9 20 1 10 14 1 10 15 1 11 16 1 11 22 1 12 19 1 16 13 -1 13 19 1 14 22 1 15 21 1 16 18 1 17 19 1 22 17 -1 18 20 1 20 21 1 21 22 1', '22 25 C:14 13.07 -9.43 C:21 18.13 -13.47 C:15 15.93 -14.59 O 13.07 -14.32 O 13.68 -8.67 O 18.46 -11.86 O 15.93 -7.67 O 14.76 -13.97 C:68 15.93 -11.86 C:43 12.70 -11.86 C:31 15.93 -10.50 O 16.44 -10.13 O 17.09 -9.66 C:39 13.49 -10.76 C:73 13.49 -12.97 C:79 17.09 -11.18 C:75 14.76 -9.56 C:79 17.09 -12.56 C:114 15.93 -8.90 C:48 15.93 -13.22 C:88 14.76 -12.56 C:51 14.76 -11.18 14 1 -1 18 2 -1 20 3 -2 15 4 -2 17 5 -1 18 6 -2 19 7 -1 21 8 -2 9 12 1 9 20 1 10 14 1 10 15 1 11 16 1 11 22 1 12 19 1 16 13 -1 13 19 1 14 22 1 15 21 1 16 18 1 17 19 1 22 17 -1 18 20 1 20 21 1 21 22 1', 'C15H24O7', 316.156, 'M', 'np01_428_3', 925, '', '', '1', 34, NULL, NULL),
(9281, '11-O-Debenzoyltashironin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][CH2:3][C@:4]2(O)[C@@:5]3([CH3:13])[CH2:14]O[C@:11]4(O)[C@H:10](O)[C@:9]12[CH2:8][C:7](=O)[C@:6]34[CH3:12]', 'C[C@@H]1CC[C@]2(O)[C@@]3(C)CO[C@]4(O)[C@H](O)[C@]12CC(=O)[C@]34C', '[CH3:14][C@@H:38]1[CH2:31][CH2:34][C@:85]2(O)[C@@:55]3([CH3:15])[CH2:73]O[C@:106]4(O)[C@H:77](O)[C@:52]12[CH2:44][C:211](=O)[C@:60]34[CH3:8]', '20 23 C:15 13.85 -9.17 C:13 16.47 -13.83 C:12 18.50 -12.79 O 18.68 -10.13 O 14.41 -8.48 O 15.40 -13.26 O 16.47 -7.30 C:2 13.53 -11.35 C:3 14.24 -12.36 C:14 16.47 -11.35 C:8 16.47 -10.13 O 17.54 -9.35 C:7 17.54 -10.74 C:1 14.24 -10.36 C:10 15.40 -9.28 C:5 16.47 -12.58 C:6 17.54 -11.98 C:4 15.40 -11.98 C:11 16.47 -8.68 C:9 15.40 -10.74 14 1 -1 16 2 -2 17 3 -1 4 13 2 15 5 -1 18 6 -2 19 7 -2 8 9 1 8 14 1 9 18 1 10 12 1 10 16 1 11 13 1 11 20 1 12 19 1 13 17 1 14 20 1 15 19 1 20 15 -1 16 17 1 16 18 1 17 19 1 18 20 1', '20 23 C 13.85 -9.17 C 16.47 -13.83 C 18.50 -12.79 O 18.68 -10.13 O 14.41 -8.48 O 15.40 -13.26 O 16.47 -7.30 C 13.53 -11.35 C 14.24 -12.36 C 16.47 -11.35 C 16.47 -10.13 O 17.54 -9.35 C 17.54 -10.74 C 14.24 -10.36 C 15.40 -9.28 C 16.47 -12.58 C 17.54 -11.98 C 15.40 -11.98 C 16.47 -8.68 C 15.40 -10.74 14 1 -1 16 2 -2 17 3 -1 4 13 2 15 5 -1 18 6 -2 19 7 -2 8 9 1 8 14 1 9 18 1 10 12 1 10 16 1 11 13 1 11 20 1 12 19 1 13 17 1 14 20 1 15 19 1 20 15 -1 16 17 1 16 18 1 17 19 1 18 20 1', '20 23 C:14 13.85 -9.17 C:15 16.47 -13.83 C:8 18.50 -12.79 O 18.68 -10.13 O 14.41 -8.48 O 15.40 -13.26 O 16.47 -7.30 C:31 13.53 -11.35 C:34 14.24 -12.36 C:73 16.47 -11.35 C:44 16.47 -10.13 O 17.54 -9.35 C:211 17.54 -10.74 C:38 14.24 -10.36 C:77 15.40 -9.28 C:55 16.47 -12.58 C:60 17.54 -11.98 C:85 15.40 -11.98 C:106 16.47 -8.68 C:52 15.40 -10.74 14 1 -1 16 2 -2 17 3 -1 4 13 2 15 5 -1 18 6 -2 19 7 -2 8 9 1 8 14 1 9 18 1 10 12 1 10 16 1 11 13 1 11 20 1 12 19 1 13 17 1 14 20 1 15 19 1 20 15 -1 16 17 1 16 18 1 17 19 1 18 20 1', 'C15H22O5', 282.158, 'C', 'np01_428_4', 925, '', '', '1', 34, NULL, NULL),
(9282, '1,2-Dehydroneomajucin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C:1]2=[CH:2][CH2:3][C@:4]3(O)[C@:5]1([CH3:13])[CH2:14]O[C:12](=O)[C@:6]1(O)[C@H:7]4[CH2:8][C@@:9]23[C@@H:10](O)[C:11](=O)O4', 'CC2=CC[C@]3(O)[C@]1(C)COC(=O)[C@]1(O)[C@H]4C[C@@]23[C@@H](O)C(=O)O4', '[CH3:12][C:141]2=[CH:127][CH2:40][C@:84]3(O)[C@:47]1([CH3:21])[CH2:73]O[C:178](=O)[C@:80]1(O)[C@H:81]4[CH2:26][C@@:58]23[C@@H:71](O)[C:174](=O)O4', '22 25 C:15 13.06 -8.85 C:13 16.04 -11.30 O 16.04 -7.02 O 19.63 -12.63 O 13.74 -8.11 O 14.82 -13.40 O 17.26 -13.19 C:2 12.67 -11.30 C:3 13.49 -12.42 C:14 16.32 -14.06 C:8 16.04 -9.89 O 17.70 -14.20 O 17.26 -9.00 C:1 13.49 -10.17 C:11 16.04 -8.42 C:12 18.27 -12.92 C:10 14.82 -9.00 C:7 17.26 -10.59 C:5 16.04 -12.69 C:4 14.82 -12.00 C:6 17.26 -12.00 C:9 14.82 -10.59 1 14 1 19 2 -2 3 15 2 4 16 2 17 5 -1 20 6 -2 21 7 -2 8 9 1 8 14 2 9 20 1 10 12 1 10 19 1 11 18 1 11 22 1 12 16 1 13 15 1 18 13 -1 14 22 1 15 17 1 16 21 1 22 17 -1 18 21 1 19 20 1 19 21 1 20 22 1', '22 25 C 13.06 -8.85 C 16.04 -11.30 O 16.04 -7.02 O 19.63 -12.63 O 13.74 -8.11 O 14.82 -13.40 O 17.26 -13.19 C 12.67 -11.30 C 13.49 -12.42 C 16.32 -14.06 C 16.04 -9.89 O 17.70 -14.20 O 17.26 -9.00 C 13.49 -10.17 C 16.04 -8.42 C 18.27 -12.92 C 14.82 -9.00 C 17.26 -10.59 C 16.04 -12.69 C 14.82 -12.00 C 17.26 -12.00 C 14.82 -10.59 1 14 1 19 2 -2 3 15 2 4 16 2 17 5 -1 20 6 -2 21 7 -2 8 9 1 8 14 2 9 20 1 10 12 1 10 19 1 11 18 1 11 22 1 12 16 1 13 15 1 18 13 -1 14 22 1 15 17 1 16 21 1 22 17 -1 18 21 1 19 20 1 19 21 1 20 22 1', '22 25 C:12 13.06 -8.85 C:21 16.04 -11.30 O 16.04 -7.02 O 19.63 -12.63 O 13.74 -8.11 O 14.82 -13.40 O 17.26 -13.19 C:127 12.67 -11.30 C:40 13.49 -12.42 C:73 16.32 -14.06 C:26 16.04 -9.89 O 17.70 -14.20 O 17.26 -9.00 C:141 13.49 -10.17 C:174 16.04 -8.42 C:178 18.27 -12.92 C:71 14.82 -9.00 C:81 17.26 -10.59 C:47 16.04 -12.69 C:84 14.82 -12.00 C:80 17.26 -12.00 C:58 14.82 -10.59 1 14 1 19 2 -2 3 15 2 4 16 2 17 5 -1 20 6 -2 21 7 -2 8 9 1 8 14 2 9 20 1 10 12 1 10 19 1 11 18 1 11 22 1 12 16 1 13 15 1 18 13 -1 14 22 1 15 17 1 16 21 1 22 17 -1 18 21 1 19 20 1 19 21 1 20 22 1', 'C15H18O7', 310.156, 'M', 'np02_527_1', 2528, '', '', '1', 34, NULL, NULL),
(9283, 'Jiadifenin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:11001]O[C:11](=O)[C@@:10]1(O)O[C@@H:7]3[CH2:8][C@@:9]12[C:4](=[CH:3][C:2](=O)[C@@H:1]2[CH3:15])[C@:5]4([CH3:13])[CH2:14]O[C:12](=O)[C@:6]34O', 'COC(=O)[C@@]1(O)O[C@@H]3C[C@@]12C(=CC(=O)[C@@H]2C)[C@]4(C)COC(=O)[C@]34O', '[CH3:53]O[C:172](=O)[C@@:106]1(O)O[C@@H:81]3[CH2:31][C@@:60]12[C:180](=[CH:131][C:209](=O)[C@@H:43]2[CH3:14])[C@:45]4([CH3:23])[CH2:76]O[C:179](=O)[C@:81]34O', '24 27 C:11001 16.60 -6.78 C:15 13.25 -10.33 C:13 16.17 -12.69 O 11.47 -12.71 O 14.15 -8.18 O 19.67 -13.98 O 14.30 -9.38 O 17.37 -14.53 C:3 13.67 -13.77 C:14 16.44 -15.37 C:8 16.17 -11.33 O 16.59 -8.18 O 17.79 -15.51 O 16.97 -10.28 C:2 12.87 -12.69 C:11 15.36 -8.88 C:12 18.34 -14.26 C:4 14.97 -13.37 C:1 13.67 -11.59 C:7 17.37 -11.99 C:5 16.17 -14.04 C:10 15.36 -10.33 C:6 17.37 -13.37 C:9 14.97 -11.99 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -2 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -1 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', '24 27 C 16.60 -6.78 C 13.25 -10.33 C 16.17 -12.69 O 11.47 -12.71 O 14.15 -8.18 O 19.67 -13.98 O 14.30 -9.38 O 17.37 -14.53 C 13.67 -13.77 C 16.44 -15.37 C 16.17 -11.33 O 16.59 -8.18 O 17.79 -15.51 O 16.97 -10.28 C 12.87 -12.69 C 15.36 -8.88 C 18.34 -14.26 C 14.97 -13.37 C 13.67 -11.59 C 17.37 -11.99 C 16.17 -14.04 C 15.36 -10.33 C 17.37 -13.37 C 14.97 -11.99 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -2 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -1 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', '24 27 C:53 16.60 -6.78 C:14 13.25 -10.33 C:23 16.17 -12.69 O 11.47 -12.71 O 14.15 -8.18 O 19.67 -13.98 O 14.30 -9.38 O 17.37 -14.53 C:131 13.67 -13.77 C:76 16.44 -15.37 C:31 16.17 -11.33 O 16.59 -8.18 O 17.79 -15.51 O 16.97 -10.28 C:209 12.87 -12.69 C:172 15.36 -8.88 C:179 18.34 -14.26 C:180 14.97 -13.37 C:43 13.67 -11.59 C:81 17.37 -11.99 C:45 16.17 -14.04 C:106 15.36 -10.33 C:81 17.37 -13.37 C:60 14.97 -11.99 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -2 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -1 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', 'C16H18O8', 338.166, 'P', 'np02_527_2a', 2528, '', '', '1', 34, NULL, NULL),
(9284, 'Jiadifenin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:11001]O[C:11](=O)[C@:10]1(O)O[C@@H:7]3[CH2:8][C@@:9]12[C:4](=[CH:3][C:2](=O)[C@@H:1]2[CH3:15])[C@:5]4([CH3:13])[CH2:14]O[C:12](=O)[C@:6]34O', 'COC(=O)[C@]1(O)O[C@@H]3C[C@@]12C(=CC(=O)[C@@H]2C)[C@]4(C)COC(=O)[C@]34O', '[CH3:52]O[C:169](=O)[C@:104]1(O)O[C@@H:80]3[CH2:32][C@@:60]12[C:177](=[CH:131][C:210](=O)[C@@H:45]2[CH3:15])[C@:45]4([CH3:23])[CH2:75]O[C:179](=O)[C@:79]34O', '24 27 C:11001 16.60 -6.79 C:15 13.25 -10.34 C:13 16.18 -12.72 O 11.48 -12.72 O 14.15 -8.19 O 19.69 -13.98 O 14.31 -9.39 O 17.39 -14.54 C:3 13.67 -13.77 C:14 16.45 -15.38 C:8 16.18 -11.34 O 16.60 -8.19 O 17.81 -15.52 O 16.98 -10.29 C:2 12.87 -12.72 C:11 15.37 -8.89 C:12 18.36 -14.27 C:4 14.98 -13.37 C:1 13.67 -11.60 C:7 17.39 -12.00 C:5 16.18 -14.04 C:10 15.37 -10.34 C:6 17.39 -13.37 C:9 14.98 -12.00 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -1 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -2 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', '24 27 C 16.60 -6.79 C 13.25 -10.34 C 16.18 -12.72 O 11.48 -12.72 O 14.15 -8.19 O 19.69 -13.98 O 14.31 -9.39 O 17.39 -14.54 C 13.67 -13.77 C 16.45 -15.38 C 16.18 -11.34 O 16.60 -8.19 O 17.81 -15.52 O 16.98 -10.29 C 12.87 -12.72 C 15.37 -8.89 C 18.36 -14.27 C 14.98 -13.37 C 13.67 -11.60 C 17.39 -12.00 C 16.18 -14.04 C 15.37 -10.34 C 17.39 -13.37 C 14.98 -12.00 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -1 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -2 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', '24 27 C:52 16.60 -6.79 C:15 13.25 -10.34 C:23 16.18 -12.72 O 11.48 -12.72 O 14.15 -8.19 O 19.69 -13.98 O 14.31 -9.39 O 17.39 -14.54 C:131 13.67 -13.77 C:75 16.45 -15.38 C:32 16.18 -11.34 O 16.60 -8.19 O 17.81 -15.52 O 16.98 -10.29 C:210 12.87 -12.72 C:169 15.37 -8.89 C:179 18.36 -14.27 C:177 14.98 -13.37 C:45 13.67 -11.60 C:80 17.39 -12.00 C:45 16.18 -14.04 C:104 15.37 -10.34 C:79 17.39 -13.37 C:60 14.98 -12.00 1 12 1 19 2 -2 21 3 -2 4 15 2 5 16 2 6 17 2 22 7 -1 23 8 -2 9 15 1 9 18 2 10 13 1 10 21 1 11 20 1 11 24 1 12 16 1 13 17 1 20 14 -1 14 22 1 15 19 1 22 16 -2 17 23 1 18 21 1 18 24 1 19 24 1 20 23 1 21 23 1 24 22 -1', 'C16H18O8', 338.166, 'P', 'np02_527_2b', 2528, '', '', '1', 34, NULL, NULL),
(9285, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:13][C@@:5]12[CH2:14]O[C:12](=O)[C@:6]1(O)[C@H:7]5[CH2:8][C@:9]34[C:4]2=[CH:3][C:2](=O)[C@@:1]3([CH3:15])O[C@H:10]4[C:11](=O)O5', 'C[C@@]12COC(=O)[C@]1(O)[C@H]5C[C@]34C2=CC(=O)[C@@]3(C)O[C@H]4C(=O)O5', '[CH3:23][C@@:44]12[CH2:75]O[C:170](=O)[C@:79]1(O)[C@H:71]5[CH2:26][C@:55]34[C:178]2=[CH:133][C:201](=O)[C@@:74]3([CH3:19])O[C@H:80]4[C:173](=O)O5', '22 26 C:13 16.15 -11.82 C:15 12.62 -9.78 O 11.45 -11.82 O 16.15 -7.61 O 19.67 -13.18 O 17.34 -13.67 C:3 13.64 -12.91 C:14 16.42 -14.52 C:8 16.15 -10.42 O 17.78 -14.66 O 17.34 -9.55 O 13.90 -8.67 C:2 12.84 -11.82 C:11 16.15 -8.98 C:12 18.34 -13.40 C:4 14.95 -12.50 C:7 17.34 -11.11 C:10 14.95 -9.55 C:5 16.15 -13.18 C:1 13.64 -10.69 C:6 17.34 -12.50 C:9 14.95 -11.11 19 1 -2 20 2 -2 3 13 2 4 14 2 5 15 2 21 6 -2 7 13 1 7 16 2 8 10 1 8 19 1 9 17 1 9 22 1 10 15 1 11 14 1 17 11 -1 18 12 -1 12 20 1 13 20 1 14 18 1 15 21 1 16 19 1 16 22 1 17 21 1 22 18 -1 19 21 1 20 22 1', '22 26 C 16.15 -11.82 C 12.62 -9.78 O 11.45 -11.82 O 16.15 -7.61 O 19.67 -13.18 O 17.34 -13.67 C 13.64 -12.91 C 16.42 -14.52 C 16.15 -10.42 O 17.78 -14.66 O 17.34 -9.55 O 13.90 -8.67 C 12.84 -11.82 C 16.15 -8.98 C 18.34 -13.40 C 14.95 -12.50 C 17.34 -11.11 C 14.95 -9.55 C 16.15 -13.18 C 13.64 -10.69 C 17.34 -12.50 C 14.95 -11.11 19 1 -2 20 2 -2 3 13 2 4 14 2 5 15 2 21 6 -2 7 13 1 7 16 2 8 10 1 8 19 1 9 17 1 9 22 1 10 15 1 11 14 1 17 11 -1 18 12 -1 12 20 1 13 20 1 14 18 1 15 21 1 16 19 1 16 22 1 17 21 1 22 18 -1 19 21 1 20 22 1', '22 26 C:23 16.15 -11.82 C:19 12.62 -9.78 O 11.45 -11.82 O 16.15 -7.61 O 19.67 -13.18 O 17.34 -13.67 C:133 13.64 -12.91 C:75 16.42 -14.52 C:26 16.15 -10.42 O 17.78 -14.66 O 17.34 -9.55 O 13.90 -8.67 C:201 12.84 -11.82 C:173 16.15 -8.98 C:170 18.34 -13.40 C:178 14.95 -12.50 C:71 17.34 -11.11 C:80 14.95 -9.55 C:44 16.15 -13.18 C:74 13.64 -10.69 C:79 17.34 -12.50 C:55 14.95 -11.11 19 1 -2 20 2 -2 3 13 2 4 14 2 5 15 2 21 6 -2 7 13 1 7 16 2 8 10 1 8 19 1 9 17 1 9 22 1 10 15 1 11 14 1 17 11 -1 18 12 -1 12 20 1 13 20 1 14 18 1 15 21 1 16 19 1 16 22 1 17 21 1 22 18 -1 19 21 1 20 22 1', 'C15H14O7', 306.156, 'M', 'np02_527_10', 2528, '', '', '1', 34, NULL, NULL),
(9286, '14-Acetoxy-3-oxofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14002][C:14001](=O)O[CH2:14][C@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][C:3](=O)[C@:4]12O)[C@@H:10](O)[C:11](=O)O3', 'CC(=O)OC[C@]1(C)[C@@](C)(O)[C@H]3C[C@]2([C@H](C)CC(=O)[C@]12O)[C@@H](O)C(=O)O3', '[CH3:21][C:172](=O)O[CH2:66][C@:46]1([CH3:14])[C@@:77]([CH3:22])(O)[C@H:84]3[CH2:26][C@:49]2([C@H:35]([CH3:14])[CH2:43][C:209](=O)[C@:83]12O)[C@@H:70](O)[C:176](=O)O3', '25 27 C:14002 19.16 -15.24 C:15 12.33 -8.17 C:12 17.63 -12.14 C:13 14.49 -13.24 O 16.87 -15.89 O 12.33 -12.98 O 15.25 -6.39 O 13.01 -7.45 O 17.63 -10.58 O 14.06 -12.57 C:14 16.04 -13.24 C:2 11.96 -10.58 C:8 15.25 -9.19 O 17.44 -13.47 O 16.43 -8.32 C:14001 17.82 -14.88 C:3 12.75 -11.68 C:11 15.25 -7.77 C:1 12.75 -9.45 C:10 14.06 -8.32 C:7 16.43 -9.90 C:6 16.43 -11.27 C:5 15.25 -11.94 C:4 14.06 -11.27 C:9 14.06 -9.90 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', '25 27 C 19.16 -15.24 C 12.33 -8.17 C 17.63 -12.14 C 14.49 -13.24 O 16.87 -15.89 O 12.33 -12.98 O 15.25 -6.39 O 13.01 -7.45 O 17.63 -10.58 O 14.06 -12.57 C 16.04 -13.24 C 11.96 -10.58 C 15.25 -9.19 O 17.44 -13.47 O 16.43 -8.32 C 17.82 -14.88 C 12.75 -11.68 C 15.25 -7.77 C 12.75 -9.45 C 14.06 -8.32 C 16.43 -9.90 C 16.43 -11.27 C 15.25 -11.94 C 14.06 -11.27 C 14.06 -9.90 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', '25 27 C:21 19.16 -15.24 C:14 12.33 -8.17 C:22 17.63 -12.14 C:14 14.49 -13.24 O 16.87 -15.89 O 12.33 -12.98 O 15.25 -6.39 O 13.01 -7.45 O 17.63 -10.58 O 14.06 -12.57 C:66 16.04 -13.24 C:43 11.96 -10.58 C:26 15.25 -9.19 O 17.44 -13.47 O 16.43 -8.32 C:172 17.82 -14.88 C:209 12.75 -11.68 C:176 15.25 -7.77 C:35 12.75 -9.45 C:70 14.06 -8.32 C:84 16.43 -9.90 C:77 16.43 -11.27 C:46 15.25 -11.94 C:83 14.06 -11.27 C:49 14.06 -9.90 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', 'C17H24O8', 356.177, 'C', 'np98_230_1', 1998, '', '', '1', 34, NULL, NULL),
(9287, '14-Acetoxy-3-oxofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14002][C:14001](=O)O[CH2:14][C@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][C:3](=O)[C@:4]12O)[C@@H:10](O)[C:11](=O)O3', 'CC(=O)OC[C@]1(C)[C@@](C)(O)[C@H]3C[C@]2([C@H](C)CC(=O)[C@]12O)[C@@H](O)C(=O)O3', '[CH3:21][C:170](=O)O[CH2:66][C@:46]1([CH3:15])[C@@:77]([CH3:22])(O)[C@H:84]3[CH2:26][C@:50]2([C@H:35]([CH3:14])[CH2:44][C:209](=O)[C@:83]12O)[C@@H:70](O)[C:175](=O)O3', '25 27 C:14002 19.15 -15.23 C:15 12.32 -8.16 C:12 17.62 -12.13 C:13 14.48 -13.23 O 16.86 -15.88 O 12.32 -12.97 O 15.24 -6.39 O 13.00 -7.44 O 17.62 -10.57 O 14.05 -12.56 C:14 16.03 -13.23 C:2 11.95 -10.57 C:8 15.24 -9.19 O 17.43 -13.46 O 16.42 -8.31 C:14001 17.81 -14.87 C:3 12.74 -11.67 C:11 15.24 -7.76 C:1 12.74 -9.45 C:10 14.05 -8.31 C:7 16.42 -9.89 C:6 16.42 -11.26 C:5 15.24 -11.93 C:4 14.05 -11.26 C:9 14.05 -9.89 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', '25 27 C 19.15 -15.23 C 12.32 -8.16 C 17.62 -12.13 C 14.48 -13.23 O 16.86 -15.88 O 12.32 -12.97 O 15.24 -6.39 O 13.00 -7.44 O 17.62 -10.57 O 14.05 -12.56 C 16.03 -13.23 C 11.95 -10.57 C 15.24 -9.19 O 17.43 -13.46 O 16.42 -8.31 C 17.81 -14.87 C 12.74 -11.67 C 15.24 -7.76 C 12.74 -9.45 C 14.05 -8.31 C 16.42 -9.89 C 16.42 -11.26 C 15.24 -11.93 C 14.05 -11.26 C 14.05 -9.89 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', '25 27 C:21 19.15 -15.23 C:14 12.32 -8.16 C:22 17.62 -12.13 C:15 14.48 -13.23 O 16.86 -15.88 O 12.32 -12.97 O 15.24 -6.39 O 13.00 -7.44 O 17.62 -10.57 O 14.05 -12.56 C:66 16.03 -13.23 C:44 11.95 -10.57 C:26 15.24 -9.19 O 17.43 -13.46 O 16.42 -8.31 C:170 17.81 -14.87 C:209 12.74 -11.67 C:175 15.24 -7.76 C:35 12.74 -9.45 C:70 14.05 -8.31 C:84 16.42 -9.89 C:77 16.42 -11.26 C:46 15.24 -11.93 C:83 14.05 -11.26 C:50 14.05 -9.89 1 16 1 19 2 -1 22 3 -1 23 4 -2 5 16 2 6 17 2 7 18 2 20 8 -1 22 9 -2 24 10 -2 11 14 1 23 11 -1 12 17 1 12 19 1 13 21 1 13 25 1 14 16 1 15 18 1 21 15 -1 17 24 1 18 20 1 19 25 1 25 20 -1 21 22 1 22 23 1 23 24 1 24 25 1', 'C17H24O8', 356.177, 'P', 'np98_230_1', 1998, '', '', '1', 34, NULL, NULL),
(9288, '13-Acetoxy-14-(n-butyryloxy)floridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14004][CH2:14003][CH2:14002][C:14001](=O)O[CH2:14][C@:5]1([CH2:13]O[C:13001]([CH3:13002])=O)[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][CH2:3][C@:4]12O)[C@@H:10](O)[C:11](=O)O3', 'CCCC(=O)OC[C@]1(COC(C)=O)[C@@](C)(O)[C@H]3C[C@]2([C@H](C)CC[C@]12O)[C@@H](O)C(=O)O3', '[CH3:14][CH2:19][CH2:37][C:173](=O)O[CH2:62][C@:50]1([CH2:64]O[C:170]([CH3:22])=O)[C@@:77]([CH3:23])(O)[C@H:85]3[CH2:27][C@:50]2([C@H:39]([CH3:14])[CH2:30][CH2:33][C@:88]12O)[C@@H:71](O)[C:176](=O)O3', '30 32 C:14004 21.75 -15.81 C:13002 12.23 -14.13 C:15 13.19 -7.08 C:12 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C:14003 20.39 -15.48 C:14002 20.00 -14.13 C:2 12.82 -9.49 C:3 13.59 -10.59 C:13 15.35 -12.13 C:14 16.89 -12.13 C:8 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C:13001 13.59 -13.80 C:14001 18.67 -13.80 C:11 16.11 -6.68 C:1 13.59 -8.36 C:10 14.92 -7.23 C:7 17.28 -8.81 C:6 17.28 -10.18 C:4 14.92 -10.18 C:5 16.11 -10.85 C:9 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', '30 32 C 21.75 -15.81 C 12.23 -14.13 C 13.19 -7.08 C 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C 20.39 -15.48 C 20.00 -14.13 C 12.82 -9.49 C 13.59 -10.59 C 15.35 -12.13 C 16.89 -12.13 C 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C 13.59 -13.80 C 18.67 -13.80 C 16.11 -6.68 C 13.59 -8.36 C 14.92 -7.23 C 17.28 -8.81 C 17.28 -10.18 C 14.92 -10.18 C 16.11 -10.85 C 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', '30 32 C:14 21.75 -15.81 C:22 12.23 -14.13 C:14 13.19 -7.08 C:23 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C:19 20.39 -15.48 C:37 20.00 -14.13 C:30 12.82 -9.49 C:33 13.59 -10.59 C:64 15.35 -12.13 C:62 16.89 -12.13 C:27 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C:170 13.59 -13.80 C:173 18.67 -13.80 C:176 16.11 -6.68 C:39 13.59 -8.36 C:71 14.92 -7.23 C:85 17.28 -8.81 C:77 17.28 -10.18 C:88 14.92 -10.18 C:50 16.11 -10.85 C:50 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', 'C21H32O9', 428.219, 'C', 'np98_230_2', 1998, '', '', '1', 34, NULL, NULL),
(9289, '13-Acetoxy-14-(n-butyryloxy)floridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14004][CH2:14003][CH2:14002][C:14001](=O)O[CH2:14][C@:5]1([CH2:13]O[C:13001]([CH3:13002])=O)[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][CH2:3][C@:4]12O)[C@@H:10](O)[C:11](=O)O3', 'CCCC(=O)OC[C@]1(COC(C)=O)[C@@](C)(O)[C@H]3C[C@]2([C@H](C)CC[C@]12O)[C@@H](O)C(=O)O3', '[CH3:14][CH2:19][CH2:36][C:173](=O)O[CH2:63][C@:50]1([CH2:64]O[C:171]([CH3:21])=O)[C@@:77]([CH3:24])(O)[C@H:84]3[CH2:28][C@:51]2([C@H:39]([CH3:14])[CH2:31][CH2:33][C@:89]12O)[C@@H:71](O)[C:176](=O)O3', '30 32 C:14004 21.75 -15.81 C:13002 12.23 -14.13 C:15 13.19 -7.08 C:12 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C:14003 20.39 -15.48 C:14002 20.00 -14.13 C:2 12.82 -9.49 C:3 13.59 -10.59 C:13 15.35 -12.13 C:14 16.89 -12.13 C:8 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C:13001 13.59 -13.80 C:14001 18.67 -13.80 C:11 16.11 -6.68 C:1 13.59 -8.36 C:10 14.92 -7.23 C:7 17.28 -8.81 C:6 17.28 -10.18 C:4 14.92 -10.18 C:5 16.11 -10.85 C:9 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', '30 32 C 21.75 -15.81 C 12.23 -14.13 C 13.19 -7.08 C 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C 20.39 -15.48 C 20.00 -14.13 C 12.82 -9.49 C 13.59 -10.59 C 15.35 -12.13 C 16.89 -12.13 C 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C 13.59 -13.80 C 18.67 -13.80 C 16.11 -6.68 C 13.59 -8.36 C 14.92 -7.23 C 17.28 -8.81 C 17.28 -10.18 C 14.92 -10.18 C 16.11 -10.85 C 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', '30 32 C:14 21.75 -15.81 C:21 12.23 -14.13 C:14 13.19 -7.08 C:24 18.48 -11.05 O 14.55 -14.82 O 17.76 -14.87 O 16.11 -5.30 O 13.87 -6.36 O 18.48 -9.49 O 14.92 -11.48 C:19 20.39 -15.48 C:36 20.00 -14.13 C:31 12.82 -9.49 C:33 13.59 -10.59 C:64 15.35 -12.13 C:63 16.89 -12.13 C:28 16.11 -8.10 O 13.99 -12.46 O 18.29 -12.36 O 17.28 -7.23 C:171 13.59 -13.80 C:173 18.67 -13.80 C:176 16.11 -6.68 C:39 13.59 -8.36 C:71 14.92 -7.23 C:84 17.28 -8.81 C:77 17.28 -10.18 C:89 14.92 -10.18 C:50 16.11 -10.85 C:51 14.92 -8.81 1 11 1 2 21 1 24 3 -1 27 4 -1 5 21 2 6 22 2 7 23 2 25 8 -1 27 9 -2 28 10 -2 11 12 1 12 22 1 13 14 1 13 24 1 14 28 1 15 18 1 29 15 -2 16 19 1 29 16 -1 17 26 1 17 30 1 18 21 1 19 22 1 20 23 1 26 20 -1 23 25 1 24 30 1 30 25 -1 26 27 1 27 29 1 28 29 1 28 30 1', 'C21H32O9', 428.219, 'P', 'np98_230_2', 1998, '', '', '1', 34, NULL, NULL),
(9290, '3b-Acetoxy-14-n-butyryloxy-10-deoxyfloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14004][CH2:14003][CH2:14002][C:14001](=O)O[CH2:14][C@:5]2([CH3:13])[C@@:6]([CH3:12])(O)[C@H:7]1[CH2:8][C@@:9]3([CH2:10][C:11](=O)O1)[C@H:1]([CH3:15])[CH2:2][C@H:3](O[C:3001]([CH3:3002])=O)[C@:4]23O', 'CCCC(=O)OC[C@]2(C)[C@@](C)(O)[C@H]1C[C@@]3(CC(=O)O1)[C@H](C)C[C@H](OC(C)=O)[C@]23O', '[CH3:14][CH2:18][CH2:36][C:173](=O)O[CH2:63][C@:48]2([CH3:14])[C@@:77]([CH3:23])(O)[C@H:83]1[CH2:28][C@@:46]3([CH2:34][C:171](=O)O1)[C@H:37]([CH3:14])[CH2:40][C@H:78](O[C:170]([CH3:22])=O)[C@:87]23O', '29 31 C:14004 20.99 -16.42 C:3002 10.69 -14.08 C:15 12.49 -7.66 C:12 17.77 -11.63 C:13 14.63 -12.76 O 10.18 -11.72 O 17.01 -15.39 O 15.39 -5.88 O 17.77 -10.07 O 14.20 -12.06 C:14003 19.64 -16.05 C:14002 19.28 -14.71 C:14 16.18 -12.76 C:10 14.20 -7.81 C:2 12.12 -10.07 C:8 15.39 -8.68 O 17.58 -12.95 O 12.49 -12.46 O 16.57 -7.81 C:3001 11.12 -12.76 C:14001 17.95 -14.35 C:11 15.39 -7.26 C:1 12.90 -8.94 C:3 12.90 -11.17 C:7 16.57 -9.39 C:6 16.57 -10.76 C:5 15.39 -11.43 C:9 14.20 -9.39 C:4 14.20 -10.76 1 11 1 2 20 1 23 3 -1 26 4 -1 27 5 -2 6 20 2 7 21 2 8 22 2 26 9 -2 29 10 -2 11 12 1 12 21 1 13 17 1 27 13 -1 14 22 1 28 14 -1 15 23 1 15 24 1 16 25 1 16 28 1 17 21 1 18 20 1 24 18 -1 19 22 1 25 19 -1 23 28 1 24 29 1 25 26 1 26 27 1 27 29 1 28 29 1', '29 31 C 20.99 -16.42 C 10.69 -14.08 C 12.49 -7.66 C 17.77 -11.63 C 14.63 -12.76 O 10.18 -11.72 O 17.01 -15.39 O 15.39 -5.88 O 17.77 -10.07 O 14.20 -12.06 C 19.64 -16.05 C 19.28 -14.71 C 16.18 -12.76 C 14.20 -7.81 C 12.12 -10.07 C 15.39 -8.68 O 17.58 -12.95 O 12.49 -12.46 O 16.57 -7.81 C 11.12 -12.76 C 17.95 -14.35 C 15.39 -7.26 C 12.90 -8.94 C 12.90 -11.17 C 16.57 -9.39 C 16.57 -10.76 C 15.39 -11.43 C 14.20 -9.39 C 14.20 -10.76 1 11 1 2 20 1 23 3 -1 26 4 -1 27 5 -2 6 20 2 7 21 2 8 22 2 26 9 -2 29 10 -2 11 12 1 12 21 1 13 17 1 27 13 -1 14 22 1 28 14 -1 15 23 1 15 24 1 16 25 1 16 28 1 17 21 1 18 20 1 24 18 -1 19 22 1 25 19 -1 23 28 1 24 29 1 25 26 1 26 27 1 27 29 1 28 29 1', '29 31 C:14 20.99 -16.42 C:22 10.69 -14.08 C:14 12.49 -7.66 C:23 17.77 -11.63 C:14 14.63 -12.76 O 10.18 -11.72 O 17.01 -15.39 O 15.39 -5.88 O 17.77 -10.07 O 14.20 -12.06 C:18 19.64 -16.05 C:36 19.28 -14.71 C:63 16.18 -12.76 C:34 14.20 -7.81 C:40 12.12 -10.07 C:28 15.39 -8.68 O 17.58 -12.95 O 12.49 -12.46 O 16.57 -7.81 C:170 11.12 -12.76 C:173 17.95 -14.35 C:171 15.39 -7.26 C:37 12.90 -8.94 C:78 12.90 -11.17 C:83 16.57 -9.39 C:77 16.57 -10.76 C:48 15.39 -11.43 C:46 14.20 -9.39 C:87 14.20 -10.76 1 11 1 2 20 1 23 3 -1 26 4 -1 27 5 -2 6 20 2 7 21 2 8 22 2 26 9 -2 29 10 -2 11 12 1 12 21 1 13 17 1 27 13 -1 14 22 1 28 14 -1 15 23 1 15 24 1 16 25 1 16 28 1 17 21 1 18 20 1 24 18 -1 19 22 1 25 19 -1 23 28 1 24 29 1 25 26 1 26 27 1 27 29 1 28 29 1', 'C21H32O8', 412.22, 'C', 'np98_230_3', 1998, '', '', '1', 34, NULL, NULL),
(9291, 'Cycloparvifloralone', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[H][C@@:11]34O[CH2:14][C@@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@@:7](O)([CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][CH2:3][C@:4]12O)[C@H:10]3O)O4', '[H][C@@]34OC[C@@]1(C)[C@@](C)(O)[C@@](O)(C[C@]2([C@H](C)CC[C@]12O)[C@H]3O)O4', '[H][C@@:97]34O[CH2:69][C@@:47]1([CH3:16])[C@@:81]([CH3:16])(O)[C@@:99](O)([CH2:38][C@:52]2([C@H:40]([CH3:13])[CH2:31][CH2:32][C@:90]12O)[C@H:71]3O)O4', '22 25 H 16.48 -7.21 C:15 13.58 -8.77 C:12 18.70 -12.79 C:13 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C:2 13.21 -11.19 C:3 14.01 -12.31 C:14 16.48 -11.19 C:8 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C:1 14.01 -10.10 C:10 15.28 -8.90 C:11 16.48 -8.23 C:6 17.65 -11.89 C:5 16.48 -12.55 C:7 17.65 -10.51 C:4 15.28 -11.89 C:9 15.28 -10.51 17 1 -1 15 2 -1 18 3 -1 19 4 -2 16 5 -1 18 6 -2 20 7 -2 21 8 -2 9 10 1 9 15 1 10 21 1 11 13 1 11 19 1 12 20 1 12 22 1 13 17 1 14 17 1 20 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 H 16.48 -7.21 C 13.58 -8.77 C 18.70 -12.79 C 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C 13.21 -11.19 C 14.01 -12.31 C 16.48 -11.19 C 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C 14.01 -10.10 C 15.28 -8.90 C 16.48 -8.23 C 17.65 -11.89 C 16.48 -12.55 C 17.65 -10.51 C 15.28 -11.89 C 15.28 -10.51 17 1 -1 15 2 -1 18 3 -1 19 4 -2 16 5 -1 18 6 -2 20 7 -2 21 8 -2 9 10 1 9 15 1 10 21 1 11 13 1 11 19 1 12 20 1 12 22 1 13 17 1 14 17 1 20 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 19 21 1 21 22 1', '22 25 H 16.48 -7.21 C:13 13.58 -8.77 C:16 18.70 -12.79 C:16 16.48 -13.93 O 14.19 -8.01 O 19.03 -11.19 O 18.89 -9.84 O 15.28 -13.31 C:31 13.21 -11.19 C:32 14.01 -12.31 C:69 16.48 -11.19 C:38 16.48 -9.84 O 16.99 -9.18 O 17.65 -9.00 C:40 14.01 -10.10 C:71 15.28 -8.90 C:97 16.48 -8.23 C:81 17.65 -11.89 C:47 16.48 -12.55 C:99 17.65 -10.51 C:90 15.28 -11.89 C:52 15.28 -10.51 17 1 -1 15 2 -1 18 3 -1 19 4 -2 16 5 -1 18 6 -2 20 7 -2 21 8 -2 9 10 1 9 15 1 10 21 1 11 13 1 11 19 1 12 20 1 12 22 1 13 17 1 14 17 1 20 14 -1 15 22 1 16 17 1 22 16 -1 18 19 1 18 20 1 19 21 1 21 22 1', 'C15H24O6', 300.165, 'M', 'np99_684_1', 1995, '', '', '1', 34, NULL, NULL),
(9292, 'Cycloparviflorolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][CH2:3][C@@:4]23O[C@@:7]4(O)[CH2:8][C@@:9]12[C@@H:10](O)[C:11](=O)O[CH2:14][C@@:5]3([CH3:13])[C@@:6]4([CH3:12])O', 'C[C@@H]1CC[C@@]23O[C@@]4(O)C[C@@]12[C@@H](O)C(=O)OC[C@@]3(C)[C@@]4(C)O', '[CH3:14][C@@H:46]1[CH2:32][CH2:28][C@@:96]23O[C@@:109]4(O)[CH2:39][C@@:55]12[C@@H:76](O)[C:172](=O)O[CH2:69][C@@:52]3([CH3:18])[C@@:80]4([CH3:19])O', '21 24 C:15 14.02 -8.92 C:12 18.73 -12.80 C:13 16.75 -13.85 O 16.75 -7.10 O 14.87 -7.94 O 19.13 -11.49 O 18.99 -9.95 C:2 13.67 -11.29 C:3 14.43 -12.33 C:14 16.75 -11.26 C:8 16.75 -10.02 O 18.02 -9.21 O 16.37 -11.07 C:11 16.75 -8.50 C:1 14.43 -10.26 C:10 15.62 -9.13 C:6 17.83 -11.94 C:5 16.75 -12.56 C:7 17.83 -10.65 C:4 15.62 -11.94 C:9 15.62 -10.65 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 9 1 8 15 1 9 20 1 10 12 1 10 18 1 11 19 1 11 21 1 12 14 1 13 19 1 20 13 -2 14 16 1 15 21 1 21 16 -1 17 18 1 17 19 1 18 20 1 20 21 1', '21 24 C 14.02 -8.92 C 18.73 -12.80 C 16.75 -13.85 O 16.75 -7.10 O 14.87 -7.94 O 19.13 -11.49 O 18.99 -9.95 C 13.67 -11.29 C 14.43 -12.33 C 16.75 -11.26 C 16.75 -10.02 O 18.02 -9.21 O 16.37 -11.07 C 16.75 -8.50 C 14.43 -10.26 C 15.62 -9.13 C 17.83 -11.94 C 16.75 -12.56 C 17.83 -10.65 C 15.62 -11.94 C 15.62 -10.65 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 9 1 8 15 1 9 20 1 10 12 1 10 18 1 11 19 1 11 21 1 12 14 1 13 19 1 20 13 -2 14 16 1 15 21 1 21 16 -1 17 18 1 17 19 1 18 20 1 20 21 1', '21 24 C:14 14.02 -8.92 C:19 18.73 -12.80 C:18 16.75 -13.85 O 16.75 -7.10 O 14.87 -7.94 O 19.13 -11.49 O 18.99 -9.95 C:32 13.67 -11.29 C:28 14.43 -12.33 C:69 16.75 -11.26 C:39 16.75 -10.02 O 18.02 -9.21 O 16.37 -11.07 C:172 16.75 -8.50 C:46 14.43 -10.26 C:76 15.62 -9.13 C:80 17.83 -11.94 C:52 16.75 -12.56 C:109 17.83 -10.65 C:96 15.62 -11.94 C:55 15.62 -10.65 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 9 1 8 15 1 9 20 1 10 12 1 10 18 1 11 19 1 11 21 1 12 14 1 13 19 1 20 13 -2 14 16 1 15 21 1 21 16 -1 17 18 1 17 19 1 18 20 1 20 21 1', 'C15H22O6', 298.157, 'A', 'np99_684_2', 1995, '', '', '1', 34, NULL, NULL),
(9293, 'Parviflorolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][CH2:3][C@:4]2(O)[C@@:5]3([CH3:13])[CH2:14]O[C:11](=O)[C@H:10](O)[C@:9]12[CH2:8][C:7](=O)[C@:6]3([CH3:12])O', 'C[C@@H]1CC[C@]2(O)[C@@]3(C)COC(=O)[C@H](O)[C@]12CC(=O)[C@]3(C)O', '[CH3:14][C@@H:42]1[CH2:31][CH2:33][C@:89]2(O)[C@@:48]3([CH3:15])[CH2:70]O[C:171](=O)[C@H:77](O)[C@:52]12[CH2:43][C:206](=O)[C@:79]3([CH3:18])O', '21 23 C:15 13.63 -8.89 C:12 18.51 -12.85 C:13 16.45 -13.94 O 18.92 -9.90 O 16.45 -7.21 O 14.04 -8.18 O 18.92 -11.51 O 15.26 -13.34 C:2 13.28 -11.30 C:3 14.04 -12.36 C:14 16.45 -11.27 C:8 16.45 -9.97 O 17.56 -9.15 C:7 17.56 -10.64 C:11 16.45 -8.40 C:1 14.04 -10.23 C:10 15.26 -9.05 C:6 17.56 -11.96 C:5 16.45 -12.60 C:4 15.27 -11.96 C:9 15.26 -10.64 16 1 -1 18 2 -1 19 3 -2 4 14 2 5 15 2 17 6 -1 18 7 -2 20 8 -2 9 10 1 9 16 1 10 20 1 11 13 1 11 19 1 12 14 1 12 21 1 13 15 1 14 18 1 15 17 1 16 21 1 21 17 -1 18 19 1 19 20 1 20 21 1', '21 23 C 13.63 -8.89 C 18.51 -12.85 C 16.45 -13.94 O 18.92 -9.90 O 16.45 -7.21 O 14.04 -8.18 O 18.92 -11.51 O 15.26 -13.34 C 13.28 -11.30 C 14.04 -12.36 C 16.45 -11.27 C 16.45 -9.97 O 17.56 -9.15 C 17.56 -10.64 C 16.45 -8.40 C 14.04 -10.23 C 15.26 -9.05 C 17.56 -11.96 C 16.45 -12.60 C 15.27 -11.96 C 15.26 -10.64 16 1 -1 18 2 -1 19 3 -2 4 14 2 5 15 2 17 6 -1 18 7 -2 20 8 -2 9 10 1 9 16 1 10 20 1 11 13 1 11 19 1 12 14 1 12 21 1 13 15 1 14 18 1 15 17 1 16 21 1 21 17 -1 18 19 1 19 20 1 20 21 1', '21 23 C:14 13.63 -8.89 C:18 18.51 -12.85 C:15 16.45 -13.94 O 18.92 -9.90 O 16.45 -7.21 O 14.04 -8.18 O 18.92 -11.51 O 15.26 -13.34 C:31 13.28 -11.30 C:33 14.04 -12.36 C:70 16.45 -11.27 C:43 16.45 -9.97 O 17.56 -9.15 C:206 17.56 -10.64 C:171 16.45 -8.40 C:42 14.04 -10.23 C:77 15.26 -9.05 C:79 17.56 -11.96 C:48 16.45 -12.60 C:89 15.27 -11.96 C:52 15.26 -10.64 16 1 -1 18 2 -1 19 3 -2 4 14 2 5 15 2 17 6 -1 18 7 -2 20 8 -2 9 10 1 9 16 1 10 20 1 11 13 1 11 19 1 12 14 1 12 21 1 13 15 1 14 18 1 15 17 1 16 21 1 21 17 -1 18 19 1 19 20 1 20 21 1', 'C15H22O6', 298.157, 'A', 'np99_684_3', 1995, '', '', '1', 34, NULL, NULL),
(9294, 'Pseudoanisatin Hemiketal', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C@H:3](O)[C@@:4]23O[C@@:7]4(O)[CH2:8][C@@:9]12[CH2:10][C:11](=O)O[CH2:14][C@@:5]3([CH3:13])[C@@:6]4([CH3:12])O', 'C[C@@H]1C[C@H](O)[C@@]23O[C@@]4(O)C[C@@]12CC(=O)OC[C@@]3(C)[C@@]4(C)O', '[CH3:14][C@@H:44]1[CH2:44][C@H:73](O)[C@@:92]23O[C@@:110]4(O)[CH2:40][C@@:53]12[CH2:34][C:175](=O)O[CH2:72][C@@:52]3([CH3:17])[C@@:80]4([CH3:19])O', '21 24 C:15 13.67 -9.01 C:12 18.48 -12.98 C:13 16.46 -14.05 O 16.46 -7.15 O 13.68 -13.84 O 18.89 -11.64 O 18.75 -10.06 C:14 16.46 -11.40 C:10 15.30 -9.23 C:2 13.31 -11.43 C:8 16.46 -10.14 O 17.76 -9.31 O 16.07 -11.21 C:11 16.46 -8.58 C:1 14.09 -10.38 C:3 14.09 -12.50 C:6 17.56 -12.10 C:5 16.46 -12.73 C:7 17.56 -10.78 C:9 15.30 -10.78 C:4 15.30 -12.10 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 12 1 8 18 1 9 14 1 20 9 -1 10 15 1 10 16 1 11 19 1 11 20 1 12 14 1 13 19 1 21 13 -2 15 20 1 16 21 1 17 18 1 17 19 1 18 21 1 20 21 1', '21 24 C 13.67 -9.01 C 18.48 -12.98 C 16.46 -14.05 O 16.46 -7.15 O 13.68 -13.84 O 18.89 -11.64 O 18.75 -10.06 C 16.46 -11.40 C 15.30 -9.23 C 13.31 -11.43 C 16.46 -10.14 O 17.76 -9.31 O 16.07 -11.21 C 16.46 -8.58 C 14.09 -10.38 C 14.09 -12.50 C 17.56 -12.10 C 16.46 -12.73 C 17.56 -10.78 C 15.30 -10.78 C 15.30 -12.10 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 12 1 8 18 1 9 14 1 20 9 -1 10 15 1 10 16 1 11 19 1 11 20 1 12 14 1 13 19 1 21 13 -2 15 20 1 16 21 1 17 18 1 17 19 1 18 21 1 20 21 1', '21 24 C:14 13.67 -9.01 C:19 18.48 -12.98 C:17 16.46 -14.05 O 16.46 -7.15 O 13.68 -13.84 O 18.89 -11.64 O 18.75 -10.06 C:72 16.46 -11.40 C:34 15.30 -9.23 C:44 13.31 -11.43 C:40 16.46 -10.14 O 17.76 -9.31 O 16.07 -11.21 C:175 16.46 -8.58 C:44 14.09 -10.38 C:73 14.09 -12.50 C:80 17.56 -12.10 C:52 16.46 -12.73 C:110 17.56 -10.78 C:53 15.30 -10.78 C:92 15.30 -12.10 15 1 -1 17 2 -1 18 3 -2 4 14 2 16 5 -1 17 6 -2 19 7 -2 8 12 1 8 18 1 9 14 1 20 9 -1 10 15 1 10 16 1 11 19 1 11 20 1 12 14 1 13 19 1 21 13 -2 15 20 1 16 21 1 17 18 1 17 19 1 18 21 1 20 21 1', 'C15H22O6', 298.157, 'P', 'np99_684_4', 1995, '', '', '1', 34, NULL, NULL),
(9295, '(11)7,14-Ortholactone of 14-hydroxy-3-oxofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C:3](=O)[C@:4]2(O)[C@:5]4([CH3:13])[CH2:14]O[C@@:11]3(O)O[C@H:7]([CH2:8][C@@:9]12[C@H:10]3O)[C@:6]4([CH3:12])O', 'C[C@@H]1CC(=O)[C@]2(O)[C@]4(C)CO[C@@]3(O)O[C@H](C[C@@]12[C@H]3O)[C@]4(C)O', '[CH3:14][C@@H:36]1[CH2:45][C:212](=O)[C@:84]2(O)[C@:48]4([CH3:15])[CH2:68]O[C@@:114]3(O)O[C@H:79]([CH2:30][C@@:50]12[C@H:76]3O)[C@:79]4([CH3:21])O', '22 25 C:15 13.05 -9.47 C:12 18.11 -13.51 C:13 15.91 -14.62 O 13.05 -14.35 O 13.66 -8.71 O 18.44 -11.90 O 15.91 -7.71 O 14.74 -14.00 C:14 15.91 -11.90 C:2 12.68 -11.90 C:8 15.91 -10.54 O 16.42 -10.17 O 17.07 -9.70 C:3 13.47 -13.01 C:1 13.47 -10.80 C:7 17.07 -11.22 C:10 14.74 -9.60 C:6 17.07 -12.60 C:5 15.91 -13.26 C:11 15.91 -8.94 C:4 14.74 -12.60 C:9 14.74 -11.22 15 1 -1 18 2 -1 19 3 -1 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', '22 25 C 13.05 -9.47 C 18.11 -13.51 C 15.91 -14.62 O 13.05 -14.35 O 13.66 -8.71 O 18.44 -11.90 O 15.91 -7.71 O 14.74 -14.00 C 15.91 -11.90 C 12.68 -11.90 C 15.91 -10.54 O 16.42 -10.17 O 17.07 -9.70 C 13.47 -13.01 C 13.47 -10.80 C 17.07 -11.22 C 14.74 -9.60 C 17.07 -12.60 C 15.91 -13.26 C 15.91 -8.94 C 14.74 -12.60 C 14.74 -11.22 15 1 -1 18 2 -1 19 3 -1 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', '22 25 C:14 13.05 -9.47 C:21 18.11 -13.51 C:15 15.91 -14.62 O 13.05 -14.35 O 13.66 -8.71 O 18.44 -11.90 O 15.91 -7.71 O 14.74 -14.00 C:68 15.91 -11.90 C:45 12.68 -11.90 C:30 15.91 -10.54 O 16.42 -10.17 O 17.07 -9.70 C:212 13.47 -13.01 C:36 13.47 -10.80 C:79 17.07 -11.22 C:76 14.74 -9.60 C:79 17.07 -12.60 C:48 15.91 -13.26 C:114 15.91 -8.94 C:84 14.74 -12.60 C:50 14.74 -11.22 15 1 -1 18 2 -1 19 3 -1 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', 'C15H22O7', 314.156, 'M', 'np99_684_6', 1995, '', '', '1', 34, NULL, NULL),
(9296, '(11)7,14-Ortholactone of 14-hydroxy-3-oxofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][C:3](=O)[C@:4]2(O)[C@@:5]4([CH3:13])[CH2:14]O[C@@:11]3(O)O[C@H:7]([CH2:8][C@@:9]12[C@H:10]3O)[C@:6]4([CH3:12])O', 'C[C@@H]1CC(=O)[C@]2(O)[C@@]4(C)CO[C@@]3(O)O[C@H](C[C@@]12[C@H]3O)[C@]4(C)O', '[CH3:14][C@@H:36]1[CH2:44][C:210](=O)[C@:83]2(O)[C@@:48]4([CH3:15])[CH2:67]O[C@@:113]3(O)O[C@H:78]([CH2:30][C@@:49]12[C@H:76]3O)[C@:79]4([CH3:22])O', '22 25 C:15 13.61 -8.91 C:12 18.67 -12.95 C:13 16.47 -14.06 O 13.61 -13.79 O 14.22 -8.15 O 19.00 -11.34 O 16.47 -7.15 O 15.30 -13.44 C:14 16.47 -11.34 C:2 13.24 -11.34 C:8 16.47 -9.98 O 16.98 -9.61 O 17.63 -9.14 C:3 14.03 -12.45 C:1 14.03 -10.24 C:7 17.63 -10.66 C:10 15.30 -9.04 C:6 17.63 -12.04 C:5 16.47 -12.70 C:11 16.47 -8.38 C:4 15.30 -12.04 C:9 15.30 -10.66 15 1 -1 18 2 -1 19 3 -2 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', '22 25 C 13.61 -8.91 C 18.67 -12.95 C 16.47 -14.06 O 13.61 -13.79 O 14.22 -8.15 O 19.00 -11.34 O 16.47 -7.15 O 15.30 -13.44 C 16.47 -11.34 C 13.24 -11.34 C 16.47 -9.98 O 16.98 -9.61 O 17.63 -9.14 C 14.03 -12.45 C 14.03 -10.24 C 17.63 -10.66 C 15.30 -9.04 C 17.63 -12.04 C 16.47 -12.70 C 16.47 -8.38 C 15.30 -12.04 C 15.30 -10.66 15 1 -1 18 2 -1 19 3 -2 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', '22 25 C:14 13.61 -8.91 C:22 18.67 -12.95 C:15 16.47 -14.06 O 13.61 -13.79 O 14.22 -8.15 O 19.00 -11.34 O 16.47 -7.15 O 15.30 -13.44 C:67 16.47 -11.34 C:44 13.24 -11.34 C:30 16.47 -9.98 O 16.98 -9.61 O 17.63 -9.14 C:210 14.03 -12.45 C:36 14.03 -10.24 C:78 17.63 -10.66 C:76 15.30 -9.04 C:79 17.63 -12.04 C:48 16.47 -12.70 C:113 16.47 -8.38 C:83 15.30 -12.04 C:49 15.30 -10.66 15 1 -1 18 2 -1 19 3 -2 4 14 2 17 5 -1 18 6 -2 20 7 -1 21 8 -2 9 12 1 9 19 1 10 14 1 10 15 1 11 16 1 11 22 1 12 20 1 16 13 -1 13 20 1 14 21 1 15 22 1 16 18 1 17 20 1 22 17 -1 18 19 1 19 21 1 21 22 1', 'C15H22O7', 314.156, 'A', 'np99_684_6', 1995, '', '', '1', 34, NULL, NULL),
(9297, 'Angustisepalin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]2[CH2:2][CH2:3][C@:4]3(O)[C@:5]1([CH3:13])[CH2:14]O[C:12](=O)[C@:6]1(O)[C@H:7]5[CH2:8][C@@:9]23[C@@H:10](O[C:10001](=O)[c:10002]4[cH:10003][cH:10004][cH:10005][cH:10006][cH:10007]4)[C:11](=O)O5', 'C[C@@H]2CC[C@]3(O)[C@]1(C)COC(=O)[C@]1(O)[C@H]5C[C@@]23[C@@H](OC(=O)c4ccccc4)C(=O)O5', '[CH3:14][C@@H:38]2[CH2:30][CH2:32][C@:84]3(O)[C@:47]1([CH3:21])[CH2:72]O[C:178](=O)[C@:78]1(O)[C@H:79]5[CH2:27][C@@:51]23[C@@H:70](O[C:164](=O)[c:9999]4[cH:130][cH:129][cH:134][cH:129][cH:130]4)[C:167](=O)O5', '30 34 C:15 14.34 -10.36 C:13 17.32 -12.81 O 16.19 -7.49 O 17.32 -8.53 O 20.91 -14.14 O 16.10 -14.91 O 18.54 -14.70 C:10005 11.33 -6.22 C:10004 11.33 -7.62 C:10006 12.48 -5.49 C:10003 12.56 -8.28 C:10007 13.76 -6.15 C:2 13.95 -12.81 C:3 14.77 -13.93 C:14 17.60 -15.57 C:8 17.32 -11.40 O 18.98 -15.71 O 18.54 -10.51 O 15.03 -9.62 C:10001 15.03 -8.22 C:11 17.32 -9.93 C:12 19.55 -14.43 C:10002 13.76 -7.55 C:1 14.77 -11.68 C:7 18.54 -12.10 C:10 16.10 -10.51 C:5 17.32 -14.20 C:4 16.10 -13.51 C:6 18.54 -13.51 C:9 16.10 -12.10 24 1 -1 27 2 -2 3 20 2 4 21 2 5 22 2 28 6 -2 29 7 -2 8 9 1 8 10 2 9 11 2 10 12 1 11 23 1 12 23 2 13 14 1 13 24 1 14 28 1 15 17 1 15 27 1 16 25 1 16 30 1 17 22 1 18 21 1 25 18 -1 19 20 1 26 19 -1 20 23 1 21 26 1 22 29 1 24 30 1 25 29 1 30 26 -1 27 28 1 27 29 1 28 30 1', '30 34 C 14.34 -10.36 C 17.32 -12.81 O 16.19 -7.49 O 17.32 -8.53 O 20.91 -14.14 O 16.10 -14.91 O 18.54 -14.70 C 11.33 -6.22 C 11.33 -7.62 C 12.48 -5.49 C 12.56 -8.28 C 13.76 -6.15 C 13.95 -12.81 C 14.77 -13.93 C 17.60 -15.57 C 17.32 -11.40 O 18.98 -15.71 O 18.54 -10.51 O 15.03 -9.62 C 15.03 -8.22 C 17.32 -9.93 C 19.55 -14.43 C 13.76 -7.55 C 14.77 -11.68 C 18.54 -12.10 C 16.10 -10.51 C 17.32 -14.20 C 16.10 -13.51 C 18.54 -13.51 C 16.10 -12.10 24 1 -1 27 2 -2 3 20 2 4 21 2 5 22 2 28 6 -2 29 7 -2 8 9 1 8 10 2 9 11 2 10 12 1 11 23 1 12 23 2 13 14 1 13 24 1 14 28 1 15 17 1 15 27 1 16 25 1 16 30 1 17 22 1 18 21 1 25 18 -1 19 20 1 26 19 -1 20 23 1 21 26 1 22 29 1 24 30 1 25 29 1 30 26 -1 27 28 1 27 29 1 28 30 1', '30 34 C:14 14.34 -10.36 C:21 17.32 -12.81 O 16.19 -7.49 O 17.32 -8.53 O 20.91 -14.14 O 16.10 -14.91 O 18.54 -14.70 C:134 11.33 -6.22 C:129 11.33 -7.62 C:129 12.48 -5.49 C:130 12.56 -8.28 C:130 13.76 -6.15 C:30 13.95 -12.81 C:32 14.77 -13.93 C:72 17.60 -15.57 C:27 17.32 -11.40 O 18.98 -15.71 O 18.54 -10.51 O 15.03 -9.62 C:164 15.03 -8.22 C:167 17.32 -9.93 C:178 19.55 -14.43 C 13.76 -7.55 C:38 14.77 -11.68 C:79 18.54 -12.10 C:70 16.10 -10.51 C:47 17.32 -14.20 C:84 16.10 -13.51 C:78 18.54 -13.51 C:51 16.10 -12.10 24 1 -1 27 2 -2 3 20 2 4 21 2 5 22 2 28 6 -2 29 7 -2 8 9 1 8 10 2 9 11 2 10 12 1 11 23 1 12 23 2 13 14 1 13 24 1 14 28 1 15 17 1 15 27 1 16 25 1 16 30 1 17 22 1 18 21 1 25 18 -1 19 20 1 26 19 -1 20 23 1 21 26 1 22 29 1 24 30 1 25 29 1 30 26 -1 27 28 1 27 29 1 28 30 1', 'C22H24O8', 416.231, 'C', 'ph49_1715_1', 2148, '', '', '1', 34, NULL, NULL),
(9298, '14-O-n-Butyrylfloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:14004][CH2:14003][CH2:14002][C:14001](=O)O[CH2:14][C@:5]1([CH3:13])[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]2([C@H:1]([CH3:15])[CH2:2][CH2:3][C@:4]12O)[C@@H:10](O)[C:11](=O)O3', 'CCCC(=O)OC[C@]1(C)[C@@](C)(O)[C@H]3C[C@]2([C@H](C)CC[C@]12O)[C@@H](O)C(=O)O3', '[CH3:14][CH2:18][CH2:36][C:173](=O)O[CH2:65][C@:47]1([CH3:15])[C@@:77]([CH3:22])(O)[C@H:84]3[CH2:27][C@:49]2([C@H:39]([CH3:14])[CH2:29][CH2:33][C@:90]12O)[C@@H:71](O)[C:175](=O)O3', '26 28 C:14004 20.03 -16.45 C:15 11.49 -7.67 C:12 16.78 -11.63 C:13 13.65 -12.73 O 16.03 -15.40 O 14.41 -5.88 O 12.17 -6.94 O 16.78 -10.07 O 13.22 -12.06 C:14003 18.67 -16.08 C:14002 18.31 -14.73 C:2 11.12 -10.07 C:3 11.91 -11.17 C:14 15.20 -12.73 C:8 14.41 -8.68 O 16.59 -12.96 O 15.59 -7.82 C:14001 16.97 -14.37 C:11 14.41 -7.26 C:1 11.91 -8.94 C:10 13.22 -7.82 C:7 15.59 -9.39 C:6 15.59 -10.76 C:5 14.41 -11.43 C:4 13.22 -10.76 C:9 13.22 -9.39 1 10 1 20 2 -1 23 3 -1 24 4 -2 5 18 2 6 19 2 21 7 -1 23 8 -2 25 9 -2 10 11 1 11 18 1 12 13 1 12 20 1 13 25 1 14 16 1 24 14 -1 15 22 1 15 26 1 16 18 1 17 19 1 22 17 -1 19 21 1 20 26 1 26 21 -1 22 23 1 23 24 1 24 25 1 25 26 1', '26 28 C 20.03 -16.45 C 11.49 -7.67 C 16.78 -11.63 C 13.65 -12.73 O 16.03 -15.40 O 14.41 -5.88 O 12.17 -6.94 O 16.78 -10.07 O 13.22 -12.06 C 18.67 -16.08 C 18.31 -14.73 C 11.12 -10.07 C 11.91 -11.17 C 15.20 -12.73 C 14.41 -8.68 O 16.59 -12.96 O 15.59 -7.82 C 16.97 -14.37 C 14.41 -7.26 C 11.91 -8.94 C 13.22 -7.82 C 15.59 -9.39 C 15.59 -10.76 C 14.41 -11.43 C 13.22 -10.76 C 13.22 -9.39 1 10 1 20 2 -1 23 3 -1 24 4 -2 5 18 2 6 19 2 21 7 -1 23 8 -2 25 9 -2 10 11 1 11 18 1 12 13 1 12 20 1 13 25 1 14 16 1 24 14 -1 15 22 1 15 26 1 16 18 1 17 19 1 22 17 -1 19 21 1 20 26 1 26 21 -1 22 23 1 23 24 1 24 25 1 25 26 1', '26 28 C:14 20.03 -16.45 C:14 11.49 -7.67 C:22 16.78 -11.63 C:15 13.65 -12.73 O 16.03 -15.40 O 14.41 -5.88 O 12.17 -6.94 O 16.78 -10.07 O 13.22 -12.06 C:18 18.67 -16.08 C:36 18.31 -14.73 C:29 11.12 -10.07 C:33 11.91 -11.17 C:65 15.20 -12.73 C:27 14.41 -8.68 O 16.59 -12.96 O 15.59 -7.82 C:173 16.97 -14.37 C:175 14.41 -7.26 C:39 11.91 -8.94 C:71 13.22 -7.82 C:84 15.59 -9.39 C:77 15.59 -10.76 C:47 14.41 -11.43 C:90 13.22 -10.76 C:49 13.22 -9.39 1 10 1 20 2 -1 23 3 -1 24 4 -2 5 18 2 6 19 2 21 7 -1 23 8 -2 25 9 -2 10 11 1 11 18 1 12 13 1 12 20 1 13 25 1 14 16 1 24 14 -1 15 22 1 15 26 1 16 18 1 17 19 1 22 17 -1 19 21 1 20 26 1 26 21 -1 22 23 1 23 24 1 24 25 1 25 26 1', 'C19H30O7', 370.199, 'C', 'ph55_883_1', 923, '', '', '1', 34, NULL, NULL),
(9299, '3,4-Dehydrofloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]2[CH2:2][CH:3]=[C:4]1[C@:5]([CH3:13])([CH2:14]O)[C@@:6]([CH3:12])(O)[C@H:7]3[CH2:8][C@:9]12[C@@H:10](O)[C:11](=O)O3', 'C[C@@H]2CC=C1[C@](C)(CO)[C@@](C)(O)[C@H]3C[C@]12[C@@H](O)C(=O)O3', '[CH3:14][C@@H:44]2[CH2:39][CH:135]=[C:141]1[C@:46]([CH3:20])([CH2:64]O)[C@@:74]([CH3:21])(O)[C@H:84]3[CH2:32][C@:49]12[C@@H:72](O)[C:175](=O)O3', '20 22 C:15 13.69 -8.83 C:12 18.99 -12.78 C:13 15.85 -13.87 O 16.60 -7.05 O 16.74 -15.10 O 14.37 -8.11 O 18.99 -11.22 C:3 14.11 -12.32 C:14 17.40 -13.87 C:2 13.32 -11.22 C:8 16.60 -9.84 O 17.79 -8.98 C:11 16.60 -8.43 C:4 15.42 -11.91 C:1 14.11 -10.10 C:10 15.42 -8.98 C:7 17.79 -10.54 C:6 17.79 -11.91 C:5 16.60 -12.58 C:9 15.42 -10.54 15 1 -1 18 2 -1 19 3 -2 4 13 2 5 9 1 16 6 -1 18 7 -2 8 10 1 8 14 2 19 9 -1 10 15 1 11 17 1 11 20 1 12 13 1 17 12 -1 13 16 1 14 19 1 14 20 1 15 20 1 20 16 -1 17 18 1 18 19 1', '20 22 C 13.69 -8.83 C 18.99 -12.78 C 15.85 -13.87 O 16.60 -7.05 O 16.74 -15.10 O 14.37 -8.11 O 18.99 -11.22 C 14.11 -12.32 C 17.40 -13.87 C 13.32 -11.22 C 16.60 -9.84 O 17.79 -8.98 C 16.60 -8.43 C 15.42 -11.91 C 14.11 -10.10 C 15.42 -8.98 C 17.79 -10.54 C 17.79 -11.91 C 16.60 -12.58 C 15.42 -10.54 15 1 -1 18 2 -1 19 3 -2 4 13 2 5 9 1 16 6 -1 18 7 -2 8 10 1 8 14 2 19 9 -1 10 15 1 11 17 1 11 20 1 12 13 1 17 12 -1 13 16 1 14 19 1 14 20 1 15 20 1 20 16 -1 17 18 1 18 19 1', '20 22 C:14 13.69 -8.83 C:21 18.99 -12.78 C:20 15.85 -13.87 O 16.60 -7.05 O 16.74 -15.10 O 14.37 -8.11 O 18.99 -11.22 C:135 14.11 -12.32 C:64 17.40 -13.87 C:39 13.32 -11.22 C:32 16.60 -9.84 O 17.79 -8.98 C:175 16.60 -8.43 C:141 15.42 -11.91 C:44 14.11 -10.10 C:72 15.42 -8.98 C:84 17.79 -10.54 C:74 17.79 -11.91 C:46 16.60 -12.58 C:49 15.42 -10.54 15 1 -1 18 2 -1 19 3 -2 4 13 2 5 9 1 16 6 -1 18 7 -2 8 10 1 8 14 2 19 9 -1 10 15 1 11 17 1 11 20 1 12 13 1 17 12 -1 13 16 1 14 19 1 14 20 1 15 20 1 20 16 -1 17 18 1 18 19 1', 'C15H22O5', 282.158, 'C', 'ph55_883_2', 923, '', '', '1', 34, NULL, NULL),
(9300, '3,6-Dideoxy-10-hydroxypseudoanisatin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]1[CH2:2][CH2:3][C@:4]2(O)[C@@:5]3([CH3:13])[CH2:14]O[C:11](=O)[CH2:10][C@:9]12[CH2:8][C:7](=O)[C@H:6]3[CH3:12]', 'C[C@@H]1CC[C@]2(O)[C@@]3(C)COC(=O)C[C@]12CC(=O)[C@H]3C', '[CH3:14][C@@H:41]1[CH2:30][CH2:34][C@:86]2(O)[C@@:47]3([CH3:19])[CH2:69]O[C:173](=O)[CH2:77][C@:51]12[CH2:46][C:205](=O)[C@H:48]3[CH3:9]', '19 21 C:15 13.19 -9.45 C:12 18.33 -13.27 C:13 16.01 -14.52 O 16.01 -7.74 O 18.33 -10.46 O 14.84 -13.93 C:2 12.84 -11.86 C:3 13.61 -12.94 C:14 16.01 -11.86 C:10 14.84 -9.60 C:8 16.01 -10.53 O 17.13 -9.70 C:11 16.01 -8.95 C:7 17.13 -11.19 C:1 13.61 -10.78 C:6 17.13 -12.53 C:5 16.01 -13.18 C:4 14.84 -12.53 C:9 14.84 -11.19 15 1 -1 16 2 -1 17 3 -2 4 13 2 5 14 2 18 6 -2 7 8 1 7 15 1 8 18 1 9 12 1 9 17 1 10 13 1 19 10 -1 11 14 1 11 19 1 12 13 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 21 C 13.19 -9.45 C 18.33 -13.27 C 16.01 -14.52 O 16.01 -7.74 O 18.33 -10.46 O 14.84 -13.93 C 12.84 -11.86 C 13.61 -12.94 C 16.01 -11.86 C 14.84 -9.60 C 16.01 -10.53 O 17.13 -9.70 C 16.01 -8.95 C 17.13 -11.19 C 13.61 -10.78 C 17.13 -12.53 C 16.01 -13.18 C 14.84 -12.53 C 14.84 -11.19 15 1 -1 16 2 -1 17 3 -2 4 13 2 5 14 2 18 6 -2 7 8 1 7 15 1 8 18 1 9 12 1 9 17 1 10 13 1 19 10 -1 11 14 1 11 19 1 12 13 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 21 C:14 13.19 -9.45 C:9 18.33 -13.27 C:19 16.01 -14.52 O 16.01 -7.74 O 18.33 -10.46 O 14.84 -13.93 C:30 12.84 -11.86 C:34 13.61 -12.94 C:69 16.01 -11.86 C:77 14.84 -9.60 C:46 16.01 -10.53 O 17.13 -9.70 C:173 16.01 -8.95 C:205 17.13 -11.19 C:41 13.61 -10.78 C:48 17.13 -12.53 C:47 16.01 -13.18 C:86 14.84 -12.53 C:51 14.84 -11.19 15 1 -1 16 2 -1 17 3 -2 4 13 2 5 14 2 18 6 -2 7 8 1 7 15 1 8 18 1 9 12 1 9 17 1 10 13 1 19 10 -1 11 14 1 11 19 1 12 13 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', 'C15H22O4', 266.158, 'C', 'ph55_883_3', 923, '', '', '1', 34, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9301, '2-O-n-Butyrylpseudomajucin', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:2004][CH2:2003][CH2:2002][C:2001](=O)O[C@@H:2]4[CH2:3][C:4]12O[C:11](=O)[CH2:10][C@:9]1([CH2:8][C@:7]3(O)O[CH2:14][C@:5]2([CH3:13])[C@@H:6]3[CH3:12])[C@@H:1]4[CH3:15]', 'CCCC(=O)O[C@@H]4CC12OC(=O)C[C@]1(C[C@]3(O)OC[C@]2(C)[C@@H]3C)[C@@H]4C', '[CH3:14][CH2:19][CH2:37][C:175](=O)O[C@@H:79]4[CH2:42][C:102]12O[C:179](=O)[CH2:41][C@:50]1([CH2:55][C@:108]3(O)O[CH2:72][C@:52]2([CH3:14])[C@@H:44]3[CH3:9])[C@@H:54]4[CH3:10]', '25 28 C:2004 10.81 -9.07 C:15 16.71 -9.33 C:12 21.45 -12.72 C:13 18.53 -13.79 O 14.98 -9.06 O 19.32 -7.38 O 21.45 -10.21 C:2003 12.20 -9.07 C:2002 12.89 -10.27 C:14 20.12 -13.79 C:10 18.25 -9.37 C:3 17.10 -12.48 C:8 19.32 -10.24 O 19.52 -11.68 O 14.98 -11.49 O 20.39 -9.46 C:2001 14.28 -10.27 C:11 19.32 -8.77 C:1 17.10 -10.48 C:6 20.39 -12.10 C:2 16.37 -11.49 C:5 19.32 -12.72 C:7 20.39 -10.86 C:9 18.25 -10.86 C:4 18.25 -12.10 1 8 1 19 2 -1 20 3 -1 22 4 -2 5 17 2 6 18 2 23 7 -2 8 9 1 9 17 1 10 14 1 22 10 -1 11 18 1 24 11 -1 12 21 1 12 25 1 13 23 1 13 24 1 14 23 1 15 17 1 21 15 -1 16 18 1 16 25 1 19 21 1 19 24 1 20 22 1 20 23 1 22 25 1 24 25 1', '25 28 C 10.81 -9.07 C 16.71 -9.33 C 21.45 -12.72 C 18.53 -13.79 O 14.98 -9.06 O 19.32 -7.38 O 21.45 -10.21 C 12.20 -9.07 C 12.89 -10.27 C 20.12 -13.79 C 18.25 -9.37 C 17.10 -12.48 C 19.32 -10.24 O 19.52 -11.68 O 14.98 -11.49 O 20.39 -9.46 C 14.28 -10.27 C 19.32 -8.77 C 17.10 -10.48 C 20.39 -12.10 C 16.37 -11.49 C 19.32 -12.72 C 20.39 -10.86 C 18.25 -10.86 C 18.25 -12.10 1 8 1 19 2 -1 20 3 -1 22 4 -2 5 17 2 6 18 2 23 7 -2 8 9 1 9 17 1 10 14 1 22 10 -1 11 18 1 24 11 -1 12 21 1 12 25 1 13 23 1 13 24 1 14 23 1 15 17 1 21 15 -1 16 18 1 16 25 1 19 21 1 19 24 1 20 22 1 20 23 1 22 25 1 24 25 1', '25 28 C:14 10.81 -9.07 C:10 16.71 -9.33 C:9 21.45 -12.72 C:14 18.53 -13.79 O 14.98 -9.06 O 19.32 -7.38 O 21.45 -10.21 C:19 12.20 -9.07 C:37 12.89 -10.27 C:72 20.12 -13.79 C:41 18.25 -9.37 C:42 17.10 -12.48 C:55 19.32 -10.24 O 19.52 -11.68 O 14.98 -11.49 O 20.39 -9.46 C:175 14.28 -10.27 C:179 19.32 -8.77 C:54 17.10 -10.48 C:44 20.39 -12.10 C:79 16.37 -11.49 C:52 19.32 -12.72 C:108 20.39 -10.86 C:50 18.25 -10.86 C:102 18.25 -12.10 1 8 1 19 2 -1 20 3 -1 22 4 -2 5 17 2 6 18 2 23 7 -2 8 9 1 9 17 1 10 14 1 22 10 -1 11 18 1 24 11 -1 12 21 1 12 25 1 13 23 1 13 24 1 14 23 1 15 17 1 21 15 -1 16 18 1 16 25 1 19 21 1 19 24 1 20 22 1 20 23 1 22 25 1 24 25 1', 'C19H28O6', 352.2, 'M', 'ph55_883_4', 923, '', '', '1', 34, NULL, NULL),
(9302, '3b-Benzoyloxy-10-deoxyfloridanolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Prezizaanes', '[CH3:15][C@@H:1]2[CH2:2][C@H:3](O[C:3001](=O)[c:3002]1[cH:3003][cH:3004][cH:3005][cH:3006][cH:3007]1)[C@:4]3(O)[C@:5]([CH3:13])([CH2:14]O)[C@@:6]([CH3:12])(O)[C@H:7]4[CH2:8][C@@:9]23[C@@H:10](O)[C:11](=O)O4', 'C[C@@H]2C[C@H](OC(=O)c1ccccc1)[C@]3(O)[C@](C)(CO)[C@@](C)(O)[C@H]4C[C@@]23[C@@H](O)C(=O)O4', '[CH3:15][C@@H:40]2[CH2:42][C@H:79](O[C:166](=O)[c:131]1[cH:130][cH:130][cH:134][cH:130][cH:130]1)[C@:82]3(O)[C@:50]([CH3:15])([CH2:63]O)[C@@:78]([CH3:24])(O)[C@H:81]4[CH2:29][C@@:46]23[C@@H:36](O)[C:170](=O)O4', '30 33 C:15 14.74 -7.49 C:12 20.03 -11.46 C:13 16.89 -12.60 O 12.42 -11.57 O 17.65 -5.71 O 19.84 -12.79 O 15.41 -6.77 O 20.03 -9.92 O 16.46 -11.89 C:3005 12.07 -16.59 C:3004 11.13 -15.56 C:3006 13.44 -16.30 C:3003 11.56 -14.22 C:3007 13.87 -14.97 C:14 18.44 -12.60 C:2 14.36 -9.92 C:8 17.65 -8.53 O 14.74 -12.30 O 18.83 -7.64 C:3001 13.36 -12.60 C:11 17.65 -7.09 C:3002 12.93 -13.93 C:1 15.16 -8.79 C:10 16.46 -7.64 C:7 18.83 -9.24 C:3 15.16 -11.01 C:6 18.83 -10.61 C:5 17.65 -11.26 C:4 16.46 -10.61 C:9 16.46 -9.24 23 1 -1 27 2 -1 28 3 -2 4 20 2 5 21 2 6 15 1 24 7 -1 27 8 -2 29 9 -2 10 11 2 10 12 1 11 13 1 12 14 2 13 22 2 14 22 1 28 15 -1 16 23 1 16 26 1 17 25 1 17 30 1 18 20 1 26 18 -1 19 21 1 25 19 -1 20 22 1 21 24 1 23 30 1 30 24 -1 25 27 1 26 29 1 27 28 1 28 29 1 29 30 1', '30 33 C 14.74 -7.49 C 20.03 -11.46 C 16.89 -12.60 O 12.42 -11.57 O 17.65 -5.71 O 19.84 -12.79 O 15.41 -6.77 O 20.03 -9.92 O 16.46 -11.89 C 12.07 -16.59 C 11.13 -15.56 C 13.44 -16.30 C 11.56 -14.22 C 13.87 -14.97 C 18.44 -12.60 C 14.36 -9.92 C 17.65 -8.53 O 14.74 -12.30 O 18.83 -7.64 C 13.36 -12.60 C 17.65 -7.09 C 12.93 -13.93 C 15.16 -8.79 C 16.46 -7.64 C 18.83 -9.24 C 15.16 -11.01 C 18.83 -10.61 C 17.65 -11.26 C 16.46 -10.61 C 16.46 -9.24 23 1 -1 27 2 -1 28 3 -2 4 20 2 5 21 2 6 15 1 24 7 -1 27 8 -2 29 9 -2 10 11 2 10 12 1 11 13 1 12 14 2 13 22 2 14 22 1 28 15 -1 16 23 1 16 26 1 17 25 1 17 30 1 18 20 1 26 18 -1 19 21 1 25 19 -1 20 22 1 21 24 1 23 30 1 30 24 -1 25 27 1 26 29 1 27 28 1 28 29 1 29 30 1', '30 33 C:15 14.74 -7.49 C:24 20.03 -11.46 C:15 16.89 -12.60 O 12.42 -11.57 O 17.65 -5.71 O 19.84 -12.79 O 15.41 -6.77 O 20.03 -9.92 O 16.46 -11.89 C:134 12.07 -16.59 C:130 11.13 -15.56 C:130 13.44 -16.30 C:130 11.56 -14.22 C:130 13.87 -14.97 C:63 18.44 -12.60 C:42 14.36 -9.92 C:29 17.65 -8.53 O 14.74 -12.30 O 18.83 -7.64 C:166 13.36 -12.60 C:170 17.65 -7.09 C:131 12.93 -13.93 C:40 15.16 -8.79 C:36 16.46 -7.64 C:81 18.83 -9.24 C:79 15.16 -11.01 C:78 18.83 -10.61 C:50 17.65 -11.26 C:82 16.46 -10.61 C:46 16.46 -9.24 23 1 -1 27 2 -1 28 3 -2 4 20 2 5 21 2 6 15 1 24 7 -1 27 8 -2 29 9 -2 10 11 2 10 12 1 11 13 1 12 14 2 13 22 2 14 22 1 28 15 -1 16 23 1 16 26 1 17 25 1 17 30 1 18 20 1 26 18 -1 19 21 1 25 19 -1 20 22 1 21 24 1 23 30 1 30 24 -1 25 27 1 26 29 1 27 28 1 28 29 1 29 30 1', 'C22H28O8', 420.231, 'A', 'pm07_484_1', 2238, '', '', '1', 34, NULL, NULL),
(9303, '', '(7R,8S)-9-O-b-D-xylopyranosyl-9''-O-a-L-rhamnopyranosyl-(1-->6)-b-D-glucopyranosyldihydrodehydrodiconiferyl alcohol', 'Lignans', 'Neolignans', 'Benzofurans', '[CH3:103001]O[c:103]6[cH:102][c:101]([C@@H:107]4O[c:4]3[c:3](O[CH3:3001])[cH:2][c:1]([CH2:7][CH2:8][CH2:9]O[C@@H:201]2O[C@H:205]([CH2:206]O[C@@H:301]1O[C@@H:305]([CH3:306])[C@H:304](O)[C@@H:303](O)[C@H:302]1O)[C@@H:204](O)[C@H:203](O)[C@H:202]2O)[cH:6][c:5]3[C@H:108]4[CH2:109]O[C@@H:401]5O[CH2:405][C@@H:404](O)[C@H:403](O)[C@H:402]5O)[cH:106][cH:105][c:104]6O', 'COc6cc([C@@H]4Oc3c(OC)cc(CCCO[C@@H]2O[C@H](CO[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)[C@@H](O)[C@H](O)[C@H]2O)cc3[C@H]4CO[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)ccc6O', '[CH3:57]O[c:145]6[cH:114][c:137]([C@@H:33]4O[c:147]3[c:149](O[CH3:56])[cH:111][c:135]([CH2:89][CH2:53][CH2:72]O[C@@H:105]2O[C@H:78]([CH2:68]O[C@@H:102]1O[C@@H:70]([CH3:18])[C@H:75](O)[C@@H:72](O)[C@H:72]1O)[C@@H:71](O)[C@H:78](O)[C@H:75]2O)[cH:120][c:116]3[C@H:33]4[CH2:70]O[C@@H:105]5O[CH2:67][C@@H:70](O)[C@H:77](O)[C@H:74]5O)[cH:118][cH:130][c:147]6O', '56 61 C:103001 12.14 -15.87 C:3001 16.98 -12.96 C:306 17.71 -14.19 O 8.49 -13.69 O 6.89 -5.41 O 9.58 -4.53 O 19.11 -16.60 O 21.91 -16.59 O 25.38 -8.09 O 23.99 -10.53 O 11.66 -6.43 O 23.31 -14.17 O 23.98 -5.67 C:105 9.71 -11.67 C:106 10.92 -11.00 C:2 17.67 -9.32 C:6 15.56 -8.12 C:102 12.14 -13.07 C:8 19.06 -6.90 C:9 19.77 -5.69 C:7 17.67 -6.90 C:405 7.66 -7.72 C:206 21.20 -10.53 C:109 12.43 -8.65 O 10.92 -15.17 O 17.67 -11.73 O 21.20 -5.69 O 8.70 -8.65 O 21.90 -11.75 O 11.09 -9.13 O 14.61 -11.57 O 19.81 -12.96 O 21.20 -8.12 C:1 16.98 -8.12 C:104 9.71 -12.99 C:101 12.14 -11.67 C:103 10.92 -13.76 C:3 16.96 -10.53 C:5 14.86 -9.32 C:4 15.56 -10.53 C:404 7.94 -6.34 C:305 19.11 -14.18 C:403 9.28 -5.90 C:304 19.81 -15.39 C:303 21.21 -15.38 C:203 23.98 -8.10 C:204 23.29 -9.32 C:402 10.32 -6.84 C:302 21.91 -14.17 C:202 23.29 -6.89 C:205 21.90 -9.33 C:108 13.47 -9.61 C:401 10.03 -8.19 C:201 21.90 -6.90 C:301 21.21 -12.96 C:107 13.33 -11.00 1 25 1 2 26 1 42 3 -2 4 35 1 41 5 -1 43 6 -2 44 7 -1 45 8 -2 46 9 -1 47 10 -2 48 11 -1 49 12 -2 50 13 -2 14 15 1 14 35 2 15 36 2 16 34 1 16 38 2 17 34 2 17 39 1 18 36 1 18 37 2 19 20 1 19 21 1 20 27 1 21 34 1 22 28 1 22 41 1 23 29 1 51 23 -1 24 30 1 52 24 -2 25 37 1 26 38 1 54 27 -1 28 53 1 55 29 -1 53 30 -2 31 40 1 31 56 1 32 42 1 32 55 1 33 51 1 33 54 1 35 37 1 56 36 -1 38 40 1 39 40 2 39 52 1 41 43 1 42 44 1 43 48 1 44 45 1 45 49 1 46 47 1 46 50 1 47 51 1 48 53 1 49 55 1 50 54 1 52 56 1', '56 61 C 12.14 -15.87 C 16.98 -12.96 C 17.71 -14.19 O 8.49 -13.69 O 6.89 -5.41 O 9.58 -4.53 O 19.11 -16.60 O 21.91 -16.59 O 25.38 -8.09 O 23.99 -10.53 O 11.66 -6.43 O 23.31 -14.17 O 23.98 -5.67 C 9.71 -11.67 C 10.92 -11.00 C 17.67 -9.32 C 15.56 -8.12 C 12.14 -13.07 C 19.06 -6.90 C 19.77 -5.69 C 17.67 -6.90 C 7.66 -7.72 C 21.20 -10.53 C 12.43 -8.65 O 10.92 -15.17 O 17.67 -11.73 O 21.20 -5.69 O 8.70 -8.65 O 21.90 -11.75 O 11.09 -9.13 O 14.61 -11.57 O 19.81 -12.96 O 21.20 -8.12 C 16.98 -8.12 C 9.71 -12.99 C 12.14 -11.67 C 10.92 -13.76 C 16.96 -10.53 C 14.86 -9.32 C 15.56 -10.53 C 7.94 -6.34 C 19.11 -14.18 C 9.28 -5.90 C 19.81 -15.39 C 21.21 -15.38 C 23.98 -8.10 C 23.29 -9.32 C 10.32 -6.84 C 21.91 -14.17 C 23.29 -6.89 C 21.90 -9.33 C 13.47 -9.61 C 10.03 -8.19 C 21.90 -6.90 C 21.21 -12.96 C 13.33 -11.00 1 25 1 2 26 1 42 3 -2 4 35 1 41 5 -1 43 6 -2 44 7 -1 45 8 -2 46 9 -1 47 10 -2 48 11 -1 49 12 -2 50 13 -2 14 15 1 14 35 2 15 36 2 16 34 1 16 38 2 17 34 2 17 39 1 18 36 1 18 37 2 19 20 1 19 21 1 20 27 1 21 34 1 22 28 1 22 41 1 23 29 1 51 23 -1 24 30 1 52 24 -2 25 37 1 26 38 1 54 27 -1 28 53 1 55 29 -1 53 30 -2 31 40 1 31 56 1 32 42 1 32 55 1 33 51 1 33 54 1 35 37 1 56 36 -1 38 40 1 39 40 2 39 52 1 41 43 1 42 44 1 43 48 1 44 45 1 45 49 1 46 47 1 46 50 1 47 51 1 48 53 1 49 55 1 50 54 1 52 56 1', '56 61 C:57 12.14 -15.87 C:56 16.98 -12.96 C:18 17.71 -14.19 O 8.49 -13.69 O 6.89 -5.41 O 9.58 -4.53 O 19.11 -16.60 O 21.91 -16.59 O 25.38 -8.09 O 23.99 -10.53 O 11.66 -6.43 O 23.31 -14.17 O 23.98 -5.67 C:130 9.71 -11.67 C:118 10.92 -11.00 C:111 17.67 -9.32 C:120 15.56 -8.12 C:114 12.14 -13.07 C:53 19.06 -6.90 C:72 19.77 -5.69 C:89 17.67 -6.90 C:67 7.66 -7.72 C:68 21.20 -10.53 C:70 12.43 -8.65 O 10.92 -15.17 O 17.67 -11.73 O 21.20 -5.69 O 8.70 -8.65 O 21.90 -11.75 O 11.09 -9.13 O 14.61 -11.57 O 19.81 -12.96 O 21.20 -8.12 C:135 16.98 -8.12 C:147 9.71 -12.99 C:137 12.14 -11.67 C:145 10.92 -13.76 C:149 16.96 -10.53 C:116 14.86 -9.32 C:147 15.56 -10.53 C:70 7.94 -6.34 C:70 19.11 -14.18 C:77 9.28 -5.90 C:75 19.81 -15.39 C:72 21.21 -15.38 C:78 23.98 -8.10 C:71 23.29 -9.32 C:74 10.32 -6.84 C:72 21.91 -14.17 C:75 23.29 -6.89 C:78 21.90 -9.33 C:33 13.47 -9.61 C:105 10.03 -8.19 C:105 21.90 -6.90 C:102 21.21 -12.96 C:33 13.33 -11.00 1 25 1 2 26 1 42 3 -2 4 35 1 41 5 -1 43 6 -2 44 7 -1 45 8 -2 46 9 -1 47 10 -2 48 11 -1 49 12 -2 50 13 -2 14 15 1 14 35 2 15 36 2 16 34 1 16 38 2 17 34 2 17 39 1 18 36 1 18 37 2 19 20 1 19 21 1 20 27 1 21 34 1 22 28 1 22 41 1 23 29 1 51 23 -1 24 30 1 52 24 -2 25 37 1 26 38 1 54 27 -1 28 53 1 55 29 -1 53 30 -2 31 40 1 31 56 1 32 42 1 32 55 1 33 51 1 33 54 1 35 37 1 56 36 -1 38 40 1 39 40 2 39 52 1 41 43 1 42 44 1 43 48 1 44 45 1 45 49 1 46 47 1 46 50 1 47 51 1 48 53 1 49 55 1 50 54 1 52 56 1', 'C37H52O19', 800.385, 'M', 'pm07_484_2', 2238, '', '', '1', 34, NULL, NULL),
(9304, '', '(7S,8R)-1-[4-O-(b-D-glucopyranosyl)-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]-1,3-propanediol', 'Lignans', 'Neolignans', 'Benzofurans', '[CH3:103001]O[c:103]2[cH:102][c:101]([C@H:107](O)[C@@H:108]([CH2:109]O)O[c:4]1[c:5](O[CH3:5001])[cH:6][c:1]([CH2:7][CH2:8][CH2:9]O)[cH:2][c:3]1O[CH3:3001])[cH:106][cH:105][c:104]2O[C@@H:201]3O[C@H:205]([CH2:206]O)[C@@H:204](O)[C@H:203](O)[C@H:202]3O', 'COc2cc([C@H](O)[C@@H](CO)Oc1c(OC)cc(CCCO)cc1OC)ccc2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O', '[CH3:57]O[c:150]2[cH:112][c:137]([C@H:74](O)[C@@H:87]([CH2:61]O)O[c:135]1[c:154](O[CH3:56])[cH:107][c:140]([CH2:33][CH2:35][CH2:63]O)[cH:107][c:154]1O[CH3:56])[cH:121][cH:118][c:147]2O[C@@H:103]3O[C@H:78]([CH2:62]O)[C@@H:71](O)[C@H:78](O)[C@H:75]3O', '40 42 C:103001 13.25 -15.97 C:5001 16.80 -7.57 C:3001 21.04 -12.44 O 25.25 -5.18 O 15.41 -9.95 O 10.52 -6.25 O 17.49 -13.62 O 7.04 -9.82 O 8.40 -7.43 O 8.40 -12.28 C:106 14.69 -11.16 C:105 13.25 -11.14 C:6 19.62 -7.60 C:2 21.73 -8.80 C:102 14.69 -13.58 C:9 23.83 -5.18 C:8 23.12 -6.38 C:109 16.80 -9.98 C:206 11.21 -7.47 C:7 21.73 -6.38 O 12.57 -14.76 O 17.49 -8.79 O 21.73 -11.21 O 11.21 -12.32 O 18.91 -11.21 O 11.21 -9.90 C:1 21.04 -7.60 C:101 15.41 -12.38 C:104 12.57 -12.34 C:103 13.25 -13.56 C:5 18.91 -8.80 C:3 21.04 -10.01 C:4 19.62 -10.01 C:107 16.80 -12.40 C:203 8.40 -9.85 C:204 9.12 -8.65 C:202 9.12 -11.08 C:108 17.49 -11.20 C:205 10.52 -8.67 C:201 10.52 -11.10 1 21 1 2 22 1 3 23 1 4 16 1 5 18 1 6 19 1 34 7 -1 35 8 -1 36 9 -2 37 10 -2 11 12 1 11 28 2 12 29 2 13 27 2 13 31 1 14 27 1 14 32 2 15 28 1 15 30 2 16 17 1 17 20 1 38 18 -1 39 19 -1 20 27 1 21 30 1 22 31 1 23 32 1 24 29 1 40 24 -1 25 33 1 25 38 1 26 39 1 26 40 1 28 34 1 29 30 1 31 33 2 32 33 1 34 38 1 35 36 1 35 37 1 36 39 1 37 40 1', '40 42 C 13.25 -15.97 C 16.80 -7.57 C 21.04 -12.44 O 25.25 -5.18 O 15.41 -9.95 O 10.52 -6.25 O 17.49 -13.62 O 7.04 -9.82 O 8.40 -7.43 O 8.40 -12.28 C 14.69 -11.16 C 13.25 -11.14 C 19.62 -7.60 C 21.73 -8.80 C 14.69 -13.58 C 23.83 -5.18 C 23.12 -6.38 C 16.80 -9.98 C 11.21 -7.47 C 21.73 -6.38 O 12.57 -14.76 O 17.49 -8.79 O 21.73 -11.21 O 11.21 -12.32 O 18.91 -11.21 O 11.21 -9.90 C 21.04 -7.60 C 15.41 -12.38 C 12.57 -12.34 C 13.25 -13.56 C 18.91 -8.80 C 21.04 -10.01 C 19.62 -10.01 C 16.80 -12.40 C 8.40 -9.85 C 9.12 -8.65 C 9.12 -11.08 C 17.49 -11.20 C 10.52 -8.67 C 10.52 -11.10 1 21 1 2 22 1 3 23 1 4 16 1 5 18 1 6 19 1 34 7 -1 35 8 -1 36 9 -2 37 10 -2 11 12 1 11 28 2 12 29 2 13 27 2 13 31 1 14 27 1 14 32 2 15 28 1 15 30 2 16 17 1 17 20 1 38 18 -1 39 19 -1 20 27 1 21 30 1 22 31 1 23 32 1 24 29 1 40 24 -1 25 33 1 25 38 1 26 39 1 26 40 1 28 34 1 29 30 1 31 33 2 32 33 1 34 38 1 35 36 1 35 37 1 36 39 1 37 40 1', '40 42 C:57 13.25 -15.97 C:56 16.80 -7.57 C:56 21.04 -12.44 O 25.25 -5.18 O 15.41 -9.95 O 10.52 -6.25 O 17.49 -13.62 O 7.04 -9.82 O 8.40 -7.43 O 8.40 -12.28 C:121 14.69 -11.16 C:118 13.25 -11.14 C:107 19.62 -7.60 C:107 21.73 -8.80 C:112 14.69 -13.58 C:63 23.83 -5.18 C:35 23.12 -6.38 C:61 16.80 -9.98 C:62 11.21 -7.47 C:33 21.73 -6.38 O 12.57 -14.76 O 17.49 -8.79 O 21.73 -11.21 O 11.21 -12.32 O 18.91 -11.21 O 11.21 -9.90 C:140 21.04 -7.60 C:137 15.41 -12.38 C:147 12.57 -12.34 C:150 13.25 -13.56 C:154 18.91 -8.80 C:154 21.04 -10.01 C:135 19.62 -10.01 C:74 16.80 -12.40 C:78 8.40 -9.85 C:71 9.12 -8.65 C:75 9.12 -11.08 C:87 17.49 -11.20 C:78 10.52 -8.67 C:103 10.52 -11.10 1 21 1 2 22 1 3 23 1 4 16 1 5 18 1 6 19 1 34 7 -1 35 8 -1 36 9 -2 37 10 -2 11 12 1 11 28 2 12 29 2 13 27 2 13 31 1 14 27 1 14 32 2 15 28 1 15 30 2 16 17 1 17 20 1 38 18 -1 39 19 -1 20 27 1 21 30 1 22 31 1 23 32 1 24 29 1 40 24 -1 25 33 1 25 38 1 26 39 1 26 40 1 28 34 1 29 30 1 31 33 2 32 33 1 34 38 1 35 36 1 35 37 1 36 39 1 37 40 1', 'C27H38O13', 570.281, 'M', 'pm07_484_4', 2238, '', '', '1', 34, NULL, NULL),
(9305, '', '18-Dihydroxy-9,13-epi-ent-pimara-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O)[CH2:3][CH2:2][CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@@](C)(C=C)CC1=CC[C@]3([H])[C@@](C)(CO)CCC[C@@]23C', '[H][C@:53]12[CH2:25][CH2:39][C@@:39]([CH3:30])([CH:146]=[CH2:111])[CH2:50][C:137]1=[CH:119][CH2:24][C@:37]3([H])[C@@:37]([CH3:18])([CH2:73]O)[CH2:37][CH2:18][CH2:36][C@@:35]23[CH3:23]', '23 25 H 15.01 -10.82 H 13.75 -12.95 C:16 19.90 -7.74 C:17 18.33 -7.22 C:19 11.45 -13.69 C:20 13.75 -9.11 O 13.06 -15.10 C:15 18.89 -8.75 C:7 16.26 -12.01 C:18 13.47 -13.77 C:2 11.25 -10.58 C:6 15.01 -12.73 C:3 11.25 -12.01 C:1 12.49 -9.84 C:11 15.01 -8.39 C:12 16.26 -7.68 C:14 17.49 -9.84 C:8 16.26 -10.58 C:9 15.01 -9.84 C:13 17.49 -8.39 C:5 13.75 -12.01 C:4 12.49 -12.73 C:10 13.75 -10.58 19 1 -2 21 2 -1 3 8 2 20 4 -2 22 5 -2 23 6 -2 7 10 1 20 8 -1 9 12 1 9 18 2 22 10 -1 11 13 1 11 14 1 12 21 1 13 22 1 14 23 1 15 16 1 15 19 1 16 20 1 17 18 1 17 20 1 18 19 1 19 23 1 21 22 1 21 23 1', '23 25 H 15.01 -10.82 H 13.75 -12.95 C 19.90 -7.74 C 18.33 -7.22 C 11.45 -13.69 C 13.75 -9.11 O 13.06 -15.10 C 18.89 -8.75 C 16.26 -12.01 C 13.47 -13.77 C 11.25 -10.58 C 15.01 -12.73 C 11.25 -12.01 C 12.49 -9.84 C 15.01 -8.39 C 16.26 -7.68 C 17.49 -9.84 C 16.26 -10.58 C 15.01 -9.84 C 17.49 -8.39 C 13.75 -12.01 C 12.49 -12.73 C 13.75 -10.58 19 1 -2 21 2 -1 3 8 2 20 4 -2 22 5 -2 23 6 -2 7 10 1 20 8 -1 9 12 1 9 18 2 22 10 -1 11 13 1 11 14 1 12 21 1 13 22 1 14 23 1 15 16 1 15 19 1 16 20 1 17 18 1 17 20 1 18 19 1 19 23 1 21 22 1 21 23 1', '23 25 H 15.01 -10.82 H 13.75 -12.95 C:111 19.90 -7.74 C:30 18.33 -7.22 C:18 11.45 -13.69 C:23 13.75 -9.11 O 13.06 -15.10 C:146 18.89 -8.75 C:119 16.26 -12.01 C:73 13.47 -13.77 C:18 11.25 -10.58 C:24 15.01 -12.73 C:37 11.25 -12.01 C:36 12.49 -9.84 C:25 15.01 -8.39 C:39 16.26 -7.68 C:50 17.49 -9.84 C:137 16.26 -10.58 C:53 15.01 -9.84 C:39 17.49 -8.39 C:37 13.75 -12.01 C:37 12.49 -12.73 C:35 13.75 -10.58 19 1 -2 21 2 -1 3 8 2 20 4 -2 22 5 -2 23 6 -2 7 10 1 20 8 -1 9 12 1 9 18 2 22 10 -1 11 13 1 11 14 1 12 21 1 13 22 1 14 23 1 15 16 1 15 19 1 16 20 1 17 18 1 17 20 1 18 19 1 19 23 1 21 22 1 21 23 1', 'C20H32O', 288.229, 'C', 'np03_392_3', 648, '', '', '1', 4, NULL, NULL),
(9306, '', '18-Hydroxy-7a,8a-epoxy-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]34[CH2:6][C@H:7]1O[C@:8]12[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]2([H])[C@:10]3([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]4([CH3:19])[CH2:18]O', '[H][C@]34C[C@H]1O[C@]12C[C@](C)(C=C)CC[C@]2([H])[C@]3(C)CCC[C@]4(C)CO', '[H][C@:35]34[CH2:23][C@H:61]1O[C@:61]12[CH2:48][C@:38]([CH3:30])([CH:145]=[CH2:112])[CH2:37][CH2:22][C@:49]2([H])[C@:36]3([CH3:25])[CH2:37][CH2:18][CH2:36][C@:38]4([CH3:18])[CH2:72]O', '24 27 H 13.74 -12.94 H 15.00 -10.81 C:16 19.89 -7.74 C:17 18.32 -7.22 C:19 11.44 -13.68 C:20 13.74 -9.10 O 13.05 -15.09 C:15 18.88 -8.74 C:18 13.46 -13.76 C:2 11.24 -10.57 C:12 16.25 -7.68 C:3 11.24 -12.00 C:11 15.00 -8.38 C:1 12.48 -9.83 C:6 15.00 -12.72 C:14 17.46 -9.83 O 17.46 -11.29 C:7 16.25 -12.00 C:13 17.46 -8.38 C:5 13.74 -12.00 C:9 15.00 -9.83 C:4 12.48 -12.72 C:10 13.74 -10.57 C:8 16.25 -10.57 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', '24 27 H 13.74 -12.94 H 15.00 -10.81 C 19.89 -7.74 C 18.32 -7.22 C 11.44 -13.68 C 13.74 -9.10 O 13.05 -15.09 C 18.88 -8.74 C 13.46 -13.76 C 11.24 -10.57 C 16.25 -7.68 C 11.24 -12.00 C 15.00 -8.38 C 12.48 -9.83 C 15.00 -12.72 C 17.46 -9.83 O 17.46 -11.29 C 16.25 -12.00 C 17.46 -8.38 C 13.74 -12.00 C 15.00 -9.83 C 12.48 -12.72 C 13.74 -10.57 C 16.25 -10.57 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', '24 27 H 13.74 -12.94 H 15.00 -10.81 C:112 19.89 -7.74 C:30 18.32 -7.22 C:18 11.44 -13.68 C:25 13.74 -9.10 O 13.05 -15.09 C:145 18.88 -8.74 C:72 13.46 -13.76 C:18 11.24 -10.57 C:37 16.25 -7.68 C:36 11.24 -12.00 C:22 15.00 -8.38 C:37 12.48 -9.83 C:23 15.00 -12.72 C:48 17.46 -9.83 O 17.46 -11.29 C:61 16.25 -12.00 C:38 17.46 -8.38 C:35 13.74 -12.00 C:49 15.00 -9.83 C:38 12.48 -12.72 C:36 13.74 -10.57 C:61 16.25 -10.57 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', 'C20H32O2', 304.229, 'C', 'np03_392_4', 648, '', '', '1', 4, NULL, NULL),
(9307, '', '18-Hydroxy-7a,8a-epoxy-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]13[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C@:8]12O[C@@H:7]2[CH2:6][C@:5]4([H])[C@@:4]([CH3:19])([CH2:18]O[C:18001]([CH3:18002])=O)[CH2:3][CH2:2][CH2:1][C@@:10]34[CH3:20]', '[H][C@]13CC[C@@](C)(C=C)C[C@]12O[C@@H]2C[C@]4([H])[C@@](C)(COC(C)=O)CCC[C@@]34C', '[H][C@:49]13[CH2:23][CH2:37][C@@:39]([CH3:30])([CH:145]=[CH2:112])[CH2:48][C@:61]12O[C@@H:61]2[CH2:23][C@:36]4([H])[C@@:36]([CH3:18])([CH2:73]O[C:9999]([CH3:9999])=O)[CH2:37][CH2:18][CH2:37][C@@:36]34[CH3:24]', '27 30 H 15.58 -9.09 H 14.32 -11.23 C:16 20.48 -6.01 C:18002 14.17 -15.71 C:17 18.91 -5.49 C:19 12.02 -11.96 C:20 14.32 -7.38 O 15.94 -14.06 C:15 19.46 -7.02 C:2 11.82 -8.85 C:12 16.83 -5.95 C:3 11.82 -10.28 C:11 15.58 -6.66 C:1 13.06 -8.12 C:18 14.04 -12.05 C:6 15.58 -11.00 C:14 18.04 -8.12 O 13.63 -13.37 O 18.04 -9.57 C:18001 14.58 -14.38 C:7 16.83 -10.28 C:13 18.04 -6.66 C:9 15.58 -8.12 C:5 14.32 -10.28 C:4 13.06 -11.00 C:10 14.32 -8.85 C:8 16.83 -8.85 23 1 -2 24 2 -1 3 9 2 4 20 1 22 5 -2 25 6 -2 26 7 -2 8 20 2 22 9 -1 10 12 1 10 14 1 11 13 1 11 22 1 12 25 1 13 23 1 14 26 1 15 18 1 25 15 -1 16 21 1 16 24 1 17 22 1 17 27 1 18 20 1 21 19 -2 27 19 -2 21 27 1 23 26 1 23 27 1 24 25 1 24 26 1', '27 30 H 15.58 -9.09 H 14.32 -11.23 C 20.48 -6.01 C 14.17 -15.71 C 18.91 -5.49 C 12.02 -11.96 C 14.32 -7.38 O 15.94 -14.06 C 19.46 -7.02 C 11.82 -8.85 C 16.83 -5.95 C 11.82 -10.28 C 15.58 -6.66 C 13.06 -8.12 C 14.04 -12.05 C 15.58 -11.00 C 18.04 -8.12 O 13.63 -13.37 O 18.04 -9.57 C 14.58 -14.38 C 16.83 -10.28 C 18.04 -6.66 C 15.58 -8.12 C 14.32 -10.28 C 13.06 -11.00 C 14.32 -8.85 C 16.83 -8.85 23 1 -2 24 2 -1 3 9 2 4 20 1 22 5 -2 25 6 -2 26 7 -2 8 20 2 22 9 -1 10 12 1 10 14 1 11 13 1 11 22 1 12 25 1 13 23 1 14 26 1 15 18 1 25 15 -1 16 21 1 16 24 1 17 22 1 17 27 1 18 20 1 21 19 -2 27 19 -2 21 27 1 23 26 1 23 27 1 24 25 1 24 26 1', '27 30 H 15.58 -9.09 H 14.32 -11.23 C:112 20.48 -6.01 C 14.17 -15.71 C:30 18.91 -5.49 C:18 12.02 -11.96 C:24 14.32 -7.38 O 15.94 -14.06 C:145 19.46 -7.02 C:18 11.82 -8.85 C:37 16.83 -5.95 C:37 11.82 -10.28 C:23 15.58 -6.66 C:37 13.06 -8.12 C:73 14.04 -12.05 C:23 15.58 -11.00 C:48 18.04 -8.12 O 13.63 -13.37 O 18.04 -9.57 C 14.58 -14.38 C:61 16.83 -10.28 C:39 18.04 -6.66 C:49 15.58 -8.12 C:36 14.32 -10.28 C:36 13.06 -11.00 C:36 14.32 -8.85 C:61 16.83 -8.85 23 1 -2 24 2 -1 3 9 2 4 20 1 22 5 -2 25 6 -2 26 7 -2 8 20 2 22 9 -1 10 12 1 10 14 1 11 13 1 11 22 1 12 25 1 13 23 1 14 26 1 15 18 1 25 15 -1 16 21 1 16 24 1 17 22 1 17 27 1 18 20 1 21 19 -2 27 19 -2 21 27 1 23 26 1 23 27 1 24 25 1 24 26 1', 'C22H34O3', 346.249, 'C', 'np03_392_4a', 648, '', '', '1', 4, NULL, NULL),
(9308, '', '18-Hydroxy-7b,8b-epoxy-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]34[CH2:6][C@@H:7]1O[C@@:8]12[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]2([H])[C@:10]3([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]4([CH3:19])[CH2:18]O', '[H][C@]34C[C@@H]1O[C@@]12C[C@](C)(C=C)CC[C@]2([H])[C@]3(C)CCC[C@]4(C)CO', '[H][C@:33]34[CH2:23][C@@H:59]1O[C@@:62]12[CH2:49][C@:39]([CH3:31])([CH:148]=[CH2:109])[CH2:35][CH2:22][C@:51]2([H])[C@:37]3([CH3:26])[CH2:39][CH2:18][CH2:37][C@:34]4([CH3:19])[CH2:72]O', '24 27 H 13.75 -12.96 H 15.01 -10.82 C:16 19.90 -7.74 C:17 18.33 -7.22 C:19 11.45 -13.69 C:20 13.75 -9.11 O 13.06 -15.10 C:15 18.89 -8.75 C:18 13.47 -13.78 C:2 11.25 -10.58 C:12 16.26 -7.68 C:3 11.25 -12.01 C:11 15.01 -8.39 C:1 12.49 -9.84 C:6 15.01 -12.73 C:14 17.47 -9.84 O 17.47 -11.30 C:7 16.26 -12.01 C:13 17.47 -8.39 C:5 13.75 -12.01 C:9 15.01 -9.84 C:4 12.49 -12.73 C:10 13.75 -10.58 C:8 16.26 -10.58 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -1 24 17 -1 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', '24 27 H 13.75 -12.96 H 15.01 -10.82 C 19.90 -7.74 C 18.33 -7.22 C 11.45 -13.69 C 13.75 -9.11 O 13.06 -15.10 C 18.89 -8.75 C 13.47 -13.78 C 11.25 -10.58 C 16.26 -7.68 C 11.25 -12.01 C 15.01 -8.39 C 12.49 -9.84 C 15.01 -12.73 C 17.47 -9.84 O 17.47 -11.30 C 16.26 -12.01 C 17.47 -8.39 C 13.75 -12.01 C 15.01 -9.84 C 12.49 -12.73 C 13.75 -10.58 C 16.26 -10.58 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -1 24 17 -1 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', '24 27 H 13.75 -12.96 H 15.01 -10.82 C:109 19.90 -7.74 C:31 18.33 -7.22 C:19 11.45 -13.69 C:26 13.75 -9.11 O 13.06 -15.10 C:148 18.89 -8.75 C:72 13.47 -13.78 C:18 11.25 -10.58 C:35 16.26 -7.68 C:37 11.25 -12.01 C:22 15.01 -8.39 C:39 12.49 -9.84 C:23 15.01 -12.73 C:49 17.47 -9.84 O 17.47 -11.30 C:59 16.26 -12.01 C:39 17.47 -8.39 C:33 13.75 -12.01 C:51 15.01 -9.84 C:34 12.49 -12.73 C:37 13.75 -10.58 C:62 16.26 -10.58 20 1 -1 21 2 -2 3 8 2 19 4 -2 22 5 -2 23 6 -2 7 9 1 19 8 -1 22 9 -1 10 12 1 10 14 1 11 13 1 11 19 1 12 22 1 13 21 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -1 24 17 -1 18 24 1 20 22 1 20 23 1 21 23 1 21 24 1', 'C20H32O2', 304.229, 'C', 'np03_392_5', 648, '', '', '1', 4, NULL, NULL),
(9309, '', '9a,18-Dihydroxy-7a,8a-epoxy-13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]34[CH2:6][C@H:7]1O[C@:8]12[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]2(O)[C@:10]3([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]4([CH3:19])[CH2:18]O', '[H][C@]34C[C@H]1O[C@]12C[C@](C)(C=C)CC[C@]2(O)[C@]3(C)CCC[C@]4(C)CO', '[H][C@:38]34[CH2:22][C@H:64]1O[C@:63]12[CH2:44][C@:38]([CH3:30])([CH:145]=[CH2:113])[CH2:33][CH2:29][C@:75]2(O)[C@:41]3([CH3:16])[CH2:33][CH2:17][CH2:36][C@:38]4([CH3:18])[CH2:72]O', '24 27 H 13.78 -12.92 C:16 19.86 -7.77 C:17 18.31 -7.25 C:19 11.50 -13.65 C:20 13.78 -9.12 O 13.09 -15.05 O 15.02 -11.22 C:15 18.86 -8.76 C:18 13.49 -13.74 C:2 11.31 -10.57 C:12 16.26 -7.71 C:3 11.31 -11.99 C:1 12.53 -9.85 C:11 15.02 -8.41 C:6 15.02 -12.70 C:14 17.45 -9.85 O 17.45 -11.28 C:7 16.26 -11.99 C:13 17.45 -8.41 C:5 13.78 -11.99 C:4 12.53 -12.70 C:10 13.78 -10.57 C:9 15.02 -9.85 C:8 16.26 -10.57 20 1 -1 2 8 2 19 3 -2 21 4 -2 22 5 -2 6 9 1 23 7 -2 19 8 -1 21 9 -1 10 12 1 10 13 1 11 14 1 11 19 1 12 21 1 13 22 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 21 1 20 22 1 22 23 1 23 24 1', '24 27 H 13.78 -12.92 C 19.86 -7.77 C 18.31 -7.25 C 11.50 -13.65 C 13.78 -9.12 O 13.09 -15.05 O 15.02 -11.22 C 18.86 -8.76 C 13.49 -13.74 C 11.31 -10.57 C 16.26 -7.71 C 11.31 -11.99 C 12.53 -9.85 C 15.02 -8.41 C 15.02 -12.70 C 17.45 -9.85 O 17.45 -11.28 C 16.26 -11.99 C 17.45 -8.41 C 13.78 -11.99 C 12.53 -12.70 C 13.78 -10.57 C 15.02 -9.85 C 16.26 -10.57 20 1 -1 2 8 2 19 3 -2 21 4 -2 22 5 -2 6 9 1 23 7 -2 19 8 -1 21 9 -1 10 12 1 10 13 1 11 14 1 11 19 1 12 21 1 13 22 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 21 1 20 22 1 22 23 1 23 24 1', '24 27 H 13.78 -12.92 C:113 19.86 -7.77 C:30 18.31 -7.25 C:18 11.50 -13.65 C:16 13.78 -9.12 O 13.09 -15.05 O 15.02 -11.22 C:145 18.86 -8.76 C:72 13.49 -13.74 C:17 11.31 -10.57 C:33 16.26 -7.71 C:36 11.31 -11.99 C:33 12.53 -9.85 C:29 15.02 -8.41 C:22 15.02 -12.70 C:44 17.45 -9.85 O 17.45 -11.28 C:64 16.26 -11.99 C:38 17.45 -8.41 C:38 13.78 -11.99 C:38 12.53 -12.70 C:41 13.78 -10.57 C:75 15.02 -9.85 C:63 16.26 -10.57 20 1 -1 2 8 2 19 3 -2 21 4 -2 22 5 -2 6 9 1 23 7 -2 19 8 -1 21 9 -1 10 12 1 10 13 1 11 14 1 11 19 1 12 21 1 13 22 1 14 23 1 15 18 1 15 20 1 16 19 1 16 24 1 18 17 -2 24 17 -2 18 24 1 20 21 1 20 22 1 22 23 1 23 24 1', 'C20H32O3', 320.22, 'C', 'np03_392_6', 648, '', '', '1', 4, NULL, NULL),
(9310, '', '1a,9a,18-Trihydroxy-7a,8a-epoxy-13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]34[CH2:6][C@H:7]1O[C@:8]12[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]2(O)[C@:10]3([CH3:20])[C@@H:1](O)[CH2:2][CH2:3][C@:4]4([CH3:19])[CH2:18]O', '[H][C@]34C[C@H]1O[C@]12C[C@](C)(C=C)CC[C@]2(O)[C@]3(C)[C@@H](O)CC[C@]4(C)CO', '[H][C@:38]34[CH2:21][C@H:63]1O[C@:62]12[CH2:43][C@:38]([CH3:30])([CH:145]=[CH2:113])[CH2:32][CH2:29][C@:77]2(O)[C@:45]3([CH3:10])[C@@H:74](O)[CH2:25][CH2:34][C@:38]4([CH3:18])[CH2:71]O', '25 28 H 13.74 -12.93 C:16 19.82 -7.78 C:17 18.27 -7.26 C:19 11.47 -13.66 C:20 13.74 -9.13 O 13.05 -15.06 O 12.49 -8.47 O 14.98 -11.24 C:15 18.82 -8.77 C:18 13.45 -13.75 C:2 11.28 -10.59 C:3 11.28 -12.01 C:12 16.22 -7.72 C:11 14.98 -8.42 C:6 14.98 -12.71 C:14 17.41 -9.86 O 17.41 -11.30 C:1 12.49 -9.86 C:7 16.22 -12.01 C:13 17.41 -8.42 C:5 13.74 -12.01 C:4 12.49 -12.71 C:9 14.98 -9.86 C:10 13.74 -10.59 C:8 16.22 -10.59 21 1 -1 2 9 2 20 3 -2 22 4 -2 24 5 -2 6 10 1 18 7 -2 23 8 -2 20 9 -1 22 10 -1 11 12 1 11 18 1 12 22 1 13 14 1 13 20 1 14 23 1 15 19 1 15 21 1 16 20 1 16 25 1 19 17 -2 25 17 -2 18 24 1 19 25 1 21 22 1 21 24 1 23 24 1 23 25 1', '25 28 H 13.74 -12.93 C 19.82 -7.78 C 18.27 -7.26 C 11.47 -13.66 C 13.74 -9.13 O 13.05 -15.06 O 12.49 -8.47 O 14.98 -11.24 C 18.82 -8.77 C 13.45 -13.75 C 11.28 -10.59 C 11.28 -12.01 C 16.22 -7.72 C 14.98 -8.42 C 14.98 -12.71 C 17.41 -9.86 O 17.41 -11.30 C 12.49 -9.86 C 16.22 -12.01 C 17.41 -8.42 C 13.74 -12.01 C 12.49 -12.71 C 14.98 -9.86 C 13.74 -10.59 C 16.22 -10.59 21 1 -1 2 9 2 20 3 -2 22 4 -2 24 5 -2 6 10 1 18 7 -2 23 8 -2 20 9 -1 22 10 -1 11 12 1 11 18 1 12 22 1 13 14 1 13 20 1 14 23 1 15 19 1 15 21 1 16 20 1 16 25 1 19 17 -2 25 17 -2 18 24 1 19 25 1 21 22 1 21 24 1 23 24 1 23 25 1', '25 28 H 13.74 -12.93 C:113 19.82 -7.78 C:30 18.27 -7.26 C:18 11.47 -13.66 C:10 13.74 -9.13 O 13.05 -15.06 O 12.49 -8.47 O 14.98 -11.24 C:145 18.82 -8.77 C:71 13.45 -13.75 C:25 11.28 -10.59 C:34 11.28 -12.01 C:32 16.22 -7.72 C:29 14.98 -8.42 C:21 14.98 -12.71 C:43 17.41 -9.86 O 17.41 -11.30 C:74 12.49 -9.86 C:63 16.22 -12.01 C:38 17.41 -8.42 C:38 13.74 -12.01 C:38 12.49 -12.71 C:77 14.98 -9.86 C:45 13.74 -10.59 C:62 16.22 -10.59 21 1 -1 2 9 2 20 3 -2 22 4 -2 24 5 -2 6 10 1 18 7 -2 23 8 -2 20 9 -1 22 10 -1 11 12 1 11 18 1 12 22 1 13 14 1 13 20 1 14 23 1 15 19 1 15 21 1 16 20 1 16 25 1 19 17 -2 25 17 -2 18 24 1 19 25 1 21 22 1 21 24 1 23 24 1 23 25 1', 'C20H32O4', 336.22, 'C', 'np03_392_7', 648, '', '', '1', 4, NULL, NULL),
(9311, '', '1a,6a,18-Trihydroxy-7a,8a-epoxy-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]13[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C@:8]12O[C@@H:7]2[C@H:6](O)[C@:5]4([H])[C@@:4]([CH3:19])([CH2:18]O)[CH2:3][CH2:2][C@H:1](O)[C@@:10]34[CH3:20]', '[H][C@]13CC[C@@](C)(C=C)C[C@]12O[C@@H]2[C@H](O)[C@]4([H])[C@@](C)(CO)CC[C@H](O)[C@@]34C', '[H][C@:42]13[CH2:23][CH2:36][C@@:39]([CH3:30])([CH:145]=[CH2:113])[CH2:48][C@:64]12O[C@@H:63]2[C@H:67](O)[C@:45]4([H])[C@@:38]([CH3:21])([CH2:72]O)[CH2:37][CH2:27][C@H:74](O)[C@@:40]34[CH3:20]', '26 29 H 15.00 -10.81 H 13.74 -12.95 C:16 19.90 -7.73 C:17 18.33 -7.21 C:19 11.44 -13.68 C:20 13.74 -9.11 O 13.05 -15.11 O 12.48 -8.45 O 15.00 -14.12 C:15 18.88 -8.74 C:18 13.46 -13.77 C:2 11.24 -10.57 C:12 16.25 -7.67 C:3 11.24 -12.00 C:11 15.00 -8.39 C:14 17.46 -9.84 O 17.46 -11.29 C:1 12.48 -9.84 C:6 15.00 -12.72 C:7 16.25 -12.00 C:13 17.46 -8.39 C:9 15.00 -9.84 C:4 12.48 -12.72 C:5 13.74 -12.00 C:10 13.74 -10.57 C:8 16.25 -10.57 22 1 -2 24 2 -1 3 10 2 21 4 -2 23 5 -2 25 6 -2 7 11 1 18 8 -2 19 9 -2 21 10 -1 23 11 -1 12 14 1 12 18 1 13 15 1 13 21 1 14 23 1 15 22 1 16 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 19 20 1 19 24 1 20 26 1 22 25 1 22 26 1 23 24 1 24 25 1', '26 29 H 15.00 -10.81 H 13.74 -12.95 C 19.90 -7.73 C 18.33 -7.21 C 11.44 -13.68 C 13.74 -9.11 O 13.05 -15.11 O 12.48 -8.45 O 15.00 -14.12 C 18.88 -8.74 C 13.46 -13.77 C 11.24 -10.57 C 16.25 -7.67 C 11.24 -12.00 C 15.00 -8.39 C 17.46 -9.84 O 17.46 -11.29 C 12.48 -9.84 C 15.00 -12.72 C 16.25 -12.00 C 17.46 -8.39 C 15.00 -9.84 C 12.48 -12.72 C 13.74 -12.00 C 13.74 -10.57 C 16.25 -10.57 22 1 -2 24 2 -1 3 10 2 21 4 -2 23 5 -2 25 6 -2 7 11 1 18 8 -2 19 9 -2 21 10 -1 23 11 -1 12 14 1 12 18 1 13 15 1 13 21 1 14 23 1 15 22 1 16 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 19 20 1 19 24 1 20 26 1 22 25 1 22 26 1 23 24 1 24 25 1', '26 29 H 15.00 -10.81 H 13.74 -12.95 C:113 19.90 -7.73 C:30 18.33 -7.21 C:21 11.44 -13.68 C:20 13.74 -9.11 O 13.05 -15.11 O 12.48 -8.45 O 15.00 -14.12 C:145 18.88 -8.74 C:72 13.46 -13.77 C:27 11.24 -10.57 C:36 16.25 -7.67 C:37 11.24 -12.00 C:23 15.00 -8.39 C:48 17.46 -9.84 O 17.46 -11.29 C:74 12.48 -9.84 C:67 15.00 -12.72 C:63 16.25 -12.00 C:39 17.46 -8.39 C:42 15.00 -9.84 C:38 12.48 -12.72 C:45 13.74 -12.00 C:40 13.74 -10.57 C:64 16.25 -10.57 22 1 -2 24 2 -1 3 10 2 21 4 -2 23 5 -2 25 6 -2 7 11 1 18 8 -2 19 9 -2 21 10 -1 23 11 -1 12 14 1 12 18 1 13 15 1 13 21 1 14 23 1 15 22 1 16 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 19 20 1 19 24 1 20 26 1 22 25 1 22 26 1 23 24 1 24 25 1', 'C20H32O4', 336.227, 'C', 'np03_392_8', 648, '', '', '1', 4, NULL, NULL),
(9312, '', '6b,14a,18-Trihydroxy-9,13-epi-ent-pimara-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[C@H:14](O)[C:8]1=[CH:7][C@@H:6](O)[C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O)[CH2:3][CH2:2][CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@@](C)(C=C)[C@H](O)C1=C[C@@H](O)[C@]3([H])[C@@](C)(CO)CCC[C@@]23C', '[H][C@:48]12[CH2:25][CH2:33][C@@:43]([CH3:25])([CH:144]=[CH2:113])[C@H:80](O)[C:141]1=[CH:125][C@@H:68](O)[C@:46]3([H])[C@@:38]([CH3:18])([CH2:75]O)[CH2:38][CH2:18][CH2:37][C@@:36]23[CH3:23]', '25 27 H 14.98 -10.79 H 13.72 -12.93 C:16 19.87 -7.71 C:17 18.30 -7.19 C:19 11.42 -13.66 C:20 13.72 -9.09 O 13.03 -15.09 O 14.98 -14.10 O 18.63 -10.55 C:15 18.85 -8.72 C:7 16.23 -11.98 C:18 13.44 -13.75 C:2 11.22 -10.55 C:3 11.22 -11.98 C:11 14.98 -8.37 C:12 16.23 -7.65 C:1 12.46 -9.82 C:8 16.23 -10.55 C:6 14.98 -12.70 C:14 17.43 -9.82 C:9 14.98 -9.82 C:13 17.43 -8.37 C:4 12.46 -12.70 C:5 13.72 -11.98 C:10 13.72 -10.55 21 1 -2 24 2 -1 3 10 2 22 4 -2 23 5 -2 25 6 -2 7 12 1 19 8 -1 20 9 -2 22 10 -1 11 18 2 11 19 1 23 12 -1 13 14 1 13 17 1 14 23 1 15 16 1 15 21 1 16 22 1 17 25 1 18 20 1 18 21 1 19 24 1 20 22 1 21 25 1 23 24 1 24 25 1', '25 27 H 14.98 -10.79 H 13.72 -12.93 C 19.87 -7.71 C 18.30 -7.19 C 11.42 -13.66 C 13.72 -9.09 O 13.03 -15.09 O 14.98 -14.10 O 18.63 -10.55 C 18.85 -8.72 C 16.23 -11.98 C 13.44 -13.75 C 11.22 -10.55 C 11.22 -11.98 C 14.98 -8.37 C 16.23 -7.65 C 12.46 -9.82 C 16.23 -10.55 C 14.98 -12.70 C 17.43 -9.82 C 14.98 -9.82 C 17.43 -8.37 C 12.46 -12.70 C 13.72 -11.98 C 13.72 -10.55 21 1 -2 24 2 -1 3 10 2 22 4 -2 23 5 -2 25 6 -2 7 12 1 19 8 -1 20 9 -2 22 10 -1 11 18 2 11 19 1 23 12 -1 13 14 1 13 17 1 14 23 1 15 16 1 15 21 1 16 22 1 17 25 1 18 20 1 18 21 1 19 24 1 20 22 1 21 25 1 23 24 1 24 25 1', '25 27 H 14.98 -10.79 H 13.72 -12.93 C:113 19.87 -7.71 C:25 18.30 -7.19 C:18 11.42 -13.66 C:23 13.72 -9.09 O 13.03 -15.09 O 14.98 -14.10 O 18.63 -10.55 C:144 18.85 -8.72 C:125 16.23 -11.98 C:75 13.44 -13.75 C:18 11.22 -10.55 C:38 11.22 -11.98 C:25 14.98 -8.37 C:33 16.23 -7.65 C:37 12.46 -9.82 C:141 16.23 -10.55 C:68 14.98 -12.70 C:80 17.43 -9.82 C:48 14.98 -9.82 C:43 17.43 -8.37 C:38 12.46 -12.70 C:46 13.72 -11.98 C:36 13.72 -10.55 21 1 -2 24 2 -1 3 10 2 22 4 -2 23 5 -2 25 6 -2 7 12 1 19 8 -1 20 9 -2 22 10 -1 11 18 2 11 19 1 23 12 -1 13 14 1 13 17 1 14 23 1 15 16 1 15 21 1 16 22 1 17 25 1 18 20 1 18 21 1 19 24 1 20 22 1 21 25 1 23 24 1 24 25 1', 'C20H32O3', 320.228, 'C', 'np03_392_9', 648, '', '', '1', 4, NULL, NULL),
(9313, '', '6b,14a,18-Trihydroxy-9,13-epi-ent-pimara-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[C@H:14](O[C:14001]([CH3:14002])=O)[C:8]1=[CH:7][C@@H:6](O[C:6001]([CH3:6002])=O)[C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O[C:18001]([CH3:18002])=O)[CH2:3][CH2:2][CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@@](C)(C=C)[C@H](OC(C)=O)C1=C[C@@H](OC(C)=O)[C@]3([H])[C@@](C)(COC(C)=O)CCC[C@@]23C', '[H][C@:47]12[CH2:24][CH2:33][C@@:42]([CH3:25])([CH:142]=[CH2:113])[C@H:81](O[C:9999]([CH3:9999])=O)[C:138]1=[CH:124][C@@H:71](O[C:9999]([CH3:9999])=O)[C@:40]3([H])[C@@:36]([CH3:19])([CH2:74]O[C:9999]([CH3:9999])=O)[CH2:38][CH2:18][CH2:37][C@@:36]23[CH3:23]', '34 36 H 15.25 -9.97 H 13.98 -12.11 C:16 20.14 -6.89 C:18002 11.49 -15.93 C:6002 16.46 -15.38 C:14002 20.08 -11.84 C:17 18.57 -6.37 C:19 11.66 -12.84 C:20 13.98 -8.27 O 10.95 -13.56 O 17.67 -13.28 O 17.67 -11.83 C:15 19.12 -7.90 C:7 16.46 -11.16 C:2 11.49 -9.73 C:3 11.49 -11.16 C:11 15.25 -7.54 C:1 12.70 -9.00 C:12 16.46 -6.83 C:18 13.69 -12.93 O 13.27 -14.27 O 15.25 -13.28 O 18.87 -9.73 C:18001 11.90 -14.59 C:6001 16.46 -13.98 C:14001 18.87 -11.13 C:8 16.46 -9.73 C:6 15.25 -11.88 C:14 17.67 -9.00 C:9 15.25 -9.00 C:13 17.67 -7.54 C:4 12.70 -11.88 C:5 13.98 -11.16 C:10 13.98 -9.73 30 1 -2 33 2 -1 3 13 2 4 24 1 5 25 1 6 26 1 31 7 -2 32 8 -2 34 9 -2 10 24 2 11 25 2 12 26 2 31 13 -1 14 27 2 14 28 1 15 16 1 15 18 1 16 32 1 17 19 1 17 30 1 18 34 1 19 31 1 20 21 1 32 20 -1 21 24 1 22 25 1 28 22 -1 23 26 1 29 23 -2 27 29 1 27 30 1 28 33 1 29 31 1 30 34 1 32 33 1 33 34 1', '34 36 H 15.25 -9.97 H 13.98 -12.11 C 20.14 -6.89 C 11.49 -15.93 C 16.46 -15.38 C 20.08 -11.84 C 18.57 -6.37 C 11.66 -12.84 C 13.98 -8.27 O 10.95 -13.56 O 17.67 -13.28 O 17.67 -11.83 C 19.12 -7.90 C 16.46 -11.16 C 11.49 -9.73 C 11.49 -11.16 C 15.25 -7.54 C 12.70 -9.00 C 16.46 -6.83 C 13.69 -12.93 O 13.27 -14.27 O 15.25 -13.28 O 18.87 -9.73 C 11.90 -14.59 C 16.46 -13.98 C 18.87 -11.13 C 16.46 -9.73 C 15.25 -11.88 C 17.67 -9.00 C 15.25 -9.00 C 17.67 -7.54 C 12.70 -11.88 C 13.98 -11.16 C 13.98 -9.73 30 1 -2 33 2 -1 3 13 2 4 24 1 5 25 1 6 26 1 31 7 -2 32 8 -2 34 9 -2 10 24 2 11 25 2 12 26 2 31 13 -1 14 27 2 14 28 1 15 16 1 15 18 1 16 32 1 17 19 1 17 30 1 18 34 1 19 31 1 20 21 1 32 20 -1 21 24 1 22 25 1 28 22 -1 23 26 1 29 23 -2 27 29 1 27 30 1 28 33 1 29 31 1 30 34 1 32 33 1 33 34 1', '34 36 H 15.25 -9.97 H 13.98 -12.11 C:113 20.14 -6.89 C 11.49 -15.93 C 16.46 -15.38 C 20.08 -11.84 C:25 18.57 -6.37 C:19 11.66 -12.84 C:23 13.98 -8.27 O 10.95 -13.56 O 17.67 -13.28 O 17.67 -11.83 C:142 19.12 -7.90 C:124 16.46 -11.16 C:18 11.49 -9.73 C:38 11.49 -11.16 C:24 15.25 -7.54 C:37 12.70 -9.00 C:33 16.46 -6.83 C:74 13.69 -12.93 O 13.27 -14.27 O 15.25 -13.28 O 18.87 -9.73 C 11.90 -14.59 C 16.46 -13.98 C 18.87 -11.13 C:138 16.46 -9.73 C:71 15.25 -11.88 C:81 17.67 -9.00 C:47 15.25 -9.00 C:42 17.67 -7.54 C:36 12.70 -11.88 C:40 13.98 -11.16 C:36 13.98 -9.73 30 1 -2 33 2 -1 3 13 2 4 24 1 5 25 1 6 26 1 31 7 -2 32 8 -2 34 9 -2 10 24 2 11 25 2 12 26 2 31 13 -1 14 27 2 14 28 1 15 16 1 15 18 1 16 32 1 17 19 1 17 30 1 18 34 1 19 31 1 20 21 1 32 20 -1 21 24 1 22 25 1 28 22 -1 23 26 1 29 23 -2 27 29 1 27 30 1 28 33 1 29 31 1 30 34 1 32 33 1 33 34 1', 'C26H38O6', 446.29, 'C', 'np03_392_9a', 648, '', '', '1', 4, NULL, NULL),
(9314, '', '18-Hydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:19])([CH2:18]O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)CC[C@]1([H])[C@]2(C)CCC[C@](C)(CO)[C@@]2([H])CC3=O', '[H][C@:46]13[CH2:38][C@:36]([CH3:31])([CH:146]=[CH2:113])[CH2:38][CH2:25][C@:53]1([H])[C@:36]2([CH3:25])[CH2:35][CH2:19][CH2:35][C@:38]([CH3:18])([CH2:72]O)[C@@:40]2([H])[CH2:37][C:215]3=O', '25 27 H 16.24 -9.60 H 14.97 -10.80 H 13.70 -12.96 C:16 19.93 -7.68 C:17 18.34 -7.15 C:19 11.37 -13.70 C:20 13.70 -9.07 O 17.46 -12.69 O 13.00 -15.13 C:15 18.90 -8.70 C:18 13.41 -13.79 C:2 11.17 -10.55 C:11 14.97 -8.34 C:3 11.17 -12.00 C:12 16.24 -7.62 C:1 12.42 -9.81 C:6 14.97 -12.73 C:14 17.46 -9.81 C:7 16.24 -12.00 C:8 16.24 -10.55 C:9 14.97 -9.81 C:5 13.70 -12.00 C:13 17.46 -8.34 C:4 12.42 -12.73 C:10 13.70 -10.55 20 1 -1 21 2 -2 22 3 -1 4 10 2 23 5 -2 24 6 -2 25 7 -2 8 19 2 9 11 1 23 10 -1 24 11 -1 12 14 1 12 16 1 13 15 1 13 21 1 14 24 1 15 23 1 16 25 1 17 19 1 17 22 1 18 20 1 18 23 1 19 20 1 20 21 1 21 25 1 22 24 1 22 25 1', '25 27 H 16.24 -9.60 H 14.97 -10.80 H 13.70 -12.96 C 19.93 -7.68 C 18.34 -7.15 C 11.37 -13.70 C 13.70 -9.07 O 17.46 -12.69 O 13.00 -15.13 C 18.90 -8.70 C 13.41 -13.79 C 11.17 -10.55 C 14.97 -8.34 C 11.17 -12.00 C 16.24 -7.62 C 12.42 -9.81 C 14.97 -12.73 C 17.46 -9.81 C 16.24 -12.00 C 16.24 -10.55 C 14.97 -9.81 C 13.70 -12.00 C 17.46 -8.34 C 12.42 -12.73 C 13.70 -10.55 20 1 -1 21 2 -2 22 3 -1 4 10 2 23 5 -2 24 6 -2 25 7 -2 8 19 2 9 11 1 23 10 -1 24 11 -1 12 14 1 12 16 1 13 15 1 13 21 1 14 24 1 15 23 1 16 25 1 17 19 1 17 22 1 18 20 1 18 23 1 19 20 1 20 21 1 21 25 1 22 24 1 22 25 1', '25 27 H 16.24 -9.60 H 14.97 -10.80 H 13.70 -12.96 C:113 19.93 -7.68 C:31 18.34 -7.15 C:18 11.37 -13.70 C:25 13.70 -9.07 O 17.46 -12.69 O 13.00 -15.13 C:146 18.90 -8.70 C:72 13.41 -13.79 C:19 11.17 -10.55 C:25 14.97 -8.34 C:35 11.17 -12.00 C:38 16.24 -7.62 C:35 12.42 -9.81 C:37 14.97 -12.73 C:38 17.46 -9.81 C:215 16.24 -12.00 C:46 16.24 -10.55 C:53 14.97 -9.81 C:40 13.70 -12.00 C:36 17.46 -8.34 C:38 12.42 -12.73 C:36 13.70 -10.55 20 1 -1 21 2 -2 22 3 -1 4 10 2 23 5 -2 24 6 -2 25 7 -2 8 19 2 9 11 1 23 10 -1 24 11 -1 12 14 1 12 16 1 13 15 1 13 21 1 14 24 1 15 23 1 16 25 1 17 19 1 17 22 1 18 20 1 18 23 1 19 20 1 20 21 1 21 25 1 22 24 1 22 25 1', 'C20H32O2', 304.237, 'C', 'np03_392_10', 648, '', '', '1', 4, NULL, NULL),
(9315, '', '8b,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]23[CH2:6][C:7](=O)[C@@:8]1(O)[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:19])[CH2:18]O', '[H][C@]23CC(=O)[C@@]1(O)C[C@](C)(C=C)CC[C@]1([H])[C@]2(C)CCC[C@]3(C)CO', '[H][C@:36]23[CH2:36][C:216](=O)[C@@:79]1(O)[CH2:43][C@:38]([CH3:29])([CH:149]=[CH2:109])[CH2:33][CH2:21][C@:57]1([H])[C@:35]2([CH3:24])[CH2:35][CH2:18][CH2:35][C@:37]3([CH3:18])[CH2:71]O', '25 27 H 13.76 -12.92 H 15.01 -10.78 C:16 19.91 -7.70 C:17 18.34 -7.18 C:19 11.46 -13.65 C:20 13.76 -9.07 O 17.47 -12.69 O 13.07 -15.06 O 16.27 -9.15 C:15 18.90 -8.71 C:18 13.47 -13.74 C:2 11.26 -10.53 C:3 11.26 -11.97 C:11 15.01 -8.35 C:1 12.49 -9.80 C:12 16.27 -7.64 C:6 15.01 -12.69 C:14 17.47 -9.80 C:7 16.27 -11.97 C:5 13.76 -11.97 C:9 15.01 -9.80 C:13 17.47 -8.35 C:4 12.49 -12.69 C:10 13.76 -10.53 C:8 16.27 -10.53 20 1 -1 21 2 -2 3 10 2 22 4 -2 23 5 -2 24 6 -2 7 19 2 8 11 1 25 9 -1 22 10 -1 23 11 -1 12 13 1 12 15 1 13 23 1 14 16 1 14 21 1 15 24 1 16 22 1 17 19 1 17 20 1 18 22 1 18 25 1 19 25 1 20 23 1 20 24 1 21 24 1 21 25 1', '25 27 H 13.76 -12.92 H 15.01 -10.78 C 19.91 -7.70 C 18.34 -7.18 C 11.46 -13.65 C 13.76 -9.07 O 17.47 -12.69 O 13.07 -15.06 O 16.27 -9.15 C 18.90 -8.71 C 13.47 -13.74 C 11.26 -10.53 C 11.26 -11.97 C 15.01 -8.35 C 12.49 -9.80 C 16.27 -7.64 C 15.01 -12.69 C 17.47 -9.80 C 16.27 -11.97 C 13.76 -11.97 C 15.01 -9.80 C 17.47 -8.35 C 12.49 -12.69 C 13.76 -10.53 C 16.27 -10.53 20 1 -1 21 2 -2 3 10 2 22 4 -2 23 5 -2 24 6 -2 7 19 2 8 11 1 25 9 -1 22 10 -1 23 11 -1 12 13 1 12 15 1 13 23 1 14 16 1 14 21 1 15 24 1 16 22 1 17 19 1 17 20 1 18 22 1 18 25 1 19 25 1 20 23 1 20 24 1 21 24 1 21 25 1', '25 27 H 13.76 -12.92 H 15.01 -10.78 C:109 19.91 -7.70 C:29 18.34 -7.18 C:18 11.46 -13.65 C:24 13.76 -9.07 O 17.47 -12.69 O 13.07 -15.06 O 16.27 -9.15 C:149 18.90 -8.71 C:71 13.47 -13.74 C:18 11.26 -10.53 C:35 11.26 -11.97 C:21 15.01 -8.35 C:35 12.49 -9.80 C:33 16.27 -7.64 C:36 15.01 -12.69 C:43 17.47 -9.80 C:216 16.27 -11.97 C:36 13.76 -11.97 C:57 15.01 -9.80 C:38 17.47 -8.35 C:37 12.49 -12.69 C:35 13.76 -10.53 C:79 16.27 -10.53 20 1 -1 21 2 -2 3 10 2 22 4 -2 23 5 -2 24 6 -2 7 19 2 8 11 1 25 9 -1 22 10 -1 23 11 -1 12 13 1 12 15 1 13 23 1 14 16 1 14 21 1 15 24 1 16 22 1 17 19 1 17 20 1 18 22 1 18 25 1 19 25 1 20 23 1 20 24 1 21 24 1 21 25 1', 'C20H32O3', 320.228, 'C', 'np03_392_11', 648, '', '', '1', 4, NULL, NULL),
(9316, '', '11a,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][C@@H:11](O)[C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:19])([CH2:18]O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)C[C@@H](O)[C@]1([H])[C@]2(C)CCC[C@](C)(CO)[C@@]2([H])CC3=O', '[H][C@:43]13[CH2:37][C@:38]([CH3:31])([CH:145]=[CH2:113])[CH2:48][C@@H:69](O)[C@:55]1([H])[C@:38]2([CH3:25])[CH2:34][CH2:19][CH2:35][C@:37]([CH3:18])([CH2:72]O)[C@@:41]2([H])[CH2:37][C:215]3=O', '26 28 H 16.25 -9.60 H 13.70 -12.96 H 14.98 -10.80 C:16 19.94 -7.68 C:17 18.35 -7.15 C:19 11.37 -13.70 C:20 13.70 -9.07 O 17.47 -12.69 O 13.00 -15.13 O 13.77 -7.63 C:15 18.91 -8.70 C:2 11.17 -10.55 C:18 13.41 -13.79 C:3 11.17 -12.00 C:1 12.42 -9.81 C:6 14.98 -12.73 C:12 16.25 -7.62 C:14 17.47 -9.81 C:7 16.25 -12.00 C:11 14.98 -8.34 C:8 16.25 -10.55 C:13 17.47 -8.34 C:5 13.70 -12.00 C:9 14.98 -9.81 C:4 12.42 -12.73 C:10 13.70 -10.55 21 1 -1 23 2 -1 24 3 -2 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 13 1 20 10 -2 22 11 -1 12 14 1 12 15 1 25 13 -1 14 25 1 15 26 1 16 19 1 16 23 1 17 20 1 17 22 1 18 21 1 18 22 1 19 21 1 20 24 1 21 24 1 23 25 1 23 26 1 24 26 1', '26 28 H 16.25 -9.60 H 13.70 -12.96 H 14.98 -10.80 C 19.94 -7.68 C 18.35 -7.15 C 11.37 -13.70 C 13.70 -9.07 O 17.47 -12.69 O 13.00 -15.13 O 13.77 -7.63 C 18.91 -8.70 C 11.17 -10.55 C 13.41 -13.79 C 11.17 -12.00 C 12.42 -9.81 C 14.98 -12.73 C 16.25 -7.62 C 17.47 -9.81 C 16.25 -12.00 C 14.98 -8.34 C 16.25 -10.55 C 17.47 -8.34 C 13.70 -12.00 C 14.98 -9.81 C 12.42 -12.73 C 13.70 -10.55 21 1 -1 23 2 -1 24 3 -2 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 13 1 20 10 -2 22 11 -1 12 14 1 12 15 1 25 13 -1 14 25 1 15 26 1 16 19 1 16 23 1 17 20 1 17 22 1 18 21 1 18 22 1 19 21 1 20 24 1 21 24 1 23 25 1 23 26 1 24 26 1', '26 28 H 16.25 -9.60 H 13.70 -12.96 H 14.98 -10.80 C:113 19.94 -7.68 C:31 18.35 -7.15 C:18 11.37 -13.70 C:25 13.70 -9.07 O 17.47 -12.69 O 13.00 -15.13 O 13.77 -7.63 C:145 18.91 -8.70 C:19 11.17 -10.55 C:72 13.41 -13.79 C:35 11.17 -12.00 C:34 12.42 -9.81 C:37 14.98 -12.73 C:48 16.25 -7.62 C:37 17.47 -9.81 C:215 16.25 -12.00 C:69 14.98 -8.34 C:43 16.25 -10.55 C:38 17.47 -8.34 C:41 13.70 -12.00 C:55 14.98 -9.81 C:37 12.42 -12.73 C:38 13.70 -10.55 21 1 -1 23 2 -1 24 3 -2 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 13 1 20 10 -2 22 11 -1 12 14 1 12 15 1 25 13 -1 14 25 1 15 26 1 16 19 1 16 23 1 17 20 1 17 22 1 18 21 1 18 22 1 19 21 1 20 24 1 21 24 1 23 25 1 23 26 1 24 26 1', 'C20H32O3', 320.236, 'C', 'np03_392_12', 648, '', '', '1', 4, NULL, NULL),
(9317, '', '11a,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][C@@H:11](O[C:11001]([CH3:11002])=O)[C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:19])([CH2:18]O[C:18001]([CH3:18002])=O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)C[C@@H](OC(C)=O)[C@]1([H])[C@]2(C)CCC[C@](C)(COC(C)=O)[C@@]2([H])CC3=O', '[H][C@:44]13[CH2:36][C@:37]([CH3:31])([CH:144]=[CH2:114])[CH2:42][C@@H:72](O[C:9999]([CH3:9999])=O)[C@:52]1([H])[C@:37]2([CH3:25])[CH2:34][CH2:19][CH2:35][C@:37]([CH3:18])([CH2:73]O[C:9999]([CH3:9999])=O)[C@@:42]2([H])[CH2:37][C:210]3=O', '32 34 H 16.24 -9.21 H 13.68 -12.56 H 14.96 -10.41 C:16 19.94 -7.24 C:18002 13.55 -17.11 C:11002 12.56 -5.12 C:17 18.34 -6.76 C:19 11.37 -13.29 C:20 13.68 -8.68 O 15.30 -15.44 O 14.96 -5.12 O 17.45 -12.33 C:15 18.90 -8.31 C:2 11.17 -10.16 C:3 11.17 -11.61 C:1 12.41 -9.42 C:18 13.39 -13.38 C:6 14.96 -12.33 C:12 16.24 -7.23 C:14 17.45 -9.42 O 12.98 -14.72 O 13.75 -7.24 C:18001 13.94 -15.76 C:11001 13.75 -5.83 C:7 16.24 -11.61 C:11 14.96 -7.95 C:13 17.45 -7.95 C:8 16.24 -10.16 C:5 13.68 -11.61 C:4 12.41 -12.33 C:9 14.96 -9.42 C:10 13.68 -10.16 28 1 -1 29 2 -1 31 3 -2 4 13 2 5 23 1 6 24 1 27 7 -2 30 8 -2 32 9 -2 10 23 2 11 24 2 12 25 2 27 13 -1 14 15 1 14 16 1 15 30 1 16 32 1 17 21 1 30 17 -1 18 25 1 18 29 1 19 26 1 19 27 1 20 27 1 20 28 1 21 23 1 22 24 1 26 22 -2 25 28 1 26 31 1 28 31 1 29 30 1 29 32 1 31 32 1', '32 34 H 16.24 -9.21 H 13.68 -12.56 H 14.96 -10.41 C 19.94 -7.24 C 13.55 -17.11 C 12.56 -5.12 C 18.34 -6.76 C 11.37 -13.29 C 13.68 -8.68 O 15.30 -15.44 O 14.96 -5.12 O 17.45 -12.33 C 18.90 -8.31 C 11.17 -10.16 C 11.17 -11.61 C 12.41 -9.42 C 13.39 -13.38 C 14.96 -12.33 C 16.24 -7.23 C 17.45 -9.42 O 12.98 -14.72 O 13.75 -7.24 C 13.94 -15.76 C 13.75 -5.83 C 16.24 -11.61 C 14.96 -7.95 C 17.45 -7.95 C 16.24 -10.16 C 13.68 -11.61 C 12.41 -12.33 C 14.96 -9.42 C 13.68 -10.16 28 1 -1 29 2 -1 31 3 -2 4 13 2 5 23 1 6 24 1 27 7 -2 30 8 -2 32 9 -2 10 23 2 11 24 2 12 25 2 27 13 -1 14 15 1 14 16 1 15 30 1 16 32 1 17 21 1 30 17 -1 18 25 1 18 29 1 19 26 1 19 27 1 20 27 1 20 28 1 21 23 1 22 24 1 26 22 -2 25 28 1 26 31 1 28 31 1 29 30 1 29 32 1 31 32 1', '32 34 H 16.24 -9.21 H 13.68 -12.56 H 14.96 -10.41 C:114 19.94 -7.24 C 13.55 -17.11 C 12.56 -5.12 C:31 18.34 -6.76 C:18 11.37 -13.29 C:25 13.68 -8.68 O 15.30 -15.44 O 14.96 -5.12 O 17.45 -12.33 C:144 18.90 -8.31 C:19 11.17 -10.16 C:35 11.17 -11.61 C:34 12.41 -9.42 C:73 13.39 -13.38 C:37 14.96 -12.33 C:42 16.24 -7.23 C:36 17.45 -9.42 O 12.98 -14.72 O 13.75 -7.24 C 13.94 -15.76 C 13.75 -5.83 C:210 16.24 -11.61 C:72 14.96 -7.95 C:37 17.45 -7.95 C:44 16.24 -10.16 C:42 13.68 -11.61 C:37 12.41 -12.33 C:52 14.96 -9.42 C:37 13.68 -10.16 28 1 -1 29 2 -1 31 3 -2 4 13 2 5 23 1 6 24 1 27 7 -2 30 8 -2 32 9 -2 10 23 2 11 24 2 12 25 2 27 13 -1 14 15 1 14 16 1 15 30 1 16 32 1 17 21 1 30 17 -1 18 25 1 18 29 1 19 26 1 19 27 1 20 27 1 20 28 1 21 23 1 22 24 1 26 22 -2 25 28 1 26 31 1 28 31 1 29 30 1 29 32 1 31 32 1', 'C24H36O5', 404.278, 'C', 'np03_392_12a', 648, '', '', '1', 4, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9318, '', '11a,18-Dihydroxy-7-oxo-13-epi-ent-pimara-8(9),15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]23[CH2:6][C:7](=O)[C:8]1=[C:9]([C@H:11](O)[CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14]1)[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:19])[CH2:18]O', '[H][C@]23CC(=O)C1=C([C@H](O)C[C@@](C)(C=C)C1)[C@]2(C)CCC[C@]3(C)CO', '[H][C@:44]23[CH2:35][C:201](=O)[C:131]1=[C:163]([C@H:67](O)[CH2:45][C@@:38]([CH3:28])([CH:145]=[CH2:112])[CH2:35]1)[C@:40]2([CH3:20])[CH2:34][CH2:18][CH2:35][C@:35]3([CH3:18])[CH2:71]O', '24 26 H 13.76 -12.94 C:16 19.86 -7.74 C:17 18.30 -7.27 C:19 11.49 -13.66 C:20 13.76 -9.15 O 17.44 -12.71 O 13.08 -15.06 O 13.83 -7.74 C:15 18.85 -8.79 C:2 11.30 -10.59 C:18 13.48 -13.75 C:3 11.30 -12.01 C:1 12.51 -9.87 C:6 15.01 -12.71 C:14 17.44 -9.87 C:12 16.26 -7.73 C:7 16.26 -12.01 C:8 16.26 -10.59 C:9 15.01 -9.87 C:11 15.01 -8.44 C:13 17.44 -8.44 C:5 13.76 -12.01 C:4 12.51 -12.71 C:10 13.76 -10.59 22 1 -1 2 9 2 21 3 -2 23 4 -2 24 5 -2 6 17 2 7 11 1 20 8 -2 21 9 -1 10 12 1 10 13 1 23 11 -1 12 23 1 13 24 1 14 17 1 14 22 1 15 18 1 15 21 1 16 20 1 16 21 1 17 18 1 18 19 2 19 20 1 19 24 1 22 23 1 22 24 1', '24 26 H 13.76 -12.94 C 19.86 -7.74 C 18.30 -7.27 C 11.49 -13.66 C 13.76 -9.15 O 17.44 -12.71 O 13.08 -15.06 O 13.83 -7.74 C 18.85 -8.79 C 11.30 -10.59 C 13.48 -13.75 C 11.30 -12.01 C 12.51 -9.87 C 15.01 -12.71 C 17.44 -9.87 C 16.26 -7.73 C 16.26 -12.01 C 16.26 -10.59 C 15.01 -9.87 C 15.01 -8.44 C 17.44 -8.44 C 13.76 -12.01 C 12.51 -12.71 C 13.76 -10.59 22 1 -1 2 9 2 21 3 -2 23 4 -2 24 5 -2 6 17 2 7 11 1 20 8 -2 21 9 -1 10 12 1 10 13 1 23 11 -1 12 23 1 13 24 1 14 17 1 14 22 1 15 18 1 15 21 1 16 20 1 16 21 1 17 18 1 18 19 2 19 20 1 19 24 1 22 23 1 22 24 1', '24 26 H 13.76 -12.94 C:112 19.86 -7.74 C:28 18.30 -7.27 C:18 11.49 -13.66 C:20 13.76 -9.15 O 17.44 -12.71 O 13.08 -15.06 O 13.83 -7.74 C:145 18.85 -8.79 C:18 11.30 -10.59 C:71 13.48 -13.75 C:35 11.30 -12.01 C:34 12.51 -9.87 C:35 15.01 -12.71 C:35 17.44 -9.87 C:45 16.26 -7.73 C:201 16.26 -12.01 C:131 16.26 -10.59 C:163 15.01 -9.87 C:67 15.01 -8.44 C:38 17.44 -8.44 C:44 13.76 -12.01 C:35 12.51 -12.71 C:40 13.76 -10.59 22 1 -1 2 9 2 21 3 -2 23 4 -2 24 5 -2 6 17 2 7 11 1 20 8 -2 21 9 -1 10 12 1 10 13 1 23 11 -1 12 23 1 13 24 1 14 17 1 14 22 1 15 18 1 15 21 1 16 20 1 16 21 1 17 18 1 18 19 2 19 20 1 19 24 1 22 23 1 22 24 1', 'C20H30O3', 318.22, 'C', 'np03_392_13', 648, '', '', '1', 4, NULL, NULL),
(9319, '', '1a,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1([H])[C@:10]2([CH3:20])[C@@H:1](O)[CH2:2][CH2:3][C@:4]([CH3:19])([CH2:18]O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)CC[C@]1([H])[C@]2(C)[C@@H](O)CC[C@](C)(CO)[C@@]2([H])CC3=O', '[H][C@:48]13[CH2:38][C@:37]([CH3:31])([CH:146]=[CH2:113])[CH2:38][CH2:26][C@:55]1([H])[C@:41]2([CH3:19])[C@@H:73](O)[CH2:28][CH2:33][C@:38]([CH3:18])([CH2:71]O)[C@@:39]2([H])[CH2:38][C:215]3=O', '26 28 H 16.23 -9.59 H 14.96 -10.79 H 13.69 -12.95 C:16 19.93 -7.67 C:17 18.33 -7.14 C:19 11.37 -13.69 C:20 13.69 -9.06 O 17.45 -12.72 O 13.00 -15.12 O 12.41 -8.40 C:15 18.89 -8.69 C:18 13.40 -13.78 C:2 11.17 -10.54 C:3 11.17 -11.99 C:12 16.23 -7.61 C:11 14.96 -8.33 C:6 14.96 -12.72 C:14 17.45 -9.80 C:7 16.23 -11.99 C:1 12.41 -9.80 C:8 16.23 -10.54 C:13 17.45 -8.33 C:9 14.96 -9.80 C:5 13.69 -11.99 C:4 12.41 -12.72 C:10 13.69 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 14 1 13 20 1 14 25 1 15 16 1 15 22 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 26 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.23 -9.59 H 14.96 -10.79 H 13.69 -12.95 C 19.93 -7.67 C 18.33 -7.14 C 11.37 -13.69 C 13.69 -9.06 O 17.45 -12.72 O 13.00 -15.12 O 12.41 -8.40 C 18.89 -8.69 C 13.40 -13.78 C 11.17 -10.54 C 11.17 -11.99 C 16.23 -7.61 C 14.96 -8.33 C 14.96 -12.72 C 17.45 -9.80 C 16.23 -11.99 C 12.41 -9.80 C 16.23 -10.54 C 17.45 -8.33 C 14.96 -9.80 C 13.69 -11.99 C 12.41 -12.72 C 13.69 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 14 1 13 20 1 14 25 1 15 16 1 15 22 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 26 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.23 -9.59 H 14.96 -10.79 H 13.69 -12.95 C:113 19.93 -7.67 C:31 18.33 -7.14 C:18 11.37 -13.69 C:19 13.69 -9.06 O 17.45 -12.72 O 13.00 -15.12 O 12.41 -8.40 C:146 18.89 -8.69 C:71 13.40 -13.78 C:28 11.17 -10.54 C:33 11.17 -11.99 C:38 16.23 -7.61 C:26 14.96 -8.33 C:38 14.96 -12.72 C:38 17.45 -9.80 C:215 16.23 -11.99 C:73 12.41 -9.80 C:48 16.23 -10.54 C:37 17.45 -8.33 C:55 14.96 -9.80 C:39 13.69 -11.99 C:38 12.41 -12.72 C:41 13.69 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 14 1 13 20 1 14 25 1 15 16 1 15 22 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 26 1 21 23 1 23 26 1 24 25 1 24 26 1', 'C20H32O3', 320.236, 'C', 'np03_392_14', 648, '', '', '1', 4, NULL, NULL),
(9320, '', '2b,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][C@H:2](O)[CH2:3][C@:4]([CH3:19])([CH2:18]O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)CC[C@]1([H])[C@]2(C)C[C@H](O)C[C@](C)(CO)[C@@]2([H])CC3=O', '[H][C@:46]13[CH2:37][C@:36]([CH3:31])([CH:146]=[CH2:113])[CH2:38][CH2:25][C@:53]1([H])[C@:36]2([CH3:26])[CH2:45][C@H:65](O)[CH2:44][C@:39]([CH3:19])([CH2:71]O)[C@@:39]2([H])[CH2:37][C:215]3=O', '26 28 H 16.86 -9.60 H 15.59 -10.80 H 14.32 -12.96 C:16 20.57 -7.68 C:17 18.96 -7.15 C:19 12.00 -13.70 C:20 14.32 -9.07 O 18.08 -12.73 O 13.63 -15.14 O 10.59 -9.86 C:15 19.53 -8.70 C:18 14.03 -13.79 C:12 16.86 -7.62 C:11 15.59 -8.34 C:6 15.59 -12.73 C:3 11.80 -12.00 C:1 13.04 -9.81 C:14 18.08 -9.86 C:7 16.86 -12.00 C:2 11.80 -10.55 C:8 16.86 -10.55 C:13 18.08 -8.34 C:9 15.59 -9.86 C:5 14.32 -12.00 C:4 13.04 -12.73 C:10 14.32 -10.55 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -1 22 11 -1 25 12 -1 13 14 1 13 22 1 14 23 1 15 19 1 15 24 1 16 20 1 16 25 1 17 20 1 17 26 1 18 21 1 18 22 1 19 21 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.86 -9.60 H 15.59 -10.80 H 14.32 -12.96 C 20.57 -7.68 C 18.96 -7.15 C 12.00 -13.70 C 14.32 -9.07 O 18.08 -12.73 O 13.63 -15.14 O 10.59 -9.86 C 19.53 -8.70 C 14.03 -13.79 C 16.86 -7.62 C 15.59 -8.34 C 15.59 -12.73 C 11.80 -12.00 C 13.04 -9.81 C 18.08 -9.86 C 16.86 -12.00 C 11.80 -10.55 C 16.86 -10.55 C 18.08 -8.34 C 15.59 -9.86 C 14.32 -12.00 C 13.04 -12.73 C 14.32 -10.55 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -1 22 11 -1 25 12 -1 13 14 1 13 22 1 14 23 1 15 19 1 15 24 1 16 20 1 16 25 1 17 20 1 17 26 1 18 21 1 18 22 1 19 21 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.86 -9.60 H 15.59 -10.80 H 14.32 -12.96 C:113 20.57 -7.68 C:31 18.96 -7.15 C:19 12.00 -13.70 C:26 14.32 -9.07 O 18.08 -12.73 O 13.63 -15.14 O 10.59 -9.86 C:146 19.53 -8.70 C:71 14.03 -13.79 C:38 16.86 -7.62 C:25 15.59 -8.34 C:37 15.59 -12.73 C:44 11.80 -12.00 C:45 13.04 -9.81 C:37 18.08 -9.86 C:215 16.86 -12.00 C:65 11.80 -10.55 C:46 16.86 -10.55 C:36 18.08 -8.34 C:53 15.59 -9.86 C:39 14.32 -12.00 C:39 13.04 -12.73 C:36 14.32 -10.55 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -1 22 11 -1 25 12 -1 13 14 1 13 22 1 14 23 1 15 19 1 15 24 1 16 20 1 16 25 1 17 20 1 17 26 1 18 21 1 18 22 1 19 21 1 21 23 1 23 26 1 24 25 1 24 26 1', 'C20H32O3', 320.236, 'C', 'np03_392_15', 648, '', '', '1', 4, NULL, NULL),
(9321, '', '3a,18-Dihydroxy-7-oxo-9,13-epi-ent-pimara-15-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:8]13[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][C@@H:3](O)[C@:4]([CH3:19])([CH2:18]O)[C@@:5]2([H])[CH2:6][C:7]3=O', '[H][C@]13C[C@](C)(C=C)CC[C@]1([H])[C@]2(C)CC[C@@H](O)[C@](C)(CO)[C@@]2([H])CC3=O', '[H][C@:46]13[CH2:33][C@:36]([CH3:31])([CH:146]=[CH2:113])[CH2:38][CH2:25][C@:52]1([H])[C@:36]2([CH3:25])[CH2:37][CH2:28][C@@H:75](O)[C@:42]([CH3:12])([CH2:70]O)[C@@:40]2([H])[CH2:37][C:214]3=O', '26 28 H 16.84 -9.59 H 15.58 -10.79 H 14.31 -12.95 C:16 20.55 -7.67 C:17 18.94 -7.14 C:19 11.99 -13.69 C:20 14.31 -9.06 O 18.06 -12.69 O 13.62 -15.13 O 10.58 -12.69 C:15 19.51 -8.69 C:18 14.02 -13.78 C:2 11.79 -10.54 C:12 16.84 -7.61 C:1 13.03 -9.80 C:11 15.58 -8.33 C:6 15.58 -12.72 C:14 18.06 -9.85 C:7 16.84 -11.99 C:3 11.79 -11.99 C:8 16.84 -10.54 C:13 18.06 -8.33 C:9 15.58 -9.80 C:5 14.31 -11.99 C:4 13.03 -12.69 C:10 14.31 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 15 1 13 20 1 14 16 1 14 22 1 15 26 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 25 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.84 -9.59 H 15.58 -10.79 H 14.31 -12.95 C 20.55 -7.67 C 18.94 -7.14 C 11.99 -13.69 C 14.31 -9.06 O 18.06 -12.69 O 13.62 -15.13 O 10.58 -12.69 C 19.51 -8.69 C 14.02 -13.78 C 11.79 -10.54 C 16.84 -7.61 C 13.03 -9.80 C 15.58 -8.33 C 15.58 -12.72 C 18.06 -9.85 C 16.84 -11.99 C 11.79 -11.99 C 16.84 -10.54 C 18.06 -8.33 C 15.58 -9.80 C 14.31 -11.99 C 13.03 -12.69 C 14.31 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 15 1 13 20 1 14 16 1 14 22 1 15 26 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 25 1 21 23 1 23 26 1 24 25 1 24 26 1', '26 28 H 16.84 -9.59 H 15.58 -10.79 H 14.31 -12.95 C:113 20.55 -7.67 C:31 18.94 -7.14 C:12 11.99 -13.69 C:25 14.31 -9.06 O 18.06 -12.69 O 13.62 -15.13 O 10.58 -12.69 C:146 19.51 -8.69 C:70 14.02 -13.78 C:28 11.79 -10.54 C:38 16.84 -7.61 C:37 13.03 -9.80 C:25 15.58 -8.33 C:37 15.58 -12.72 C:33 18.06 -9.85 C:214 16.84 -11.99 C:75 11.79 -11.99 C:46 16.84 -10.54 C:36 18.06 -8.33 C:52 15.58 -9.80 C:40 14.31 -11.99 C:42 13.03 -12.69 C:36 14.31 -10.54 21 1 -1 23 2 -2 24 3 -1 4 11 2 22 5 -2 25 6 -2 26 7 -2 8 19 2 9 12 1 20 10 -2 22 11 -1 25 12 -1 13 15 1 13 20 1 14 16 1 14 22 1 15 26 1 16 23 1 17 19 1 17 24 1 18 21 1 18 22 1 19 21 1 20 25 1 21 23 1 23 26 1 24 25 1 24 26 1', 'C20H32O3', 320.236, 'C', 'np03_392_16', 648, '', '', '1', 4, NULL, NULL),
(9322, '', '7a,11a,18-Trihydroxy-9,13-epi-ent-pimara-8(14),15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:5]23[CH2:6][C@@H:7](O)[C:8]1=[CH:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][C@@H:11](O)[C@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:19])[CH2:18]O', '[H][C@]23C[C@@H](O)C1=C[C@](C)(C=C)C[C@@H](O)[C@]1([H])[C@]2(C)CCC[C@]3(C)CO', '[H][C@:43]23[CH2:28][C@@H:74](O)[C:142]1=[CH:133][C@:40]([CH3:29])([CH:146]=[CH2:114])[CH2:46][C@@H:67](O)[C@:53]1([H])[C@:39]2([CH3:25])[CH2:36][CH2:19][CH2:35][C@:38]3([CH3:18])[CH2:72]O', '25 27 H 13.75 -12.97 H 15.00 -10.83 C:16 19.92 -7.75 C:17 18.33 -7.22 C:19 11.46 -13.70 C:20 13.75 -9.12 O 13.07 -15.12 O 17.45 -12.70 O 13.81 -7.69 C:15 18.89 -8.76 C:14 17.45 -9.90 C:18 13.46 -13.79 C:2 11.26 -10.58 C:3 11.26 -12.02 C:1 12.48 -9.85 C:12 16.25 -7.69 C:6 15.00 -12.74 C:8 16.25 -10.58 C:7 16.25 -12.02 C:11 15.00 -8.40 C:13 17.45 -8.40 C:5 13.75 -12.02 C:9 15.00 -9.85 C:4 12.48 -12.71 C:10 13.75 -10.58 22 1 -1 23 2 -2 3 10 2 21 4 -2 24 5 -2 25 6 -2 7 12 1 19 8 -2 20 9 -2 21 10 -1 11 18 2 11 21 1 24 12 -1 13 14 1 13 15 1 14 24 1 15 25 1 16 20 1 16 21 1 17 19 1 17 22 1 18 19 1 18 23 1 20 23 1 22 24 1 22 25 1 23 25 1', '25 27 H 13.75 -12.97 H 15.00 -10.83 C 19.92 -7.75 C 18.33 -7.22 C 11.46 -13.70 C 13.75 -9.12 O 13.07 -15.12 O 17.45 -12.70 O 13.81 -7.69 C 18.89 -8.76 C 17.45 -9.90 C 13.46 -13.79 C 11.26 -10.58 C 11.26 -12.02 C 12.48 -9.85 C 16.25 -7.69 C 15.00 -12.74 C 16.25 -10.58 C 16.25 -12.02 C 15.00 -8.40 C 17.45 -8.40 C 13.75 -12.02 C 15.00 -9.85 C 12.48 -12.71 C 13.75 -10.58 22 1 -1 23 2 -2 3 10 2 21 4 -2 24 5 -2 25 6 -2 7 12 1 19 8 -2 20 9 -2 21 10 -1 11 18 2 11 21 1 24 12 -1 13 14 1 13 15 1 14 24 1 15 25 1 16 20 1 16 21 1 17 19 1 17 22 1 18 19 1 18 23 1 20 23 1 22 24 1 22 25 1 23 25 1', '25 27 H 13.75 -12.97 H 15.00 -10.83 C:114 19.92 -7.75 C:29 18.33 -7.22 C:18 11.46 -13.70 C:25 13.75 -9.12 O 13.07 -15.12 O 17.45 -12.70 O 13.81 -7.69 C:146 18.89 -8.76 C:133 17.45 -9.90 C:72 13.46 -13.79 C:19 11.26 -10.58 C:35 11.26 -12.02 C:36 12.48 -9.85 C:46 16.25 -7.69 C:28 15.00 -12.74 C:142 16.25 -10.58 C:74 16.25 -12.02 C:67 15.00 -8.40 C:40 17.45 -8.40 C:43 13.75 -12.02 C:53 15.00 -9.85 C:38 12.48 -12.71 C:39 13.75 -10.58 22 1 -1 23 2 -2 3 10 2 21 4 -2 24 5 -2 25 6 -2 7 12 1 19 8 -2 20 9 -2 21 10 -1 11 18 2 11 21 1 24 12 -1 13 14 1 13 15 1 14 24 1 15 25 1 16 20 1 16 21 1 17 19 1 17 22 1 18 19 1 18 23 1 20 23 1 22 24 1 22 25 1 23 25 1', 'C20H32O3', 320.228, 'C', 'np03_392_18', 648, '', '', '1', 4, NULL, NULL),
(9323, 'Virescenoside R', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:9]14[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@@:5]5([H])[C@@:4]([CH3:18])([CH2:19]O[C@@H:101]3O[C@H:105]([CH2:106]O[C@H:201]2O[C@H:205]([CH2:206]O)[C@@H:204](O)[C@H:203](O)[C@H:202]2O)[C@@H:104](O)[C@@H:103](O)[C@@H:102]3O)[C@@H:3](O)[C@H:2](O)[CH2:1][C@:10]45[CH3:20]', '[H][C@]14CC[C@](C)(C=C)CC1=CC[C@@]5([H])[C@@](C)(CO[C@@H]3O[C@H](CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]3O)[C@@H](O)[C@H](O)C[C@]45C', '[H][C@:52]14[CH2:21][CH2:36][C@:37]([CH3:21])([CH:151]=[CH2:109])[CH2:46][C:135]1=[CH:122][CH2:24][C@@:51]5([H])[C@@:44]([CH3:26])([CH2:70]O[C@@H:99]3O[C@H:74]([CH2:68]O[C@H:100]2O[C@H:74]([CH2:63]O)[C@@H:71](O)[C@H:75](O)[C@H:73]2O)[C@@H:65](O)[C@@H:72](O)[C@@H:71]3O)[C@@H:84](O)[C@H:68](O)[CH2:47][C@:36]45[CH3:16]', '47 51 H 21.25 -8.72 H 19.99 -10.93 C:16 26.21 -5.61 C:17 24.62 -5.08 C:18 19.71 -11.90 C:20 19.99 -6.99 O 6.85 -6.99 O 16.29 -7.76 O 6.68 -12.03 O 14.96 -16.00 O 6.10 -9.29 O 12.29 -15.13 O 9.34 -12.90 O 17.04 -14.13 O 16.29 -10.61 C:15 25.18 -6.63 C:7 22.52 -9.91 C:206 8.18 -7.42 C:6 21.25 -10.66 C:12 22.52 -5.55 C:11 21.25 -6.27 C:106 11.71 -12.41 C:19 17.67 -11.79 C:14 23.74 -7.76 C:1 18.72 -7.76 O 11.42 -11.04 O 16.46 -11.39 O 9.80 -9.24 O 14.08 -11.90 C:8 22.52 -8.47 C:2 17.47 -8.47 C:203 7.72 -11.10 C:103 14.67 -14.62 C:204 7.43 -9.73 C:104 13.33 -14.19 C:202 9.05 -11.53 C:102 15.72 -13.69 C:3 17.47 -9.91 C:205 8.47 -8.80 C:105 13.04 -12.84 C:201 10.09 -10.61 C:101 15.42 -12.34 C:13 23.74 -6.27 C:9 21.25 -7.76 C:5 19.99 -9.91 C:4 18.72 -10.66 C:10 19.99 -8.47 44 1 -2 45 2 -2 3 16 2 43 4 -1 46 5 -2 47 6 -1 7 18 1 31 8 -2 32 9 -1 33 10 -2 34 11 -2 35 12 -2 36 13 -2 37 14 -1 38 15 -1 43 16 -2 17 19 1 17 30 2 39 18 -1 19 45 1 20 21 1 20 43 1 21 44 1 22 26 1 40 22 -1 23 27 1 46 23 -1 24 30 1 24 43 1 25 31 1 25 47 1 41 26 -2 42 27 -1 28 39 1 28 41 1 29 40 1 29 42 1 30 44 1 31 38 1 32 34 1 32 36 1 33 35 1 33 37 1 34 39 1 35 40 1 36 41 1 37 42 1 38 46 1 44 47 1 45 46 1 45 47 1', '47 51 H 21.25 -8.72 H 19.99 -10.93 C 26.21 -5.61 C 24.62 -5.08 C 19.71 -11.90 C 19.99 -6.99 O 6.85 -6.99 O 16.29 -7.76 O 6.68 -12.03 O 14.96 -16.00 O 6.10 -9.29 O 12.29 -15.13 O 9.34 -12.90 O 17.04 -14.13 O 16.29 -10.61 C 25.18 -6.63 C 22.52 -9.91 C 8.18 -7.42 C 21.25 -10.66 C 22.52 -5.55 C 21.25 -6.27 C 11.71 -12.41 C 17.67 -11.79 C 23.74 -7.76 C 18.72 -7.76 O 11.42 -11.04 O 16.46 -11.39 O 9.80 -9.24 O 14.08 -11.90 C 22.52 -8.47 C 17.47 -8.47 C 7.72 -11.10 C 14.67 -14.62 C 7.43 -9.73 C 13.33 -14.19 C 9.05 -11.53 C 15.72 -13.69 C 17.47 -9.91 C 8.47 -8.80 C 13.04 -12.84 C 10.09 -10.61 C 15.42 -12.34 C 23.74 -6.27 C 21.25 -7.76 C 19.99 -9.91 C 18.72 -10.66 C 19.99 -8.47 44 1 -2 45 2 -2 3 16 2 43 4 -1 46 5 -2 47 6 -1 7 18 1 31 8 -2 32 9 -1 33 10 -2 34 11 -2 35 12 -2 36 13 -2 37 14 -1 38 15 -1 43 16 -2 17 19 1 17 30 2 39 18 -1 19 45 1 20 21 1 20 43 1 21 44 1 22 26 1 40 22 -1 23 27 1 46 23 -1 24 30 1 24 43 1 25 31 1 25 47 1 41 26 -2 42 27 -1 28 39 1 28 41 1 29 40 1 29 42 1 30 44 1 31 38 1 32 34 1 32 36 1 33 35 1 33 37 1 34 39 1 35 40 1 36 41 1 37 42 1 38 46 1 44 47 1 45 46 1 45 47 1', '47 51 H 21.25 -8.72 H 19.99 -10.93 C:109 26.21 -5.61 C:21 24.62 -5.08 C:26 19.71 -11.90 C:16 19.99 -6.99 O 6.85 -6.99 O 16.29 -7.76 O 6.68 -12.03 O 14.96 -16.00 O 6.10 -9.29 O 12.29 -15.13 O 9.34 -12.90 O 17.04 -14.13 O 16.29 -10.61 C:151 25.18 -6.63 C:122 22.52 -9.91 C:63 8.18 -7.42 C:24 21.25 -10.66 C:36 22.52 -5.55 C:21 21.25 -6.27 C:68 11.71 -12.41 C:70 17.67 -11.79 C:46 23.74 -7.76 C:47 18.72 -7.76 O 11.42 -11.04 O 16.46 -11.39 O 9.80 -9.24 O 14.08 -11.90 C:135 22.52 -8.47 C:68 17.47 -8.47 C:75 7.72 -11.10 C:72 14.67 -14.62 C:71 7.43 -9.73 C:65 13.33 -14.19 C:73 9.05 -11.53 C:71 15.72 -13.69 C:84 17.47 -9.91 C:74 8.47 -8.80 C:74 13.04 -12.84 C:100 10.09 -10.61 C:99 15.42 -12.34 C:37 23.74 -6.27 C:52 21.25 -7.76 C:51 19.99 -9.91 C:44 18.72 -10.66 C:36 19.99 -8.47 44 1 -2 45 2 -2 3 16 2 43 4 -1 46 5 -2 47 6 -1 7 18 1 31 8 -2 32 9 -1 33 10 -2 34 11 -2 35 12 -2 36 13 -2 37 14 -1 38 15 -1 43 16 -2 17 19 1 17 30 2 39 18 -1 19 45 1 20 21 1 20 43 1 21 44 1 22 26 1 40 22 -1 23 27 1 46 23 -1 24 30 1 24 43 1 25 31 1 25 47 1 41 26 -2 42 27 -1 28 39 1 28 41 1 29 40 1 29 42 1 30 44 1 31 38 1 32 34 1 32 36 1 33 35 1 33 37 1 34 39 1 35 40 1 36 41 1 37 42 1 38 46 1 44 47 1 45 46 1 45 47 1', 'C32H52O13', 644.35, 'P', 'np04_1047_1', 25, '', '', '1', 4, NULL, NULL),
(9324, 'Virescenoside S', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:9]13[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH:14]=[C:8]1[C@H:7](O)[CH2:6][C@@:5]4([H])[C@@:4]([CH3:18])([CH2:19]O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@@H:103](O)[C@@H:102]2O)[C:3](=O)[CH2:2][CH2:1][C@:10]34[CH3:20]', '[H][C@]13CC[C@](C)(C=C)C=C1[C@H](O)C[C@@]4([H])[C@@](C)(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)C(=O)CC[C@]34C', '[H][C@:45]13[CH2:19][CH2:34][C@:38]([CH3:26])([CH:148]=[CH2:111])[CH:133]=[C:140]1[C@H:72](O)[CH2:31][C@@:50]4([H])[C@@:53]([CH3:21])([CH2:73]O[C@@H:100]2O[C@H:77]([CH2:63]O)[C@@H:66](O)[C@@H:73](O)[C@@H:72]2O)[C:214](=O)[CH2:36][CH2:38][C@:38]34[CH3:15]', '36 39 H 18.56 -8.76 H 17.30 -10.97 C:16 23.50 -5.67 C:17 21.92 -5.14 C:18 17.02 -11.95 C:20 17.30 -7.04 O 13.57 -10.63 O 8.72 -11.08 O 21.05 -10.62 O 12.26 -16.06 O 9.59 -15.19 O 14.36 -14.19 C:15 22.48 -6.69 C:14 21.05 -7.78 C:106 9.01 -12.46 C:2 14.79 -8.51 C:12 19.82 -5.61 C:11 18.56 -6.33 C:1 16.03 -7.81 C:19 14.99 -11.84 C:6 18.56 -10.70 O 13.78 -11.44 O 11.38 -11.95 C:3 14.79 -9.95 C:8 19.82 -8.51 C:7 19.82 -9.95 C:103 11.97 -14.68 C:104 10.63 -14.25 C:102 13.02 -13.75 C:105 10.34 -12.89 C:101 12.72 -12.39 C:13 21.05 -6.33 C:9 18.56 -7.81 C:5 17.30 -9.95 C:4 16.03 -10.70 C:10 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 15 1 26 9 -2 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 25 2 14 32 1 30 15 -1 16 19 1 16 24 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 26 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 35 1 25 26 1 25 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', '36 39 H 18.56 -8.76 H 17.30 -10.97 C 23.50 -5.67 C 21.92 -5.14 C 17.02 -11.95 C 17.30 -7.04 O 13.57 -10.63 O 8.72 -11.08 O 21.05 -10.62 O 12.26 -16.06 O 9.59 -15.19 O 14.36 -14.19 C 22.48 -6.69 C 21.05 -7.78 C 9.01 -12.46 C 14.79 -8.51 C 19.82 -5.61 C 18.56 -6.33 C 16.03 -7.81 C 14.99 -11.84 C 18.56 -10.70 O 13.78 -11.44 O 11.38 -11.95 C 14.79 -9.95 C 19.82 -8.51 C 19.82 -9.95 C 11.97 -14.68 C 10.63 -14.25 C 13.02 -13.75 C 10.34 -12.89 C 12.72 -12.39 C 21.05 -6.33 C 18.56 -7.81 C 17.30 -9.95 C 16.03 -10.70 C 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 15 1 26 9 -2 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 25 2 14 32 1 30 15 -1 16 19 1 16 24 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 26 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 35 1 25 26 1 25 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', '36 39 H 18.56 -8.76 H 17.30 -10.97 C:111 23.50 -5.67 C:26 21.92 -5.14 C:21 17.02 -11.95 C:15 17.30 -7.04 O 13.57 -10.63 O 8.72 -11.08 O 21.05 -10.62 O 12.26 -16.06 O 9.59 -15.19 O 14.36 -14.19 C:148 22.48 -6.69 C:133 21.05 -7.78 C:63 9.01 -12.46 C:36 14.79 -8.51 C:34 19.82 -5.61 C:19 18.56 -6.33 C:38 16.03 -7.81 C:73 14.99 -11.84 C:31 18.56 -10.70 O 13.78 -11.44 O 11.38 -11.95 C:214 14.79 -9.95 C:140 19.82 -8.51 C:72 19.82 -9.95 C:73 11.97 -14.68 C:66 10.63 -14.25 C:72 13.02 -13.75 C:77 10.34 -12.89 C:100 12.72 -12.39 C:38 21.05 -6.33 C:45 18.56 -7.81 C:50 17.30 -9.95 C:53 16.03 -10.70 C:38 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 15 1 26 9 -2 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 25 2 14 32 1 30 15 -1 16 19 1 16 24 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 26 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 35 1 25 26 1 25 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', 'C26H40O8', 480.289, 'P', 'np04_1047_2', 25, '', '', '1', 4, NULL, NULL),
(9325, 'Virescenoside T', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:5]23[CH2:6][C:7](=O)[C:8]1=[C:9]([CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14]1)[C@@:10]2([CH3:20])[CH2:1][CH2:2][C:3](=O)[C@:4]3([CH3:18])[CH2:19]O[C@@H:101]4O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@@H:103](O)[C@@H:102]4O', '[H][C@@]23CC(=O)C1=C(CC[C@](C)(C=C)C1)[C@@]2(C)CCC(=O)[C@]3(C)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]4O', '[H][C@@:51]23[CH2:36][C:198](=O)[C:129]1=[C:163]([CH2:23][CH2:33][C@:34]([CH3:28])([CH:146]=[CH2:112])[CH2:34]1)[C@@:39]2([CH3:18])[CH2:35][CH2:36][C:212](=O)[C@:52]3([CH3:21])[CH2:72]O[C@@H:100]4O[C@H:77]([CH2:63]O)[C@@H:66](O)[C@@H:73](O)[C@@H:72]4O', '35 38 H 17.29 -10.95 C:16 23.38 -5.74 C:17 21.83 -5.22 C:18 17.01 -11.92 C:20 17.29 -7.09 O 20.97 -10.61 O 13.62 -10.62 O 8.85 -11.06 O 12.33 -15.96 O 9.71 -15.10 O 14.40 -14.12 C:15 22.38 -6.75 C:106 9.14 -12.42 C:2 14.82 -8.53 C:11 18.53 -6.39 C:12 19.77 -5.68 C:1 16.04 -7.85 C:19 15.02 -11.81 C:6 18.53 -10.69 C:14 20.97 -7.82 O 13.83 -11.42 O 11.47 -11.92 C:7 19.77 -9.95 C:3 14.82 -9.95 C:8 19.77 -8.53 C:9 18.53 -7.85 C:103 12.05 -14.60 C:104 10.73 -14.18 C:102 13.08 -13.69 C:105 10.45 -12.84 C:101 12.79 -12.35 C:13 20.97 -6.39 C:5 17.29 -9.95 C:4 16.04 -10.69 C:10 17.29 -8.53 33 1 -2 2 12 2 32 3 -1 34 4 -2 35 5 -1 6 23 2 7 24 2 8 13 1 27 9 -2 28 10 -2 29 11 -1 32 12 -2 30 13 -1 14 17 1 14 24 1 15 16 1 15 26 1 16 32 1 17 35 1 18 21 1 34 18 -1 19 23 1 19 33 1 20 25 1 20 32 1 31 21 -1 22 30 1 22 31 1 23 25 1 24 34 1 25 26 2 26 35 1 27 28 1 27 29 1 28 30 1 29 31 1 33 34 1 33 35 1', '35 38 H 17.29 -10.95 C 23.38 -5.74 C 21.83 -5.22 C 17.01 -11.92 C 17.29 -7.09 O 20.97 -10.61 O 13.62 -10.62 O 8.85 -11.06 O 12.33 -15.96 O 9.71 -15.10 O 14.40 -14.12 C 22.38 -6.75 C 9.14 -12.42 C 14.82 -8.53 C 18.53 -6.39 C 19.77 -5.68 C 16.04 -7.85 C 15.02 -11.81 C 18.53 -10.69 C 20.97 -7.82 O 13.83 -11.42 O 11.47 -11.92 C 19.77 -9.95 C 14.82 -9.95 C 19.77 -8.53 C 18.53 -7.85 C 12.05 -14.60 C 10.73 -14.18 C 13.08 -13.69 C 10.45 -12.84 C 12.79 -12.35 C 20.97 -6.39 C 17.29 -9.95 C 16.04 -10.69 C 17.29 -8.53 33 1 -2 2 12 2 32 3 -1 34 4 -2 35 5 -1 6 23 2 7 24 2 8 13 1 27 9 -2 28 10 -2 29 11 -1 32 12 -2 30 13 -1 14 17 1 14 24 1 15 16 1 15 26 1 16 32 1 17 35 1 18 21 1 34 18 -1 19 23 1 19 33 1 20 25 1 20 32 1 31 21 -1 22 30 1 22 31 1 23 25 1 24 34 1 25 26 2 26 35 1 27 28 1 27 29 1 28 30 1 29 31 1 33 34 1 33 35 1', '35 38 H 17.29 -10.95 C:112 23.38 -5.74 C:28 21.83 -5.22 C:21 17.01 -11.92 C:18 17.29 -7.09 O 20.97 -10.61 O 13.62 -10.62 O 8.85 -11.06 O 12.33 -15.96 O 9.71 -15.10 O 14.40 -14.12 C:146 22.38 -6.75 C:63 9.14 -12.42 C:36 14.82 -8.53 C:23 18.53 -6.39 C:33 19.77 -5.68 C:35 16.04 -7.85 C:72 15.02 -11.81 C:36 18.53 -10.69 C:34 20.97 -7.82 O 13.83 -11.42 O 11.47 -11.92 C:198 19.77 -9.95 C:212 14.82 -9.95 C:129 19.77 -8.53 C:163 18.53 -7.85 C:73 12.05 -14.60 C:66 10.73 -14.18 C:72 13.08 -13.69 C:77 10.45 -12.84 C:100 12.79 -12.35 C:34 20.97 -6.39 C:51 17.29 -9.95 C:52 16.04 -10.69 C:39 17.29 -8.53 33 1 -2 2 12 2 32 3 -1 34 4 -2 35 5 -1 6 23 2 7 24 2 8 13 1 27 9 -2 28 10 -2 29 11 -1 32 12 -2 30 13 -1 14 17 1 14 24 1 15 16 1 15 26 1 16 32 1 17 35 1 18 21 1 34 18 -1 19 23 1 19 33 1 20 25 1 20 32 1 31 21 -1 22 30 1 22 31 1 23 25 1 24 34 1 25 26 2 26 35 1 27 28 1 27 29 1 28 30 1 29 31 1 33 34 1 33 35 1', 'C26H38O8', 478.281, 'P', 'np04_1047_3', 25, '', '', '1', 4, NULL, NULL),
(9326, 'Virescenoside U', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:9]13[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH:14]=[C:8]1[C:7](=O)[CH2:6][C@@:5]4([H])[C@@:4]([CH3:18])([CH2:19]O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@@H:103](O)[C@@H:102]2O)[C:3](=O)[CH2:2][CH2:1][C@:10]34[CH3:20]', '[H][C@]13CC[C@](C)(C=C)C=C1C(=O)C[C@@]4([H])[C@@](C)(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O)C(=O)CC[C@]34C', '[H][C@:50]13[CH2:19][CH2:34][C@:39]([CH3:26])([CH:147]=[CH2:112])[CH:144]=[C:135]1[C:198](=O)[CH2:38][C@@:52]4([H])[C@@:52]([CH3:21])([CH2:73]O[C@@H:100]2O[C@H:77]([CH2:63]O)[C@@H:66](O)[C@@H:73](O)[C@@H:72]2O)[C:213](=O)[CH2:36][CH2:38][C@:36]34[CH3:14]', '36 39 H 18.56 -8.76 H 17.30 -10.98 C:16 23.50 -5.67 C:17 21.92 -5.14 C:18 17.02 -11.96 C:20 17.30 -7.04 O 21.04 -10.64 O 13.58 -10.64 O 8.72 -11.09 O 12.27 -16.06 O 9.59 -15.19 O 14.37 -14.19 C:15 22.48 -6.69 C:14 21.04 -7.81 C:106 9.01 -12.47 C:2 14.80 -8.51 C:12 19.82 -5.61 C:11 18.56 -6.33 C:1 16.03 -7.81 C:19 14.99 -11.85 C:6 18.56 -10.71 O 13.79 -11.45 O 11.39 -11.96 C:7 19.82 -9.96 C:3 14.80 -9.96 C:8 19.82 -8.51 C:103 11.98 -14.68 C:104 10.63 -14.25 C:102 13.03 -13.76 C:105 10.34 -12.90 C:101 12.73 -12.40 C:13 21.04 -6.33 C:9 18.56 -7.81 C:5 17.30 -9.96 C:4 16.03 -10.71 C:10 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 25 2 9 15 1 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 26 2 14 32 1 30 15 -1 16 19 1 16 25 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 24 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 26 1 25 35 1 26 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', '36 39 H 18.56 -8.76 H 17.30 -10.98 C 23.50 -5.67 C 21.92 -5.14 C 17.02 -11.96 C 17.30 -7.04 O 21.04 -10.64 O 13.58 -10.64 O 8.72 -11.09 O 12.27 -16.06 O 9.59 -15.19 O 14.37 -14.19 C 22.48 -6.69 C 21.04 -7.81 C 9.01 -12.47 C 14.80 -8.51 C 19.82 -5.61 C 18.56 -6.33 C 16.03 -7.81 C 14.99 -11.85 C 18.56 -10.71 O 13.79 -11.45 O 11.39 -11.96 C 19.82 -9.96 C 14.80 -9.96 C 19.82 -8.51 C 11.98 -14.68 C 10.63 -14.25 C 13.03 -13.76 C 10.34 -12.90 C 12.73 -12.40 C 21.04 -6.33 C 18.56 -7.81 C 17.30 -9.96 C 16.03 -10.71 C 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 25 2 9 15 1 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 26 2 14 32 1 30 15 -1 16 19 1 16 25 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 24 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 26 1 25 35 1 26 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', '36 39 H 18.56 -8.76 H 17.30 -10.98 C:112 23.50 -5.67 C:26 21.92 -5.14 C:21 17.02 -11.96 C:14 17.30 -7.04 O 21.04 -10.64 O 13.58 -10.64 O 8.72 -11.09 O 12.27 -16.06 O 9.59 -15.19 O 14.37 -14.19 C:147 22.48 -6.69 C:144 21.04 -7.81 C:63 9.01 -12.47 C:36 14.80 -8.51 C:34 19.82 -5.61 C:19 18.56 -6.33 C:38 16.03 -7.81 C:73 14.99 -11.85 C:38 18.56 -10.71 O 13.79 -11.45 O 11.39 -11.96 C:198 19.82 -9.96 C:213 14.80 -9.96 C:135 19.82 -8.51 C:73 11.98 -14.68 C:66 10.63 -14.25 C:72 13.03 -13.76 C:77 10.34 -12.90 C:100 12.73 -12.40 C:39 21.04 -6.33 C:50 18.56 -7.81 C:52 17.30 -9.96 C:52 16.03 -10.71 C:36 17.30 -8.51 33 1 -2 34 2 -2 3 13 2 32 4 -1 35 5 -2 36 6 -1 7 24 2 8 25 2 9 15 1 27 10 -2 28 11 -2 29 12 -1 32 13 -2 14 26 2 14 32 1 30 15 -1 16 19 1 16 25 1 17 18 1 17 32 1 18 33 1 19 36 1 20 22 1 35 20 -1 21 24 1 21 34 1 31 22 -1 23 30 1 23 31 1 24 26 1 25 35 1 26 33 1 27 28 1 27 29 1 28 30 1 29 31 1 33 36 1 34 35 1 34 36 1', 'C26H38O8', 478.289, 'P', 'np04_1047_4', 25, '', '', '1', 4, NULL, NULL),
(9327, 'Myrocin A', '', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[CH2:16]=[CH:15][C@@:13]4([CH3:17])[CH:14]=[C:8]3[C:7](=O)[C:6](O)=[C:5]1[C@:4]([CH3:18])([C:19](=O)O)[CH2:3][CH2:2][C@@H:1]2[CH2:20][C@:10]12[C@:9]3(O)[C:11](=O)[CH2:12]4', 'C=C[C@@]4(C)C=C3C(=O)C(O)=C1[C@](C)(C(=O)O)CC[C@@H]2C[C@]12[C@]3(O)C(=O)C4', '[CH2:115]=[CH:143][C@@:44]4([CH3:28])[CH:145]=[C:138]3[C:184](=O)[C:146](O)=[C:134]1[C@:46]([CH3:20])([C:181](=O)O)[CH2:30][CH2:18][C@@H:17]2[CH2:12][C@:31]12[C@:77]3(O)[C:209](=O)[CH2:54]4', '26 29 C:16 20.90 -7.23 C:17 19.37 -6.76 C:18 14.60 -13.16 O 12.97 -14.43 O 18.51 -12.15 O 14.95 -7.23 O 11.31 -12.67 O 16.11 -13.48 O 16.11 -10.68 C:15 19.91 -8.26 C:14 18.51 -9.33 C:2 12.44 -10.05 C:3 12.44 -11.44 C:12 17.34 -7.23 C:20 14.88 -8.61 C:19 12.64 -13.08 C:7 17.34 -11.44 C:11 16.11 -7.91 C:6 16.11 -12.15 C:8 17.34 -10.05 C:5 14.88 -11.44 C:1 13.65 -9.33 C:13 18.51 -7.91 C:4 13.65 -12.15 C:9 16.11 -9.33 C:10 14.88 -10.05 1 10 2 23 2 -2 24 3 -1 4 16 2 5 17 2 6 18 2 7 16 1 8 19 1 25 9 -1 23 10 -1 11 20 2 11 23 1 12 13 1 12 22 1 13 24 1 14 18 1 14 23 1 22 15 -2 26 15 -2 24 16 -2 17 19 1 17 20 1 18 25 1 19 21 2 20 25 1 21 24 1 21 26 1 22 26 1 25 26 1', '26 29 C 20.90 -7.23 C 19.37 -6.76 C 14.60 -13.16 O 12.97 -14.43 O 18.51 -12.15 O 14.95 -7.23 O 11.31 -12.67 O 16.11 -13.48 O 16.11 -10.68 C 19.91 -8.26 C 18.51 -9.33 C 12.44 -10.05 C 12.44 -11.44 C 17.34 -7.23 C 14.88 -8.61 C 12.64 -13.08 C 17.34 -11.44 C 16.11 -7.91 C 16.11 -12.15 C 17.34 -10.05 C 14.88 -11.44 C 13.65 -9.33 C 18.51 -7.91 C 13.65 -12.15 C 16.11 -9.33 C 14.88 -10.05 1 10 2 23 2 -2 24 3 -1 4 16 2 5 17 2 6 18 2 7 16 1 8 19 1 25 9 -1 23 10 -1 11 20 2 11 23 1 12 13 1 12 22 1 13 24 1 14 18 1 14 23 1 22 15 -2 26 15 -2 24 16 -2 17 19 1 17 20 1 18 25 1 19 21 2 20 25 1 21 24 1 21 26 1 22 26 1 25 26 1', '26 29 C:115 20.90 -7.23 C:28 19.37 -6.76 C:20 14.60 -13.16 O 12.97 -14.43 O 18.51 -12.15 O 14.95 -7.23 O 11.31 -12.67 O 16.11 -13.48 O 16.11 -10.68 C:143 19.91 -8.26 C:145 18.51 -9.33 C:18 12.44 -10.05 C:30 12.44 -11.44 C:54 17.34 -7.23 C:12 14.88 -8.61 C:181 12.64 -13.08 C:184 17.34 -11.44 C:209 16.11 -7.91 C:146 16.11 -12.15 C:138 17.34 -10.05 C:134 14.88 -11.44 C:17 13.65 -9.33 C:44 18.51 -7.91 C:46 13.65 -12.15 C:77 16.11 -9.33 C:31 14.88 -10.05 1 10 2 23 2 -2 24 3 -1 4 16 2 5 17 2 6 18 2 7 16 1 8 19 1 25 9 -1 23 10 -1 11 20 2 11 23 1 12 13 1 12 22 1 13 24 1 14 18 1 14 23 1 22 15 -2 26 15 -2 24 16 -2 17 19 1 17 20 1 18 25 1 19 21 2 20 25 1 21 24 1 21 26 1 22 26 1 25 26 1', 'C20H22O6', 358.21, 'A', 'np04_1058_1', 1158, '', '', '1', 4, NULL, NULL),
(9328, 'Apiosporic acid', '', 'Polyketides', '', '', '[H][C@:10]12[CH:1]=[CH:2][C@@H:3]([CH3:13])[C@@H:4]([C:12](=O)O)[C@:5]1([H])[CH2:6][CH2:7][C@@H:8]([CH2:11]O)[CH2:9]2', '[H][C@]12C=C[C@@H](C)[C@@H](C(=O)O)[C@]1([H])CC[C@@H](CO)C2', '[H][C@:42]12[CH:132]=[CH:132][C@@H:33]([CH3:18])[C@@H:50]([C:175](=O)O)[C@:37]1([H])[CH2:30][CH2:30][C@@H:42]([CH2:68]O)[CH2:37]2', '18 19 H 16.12 -7.93 H 16.12 -11.47 C:13 12.38 -11.12 O 13.64 -13.28 O 21.12 -8.92 O 16.10 -13.27 C:2 13.62 -8.99 C:1 14.87 -8.24 C:11 19.90 -8.24 C:7 18.64 -10.42 C:6 17.39 -11.15 C:9 17.39 -8.24 C:12 14.86 -12.56 C:3 13.62 -10.42 C:8 18.64 -8.99 C:4 14.87 -11.15 C:10 16.12 -8.99 C:5 16.12 -10.42 17 1 -1 18 2 -2 14 3 -2 4 13 2 5 9 1 6 13 1 7 8 2 7 14 1 8 17 1 15 9 -2 10 11 1 10 15 1 11 18 1 12 15 1 12 17 1 16 13 -2 14 16 1 16 18 1 17 18 1', '18 19 H 16.12 -7.93 H 16.12 -11.47 C 12.38 -11.12 O 13.64 -13.28 O 21.12 -8.92 O 16.10 -13.27 C 13.62 -8.99 C 14.87 -8.24 C 19.90 -8.24 C 18.64 -10.42 C 17.39 -11.15 C 17.39 -8.24 C 14.86 -12.56 C 13.62 -10.42 C 18.64 -8.99 C 14.87 -11.15 C 16.12 -8.99 C 16.12 -10.42 17 1 -1 18 2 -2 14 3 -2 4 13 2 5 9 1 6 13 1 7 8 2 7 14 1 8 17 1 15 9 -2 10 11 1 10 15 1 11 18 1 12 15 1 12 17 1 16 13 -2 14 16 1 16 18 1 17 18 1', '18 19 H 16.12 -7.93 H 16.12 -11.47 C:18 12.38 -11.12 O 13.64 -13.28 O 21.12 -8.92 O 16.10 -13.27 C:132 13.62 -8.99 C:132 14.87 -8.24 C:68 19.90 -8.24 C:30 18.64 -10.42 C:30 17.39 -11.15 C:37 17.39 -8.24 C:175 14.86 -12.56 C:33 13.62 -10.42 C:42 18.64 -8.99 C:50 14.87 -11.15 C:42 16.12 -8.99 C:37 16.12 -10.42 17 1 -1 18 2 -2 14 3 -2 4 13 2 5 9 1 6 13 1 7 8 2 7 14 1 8 17 1 15 9 -2 10 11 1 10 15 1 11 18 1 12 15 1 12 17 1 16 13 -2 14 16 1 16 18 1 17 18 1', 'C13H20O3', 224.153, 'A', 'np04_1058_2', 1158, '', '', '1', 4, NULL, NULL),
(9329, '9-Hydroxyhexylitaconic acid', '', 'Miscellanea', '', '', '[CH2:11]=[C:3]([C:4](=O)O)[CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([CH3:10])O)[C:1](=O)O[CH3:1001]', 'C=C(C(=O)O)C(CCCCC(C)O)C(=O)OC', '[CH2:127]=[C:140]([C:168](=O)O)[CH:47]([CH2:32][CH2:28][CH2:26][CH2:40][CH:67]([CH3:24])O)[C:174](=O)O[CH3:52]', '17 16 C:11 16.17 -12.55 C:1001 20.95 -9.49 C:10 10.14 -10.49 O 18.58 -13.98 O 18.58 -8.30 O 19.82 -11.86 O 11.35 -8.40 C:7 13.75 -9.79 C:6 14.96 -10.49 C:8 12.54 -10.49 C:5 16.17 -9.79 O 19.82 -10.33 C:4 18.58 -12.55 C:3 17.37 -11.86 C:1 18.58 -9.70 C:9 11.35 -9.79 C:2 17.37 -10.49 1 14 2 2 12 1 3 16 1 4 13 2 5 15 2 6 13 1 7 16 1 8 9 1 8 10 1 9 11 1 10 16 1 11 17 1 12 15 1 13 14 1 14 17 1 15 17 1', '17 16 C 16.17 -12.55 C 20.95 -9.49 C 10.14 -10.49 O 18.58 -13.98 O 18.58 -8.30 O 19.82 -11.86 O 11.35 -8.40 C 13.75 -9.79 C 14.96 -10.49 C 12.54 -10.49 C 16.17 -9.79 O 19.82 -10.33 C 18.58 -12.55 C 17.37 -11.86 C 18.58 -9.70 C 11.35 -9.79 C 17.37 -10.49 1 14 2 2 12 1 3 16 1 4 13 2 5 15 2 6 13 1 7 16 1 8 9 1 8 10 1 9 11 1 10 16 1 11 17 1 12 15 1 13 14 1 14 17 1 15 17 1', '17 16 C:127 16.17 -12.55 C:52 20.95 -9.49 C:24 10.14 -10.49 O 18.58 -13.98 O 18.58 -8.30 O 19.82 -11.86 O 11.35 -8.40 C:26 13.75 -9.79 C:28 14.96 -10.49 C:40 12.54 -10.49 C:32 16.17 -9.79 O 19.82 -10.33 C:168 18.58 -12.55 C:140 17.37 -11.86 C:174 18.58 -9.70 C:67 11.35 -9.79 C:47 17.37 -10.49 1 14 2 2 12 1 3 16 1 4 13 2 5 15 2 6 13 1 7 16 1 8 9 1 8 10 1 9 11 1 10 16 1 11 17 1 12 15 1 13 14 1 14 17 1 15 17 1', 'C12H20O5', 244.125, 'A', 'np04_1058_3', 1158, '', '', '1', 4, NULL, NULL),
(9330, '', '', 'Miscellanea', '', '', '[CH2:11]=[C:3]([C:4](=O)O)[CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:1](=O)O', 'C=C(C(=O)O)C(CCCCCC)C(=O)O', '[CH2:130]=[C:137]([C:172](=O)O)[CH:47]([CH2:30][CH2:27][CH2:29][CH2:32][CH2:23][CH3:14])[C:180](=O)O', '15 14 C:11 16.79 -12.54 C:10 10.75 -10.48 O 19.19 -13.98 O 19.19 -8.29 O 20.43 -11.85 O 20.43 -10.32 C:9 11.96 -9.78 C:8 13.15 -10.48 C:7 14.37 -9.78 C:6 15.58 -10.48 C:5 16.79 -9.78 C:3 17.99 -11.85 C:4 19.19 -12.54 C:1 19.19 -9.69 C:2 17.99 -10.48 1 12 2 2 7 1 3 13 2 4 14 2 5 13 1 6 14 1 7 8 1 8 9 1 9 10 1 10 11 1 11 15 1 12 13 1 12 15 1 14 15 1', '15 14 C 16.79 -12.54 C 10.75 -10.48 O 19.19 -13.98 O 19.19 -8.29 O 20.43 -11.85 O 20.43 -10.32 C 11.96 -9.78 C 13.15 -10.48 C 14.37 -9.78 C 15.58 -10.48 C 16.79 -9.78 C 17.99 -11.85 C 19.19 -12.54 C 19.19 -9.69 C 17.99 -10.48 1 12 2 2 7 1 3 13 2 4 14 2 5 13 1 6 14 1 7 8 1 8 9 1 9 10 1 10 11 1 11 15 1 12 13 1 12 15 1 14 15 1', '15 14 C:130 16.79 -12.54 C:14 10.75 -10.48 O 19.19 -13.98 O 19.19 -8.29 O 20.43 -11.85 O 20.43 -10.32 C:23 11.96 -9.78 C:32 13.15 -10.48 C:29 14.37 -9.78 C:27 15.58 -10.48 C:30 16.79 -9.78 C:137 17.99 -11.85 C:172 19.19 -12.54 C:180 19.19 -9.69 C:47 17.99 -10.48 1 12 2 2 7 1 3 13 2 4 14 2 5 13 1 6 14 1 7 8 1 8 9 1 9 10 1 10 11 1 11 15 1 12 13 1 12 15 1 14 15 1', 'C11H18O4', 214.115, 'C', 'np04_1058_4', 1158, '', '', '1', 4, NULL, NULL),
(9331, '', 'Ent-12a,16-epoxy-2b,15a,19-trihydroxypimar-8-ene', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:12]34[CH2:11][C:9]1=[C:8]([CH2:7][CH2:6][C@:5]2([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][C@@H:2](O)[CH2:1][C@@:10]12[CH3:20])[CH2:14][C@@:13]3([CH3:17])[C@@H:15](O)[CH2:16]O4', '[H][C@]34CC1=C(CC[C@]2([H])[C@](C)(CO)C[C@@H](O)C[C@@]12C)C[C@@]3(C)[C@@H](O)CO4', '[H][C@:85]34[CH2:33][C:126]1=[C:143]([CH2:20][CH2:23][C@:53]2([H])[C@:42]([CH3:28])([CH2:66]O)[CH2:46][C@@H:66](O)[CH2:47][C@@:41]12[CH3:22])[CH2:31][C@@:44]3([CH3:15])[C@@H:81](O)[CH2:75]O4', '26 29 H 16.88 -9.81 H 14.36 -14.16 C:18 14.07 -14.98 C:20 14.36 -10.28 C:17 18.15 -8.17 O 10.72 -14.47 O 10.62 -11.07 O 20.47 -8.84 C:7 16.88 -13.20 C:19 12.02 -14.89 C:6 15.63 -13.93 C:16 18.53 -7.34 C:11 15.63 -9.53 C:14 18.15 -11.01 C:3 11.82 -13.20 C:1 13.08 -11.01 O 17.18 -7.50 C:8 16.88 -11.75 C:9 15.63 -11.01 C:2 11.82 -11.75 C:15 19.12 -8.58 C:4 13.08 -13.93 C:12 16.88 -8.83 C:5 14.36 -13.20 C:10 14.36 -11.75 C:13 18.15 -9.53 23 1 -1 24 2 -1 22 3 -1 25 4 -2 26 5 -1 6 10 1 20 7 -1 21 8 -2 9 11 1 9 18 1 22 10 -2 11 24 1 12 17 1 12 21 1 13 19 1 13 23 1 14 18 1 14 26 1 15 20 1 15 22 1 16 20 1 16 25 1 17 23 1 18 19 2 19 25 1 21 26 1 22 24 1 23 26 1 24 25 1', '26 29 H 16.88 -9.81 H 14.36 -14.16 C 14.07 -14.98 C 14.36 -10.28 C 18.15 -8.17 O 10.72 -14.47 O 10.62 -11.07 O 20.47 -8.84 C 16.88 -13.20 C 12.02 -14.89 C 15.63 -13.93 C 18.53 -7.34 C 15.63 -9.53 C 18.15 -11.01 C 11.82 -13.20 C 13.08 -11.01 O 17.18 -7.50 C 16.88 -11.75 C 15.63 -11.01 C 11.82 -11.75 C 19.12 -8.58 C 13.08 -13.93 C 16.88 -8.83 C 14.36 -13.20 C 14.36 -11.75 C 18.15 -9.53 23 1 -1 24 2 -1 22 3 -1 25 4 -2 26 5 -1 6 10 1 20 7 -1 21 8 -2 9 11 1 9 18 1 22 10 -2 11 24 1 12 17 1 12 21 1 13 19 1 13 23 1 14 18 1 14 26 1 15 20 1 15 22 1 16 20 1 16 25 1 17 23 1 18 19 2 19 25 1 21 26 1 22 24 1 23 26 1 24 25 1', '26 29 H 16.88 -9.81 H 14.36 -14.16 C:28 14.07 -14.98 C:22 14.36 -10.28 C:15 18.15 -8.17 O 10.72 -14.47 O 10.62 -11.07 O 20.47 -8.84 C:20 16.88 -13.20 C:66 12.02 -14.89 C:23 15.63 -13.93 C:75 18.53 -7.34 C:33 15.63 -9.53 C:31 18.15 -11.01 C:46 11.82 -13.20 C:47 13.08 -11.01 O 17.18 -7.50 C:143 16.88 -11.75 C:126 15.63 -11.01 C:66 11.82 -11.75 C:81 19.12 -8.58 C:42 13.08 -13.93 C:85 16.88 -8.83 C:53 14.36 -13.20 C:41 14.36 -11.75 C:44 18.15 -9.53 23 1 -1 24 2 -1 22 3 -1 25 4 -2 26 5 -1 6 10 1 20 7 -1 21 8 -2 9 11 1 9 18 1 22 10 -2 11 24 1 12 17 1 12 21 1 13 19 1 13 23 1 14 18 1 14 26 1 15 20 1 15 22 1 16 20 1 16 25 1 17 23 1 18 19 2 19 25 1 21 26 1 22 24 1 23 26 1 24 25 1', 'C20H32O4', 336.227, 'M', 'np04_1517_1', 2476, '', '', '1', 4, NULL, NULL),
(9332, '', 'Ent-12a,16-epoxy-2b,15a,19-trihydroxypimar-8(14)-ene', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:12]12[CH2:11][C@:9]3([H])[C:8](=[CH:14][C@@:13]1([CH3:17])[C@@H:15](O)[CH2:16]O2)[CH2:7][CH2:6][C@:5]4([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][C@@H:2](O)[CH2:1][C@@:10]34[CH3:20]', '[H][C@]12C[C@]3([H])C(=C[C@@]1(C)[C@@H](O)CO2)CC[C@]4([H])[C@](C)(CO)C[C@@H](O)C[C@@]34C', '[H][C@:87]12[CH2:34][C@:53]3([H])[C:136](=[CH:126][C@@:45]1([CH3:22])[C@@H:79](O)[CH2:73]O2)[CH2:25][CH2:21][C@:52]4([H])[C@:41]([CH3:28])([CH2:66]O)[CH2:46][C@@H:65](O)[CH2:50][C@@:38]34[CH3:17]', '27 30 H 16.94 -9.79 H 15.67 -12.00 H 14.39 -14.19 C:18 14.10 -15.02 C:17 18.22 -8.14 C:20 14.39 -10.27 O 10.71 -14.51 O 10.61 -11.07 O 20.56 -8.81 C:14 18.22 -11.01 C:19 12.03 -14.93 C:7 16.94 -13.22 C:16 18.60 -7.30 C:6 15.67 -13.96 C:3 11.82 -13.22 C:1 13.10 -11.01 C:11 15.67 -9.52 O 17.24 -7.46 C:8 16.94 -11.75 C:2 11.82 -11.75 C:15 19.20 -8.56 C:12 16.94 -8.80 C:4 13.10 -13.96 C:9 15.67 -11.01 C:13 18.22 -9.52 C:5 14.39 -13.22 C:10 14.39 -11.75 22 1 -1 24 2 -1 26 3 -1 23 4 -1 25 5 -1 27 6 -2 7 11 1 20 8 -1 21 9 -2 10 19 2 10 25 1 23 11 -2 12 14 1 12 19 1 13 18 1 13 21 1 14 26 1 15 20 1 15 23 1 16 20 1 16 27 1 17 22 1 17 24 1 18 22 1 19 24 1 21 25 1 22 25 1 23 26 1 24 27 1 26 27 1', '27 30 H 16.94 -9.79 H 15.67 -12.00 H 14.39 -14.19 C 14.10 -15.02 C 18.22 -8.14 C 14.39 -10.27 O 10.71 -14.51 O 10.61 -11.07 O 20.56 -8.81 C 18.22 -11.01 C 12.03 -14.93 C 16.94 -13.22 C 18.60 -7.30 C 15.67 -13.96 C 11.82 -13.22 C 13.10 -11.01 C 15.67 -9.52 O 17.24 -7.46 C 16.94 -11.75 C 11.82 -11.75 C 19.20 -8.56 C 16.94 -8.80 C 13.10 -13.96 C 15.67 -11.01 C 18.22 -9.52 C 14.39 -13.22 C 14.39 -11.75 22 1 -1 24 2 -1 26 3 -1 23 4 -1 25 5 -1 27 6 -2 7 11 1 20 8 -1 21 9 -2 10 19 2 10 25 1 23 11 -2 12 14 1 12 19 1 13 18 1 13 21 1 14 26 1 15 20 1 15 23 1 16 20 1 16 27 1 17 22 1 17 24 1 18 22 1 19 24 1 21 25 1 22 25 1 23 26 1 24 27 1 26 27 1', '27 30 H 16.94 -9.79 H 15.67 -12.00 H 14.39 -14.19 C:28 14.10 -15.02 C:22 18.22 -8.14 C:17 14.39 -10.27 O 10.71 -14.51 O 10.61 -11.07 O 20.56 -8.81 C:126 18.22 -11.01 C:66 12.03 -14.93 C:25 16.94 -13.22 C:73 18.60 -7.30 C:21 15.67 -13.96 C:46 11.82 -13.22 C:50 13.10 -11.01 C:34 15.67 -9.52 O 17.24 -7.46 C:136 16.94 -11.75 C:65 11.82 -11.75 C:79 19.20 -8.56 C:87 16.94 -8.80 C:41 13.10 -13.96 C:53 15.67 -11.01 C:45 18.22 -9.52 C:52 14.39 -13.22 C:38 14.39 -11.75 22 1 -1 24 2 -1 26 3 -1 23 4 -1 25 5 -1 27 6 -2 7 11 1 20 8 -1 21 9 -2 10 19 2 10 25 1 23 11 -2 12 14 1 12 19 1 13 18 1 13 21 1 14 26 1 15 20 1 15 23 1 16 20 1 16 27 1 17 22 1 17 24 1 18 22 1 19 24 1 21 25 1 22 25 1 23 26 1 24 27 1 26 27 1', 'C20H32O4', 336.235, 'M', 'np04_1517_2', 2476, '', '', '1', 4, NULL, NULL),
(9333, '', 'Ent-2a,15,16,19-tetrahydroxypimar-8(14)-ene', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15](O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]3([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][C@H:2](O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@@]12CC[C@](C)(C(O)CO)C=C1CC[C@]3([H])[C@](C)(CO)C[C@H](O)C[C@@]23C', '[H][C@@:54]12[CH2:20][CH2:34][C@:39]([CH3:24])([CH:78](O)[CH2:65]O)[CH:131]=[C:140]1[CH2:38][CH2:24][C@:56]3([H])[C@:40]([CH3:29])([CH2:68]O)[CH2:42][C@H:69](O)[CH2:46][C@@:39]23[CH3:19]', '26 28 H 15.52 -10.93 H 14.26 -13.07 C:17 18.87 -7.31 C:18 13.97 -13.89 C:20 14.26 -9.21 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 O 19.80 -10.18 C:14 18.02 -10.00 C:16 20.43 -7.88 C:19 11.95 -13.80 C:7 16.78 -12.12 C:12 16.78 -7.77 C:11 15.52 -8.49 C:6 15.52 -12.84 C:3 11.75 -12.12 C:1 12.99 -10.00 C:8 16.78 -10.68 C:2 11.75 -10.68 C:15 19.43 -8.84 C:13 18.02 -8.49 C:9 15.52 -10.00 C:4 12.99 -12.84 C:5 14.26 -12.12 C:10 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 11 1 7 12 1 20 8 -2 9 21 1 10 19 2 10 22 1 11 21 1 24 12 -2 13 16 1 13 19 1 14 15 1 14 22 1 15 23 1 16 25 1 17 20 1 17 24 1 18 20 1 18 26 1 19 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', '26 28 H 15.52 -10.93 H 14.26 -13.07 C 18.87 -7.31 C 13.97 -13.89 C 14.26 -9.21 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 O 19.80 -10.18 C 18.02 -10.00 C 20.43 -7.88 C 11.95 -13.80 C 16.78 -12.12 C 16.78 -7.77 C 15.52 -8.49 C 15.52 -12.84 C 11.75 -12.12 C 12.99 -10.00 C 16.78 -10.68 C 11.75 -10.68 C 19.43 -8.84 C 18.02 -8.49 C 15.52 -10.00 C 12.99 -12.84 C 14.26 -12.12 C 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 11 1 7 12 1 20 8 -2 9 21 1 10 19 2 10 22 1 11 21 1 24 12 -2 13 16 1 13 19 1 14 15 1 14 22 1 15 23 1 16 25 1 17 20 1 17 24 1 18 20 1 18 26 1 19 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', '26 28 H 15.52 -10.93 H 14.26 -13.07 C:24 18.87 -7.31 C:29 13.97 -13.89 C:19 14.26 -9.21 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 O 19.80 -10.18 C:131 18.02 -10.00 C:65 20.43 -7.88 C:68 11.95 -13.80 C:38 16.78 -12.12 C:34 16.78 -7.77 C:20 15.52 -8.49 C:24 15.52 -12.84 C:42 11.75 -12.12 C:46 12.99 -10.00 C:140 16.78 -10.68 C:69 11.75 -10.68 C:78 19.43 -8.84 C:39 18.02 -8.49 C:54 15.52 -10.00 C:40 12.99 -12.84 C:56 14.26 -12.12 C:39 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 11 1 7 12 1 20 8 -2 9 21 1 10 19 2 10 22 1 11 21 1 24 12 -2 13 16 1 13 19 1 14 15 1 14 22 1 15 23 1 16 25 1 17 20 1 17 24 1 18 20 1 18 26 1 19 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', 'C20H34O4', 338.227, 'M', 'np04_1517_3', 2476, '', '', '1', 4, NULL, NULL),
(9334, '', 'Ent-15-oxo-2b,16,19-trihydroxypimar-8(14)-ene', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([C:15](=O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]3([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][C@@H:2](O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@@]12CC[C@](C)(C(=O)CO)C=C1CC[C@]3([H])[C@](C)(CO)C[C@@H](O)C[C@@]23C', '[H][C@@:53]12[CH2:22][CH2:34][C@:49]([CH3:28])([C:216](=O)[CH2:67]O)[CH:126]=[C:143]1[CH2:37][CH2:23][C@:57]3([H])[C@:42]([CH3:28])([CH2:66]O)[CH2:45][C@@H:65](O)[CH2:49][C@@:41]23[CH3:17]', '26 28 H 15.52 -10.93 H 14.26 -13.07 C:17 18.87 -7.31 C:18 13.97 -13.89 C:20 14.26 -9.21 O 19.80 -10.18 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 C:14 18.02 -10.00 C:16 20.43 -7.88 C:19 11.95 -13.80 C:7 16.78 -12.12 C:12 16.78 -7.77 C:6 15.52 -12.84 C:11 15.52 -8.49 C:3 11.75 -12.12 C:1 12.99 -10.00 C:15 19.43 -8.84 C:8 16.78 -10.68 C:2 11.75 -10.68 C:13 18.02 -8.49 C:9 15.52 -10.00 C:4 12.99 -12.84 C:5 14.26 -12.12 C:10 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 21 9 -1 10 20 2 10 22 1 11 19 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 21 1 17 24 1 18 21 1 18 26 1 22 19 -2 20 23 1 23 26 1 24 25 1 25 26 1', '26 28 H 15.52 -10.93 H 14.26 -13.07 C 18.87 -7.31 C 13.97 -13.89 C 14.26 -9.21 O 19.80 -10.18 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 C 18.02 -10.00 C 20.43 -7.88 C 11.95 -13.80 C 16.78 -12.12 C 16.78 -7.77 C 15.52 -12.84 C 15.52 -8.49 C 11.75 -12.12 C 12.99 -10.00 C 19.43 -8.84 C 16.78 -10.68 C 11.75 -10.68 C 18.02 -8.49 C 15.52 -10.00 C 12.99 -12.84 C 14.26 -12.12 C 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 21 9 -1 10 20 2 10 22 1 11 19 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 21 1 17 24 1 18 21 1 18 26 1 22 19 -2 20 23 1 23 26 1 24 25 1 25 26 1', '26 28 H 15.52 -10.93 H 14.26 -13.07 C:28 18.87 -7.31 C:28 13.97 -13.89 C:17 14.26 -9.21 O 19.80 -10.18 O 21.77 -8.28 O 10.63 -13.40 O 10.54 -10.00 C:126 18.02 -10.00 C:67 20.43 -7.88 C:66 11.95 -13.80 C:37 16.78 -12.12 C:34 16.78 -7.77 C:23 15.52 -12.84 C:22 15.52 -8.49 C:45 11.75 -12.12 C:49 12.99 -10.00 C:216 19.43 -8.84 C:143 16.78 -10.68 C:65 11.75 -10.68 C:49 18.02 -8.49 C:53 15.52 -10.00 C:42 12.99 -12.84 C:57 14.26 -12.12 C:41 14.26 -10.68 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 21 9 -1 10 20 2 10 22 1 11 19 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 21 1 17 24 1 18 21 1 18 26 1 22 19 -2 20 23 1 23 26 1 24 25 1 25 26 1', 'C20H32O4', 336.227, 'M', 'np04_1517_4', 2476, '', '', '1', 4, NULL, NULL),
(9335, '', 'Ent-2-oxo-15,16-dihydroxypimar-8(14)-en-16-O-b-glucopyranoside', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]23[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15](O)[CH2:16]O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[CH:14]=[C:8]2[CH2:7][CH2:6][C@:5]4([H])[C@:4]([CH3:18])([CH3:19])[CH2:3][C:2](=O)[CH2:1][C@@:10]34[CH3:20]', '[H][C@@]23CC[C@](C)(C(O)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C=C2CC[C@]4([H])[C@](C)(C)CC(=O)C[C@@]34C', '[H][C@@:52]23[CH2:20][CH2:33][C@:39]([CH3:24])([CH:76](O)[CH2:73]O[C@@H:105]1O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:78](O)[C@H:75]1O)[CH:131]=[C:140]2[CH2:37][CH2:24][C@:56]4([H])[C@:41]([CH3:34])([CH3:24])[CH2:58][C:215](=O)[CH2:55][C@@:46]34[CH3:16]', '36 39 H 13.13 -12.74 H 11.87 -14.89 C:18 11.58 -15.71 C:19 9.56 -15.62 C:17 16.47 -9.12 C:20 11.87 -11.02 O 8.17 -11.81 O 24.40 -10.32 O 17.40 -11.99 O 20.76 -5.45 O 23.45 -6.25 O 18.72 -7.36 C:14 15.62 -11.81 C:106 24.08 -8.96 C:7 14.38 -13.94 C:6 13.13 -14.66 C:12 14.38 -9.58 C:11 13.13 -10.30 C:16 18.03 -9.69 C:3 9.36 -13.94 C:1 10.60 -11.81 O 19.37 -10.09 O 21.72 -9.53 C:2 9.36 -12.49 C:8 14.38 -12.49 C:15 17.03 -10.65 C:103 21.08 -6.81 C:104 22.42 -7.20 C:102 20.06 -7.76 C:105 22.75 -8.56 C:101 20.38 -9.12 C:4 10.60 -14.66 C:13 15.62 -10.30 C:9 13.13 -11.81 C:5 11.87 -13.94 C:10 11.87 -12.49 34 1 -1 35 2 -1 32 3 -1 32 4 -2 33 5 -1 36 6 -2 7 24 2 8 14 1 9 26 1 27 10 -1 28 11 -2 29 12 -2 13 25 2 13 33 1 30 14 -1 15 16 1 15 25 1 16 35 1 17 18 1 17 33 1 18 34 1 19 22 1 19 26 1 20 24 1 20 32 1 21 24 1 21 36 1 31 22 -1 23 30 1 23 31 1 25 34 1 33 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 35 1 34 36 1 35 36 1', '36 39 H 13.13 -12.74 H 11.87 -14.89 C 11.58 -15.71 C 9.56 -15.62 C 16.47 -9.12 C 11.87 -11.02 O 8.17 -11.81 O 24.40 -10.32 O 17.40 -11.99 O 20.76 -5.45 O 23.45 -6.25 O 18.72 -7.36 C 15.62 -11.81 C 24.08 -8.96 C 14.38 -13.94 C 13.13 -14.66 C 14.38 -9.58 C 13.13 -10.30 C 18.03 -9.69 C 9.36 -13.94 C 10.60 -11.81 O 19.37 -10.09 O 21.72 -9.53 C 9.36 -12.49 C 14.38 -12.49 C 17.03 -10.65 C 21.08 -6.81 C 22.42 -7.20 C 20.06 -7.76 C 22.75 -8.56 C 20.38 -9.12 C 10.60 -14.66 C 15.62 -10.30 C 13.13 -11.81 C 11.87 -13.94 C 11.87 -12.49 34 1 -1 35 2 -1 32 3 -1 32 4 -2 33 5 -1 36 6 -2 7 24 2 8 14 1 9 26 1 27 10 -1 28 11 -2 29 12 -2 13 25 2 13 33 1 30 14 -1 15 16 1 15 25 1 16 35 1 17 18 1 17 33 1 18 34 1 19 22 1 19 26 1 20 24 1 20 32 1 21 24 1 21 36 1 31 22 -1 23 30 1 23 31 1 25 34 1 33 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 35 1 34 36 1 35 36 1', '36 39 H 13.13 -12.74 H 11.87 -14.89 C:34 11.58 -15.71 C:24 9.56 -15.62 C:24 16.47 -9.12 C:16 11.87 -11.02 O 8.17 -11.81 O 24.40 -10.32 O 17.40 -11.99 O 20.76 -5.45 O 23.45 -6.25 O 18.72 -7.36 C:131 15.62 -11.81 C:63 24.08 -8.96 C:37 14.38 -13.94 C:24 13.13 -14.66 C:33 14.38 -9.58 C:20 13.13 -10.30 C:73 18.03 -9.69 C:58 9.36 -13.94 C:55 10.60 -11.81 O 19.37 -10.09 O 21.72 -9.53 C:215 9.36 -12.49 C:140 14.38 -12.49 C:76 17.03 -10.65 C:78 21.08 -6.81 C:72 22.42 -7.20 C:75 20.06 -7.76 C:79 22.75 -8.56 C:105 20.38 -9.12 C:41 10.60 -14.66 C:39 15.62 -10.30 C:52 13.13 -11.81 C:56 11.87 -13.94 C:46 11.87 -12.49 34 1 -1 35 2 -1 32 3 -1 32 4 -2 33 5 -1 36 6 -2 7 24 2 8 14 1 9 26 1 27 10 -1 28 11 -2 29 12 -2 13 25 2 13 33 1 30 14 -1 15 16 1 15 25 1 16 35 1 17 18 1 17 33 1 18 34 1 19 22 1 19 26 1 20 24 1 20 32 1 21 24 1 21 36 1 31 22 -1 23 30 1 23 31 1 25 34 1 33 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 35 1 34 36 1 35 36 1', 'C26H42O8', 482.289, 'M', 'np04_1517_5', 2476, '', '', '1', 4, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9336, '', 'Ent-2-oxo-15,16,19-trihydroxypimar-8(14)-ene', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15](O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]3([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][C:2](=O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@@]12CC[C@](C)(C(O)CO)C=C1CC[C@]3([H])[C@](C)(CO)CC(=O)C[C@@]23C', '[H][C@@:52]12[CH2:20][CH2:33][C@:39]([CH3:24])([CH:78](O)[CH2:65]O)[CH:131]=[C:139]1[CH2:38][CH2:24][C@:56]3([H])[C@:46]([CH3:28])([CH2:66]O)[CH2:51][C:216](=O)[CH2:55][C@@:45]23[CH3:17]', '26 28 H 15.43 -10.90 H 14.17 -13.05 C:17 18.78 -7.28 C:18 13.88 -13.87 C:20 14.17 -9.18 O 10.52 -9.97 O 21.68 -8.25 O 10.52 -13.36 O 19.71 -10.15 C:14 17.93 -9.97 C:16 20.34 -7.85 C:19 11.86 -13.78 C:7 16.69 -12.10 C:12 16.69 -7.74 C:6 15.43 -12.82 C:11 15.43 -8.46 C:3 11.66 -12.10 C:1 12.90 -9.97 C:2 11.66 -10.65 C:8 16.69 -10.65 C:15 19.34 -8.81 C:13 17.93 -8.46 C:9 15.43 -9.97 C:4 12.90 -12.82 C:5 14.17 -12.10 C:10 14.17 -10.65 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 9 21 1 10 20 2 10 22 1 11 21 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 19 1 17 24 1 18 19 1 18 26 1 20 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', '26 28 H 15.43 -10.90 H 14.17 -13.05 C 18.78 -7.28 C 13.88 -13.87 C 14.17 -9.18 O 10.52 -9.97 O 21.68 -8.25 O 10.52 -13.36 O 19.71 -10.15 C 17.93 -9.97 C 20.34 -7.85 C 11.86 -13.78 C 16.69 -12.10 C 16.69 -7.74 C 15.43 -12.82 C 15.43 -8.46 C 11.66 -12.10 C 12.90 -9.97 C 11.66 -10.65 C 16.69 -10.65 C 19.34 -8.81 C 17.93 -8.46 C 15.43 -9.97 C 12.90 -12.82 C 14.17 -12.10 C 14.17 -10.65 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 9 21 1 10 20 2 10 22 1 11 21 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 19 1 17 24 1 18 19 1 18 26 1 20 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', '26 28 H 15.43 -10.90 H 14.17 -13.05 C:24 18.78 -7.28 C:28 13.88 -13.87 C:17 14.17 -9.18 O 10.52 -9.97 O 21.68 -8.25 O 10.52 -13.36 O 19.71 -10.15 C:131 17.93 -9.97 C:65 20.34 -7.85 C:66 11.86 -13.78 C:38 16.69 -12.10 C:33 16.69 -7.74 C:24 15.43 -12.82 C:20 15.43 -8.46 C:51 11.66 -12.10 C:55 12.90 -9.97 C:216 11.66 -10.65 C:139 16.69 -10.65 C:78 19.34 -8.81 C:39 17.93 -8.46 C:52 15.43 -9.97 C:46 12.90 -12.82 C:56 14.17 -12.10 C:45 14.17 -10.65 23 1 -1 25 2 -1 22 3 -1 24 4 -1 26 5 -2 6 19 2 7 11 1 8 12 1 9 21 1 10 20 2 10 22 1 11 21 1 24 12 -2 13 15 1 13 20 1 14 16 1 14 22 1 15 25 1 16 23 1 17 19 1 17 24 1 18 19 1 18 26 1 20 23 1 22 21 -2 23 26 1 24 25 1 25 26 1', 'C20H32O4', 336.227, 'M', 'np04_1517_6', 2476, '', '', '1', 4, NULL, NULL),
(9337, '', 'Ent-2-oxo-3b,15,16-trihydroxypimar-8(14)-en-3-O-b-glucopyranoside', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]13[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15](O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]4([H])[C@:4]([CH3:18])([CH3:19])[CH:3](O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[C:2](=O)[CH2:1][C@@:10]34[CH3:20]', '[H][C@@]13CC[C@](C)(C(O)CO)C=C1CC[C@]4([H])[C@](C)(C)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C[C@@]34C', '[H][C@@:52]13[CH2:20][CH2:33][C@:39]([CH3:23])([CH:78](O)[CH2:65]O)[CH:131]=[C:139]1[CH2:37][CH2:23][C@:50]4([H])[C@:44]([CH3:28])([CH3:22])[CH:94](O[C@@H:106]2O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:78](O)[C@H:76]2O)[C:216](=O)[CH2:51][C@@:46]34[CH3:16]', '37 40 H 17.90 -10.73 H 16.64 -12.88 C:18 16.35 -13.70 C:19 14.33 -13.61 C:17 21.25 -7.11 C:20 16.64 -9.01 O 12.99 -9.80 O 24.15 -8.08 O 9.28 -7.77 O 22.18 -9.98 O 8.07 -12.68 O 8.07 -9.88 O 10.51 -14.06 C:14 20.40 -9.80 C:16 22.81 -7.68 C:106 10.50 -8.46 C:7 19.16 -11.93 C:6 17.90 -12.65 C:12 19.16 -7.57 C:11 17.90 -8.29 C:1 15.37 -9.80 O 11.71 -10.55 O 12.92 -12.64 C:2 14.13 -10.48 C:8 19.16 -10.48 C:15 21.81 -8.64 C:103 9.28 -11.97 C:104 9.28 -10.57 C:102 10.50 -12.66 C:105 10.51 -9.86 C:101 11.71 -11.95 C:3 14.13 -11.93 C:4 15.37 -12.65 C:13 20.40 -8.29 C:9 17.90 -9.80 C:5 16.64 -11.93 C:10 16.64 -10.48 35 1 -1 36 2 -1 33 3 -1 33 4 -2 34 5 -1 37 6 -2 7 24 2 8 15 1 9 16 1 10 26 1 27 11 -1 28 12 -2 29 13 -2 14 25 2 14 34 1 15 26 1 30 16 -1 17 18 1 17 25 1 18 36 1 19 20 1 19 34 1 20 35 1 21 24 1 21 37 1 22 30 1 22 31 1 31 23 -1 23 32 1 24 32 1 25 35 1 34 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 33 1 33 36 1 35 37 1 36 37 1', '37 40 H 17.90 -10.73 H 16.64 -12.88 C 16.35 -13.70 C 14.33 -13.61 C 21.25 -7.11 C 16.64 -9.01 O 12.99 -9.80 O 24.15 -8.08 O 9.28 -7.77 O 22.18 -9.98 O 8.07 -12.68 O 8.07 -9.88 O 10.51 -14.06 C 20.40 -9.80 C 22.81 -7.68 C 10.50 -8.46 C 19.16 -11.93 C 17.90 -12.65 C 19.16 -7.57 C 17.90 -8.29 C 15.37 -9.80 O 11.71 -10.55 O 12.92 -12.64 C 14.13 -10.48 C 19.16 -10.48 C 21.81 -8.64 C 9.28 -11.97 C 9.28 -10.57 C 10.50 -12.66 C 10.51 -9.86 C 11.71 -11.95 C 14.13 -11.93 C 15.37 -12.65 C 20.40 -8.29 C 17.90 -9.80 C 16.64 -11.93 C 16.64 -10.48 35 1 -1 36 2 -1 33 3 -1 33 4 -2 34 5 -1 37 6 -2 7 24 2 8 15 1 9 16 1 10 26 1 27 11 -1 28 12 -2 29 13 -2 14 25 2 14 34 1 15 26 1 30 16 -1 17 18 1 17 25 1 18 36 1 19 20 1 19 34 1 20 35 1 21 24 1 21 37 1 22 30 1 22 31 1 31 23 -1 23 32 1 24 32 1 25 35 1 34 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 33 1 33 36 1 35 37 1 36 37 1', '37 40 H 17.90 -10.73 H 16.64 -12.88 C:28 16.35 -13.70 C:22 14.33 -13.61 C:23 21.25 -7.11 C:16 16.64 -9.01 O 12.99 -9.80 O 24.15 -8.08 O 9.28 -7.77 O 22.18 -9.98 O 8.07 -12.68 O 8.07 -9.88 O 10.51 -14.06 C:131 20.40 -9.80 C:65 22.81 -7.68 C:63 10.50 -8.46 C:37 19.16 -11.93 C:23 17.90 -12.65 C:33 19.16 -7.57 C:20 17.90 -8.29 C:51 15.37 -9.80 O 11.71 -10.55 O 12.92 -12.64 C:216 14.13 -10.48 C:139 19.16 -10.48 C:78 21.81 -8.64 C:78 9.28 -11.97 C:72 9.28 -10.57 C:76 10.50 -12.66 C:79 10.51 -9.86 C:106 11.71 -11.95 C:94 14.13 -11.93 C:44 15.37 -12.65 C:39 20.40 -8.29 C:52 17.90 -9.80 C:50 16.64 -11.93 C:46 16.64 -10.48 35 1 -1 36 2 -1 33 3 -1 33 4 -2 34 5 -1 37 6 -2 7 24 2 8 15 1 9 16 1 10 26 1 27 11 -1 28 12 -2 29 13 -2 14 25 2 14 34 1 15 26 1 30 16 -1 17 18 1 17 25 1 18 36 1 19 20 1 19 34 1 20 35 1 21 24 1 21 37 1 22 30 1 22 31 1 31 23 -1 23 32 1 24 32 1 25 35 1 34 26 -2 27 28 1 27 29 1 28 30 1 29 31 1 32 33 1 33 36 1 35 37 1 36 37 1', 'C26H42O9', 498.289, 'M', 'np04_1517_7', 2476, '', '', '1', 4, NULL, NULL),
(9338, '', 'Ent-2b,15,16,19-tetrahydroxypimar-8(14)-en-19-O-b-glucopyranoside', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]13[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15](O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]4([H])[C@:4]([CH3:18])([CH2:19]O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[CH2:3][C@@H:2](O)[CH2:1][C@@:10]34[CH3:20]', '[H][C@@]13CC[C@](C)(C(O)CO)C=C1CC[C@]4([H])[C@](C)(CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C[C@@H](O)C[C@@]34C', '[H][C@@:53]13[CH2:20][CH2:34][C@:39]([CH3:24])([CH:78](O)[CH2:65]O)[CH:130]=[C:140]1[CH2:38][CH2:24][C@:57]4([H])[C@:41]([CH3:29])([CH2:75]O[C@@H:105]2O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:78](O)[C@H:76]2O)[CH2:46][C@@H:66](O)[CH2:49][C@@:41]34[CH3:18]', '37 40 H 17.85 -8.84 H 16.59 -10.99 C:17 21.21 -5.22 C:18 16.30 -11.82 C:20 16.59 -7.12 O 24.10 -6.19 O 7.90 -11.00 O 12.95 -7.91 O 22.14 -8.09 O 11.51 -15.93 O 8.83 -15.09 O 13.56 -14.03 C:14 20.35 -7.91 C:16 22.77 -5.79 C:106 8.21 -12.36 C:7 19.11 -10.04 C:12 19.11 -5.68 C:6 17.85 -10.76 C:11 17.85 -6.40 C:19 14.28 -11.71 C:3 14.08 -10.04 C:1 15.32 -7.91 O 12.95 -11.30 O 10.58 -11.82 C:8 19.11 -8.59 C:2 14.08 -8.59 C:15 21.77 -6.75 C:103 11.20 -14.56 C:104 9.86 -14.14 C:102 12.23 -13.61 C:105 9.55 -12.77 C:101 11.92 -12.25 C:13 20.35 -6.40 C:4 15.32 -10.76 C:9 17.85 -7.91 C:5 16.59 -10.04 C:10 16.59 -8.59 35 1 -1 36 2 -1 33 3 -1 34 4 -1 37 5 -2 6 14 1 7 15 1 26 8 -1 9 27 1 28 10 -1 29 11 -2 30 12 -2 13 25 2 13 33 1 14 27 1 31 15 -1 16 18 1 16 25 1 17 19 1 17 33 1 18 36 1 19 35 1 20 23 1 34 20 -2 21 26 1 21 34 1 22 26 1 22 37 1 32 23 -1 24 31 1 24 32 1 25 35 1 33 27 -2 28 29 1 28 30 1 29 31 1 30 32 1 34 36 1 35 37 1 36 37 1', '37 40 H 17.85 -8.84 H 16.59 -10.99 C 21.21 -5.22 C 16.30 -11.82 C 16.59 -7.12 O 24.10 -6.19 O 7.90 -11.00 O 12.95 -7.91 O 22.14 -8.09 O 11.51 -15.93 O 8.83 -15.09 O 13.56 -14.03 C 20.35 -7.91 C 22.77 -5.79 C 8.21 -12.36 C 19.11 -10.04 C 19.11 -5.68 C 17.85 -10.76 C 17.85 -6.40 C 14.28 -11.71 C 14.08 -10.04 C 15.32 -7.91 O 12.95 -11.30 O 10.58 -11.82 C 19.11 -8.59 C 14.08 -8.59 C 21.77 -6.75 C 11.20 -14.56 C 9.86 -14.14 C 12.23 -13.61 C 9.55 -12.77 C 11.92 -12.25 C 20.35 -6.40 C 15.32 -10.76 C 17.85 -7.91 C 16.59 -10.04 C 16.59 -8.59 35 1 -1 36 2 -1 33 3 -1 34 4 -1 37 5 -2 6 14 1 7 15 1 26 8 -1 9 27 1 28 10 -1 29 11 -2 30 12 -2 13 25 2 13 33 1 14 27 1 31 15 -1 16 18 1 16 25 1 17 19 1 17 33 1 18 36 1 19 35 1 20 23 1 34 20 -2 21 26 1 21 34 1 22 26 1 22 37 1 32 23 -1 24 31 1 24 32 1 25 35 1 33 27 -2 28 29 1 28 30 1 29 31 1 30 32 1 34 36 1 35 37 1 36 37 1', '37 40 H 17.85 -8.84 H 16.59 -10.99 C:24 21.21 -5.22 C:29 16.30 -11.82 C:18 16.59 -7.12 O 24.10 -6.19 O 7.90 -11.00 O 12.95 -7.91 O 22.14 -8.09 O 11.51 -15.93 O 8.83 -15.09 O 13.56 -14.03 C:130 20.35 -7.91 C:65 22.77 -5.79 C:63 8.21 -12.36 C:38 19.11 -10.04 C:34 19.11 -5.68 C:24 17.85 -10.76 C:20 17.85 -6.40 C:75 14.28 -11.71 C:46 14.08 -10.04 C:49 15.32 -7.91 O 12.95 -11.30 O 10.58 -11.82 C:140 19.11 -8.59 C:66 14.08 -8.59 C:78 21.77 -6.75 C:78 11.20 -14.56 C:72 9.86 -14.14 C:76 12.23 -13.61 C:79 9.55 -12.77 C:105 11.92 -12.25 C:39 20.35 -6.40 C:41 15.32 -10.76 C:53 17.85 -7.91 C:57 16.59 -10.04 C:41 16.59 -8.59 35 1 -1 36 2 -1 33 3 -1 34 4 -1 37 5 -2 6 14 1 7 15 1 26 8 -1 9 27 1 28 10 -1 29 11 -2 30 12 -2 13 25 2 13 33 1 14 27 1 31 15 -1 16 18 1 16 25 1 17 19 1 17 33 1 18 36 1 19 35 1 20 23 1 34 20 -2 21 26 1 21 34 1 22 26 1 22 37 1 32 23 -1 24 31 1 24 32 1 25 35 1 33 27 -2 28 29 1 28 30 1 29 31 1 30 32 1 34 36 1 35 37 1 36 37 1', 'C26H44O9', 500.289, 'M', 'np04_1517_9', 2476, '', '', '1', 4, NULL, NULL),
(9339, 'Agallochaols A', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:5]23[CH2:6][CH2:7][C:8]1=[C:9]([C:11](=O)[CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[C@H:14]1O)[C@:10]2([CH3:20])[CH2:1][CH2:2][C@H:3](O)[C@@:4]3([CH3:18])[CH3:19]', '[H][C@]23CCC1=C(C(=O)C[C@@](C)(C=C)[C@H]1O)[C@]2(C)CC[C@H](O)[C@@]3(C)C', '[H][C@:45]23[CH2:17][CH2:31][C:154]1=[C:143]([C:197](=O)[CH2:47][C@@:44]([CH3:24])([CH:141]=[CH2:116])[C@H:77]1O)[C@:37]2([CH3:19])[CH2:29][CH2:26][C@H:75](O)[C@@:38]3([CH3:28])[CH3:22]', '24 26 H 14.34 -13.59 C:16 20.43 -8.39 C:18 14.06 -14.40 C:19 12.06 -14.31 C:17 18.86 -7.92 C:20 14.34 -9.80 O 14.41 -8.39 O 10.69 -13.34 O 19.22 -11.24 C:15 19.41 -9.44 C:7 16.81 -12.65 C:2 11.87 -11.24 C:6 15.58 -13.34 C:1 13.09 -10.52 C:12 16.81 -8.39 C:11 15.58 -9.08 C:8 16.81 -11.24 C:9 15.58 -10.52 C:3 11.87 -12.65 C:14 18.03 -10.52 C:4 13.09 -13.34 C:13 18.03 -9.08 C:5 14.34 -12.65 C:10 14.34 -11.24 23 1 -1 2 10 2 21 3 -1 21 4 -2 22 5 -2 24 6 -2 7 16 2 19 8 -1 20 9 -1 22 10 -1 11 13 1 11 17 1 12 14 1 12 19 1 13 23 1 14 24 1 15 16 1 15 22 1 16 18 1 17 18 2 17 20 1 18 24 1 19 21 1 20 22 1 21 23 1 23 24 1', '24 26 H 14.34 -13.59 C 20.43 -8.39 C 14.06 -14.40 C 12.06 -14.31 C 18.86 -7.92 C 14.34 -9.80 O 14.41 -8.39 O 10.69 -13.34 O 19.22 -11.24 C 19.41 -9.44 C 16.81 -12.65 C 11.87 -11.24 C 15.58 -13.34 C 13.09 -10.52 C 16.81 -8.39 C 15.58 -9.08 C 16.81 -11.24 C 15.58 -10.52 C 11.87 -12.65 C 18.03 -10.52 C 13.09 -13.34 C 18.03 -9.08 C 14.34 -12.65 C 14.34 -11.24 23 1 -1 2 10 2 21 3 -1 21 4 -2 22 5 -2 24 6 -2 7 16 2 19 8 -1 20 9 -1 22 10 -1 11 13 1 11 17 1 12 14 1 12 19 1 13 23 1 14 24 1 15 16 1 15 22 1 16 18 1 17 18 2 17 20 1 18 24 1 19 21 1 20 22 1 21 23 1 23 24 1', '24 26 H 14.34 -13.59 C:116 20.43 -8.39 C:28 14.06 -14.40 C:22 12.06 -14.31 C:24 18.86 -7.92 C:19 14.34 -9.80 O 14.41 -8.39 O 10.69 -13.34 O 19.22 -11.24 C:141 19.41 -9.44 C:31 16.81 -12.65 C:26 11.87 -11.24 C:17 15.58 -13.34 C:29 13.09 -10.52 C:47 16.81 -8.39 C:197 15.58 -9.08 C:154 16.81 -11.24 C:143 15.58 -10.52 C:75 11.87 -12.65 C:77 18.03 -10.52 C:38 13.09 -13.34 C:44 18.03 -9.08 C:45 14.34 -12.65 C:37 14.34 -11.24 23 1 -1 2 10 2 21 3 -1 21 4 -2 22 5 -2 24 6 -2 7 16 2 19 8 -1 20 9 -1 22 10 -1 11 13 1 11 17 1 12 14 1 12 19 1 13 23 1 14 24 1 15 16 1 15 22 1 16 18 1 17 18 2 17 20 1 18 24 1 19 21 1 20 22 1 21 23 1 23 24 1', 'C20H30O3', 318.22, 'C', 'hca04_2829_1', 2402, '', 'Lara Benito Bueno', '1', 1, NULL, NULL),
(9340, 'Agallochaols B', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:5]23[CH2:6][CH2:7][C:8]1=[C:9]([C:11](=O)[CH2:12][C@@:13]([CH3:17])([C:15](O)=[CH:16]O)[C@H:14]1O)[C@:10]2([CH3:20])[CH2:1][CH2:2][C@H:3](O)[C@@:4]3([CH3:18])[CH3:19]', '[H][C@]23CCC1=C(C(=O)C[C@@](C)(C(O)=CO)[C@H]1O)[C@]2(C)CC[C@H](O)[C@@]3(C)C', '[H][C@:45]23[CH2:17][CH2:31][C:154]1=[C:143]([C:197](=O)[CH2:47][C@@:44]([CH3:24])([C:141](O)=[CH:116]O)[C@H:77]1O)[C@:37]2([CH3:19])[CH2:29][CH2:26][C@H:75](O)[C@@:38]3([CH3:28])[CH3:22]', '26 28 H 14.24 -13.04 C:18 13.95 -13.85 C:19 11.96 -13.77 C:17 18.77 -7.36 C:20 14.24 -9.24 O 14.31 -7.83 O 21.64 -8.24 O 19.69 -10.20 O 10.58 -12.79 O 19.13 -10.69 C:16 20.32 -7.83 C:7 16.72 -12.10 C:2 11.76 -10.69 C:6 15.48 -12.79 C:1 12.99 -9.96 C:12 16.72 -7.83 C:11 15.48 -8.52 C:15 19.32 -8.88 C:8 16.72 -10.69 C:9 15.48 -9.96 C:3 11.76 -12.10 C:14 17.94 -9.96 C:4 12.99 -12.79 C:13 17.94 -8.52 C:5 14.24 -12.10 C:10 14.24 -10.69 25 1 -1 23 2 -1 23 3 -2 24 4 -2 26 5 -2 6 17 2 7 11 1 8 18 1 21 9 -1 22 10 -1 11 18 2 12 14 1 12 19 1 13 15 1 13 21 1 14 25 1 15 26 1 16 17 1 16 24 1 17 20 1 24 18 -1 19 20 2 19 22 1 20 26 1 21 23 1 22 24 1 23 25 1 25 26 1', '26 28 H 14.24 -13.04 C 13.95 -13.85 C 11.96 -13.77 C 18.77 -7.36 C 14.24 -9.24 O 14.31 -7.83 O 21.64 -8.24 O 19.69 -10.20 O 10.58 -12.79 O 19.13 -10.69 C 20.32 -7.83 C 16.72 -12.10 C 11.76 -10.69 C 15.48 -12.79 C 12.99 -9.96 C 16.72 -7.83 C 15.48 -8.52 C 19.32 -8.88 C 16.72 -10.69 C 15.48 -9.96 C 11.76 -12.10 C 17.94 -9.96 C 12.99 -12.79 C 17.94 -8.52 C 14.24 -12.10 C 14.24 -10.69 25 1 -1 23 2 -1 23 3 -2 24 4 -2 26 5 -2 6 17 2 7 11 1 8 18 1 21 9 -1 22 10 -1 11 18 2 12 14 1 12 19 1 13 15 1 13 21 1 14 25 1 15 26 1 16 17 1 16 24 1 17 20 1 24 18 -1 19 20 2 19 22 1 20 26 1 21 23 1 22 24 1 23 25 1 25 26 1', '26 28 H 14.24 -13.04 C:28 13.95 -13.85 C:22 11.96 -13.77 C:24 18.77 -7.36 C:19 14.24 -9.24 O 14.31 -7.83 O 21.64 -8.24 O 19.69 -10.20 O 10.58 -12.79 O 19.13 -10.69 C:116 20.32 -7.83 C:31 16.72 -12.10 C:26 11.76 -10.69 C:17 15.48 -12.79 C:29 12.99 -9.96 C:47 16.72 -7.83 C:197 15.48 -8.52 C:141 19.32 -8.88 C:154 16.72 -10.69 C:143 15.48 -9.96 C:75 11.76 -12.10 C:77 17.94 -9.96 C:38 12.99 -12.79 C:44 17.94 -8.52 C:45 14.24 -12.10 C:37 14.24 -10.69 25 1 -1 23 2 -1 23 3 -2 24 4 -2 26 5 -2 6 17 2 7 11 1 8 18 1 21 9 -1 22 10 -1 11 18 2 12 14 1 12 19 1 13 15 1 13 21 1 14 25 1 15 26 1 16 17 1 16 24 1 17 20 1 24 18 -1 19 20 2 19 22 1 20 26 1 21 23 1 22 24 1 23 25 1 25 26 1', 'C20H30O5', 350.219, 'C', 'hca04_2829_2', 2402, '', '', '1', 1, NULL, NULL),
(9341, '', '15,16-Dihydroxy-7,11-dioxopimar-8(9)-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]23[CH2:6][C:7](=O)[C:8]1=[C:9]([C:11](=O)[CH2:12][C@@:13]([CH3:17])([C@@H:15](O)[CH2:16]O)[CH2:14]1)[C@@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:18])[CH3:19]', '[H][C@@]23CC(=O)C1=C(C(=O)C[C@@](C)([C@@H](O)CO)C1)[C@@]2(C)CCC[C@]3(C)C', '[H][C@@:51]23[CH2:36][C:200](=O)[C:142]1=[C:155]([C:202](=O)[CH2:51][C@@:38]([CH3:21])([C@@H:78](O)[CH2:64]O)[CH2:31]1)[C@@:39]2([CH3:17])[CH2:37][CH2:20][CH2:42][C@:34]3([CH3:33])[CH3:21]', '25 27 H 13.68 -13.00 C:18 13.40 -13.81 C:19 11.40 -13.72 C:17 18.21 -7.31 C:20 13.68 -9.19 O 17.36 -12.77 O 13.75 -7.78 O 21.08 -8.19 O 19.13 -10.15 C:16 19.76 -7.83 C:2 11.21 -10.64 C:3 11.21 -12.06 C:1 12.43 -9.91 C:12 16.16 -7.78 C:14 17.36 -9.91 C:6 14.92 -12.77 C:7 16.16 -12.06 C:11 14.92 -8.48 C:8 16.16 -10.64 C:9 14.92 -9.91 C:15 18.76 -8.83 C:4 12.43 -12.77 C:13 17.36 -8.48 C:5 13.68 -12.06 C:10 13.68 -10.64 24 1 -2 22 2 -2 22 3 -1 23 4 -2 25 5 -1 6 17 2 7 18 2 8 10 1 21 9 -2 10 21 1 11 12 1 11 13 1 12 22 1 13 25 1 14 18 1 14 23 1 15 19 1 15 23 1 16 17 1 16 24 1 17 19 1 18 20 1 19 20 2 20 25 1 21 23 1 22 24 1 24 25 1', '25 27 H 13.68 -13.00 C 13.40 -13.81 C 11.40 -13.72 C 18.21 -7.31 C 13.68 -9.19 O 17.36 -12.77 O 13.75 -7.78 O 21.08 -8.19 O 19.13 -10.15 C 19.76 -7.83 C 11.21 -10.64 C 11.21 -12.06 C 12.43 -9.91 C 16.16 -7.78 C 17.36 -9.91 C 14.92 -12.77 C 16.16 -12.06 C 14.92 -8.48 C 16.16 -10.64 C 14.92 -9.91 C 18.76 -8.83 C 12.43 -12.77 C 17.36 -8.48 C 13.68 -12.06 C 13.68 -10.64 24 1 -2 22 2 -2 22 3 -1 23 4 -2 25 5 -1 6 17 2 7 18 2 8 10 1 21 9 -2 10 21 1 11 12 1 11 13 1 12 22 1 13 25 1 14 18 1 14 23 1 15 19 1 15 23 1 16 17 1 16 24 1 17 19 1 18 20 1 19 20 2 20 25 1 21 23 1 22 24 1 24 25 1', '25 27 H 13.68 -13.00 C:33 13.40 -13.81 C:21 11.40 -13.72 C:21 18.21 -7.31 C:17 13.68 -9.19 O 17.36 -12.77 O 13.75 -7.78 O 21.08 -8.19 O 19.13 -10.15 C:64 19.76 -7.83 C:20 11.21 -10.64 C:42 11.21 -12.06 C:37 12.43 -9.91 C:51 16.16 -7.78 C:31 17.36 -9.91 C:36 14.92 -12.77 C:200 16.16 -12.06 C:202 14.92 -8.48 C:142 16.16 -10.64 C:155 14.92 -9.91 C:78 18.76 -8.83 C:34 12.43 -12.77 C:38 17.36 -8.48 C:51 13.68 -12.06 C:39 13.68 -10.64 24 1 -2 22 2 -2 22 3 -1 23 4 -2 25 5 -1 6 17 2 7 18 2 8 10 1 21 9 -2 10 21 1 11 12 1 11 13 1 12 22 1 13 25 1 14 18 1 14 23 1 15 19 1 15 23 1 16 17 1 16 24 1 17 19 1 18 20 1 19 20 2 20 25 1 21 23 1 22 24 1 24 25 1', 'C20H30O4', 334.22, 'M', 'np02_1742_1', 1804, '', '', '1', 1, NULL, NULL),
(9342, '', '15S,16-Dihydroxy-7-oxopimar-8(9)-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]23[CH2:6][C:7](=O)[C:8]1=[C:9]([CH2:11][CH2:12][C@@:13]([CH3:17])([C@@H:15](O)[CH2:16]O)[CH2:14]1)[C@@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:18])[CH3:19]', '[H][C@@]23CC(=O)C1=C(CC[C@@](C)([C@@H](O)CO)C1)[C@@]2(C)CCC[C@]3(C)C', '[H][C@@:52]23[CH2:37][C:200](=O)[C:129]1=[C:167]([CH2:23][CH2:32][C@@:36]([CH3:21])([C@@H:78](O)[CH2:64]O)[CH2:32]1)[C@@:37]2([CH3:20])[CH2:37][CH2:20][CH2:43][C@:34]3([CH3:34])[CH3:23]', '24 26 H 13.65 -13.03 C:18 13.37 -13.84 C:19 11.37 -13.75 C:17 18.15 -7.34 C:20 13.65 -9.22 O 17.32 -12.80 O 21.02 -8.22 O 19.07 -10.18 C:16 19.70 -7.86 C:2 11.18 -10.67 C:11 14.89 -8.51 C:3 11.18 -12.09 C:12 16.12 -7.80 C:1 12.40 -9.94 C:6 14.89 -12.80 C:14 17.32 -9.94 C:7 16.12 -12.09 C:8 16.12 -10.67 C:9 14.89 -9.94 C:15 18.70 -8.86 C:4 12.40 -12.80 C:13 17.32 -8.51 C:5 13.65 -12.09 C:10 13.65 -10.67 23 1 -2 21 2 -2 21 3 -1 22 4 -2 24 5 -1 6 17 2 7 9 1 20 8 -2 9 20 1 10 12 1 10 14 1 11 13 1 11 19 1 12 21 1 13 22 1 14 24 1 15 17 1 15 23 1 16 18 1 16 22 1 17 18 1 18 19 2 19 24 1 20 22 1 21 23 1 23 24 1', '24 26 H 13.65 -13.03 C 13.37 -13.84 C 11.37 -13.75 C 18.15 -7.34 C 13.65 -9.22 O 17.32 -12.80 O 21.02 -8.22 O 19.07 -10.18 C 19.70 -7.86 C 11.18 -10.67 C 14.89 -8.51 C 11.18 -12.09 C 16.12 -7.80 C 12.40 -9.94 C 14.89 -12.80 C 17.32 -9.94 C 16.12 -12.09 C 16.12 -10.67 C 14.89 -9.94 C 18.70 -8.86 C 12.40 -12.80 C 17.32 -8.51 C 13.65 -12.09 C 13.65 -10.67 23 1 -2 21 2 -2 21 3 -1 22 4 -2 24 5 -1 6 17 2 7 9 1 20 8 -2 9 20 1 10 12 1 10 14 1 11 13 1 11 19 1 12 21 1 13 22 1 14 24 1 15 17 1 15 23 1 16 18 1 16 22 1 17 18 1 18 19 2 19 24 1 20 22 1 21 23 1 23 24 1', '24 26 H 13.65 -13.03 C:34 13.37 -13.84 C:23 11.37 -13.75 C:21 18.15 -7.34 C:20 13.65 -9.22 O 17.32 -12.80 O 21.02 -8.22 O 19.07 -10.18 C:64 19.70 -7.86 C:20 11.18 -10.67 C:23 14.89 -8.51 C:43 11.18 -12.09 C:32 16.12 -7.80 C:37 12.40 -9.94 C:37 14.89 -12.80 C:32 17.32 -9.94 C:200 16.12 -12.09 C:129 16.12 -10.67 C:167 14.89 -9.94 C:78 18.70 -8.86 C:34 12.40 -12.80 C:36 17.32 -8.51 C:52 13.65 -12.09 C:37 13.65 -10.67 23 1 -2 21 2 -2 21 3 -1 22 4 -2 24 5 -1 6 17 2 7 9 1 20 8 -2 9 20 1 10 12 1 10 14 1 11 13 1 11 19 1 12 21 1 13 22 1 14 24 1 15 17 1 15 23 1 16 18 1 16 22 1 17 18 1 18 19 2 19 24 1 20 22 1 21 23 1 23 24 1', 'C20H32O3', 320.22, 'M', 'np02_1742_2', 1804, '', '', '1', 1, NULL, NULL),
(9343, '', '15,16,17-Trihydroxy-7-oxopimar-8(9)-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]23[CH2:6][C:7](=O)[C:8]1=[C:9]([CH2:11][CH2:12][C@@:13]([CH2:17]O)([C@@H:15](O)[CH2:16]O)[CH2:14]1)[C@@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@:4]3([CH3:18])[CH3:19]', '[H][C@@]23CC(=O)C1=C(CC[C@@](CO)([C@@H](O)CO)C1)[C@@]2(C)CCC[C@]3(C)C', '[H][C@@:51]23[CH2:36][C:200](=O)[C:129]1=[C:168]([CH2:23][CH2:26][C@@:41]([CH2:66]O)([C@@H:77](O)[CH2:64]O)[CH2:28]1)[C@@:41]2([CH3:18])[CH2:37][CH2:19][CH2:42][C@:34]3([CH3:33])[CH3:22]', '25 27 H 13.65 -13.65 C:18 13.37 -14.46 C:19 11.37 -14.37 C:20 13.65 -9.85 O 17.33 -13.42 O 21.04 -8.85 O 17.61 -6.68 O 19.08 -10.81 C:16 19.71 -8.49 C:2 11.18 -11.30 C:17 18.16 -7.96 C:11 14.89 -9.14 C:3 11.18 -12.72 C:1 12.40 -10.57 C:12 16.12 -8.42 C:6 14.89 -13.42 C:14 17.33 -10.57 C:7 16.12 -12.72 C:8 16.12 -11.30 C:9 14.89 -10.57 C:15 18.71 -9.49 C:4 12.40 -13.42 C:5 13.65 -12.72 C:10 13.65 -11.30 C:13 17.33 -9.14 23 1 -2 22 2 -2 22 3 -1 24 4 -1 5 18 2 6 9 1 7 11 1 21 8 -2 9 21 1 10 13 1 10 14 1 25 11 -2 12 15 1 12 20 1 13 22 1 14 24 1 15 25 1 16 18 1 16 23 1 17 19 1 17 25 1 18 19 1 19 20 2 20 24 1 21 25 1 22 23 1 23 24 1', '25 27 H 13.65 -13.65 C 13.37 -14.46 C 11.37 -14.37 C 13.65 -9.85 O 17.33 -13.42 O 21.04 -8.85 O 17.61 -6.68 O 19.08 -10.81 C 19.71 -8.49 C 11.18 -11.30 C 18.16 -7.96 C 14.89 -9.14 C 11.18 -12.72 C 12.40 -10.57 C 16.12 -8.42 C 14.89 -13.42 C 17.33 -10.57 C 16.12 -12.72 C 16.12 -11.30 C 14.89 -10.57 C 18.71 -9.49 C 12.40 -13.42 C 13.65 -12.72 C 13.65 -11.30 C 17.33 -9.14 23 1 -2 22 2 -2 22 3 -1 24 4 -1 5 18 2 6 9 1 7 11 1 21 8 -2 9 21 1 10 13 1 10 14 1 25 11 -2 12 15 1 12 20 1 13 22 1 14 24 1 15 25 1 16 18 1 16 23 1 17 19 1 17 25 1 18 19 1 19 20 2 20 24 1 21 25 1 22 23 1 23 24 1', '25 27 H 13.65 -13.65 C:33 13.37 -14.46 C:22 11.37 -14.37 C:18 13.65 -9.85 O 17.33 -13.42 O 21.04 -8.85 O 17.61 -6.68 O 19.08 -10.81 C:64 19.71 -8.49 C:19 11.18 -11.30 C:66 18.16 -7.96 C:23 14.89 -9.14 C:42 11.18 -12.72 C:37 12.40 -10.57 C:26 16.12 -8.42 C:36 14.89 -13.42 C:28 17.33 -10.57 C:200 16.12 -12.72 C:129 16.12 -11.30 C:168 14.89 -10.57 C:77 18.71 -9.49 C:34 12.40 -13.42 C:51 13.65 -12.72 C:41 13.65 -11.30 C:41 17.33 -9.14 23 1 -2 22 2 -2 22 3 -1 24 4 -1 5 18 2 6 9 1 7 11 1 21 8 -2 9 21 1 10 13 1 10 14 1 25 11 -2 12 15 1 12 20 1 13 22 1 14 24 1 15 25 1 16 18 1 16 23 1 17 19 1 17 25 1 18 19 1 19 20 2 20 24 1 21 25 1 22 23 1 23 24 1', 'C20H32O4', 336.22, 'M', 'np02_1742_3', 1804, '', '', '1', 1, NULL, NULL),
(9344, '', '15,16,17-Trihydroxypimar-8(9)-ene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]23[CH2:6][CH2:7][C:8]1=[C:9]([CH2:11][CH2:12][C@@:13]([CH2:17]O)([C@@H:15](O)[CH2:16]O)[CH2:14]1)[C@@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@@:4]3([CH3:19])[CH3:18]', '[H][C@@]23CCC1=C(CC[C@@](CO)([C@@H](O)CO)C1)[C@@]2(C)CCC[C@@]3(C)C', '[H][C@@:53]23[CH2:21][CH2:33][C:124]1=[C:138]([CH2:21][CH2:28][C@@:41]([CH2:67]O)([C@@H:77](O)[CH2:64]O)[CH2:37]1)[C@@:38]2([CH3:20])[CH2:38][CH2:20][CH2:43][C@@:34]3([CH3:21])[CH3:33]', '24 26 H 13.65 -13.03 C:19 11.37 -13.75 C:18 13.37 -13.84 C:20 13.65 -9.22 O 21.02 -8.22 O 17.60 -6.06 O 19.07 -10.18 C:2 11.18 -10.67 C:16 19.70 -7.86 C:7 16.12 -12.09 C:11 14.89 -8.51 C:17 18.15 -7.34 C:3 11.18 -12.09 C:1 12.40 -9.94 C:6 14.89 -12.80 C:12 16.12 -7.80 C:14 17.32 -9.94 C:8 16.12 -10.67 C:9 14.89 -9.94 C:15 18.70 -8.86 C:4 12.40 -12.80 C:10 13.65 -10.67 C:5 13.65 -12.09 C:13 17.32 -8.51 23 1 -2 21 2 -1 21 3 -2 22 4 -1 5 9 1 6 12 1 20 7 -2 8 13 1 8 14 1 9 20 1 10 15 1 10 18 1 11 16 1 11 19 1 24 12 -2 13 21 1 14 22 1 15 23 1 16 24 1 17 18 1 17 24 1 18 19 2 19 22 1 20 24 1 21 23 1 22 23 1', '24 26 H 13.65 -13.03 C 11.37 -13.75 C 13.37 -13.84 C 13.65 -9.22 O 21.02 -8.22 O 17.60 -6.06 O 19.07 -10.18 C 11.18 -10.67 C 19.70 -7.86 C 16.12 -12.09 C 14.89 -8.51 C 18.15 -7.34 C 11.18 -12.09 C 12.40 -9.94 C 14.89 -12.80 C 16.12 -7.80 C 17.32 -9.94 C 16.12 -10.67 C 14.89 -9.94 C 18.70 -8.86 C 12.40 -12.80 C 13.65 -10.67 C 13.65 -12.09 C 17.32 -8.51 23 1 -2 21 2 -1 21 3 -2 22 4 -1 5 9 1 6 12 1 20 7 -2 8 13 1 8 14 1 9 20 1 10 15 1 10 18 1 11 16 1 11 19 1 24 12 -2 13 21 1 14 22 1 15 23 1 16 24 1 17 18 1 17 24 1 18 19 2 19 22 1 20 24 1 21 23 1 22 23 1', '24 26 H 13.65 -13.03 C:21 11.37 -13.75 C:33 13.37 -13.84 C:20 13.65 -9.22 O 21.02 -8.22 O 17.60 -6.06 O 19.07 -10.18 C:20 11.18 -10.67 C:64 19.70 -7.86 C:33 16.12 -12.09 C:21 14.89 -8.51 C:67 18.15 -7.34 C:43 11.18 -12.09 C:38 12.40 -9.94 C:21 14.89 -12.80 C:28 16.12 -7.80 C:37 17.32 -9.94 C:124 16.12 -10.67 C:138 14.89 -9.94 C:77 18.70 -8.86 C:34 12.40 -12.80 C:38 13.65 -10.67 C:53 13.65 -12.09 C:41 17.32 -8.51 23 1 -2 21 2 -1 21 3 -2 22 4 -1 5 9 1 6 12 1 20 7 -2 8 13 1 8 14 1 9 20 1 10 15 1 10 18 1 11 16 1 11 19 1 24 12 -2 13 21 1 14 22 1 15 23 1 16 24 1 17 18 1 17 24 1 18 19 2 19 22 1 20 24 1 21 23 1 22 23 1', 'C20H34O3', 322.22, 'M', 'np02_1742_4', 1804, '', '', '1', 1, NULL, NULL),
(9345, '', '(-)-pimara-9(11),15-dien-19-ol', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:8]23[CH2:7][CH2:6][C@:5]1([H])[C@:4]([CH3:18])([CH2:19]O)[CH2:3][CH2:2][CH2:1][C@@:10]1([CH3:20])[C:9]2=[CH:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14]3', '[H][C@@]23CC[C@]1([H])[C@](C)(CO)CCC[C@@]1(C)C2=CC[C@](C)(C=C)C3', '[H][C@@:29]23[CH2:27][CH2:19][C@:46]1([H])[C@:38]([CH3:26])([CH2:65]O)[CH2:35][CH2:18][CH2:41][C@@:38]1([CH3:26])[C:151]2=[CH:116][CH2:38][C@:35]([CH3:22])([CH:150]=[CH2:109])[CH2:42]3', '23 25 H 16.78 -9.03 H 14.27 -12.35 C:16 20.43 -7.13 C:17 18.86 -6.61 C:18 13.98 -13.17 C:20 14.27 -8.50 O 10.63 -12.67 C:15 19.41 -8.14 C:11 15.53 -7.78 C:19 11.97 -13.08 C:2 11.77 -9.97 C:12 16.78 -7.07 C:3 11.77 -11.40 C:1 13.01 -9.24 C:7 16.78 -11.40 C:6 15.53 -12.12 C:14 18.02 -9.24 C:9 15.53 -9.24 C:8 16.78 -9.97 C:13 18.02 -7.78 C:5 14.27 -11.40 C:4 13.01 -12.12 C:10 14.27 -9.97 19 1 -1 21 2 -1 3 8 2 20 4 -1 22 5 -1 23 6 -2 7 10 1 20 8 -2 9 12 1 9 18 2 22 10 -2 11 13 1 11 14 1 12 20 1 13 22 1 14 23 1 15 16 1 15 19 1 16 21 1 17 19 1 17 20 1 18 19 1 18 23 1 21 22 1 21 23 1', '23 25 H 16.78 -9.03 H 14.27 -12.35 C 20.43 -7.13 C 18.86 -6.61 C 13.98 -13.17 C 14.27 -8.50 O 10.63 -12.67 C 19.41 -8.14 C 15.53 -7.78 C 11.97 -13.08 C 11.77 -9.97 C 16.78 -7.07 C 11.77 -11.40 C 13.01 -9.24 C 16.78 -11.40 C 15.53 -12.12 C 18.02 -9.24 C 15.53 -9.24 C 16.78 -9.97 C 18.02 -7.78 C 14.27 -11.40 C 13.01 -12.12 C 14.27 -9.97 19 1 -1 21 2 -1 3 8 2 20 4 -1 22 5 -1 23 6 -2 7 10 1 20 8 -2 9 12 1 9 18 2 22 10 -2 11 13 1 11 14 1 12 20 1 13 22 1 14 23 1 15 16 1 15 19 1 16 21 1 17 19 1 17 20 1 18 19 1 18 23 1 21 22 1 21 23 1', '23 25 H 16.78 -9.03 H 14.27 -12.35 C:109 20.43 -7.13 C:22 18.86 -6.61 C:26 13.98 -13.17 C:26 14.27 -8.50 O 10.63 -12.67 C:150 19.41 -8.14 C:116 15.53 -7.78 C:65 11.97 -13.08 C:18 11.77 -9.97 C:38 16.78 -7.07 C:35 11.77 -11.40 C:41 13.01 -9.24 C:27 16.78 -11.40 C:19 15.53 -12.12 C:42 18.02 -9.24 C:151 15.53 -9.24 C:29 16.78 -9.97 C:35 18.02 -7.78 C:46 14.27 -11.40 C:38 13.01 -12.12 C:38 14.27 -9.97 19 1 -1 21 2 -1 3 8 2 20 4 -1 22 5 -1 23 6 -2 7 10 1 20 8 -2 9 12 1 9 18 2 22 10 -2 11 13 1 11 14 1 12 20 1 13 22 1 14 23 1 15 16 1 15 19 1 16 21 1 17 19 1 17 20 1 18 19 1 18 23 1 21 22 1 21 23 1', 'C20H32O', 288.229, 'C', 'np88_1080_1', 1132, '', '', '1', 1, NULL, NULL),
(9346, '', '(-)-pimara-9(11),15-dien-19-oic acid', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:8]23[CH2:7][CH2:6][C@:5]1([H])[C@:4]([CH3:18])([C:19](=O)O)[CH2:3][CH2:2][CH2:1][C@@:10]1([CH3:20])[C:9]2=[CH:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14]3', '[H][C@@]23CC[C@]1([H])[C@](C)(C(=O)O)CCC[C@@]1(C)C2=CC[C@](C)(C=C)C3', '[H][C@@:29]23[CH2:28][CH2:20][C@:48]1([H])[C@:44]([CH3:29])([C:185](=O)O)[CH2:38][CH2:19][CH2:42][C@@:38]1([CH3:22])[C:150]2=[CH:117][CH2:37][C@:35]([CH3:22])([CH:150]=[CH2:109])[CH2:42]3', '24 26 H 16.79 -9.03 H 14.28 -12.35 C:16 20.45 -7.14 C:17 18.87 -6.62 C:18 13.98 -13.18 C:20 14.28 -8.50 O 10.64 -12.67 O 12.27 -14.45 C:15 19.42 -8.14 C:11 15.54 -7.78 C:2 11.77 -9.97 C:12 16.79 -7.08 C:3 11.77 -11.40 C:1 13.01 -9.24 C:7 16.79 -11.40 C:6 15.54 -12.12 C:14 18.03 -9.24 C:19 11.97 -13.08 C:9 15.54 -9.24 C:8 16.79 -9.97 C:5 14.28 -11.40 C:13 18.03 -7.78 C:4 13.01 -12.12 C:10 14.28 -9.97 20 1 -1 21 2 -1 3 9 2 22 4 -1 23 5 -1 24 6 -2 7 18 2 8 18 1 22 9 -2 10 12 1 10 19 2 11 13 1 11 14 1 12 22 1 13 23 1 14 24 1 15 16 1 15 20 1 16 21 1 17 20 1 17 22 1 23 18 -2 19 20 1 19 24 1 21 23 1 21 24 1', '24 26 H 16.79 -9.03 H 14.28 -12.35 C 20.45 -7.14 C 18.87 -6.62 C 13.98 -13.18 C 14.28 -8.50 O 10.64 -12.67 O 12.27 -14.45 C 19.42 -8.14 C 15.54 -7.78 C 11.77 -9.97 C 16.79 -7.08 C 11.77 -11.40 C 13.01 -9.24 C 16.79 -11.40 C 15.54 -12.12 C 18.03 -9.24 C 11.97 -13.08 C 15.54 -9.24 C 16.79 -9.97 C 14.28 -11.40 C 18.03 -7.78 C 13.01 -12.12 C 14.28 -9.97 20 1 -1 21 2 -1 3 9 2 22 4 -1 23 5 -1 24 6 -2 7 18 2 8 18 1 22 9 -2 10 12 1 10 19 2 11 13 1 11 14 1 12 22 1 13 23 1 14 24 1 15 16 1 15 20 1 16 21 1 17 20 1 17 22 1 23 18 -2 19 20 1 19 24 1 21 23 1 21 24 1', '24 26 H 16.79 -9.03 H 14.28 -12.35 C:109 20.45 -7.14 C:22 18.87 -6.62 C:29 13.98 -13.18 C:22 14.28 -8.50 O 10.64 -12.67 O 12.27 -14.45 C:150 19.42 -8.14 C:117 15.54 -7.78 C:19 11.77 -9.97 C:37 16.79 -7.08 C:38 11.77 -11.40 C:42 13.01 -9.24 C:28 16.79 -11.40 C:20 15.54 -12.12 C:42 18.03 -9.24 C:185 11.97 -13.08 C:150 15.54 -9.24 C:29 16.79 -9.97 C:48 14.28 -11.40 C:35 18.03 -7.78 C:44 13.01 -12.12 C:38 14.28 -9.97 20 1 -1 21 2 -1 3 9 2 22 4 -1 23 5 -1 24 6 -2 7 18 2 8 18 1 22 9 -2 10 12 1 10 19 2 11 13 1 11 14 1 12 22 1 13 23 1 14 24 1 15 16 1 15 20 1 16 21 1 17 20 1 17 22 1 23 18 -2 19 20 1 19 24 1 21 23 1 21 24 1', 'C20H30O2', 302.229, 'C', 'np88_1080_2', 1132, '', '', '1', 1, NULL, NULL),
(9347, '', 'Ent-16b,17-dihidroxy-(-)-kauran-19-oic acid', 'Terpenoids', 'Diterpenoids', 'Kauranes', '[H][C@:5]23[CH2:6][CH2:7][C@@:8]14[CH2:14][C@H:13]([CH2:12][CH2:11][C@@:9]1([H])[C@:10]2([CH3:20])[CH2:1][CH2:2][CH2:3][C@@:4]3([CH3:18])[C:19](=O)O)[C@@:16](O)([CH2:17]O)[CH2:15]4', '[H][C@]23CC[C@@]14C[C@H](CC[C@@]1([H])[C@]2(C)CCC[C@@]3(C)C(=O)O)[C@@](O)(CO)C4', '[H][C@:57]23[CH2:23][CH2:43][C@@:45]14[CH2:38][C@H:46]([CH2:27][CH2:19][C@@:56]1([H])[C@:40]2([CH3:16])[CH2:41][CH2:17][CH2:39][C@@:44]3([CH3:29])[C:179](=O)O)[C@@:81](O)([CH2:66]O)[CH2:54]4', '26 29 H 14.86 -12.55 H 16.08 -10.42 C:18 14.58 -13.32 C:20 14.86 -8.74 O 12.92 -14.59 O 19.67 -6.59 O 11.25 -12.82 O 20.88 -9.72 C:2 12.39 -10.14 C:17 20.36 -7.80 C:12 17.30 -7.31 C:3 12.39 -11.54 C:1 13.60 -9.43 C:11 16.08 -8.02 C:6 16.08 -12.27 C:7 17.30 -11.54 C:14 18.51 -9.43 C:15 18.87 -10.44 C:19 12.59 -13.23 C:13 18.51 -8.02 C:5 14.86 -11.54 C:9 16.08 -9.43 C:4 13.60 -12.27 C:10 14.86 -10.14 C:16 19.67 -9.02 C:8 17.30 -10.14 21 1 -1 22 2 -1 23 3 -1 24 4 -2 5 19 2 6 10 1 7 19 1 25 8 -2 9 12 1 9 13 1 25 10 -1 11 14 1 11 20 1 12 23 1 13 24 1 14 22 1 15 16 1 15 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 18 26 1 23 19 -2 20 25 1 21 23 1 21 24 1 22 24 1 22 26 1', '26 29 H 14.86 -12.55 H 16.08 -10.42 C 14.58 -13.32 C 14.86 -8.74 O 12.92 -14.59 O 19.67 -6.59 O 11.25 -12.82 O 20.88 -9.72 C 12.39 -10.14 C 20.36 -7.80 C 17.30 -7.31 C 12.39 -11.54 C 13.60 -9.43 C 16.08 -8.02 C 16.08 -12.27 C 17.30 -11.54 C 18.51 -9.43 C 18.87 -10.44 C 12.59 -13.23 C 18.51 -8.02 C 14.86 -11.54 C 16.08 -9.43 C 13.60 -12.27 C 14.86 -10.14 C 19.67 -9.02 C 17.30 -10.14 21 1 -1 22 2 -1 23 3 -1 24 4 -2 5 19 2 6 10 1 7 19 1 25 8 -2 9 12 1 9 13 1 25 10 -1 11 14 1 11 20 1 12 23 1 13 24 1 14 22 1 15 16 1 15 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 18 26 1 23 19 -2 20 25 1 21 23 1 21 24 1 22 24 1 22 26 1', '26 29 H 14.86 -12.55 H 16.08 -10.42 C:29 14.58 -13.32 C:16 14.86 -8.74 O 12.92 -14.59 O 19.67 -6.59 O 11.25 -12.82 O 20.88 -9.72 C:17 12.39 -10.14 C:66 20.36 -7.80 C:27 17.30 -7.31 C:39 12.39 -11.54 C:41 13.60 -9.43 C:19 16.08 -8.02 C:23 16.08 -12.27 C:43 17.30 -11.54 C:38 18.51 -9.43 C:54 18.87 -10.44 C:179 12.59 -13.23 C:46 18.51 -8.02 C:57 14.86 -11.54 C:56 16.08 -9.43 C:44 13.60 -12.27 C:40 14.86 -10.14 C:81 19.67 -9.02 C:45 17.30 -10.14 21 1 -1 22 2 -1 23 3 -1 24 4 -2 5 19 2 6 10 1 7 19 1 25 8 -2 9 12 1 9 13 1 25 10 -1 11 14 1 11 20 1 12 23 1 13 24 1 14 22 1 15 16 1 15 21 1 16 26 1 20 17 -2 26 17 -2 18 25 1 18 26 1 23 19 -2 20 25 1 21 23 1 21 24 1 22 24 1 22 26 1', 'C20H32O4', 336.227, 'P', 'np88_1080_6', 1132, '', '', '1', 1, NULL, NULL),
(9348, 'Lonchophylloid A', '', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([C:15](=O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@@:5]3([H])[C@@:4]([CH3:18])([CH3:19])[C:3](=O)[C:2](O)=[CH:1][C@:10]23[CH3:20]', '[H][C@]12CC[C@@](C)(C(=O)CO)C=C1CC[C@@]3([H])[C@@](C)(C)C(=O)C(O)=C[C@]23C', '[H][C@:49]12[CH2:21][CH2:33][C@@:48]([CH3:27])([C:214](=O)[CH2:66]O)[CH:127]=[C:141]1[CH2:36][CH2:22][C@@:53]3([H])[C@@:45]([CH3:26])([CH3:23])[C:201](=O)[C:146](O)=[CH:124][C@:40]23[CH3:17]', '26 28 H 15.46 -10.93 H 14.20 -13.06 C:18 13.92 -13.88 C:19 11.90 -13.80 C:17 18.79 -7.31 C:20 14.20 -9.21 O 19.71 -10.20 O 10.49 -12.81 O 21.73 -8.20 O 10.49 -10.00 C:1 12.93 -10.00 C:14 17.95 -9.95 C:16 20.36 -7.84 C:7 16.71 -12.12 C:12 16.71 -7.78 C:6 15.46 -12.84 C:11 15.46 -8.49 C:15 19.34 -8.84 C:2 11.70 -10.68 C:3 11.70 -12.12 C:8 16.71 -10.68 C:4 12.93 -12.81 C:13 17.95 -8.49 C:9 15.46 -10.00 C:5 14.20 -12.12 C:10 14.20 -10.68 24 1 -2 25 2 -2 22 3 -2 22 4 -1 23 5 -2 26 6 -1 7 18 2 8 20 2 9 13 1 10 19 1 11 19 2 11 26 1 12 21 2 12 23 1 13 18 1 14 16 1 14 21 1 15 17 1 15 23 1 16 25 1 17 24 1 23 18 -1 19 20 1 20 22 1 21 24 1 22 25 1 24 26 1 25 26 1', '26 28 H 15.46 -10.93 H 14.20 -13.06 C 13.92 -13.88 C 11.90 -13.80 C 18.79 -7.31 C 14.20 -9.21 O 19.71 -10.20 O 10.49 -12.81 O 21.73 -8.20 O 10.49 -10.00 C 12.93 -10.00 C 17.95 -9.95 C 20.36 -7.84 C 16.71 -12.12 C 16.71 -7.78 C 15.46 -12.84 C 15.46 -8.49 C 19.34 -8.84 C 11.70 -10.68 C 11.70 -12.12 C 16.71 -10.68 C 12.93 -12.81 C 17.95 -8.49 C 15.46 -10.00 C 14.20 -12.12 C 14.20 -10.68 24 1 -2 25 2 -2 22 3 -2 22 4 -1 23 5 -2 26 6 -1 7 18 2 8 20 2 9 13 1 10 19 1 11 19 2 11 26 1 12 21 2 12 23 1 13 18 1 14 16 1 14 21 1 15 17 1 15 23 1 16 25 1 17 24 1 23 18 -1 19 20 1 20 22 1 21 24 1 22 25 1 24 26 1 25 26 1', '26 28 H 15.46 -10.93 H 14.20 -13.06 C:26 13.92 -13.88 C:23 11.90 -13.80 C:27 18.79 -7.31 C:17 14.20 -9.21 O 19.71 -10.20 O 10.49 -12.81 O 21.73 -8.20 O 10.49 -10.00 C:124 12.93 -10.00 C:127 17.95 -9.95 C:66 20.36 -7.84 C:36 16.71 -12.12 C:33 16.71 -7.78 C:22 15.46 -12.84 C:21 15.46 -8.49 C:214 19.34 -8.84 C:146 11.70 -10.68 C:201 11.70 -12.12 C:141 16.71 -10.68 C:45 12.93 -12.81 C:48 17.95 -8.49 C:49 15.46 -10.00 C:53 14.20 -12.12 C:40 14.20 -10.68 24 1 -2 25 2 -2 22 3 -2 22 4 -1 23 5 -2 26 6 -1 7 18 2 8 20 2 9 13 1 10 19 1 11 19 2 11 26 1 12 21 2 12 23 1 13 18 1 14 16 1 14 21 1 15 17 1 15 23 1 16 25 1 17 24 1 23 18 -1 19 20 1 20 22 1 21 24 1 22 25 1 24 26 1 25 26 1', 'C20H28O4', 332.227, 'A', 'np98_112_1', 1591, '', '', '1', 1, NULL, NULL),
(9349, 'Lonchophylloid B', '', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([C:15](=O)[CH2:16]O)[CH:14]=[C:8]1[CH2:7][CH2:6][C@@:5]3([H])[C@@:4]([CH3:18])([CH3:19])[C@@H:3](O)[CH2:2][CH2:1][C@:10]23[CH3:20]', '[H][C@]12CC[C@@](C)(C(=O)CO)C=C1CC[C@@]3([H])[C@@](C)(C)[C@@H](O)CC[C@]23C', '[H][C@:51]12[CH2:20][CH2:33][C@@:47]([CH3:28])([C:215](=O)[CH2:66]O)[CH:123]=[C:142]1[CH2:36][CH2:22][C@@:54]3([H])[C@@:39]([CH3:27])([CH3:16])[C@@H:79](O)[CH2:27][CH2:37][C@:38]23[CH3:15]', '25 27 H 15.48 -10.90 H 14.23 -13.04 C:18 13.94 -13.86 C:19 11.93 -13.77 C:17 18.81 -7.29 C:20 14.23 -9.19 O 19.74 -10.17 O 21.72 -8.18 O 10.52 -12.78 C:14 17.98 -9.92 C:16 20.38 -7.81 C:7 16.74 -12.09 C:2 11.73 -10.66 C:6 15.48 -12.78 C:12 16.74 -7.75 C:1 12.96 -9.92 C:11 15.48 -8.46 C:15 19.37 -8.82 C:8 16.74 -10.66 C:3 11.73 -12.09 C:4 12.96 -12.78 C:13 17.98 -8.46 C:9 15.48 -9.92 C:5 14.23 -12.09 C:10 14.23 -10.66 23 1 -2 24 2 -2 21 3 -2 21 4 -1 22 5 -2 25 6 -1 7 18 2 8 11 1 20 9 -1 10 19 2 10 22 1 11 18 1 12 14 1 12 19 1 13 16 1 13 20 1 14 24 1 15 17 1 15 22 1 16 25 1 17 23 1 22 18 -1 19 23 1 20 21 1 21 24 1 23 25 1 24 25 1', '25 27 H 15.48 -10.90 H 14.23 -13.04 C 13.94 -13.86 C 11.93 -13.77 C 18.81 -7.29 C 14.23 -9.19 O 19.74 -10.17 O 21.72 -8.18 O 10.52 -12.78 C 17.98 -9.92 C 20.38 -7.81 C 16.74 -12.09 C 11.73 -10.66 C 15.48 -12.78 C 16.74 -7.75 C 12.96 -9.92 C 15.48 -8.46 C 19.37 -8.82 C 16.74 -10.66 C 11.73 -12.09 C 12.96 -12.78 C 17.98 -8.46 C 15.48 -9.92 C 14.23 -12.09 C 14.23 -10.66 23 1 -2 24 2 -2 21 3 -2 21 4 -1 22 5 -2 25 6 -1 7 18 2 8 11 1 20 9 -1 10 19 2 10 22 1 11 18 1 12 14 1 12 19 1 13 16 1 13 20 1 14 24 1 15 17 1 15 22 1 16 25 1 17 23 1 22 18 -1 19 23 1 20 21 1 21 24 1 23 25 1 24 25 1', '25 27 H 15.48 -10.90 H 14.23 -13.04 C:27 13.94 -13.86 C:16 11.93 -13.77 C:28 18.81 -7.29 C:15 14.23 -9.19 O 19.74 -10.17 O 21.72 -8.18 O 10.52 -12.78 C:123 17.98 -9.92 C:66 20.38 -7.81 C:36 16.74 -12.09 C:27 11.73 -10.66 C:22 15.48 -12.78 C:33 16.74 -7.75 C:37 12.96 -9.92 C:20 15.48 -8.46 C:215 19.37 -8.82 C:142 16.74 -10.66 C:79 11.73 -12.09 C:39 12.96 -12.78 C:47 17.98 -8.46 C:51 15.48 -9.92 C:54 14.23 -12.09 C:38 14.23 -10.66 23 1 -2 24 2 -2 21 3 -2 21 4 -1 22 5 -2 25 6 -1 7 18 2 8 11 1 20 9 -1 10 19 2 10 22 1 11 18 1 12 14 1 12 19 1 13 16 1 13 20 1 14 24 1 15 17 1 15 22 1 16 25 1 17 23 1 22 18 -1 19 23 1 20 21 1 21 24 1 23 25 1 24 25 1', 'C20H32O3', 320.228, 'C', 'np98_112_2', 1591, '', '', '1', 1, NULL, NULL),
(9350, 'oryzalexin F', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:9]12[CH2:11][CH2:12][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH:14]=[C:8]1[CH2:7][CH2:6][C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O)[C@H:3](O)[CH2:2][CH2:1][C@@:10]23[CH3:20]', '[H][C@@]12CC[C@@](C)(C=C)C=C1CC[C@]3([H])[C@@](C)(CO)[C@H](O)CC[C@@]23C', '[H][C@@:50]12[CH2:19][CH2:35][C@@:37]([CH3:26])([CH:149]=[CH2:110])[CH:129]=[C:137]1[CH2:36][CH2:22][C@:49]3([H])[C@@:42]([CH3:12])([CH2:72]O)[C@H:77](O)[CH2:27][CH2:37][C@@:38]23[CH3:16]', '24 26 H 15.58 -10.78 H 14.33 -12.92 C:16 20.48 -7.69 C:17 18.91 -7.17 C:19 12.03 -13.65 C:20 14.33 -9.06 O 13.64 -15.07 O 10.63 -12.66 C:15 19.46 -8.70 C:14 18.07 -9.80 C:18 14.04 -13.74 C:7 16.83 -11.97 C:2 11.83 -10.53 C:6 15.58 -12.66 C:12 16.83 -7.63 C:11 15.58 -8.34 C:1 13.06 -9.80 C:8 16.83 -10.53 C:3 11.83 -11.97 C:13 18.07 -8.34 C:9 15.58 -9.80 C:5 14.33 -11.97 C:4 13.06 -12.66 C:10 14.33 -10.53 21 1 -1 22 2 -1 3 9 2 20 4 -2 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -1 10 18 2 10 20 1 23 11 -1 12 14 1 12 18 1 13 17 1 13 19 1 14 22 1 15 16 1 15 20 1 16 21 1 17 24 1 18 21 1 19 23 1 21 24 1 22 23 1 22 24 1', '24 26 H 15.58 -10.78 H 14.33 -12.92 C 20.48 -7.69 C 18.91 -7.17 C 12.03 -13.65 C 14.33 -9.06 O 13.64 -15.07 O 10.63 -12.66 C 19.46 -8.70 C 18.07 -9.80 C 14.04 -13.74 C 16.83 -11.97 C 11.83 -10.53 C 15.58 -12.66 C 16.83 -7.63 C 15.58 -8.34 C 13.06 -9.80 C 16.83 -10.53 C 11.83 -11.97 C 18.07 -8.34 C 15.58 -9.80 C 14.33 -11.97 C 13.06 -12.66 C 14.33 -10.53 21 1 -1 22 2 -1 3 9 2 20 4 -2 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -1 10 18 2 10 20 1 23 11 -1 12 14 1 12 18 1 13 17 1 13 19 1 14 22 1 15 16 1 15 20 1 16 21 1 17 24 1 18 21 1 19 23 1 21 24 1 22 23 1 22 24 1', '24 26 H 15.58 -10.78 H 14.33 -12.92 C:110 20.48 -7.69 C:26 18.91 -7.17 C:12 12.03 -13.65 C:16 14.33 -9.06 O 13.64 -15.07 O 10.63 -12.66 C:149 19.46 -8.70 C:129 18.07 -9.80 C:72 14.04 -13.74 C:36 16.83 -11.97 C:27 11.83 -10.53 C:22 15.58 -12.66 C:35 16.83 -7.63 C:19 15.58 -8.34 C:37 13.06 -9.80 C:137 16.83 -10.53 C:77 11.83 -11.97 C:37 18.07 -8.34 C:50 15.58 -9.80 C:49 14.33 -11.97 C:42 13.06 -12.66 C:38 14.33 -10.53 21 1 -1 22 2 -1 3 9 2 20 4 -2 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -1 10 18 2 10 20 1 23 11 -1 12 14 1 12 18 1 13 17 1 13 19 1 14 22 1 15 16 1 15 20 1 16 21 1 17 24 1 18 21 1 19 23 1 21 24 1 22 23 1 22 24 1', 'C20H32O2', 304.229, 'C', 'ph36_299_1', 1099, 'C-19 signal 11.5 incorrect', '', '1', 1, NULL, NULL),
(9351, '', '2,19-Diacetoxy-dehydroabietane', 'Terpenoids', 'Diterpenoids', 'Abietanes', '[H][C@@:5]23[CH2:6][CH2:7][c:8]1[cH:14][c:13]([CH:15]([CH3:17])[CH3:16])[cH:12][cH:11][c:9]1[C@@:10]2([CH3:20])[CH2:1][C@@H:2](O[C:2001]([CH3:2002])=O)[CH2:3][C@:4]3([CH3:18])[CH2:19]O[C:19001]([CH3:19002])=O', '[H][C@@]23CCc1cc(C(C)C)ccc1[C@@]2(C)C[C@@H](OC(C)=O)C[C@]3(C)COC(C)=O', '[H][C@@:51]23[CH2:27][CH2:31][c:134]1[cH:124][c:146]([CH:33]([CH3:24])[CH3:24])[cH:124][cH:127][c:146]1[C@@:38]2([CH3:22])[CH2:44][C@@H:68](O[C:173]([CH3:23])=O)[CH2:44][C@:39]3([CH3:28])[CH2:67]O[C:171]([CH3:21])=O', '29 31 H 15.51 -13.11 C:19002 9.53 -14.02 C:2002 10.61 -7.99 C:17 21.64 -8.62 C:16 20.42 -6.51 C:18 15.25 -14.02 C:20 15.51 -9.33 O 11.22 -15.78 O 13.05 -7.99 C:12 17.96 -7.99 C:11 16.73 -8.62 C:14 19.19 -10.05 C:7 17.96 -12.20 C:6 16.73 -12.90 C:19 13.24 -13.87 C:3 13.05 -12.20 C:1 14.27 -10.05 O 11.89 -13.46 O 11.83 -10.08 C:19001 10.88 -14.42 C:2001 11.83 -8.69 C:13 19.19 -8.62 C:8 17.96 -10.78 C:9 16.73 -10.05 C:15 20.42 -7.99 C:2 13.05 -10.78 C:4 14.27 -12.90 C:10 15.51 -10.78 C:5 15.51 -12.20 29 1 -2 2 20 1 3 21 1 4 25 1 5 25 1 27 6 -2 28 7 -1 8 20 2 9 21 2 10 11 2 10 22 1 11 24 1 12 22 2 12 23 1 13 14 1 13 23 1 14 29 1 15 18 1 27 15 -1 16 26 1 16 27 1 17 26 1 17 28 1 18 20 1 19 21 1 26 19 -2 22 25 1 23 24 2 24 28 1 27 29 1 28 29 1', '29 31 H 15.51 -13.11 C 9.53 -14.02 C 10.61 -7.99 C 21.64 -8.62 C 20.42 -6.51 C 15.25 -14.02 C 15.51 -9.33 O 11.22 -15.78 O 13.05 -7.99 C 17.96 -7.99 C 16.73 -8.62 C 19.19 -10.05 C 17.96 -12.20 C 16.73 -12.90 C 13.24 -13.87 C 13.05 -12.20 C 14.27 -10.05 O 11.89 -13.46 O 11.83 -10.08 C 10.88 -14.42 C 11.83 -8.69 C 19.19 -8.62 C 17.96 -10.78 C 16.73 -10.05 C 20.42 -7.99 C 13.05 -10.78 C 14.27 -12.90 C 15.51 -10.78 C 15.51 -12.20 29 1 -2 2 20 1 3 21 1 4 25 1 5 25 1 27 6 -2 28 7 -1 8 20 2 9 21 2 10 11 2 10 22 1 11 24 1 12 22 2 12 23 1 13 14 1 13 23 1 14 29 1 15 18 1 27 15 -1 16 26 1 16 27 1 17 26 1 17 28 1 18 20 1 19 21 1 26 19 -2 22 25 1 23 24 2 24 28 1 27 29 1 28 29 1', '29 31 H 15.51 -13.11 C:21 9.53 -14.02 C:23 10.61 -7.99 C:24 21.64 -8.62 C:24 20.42 -6.51 C:28 15.25 -14.02 C:22 15.51 -9.33 O 11.22 -15.78 O 13.05 -7.99 C:124 17.96 -7.99 C:127 16.73 -8.62 C:124 19.19 -10.05 C:31 17.96 -12.20 C:27 16.73 -12.90 C:67 13.24 -13.87 C:44 13.05 -12.20 C:44 14.27 -10.05 O 11.89 -13.46 O 11.83 -10.08 C:171 10.88 -14.42 C:173 11.83 -8.69 C:146 19.19 -8.62 C:134 17.96 -10.78 C:146 16.73 -10.05 C:33 20.42 -7.99 C:68 13.05 -10.78 C:39 14.27 -12.90 C:38 15.51 -10.78 C:51 15.51 -12.20 29 1 -2 2 20 1 3 21 1 4 25 1 5 25 1 27 6 -2 28 7 -1 8 20 2 9 21 2 10 11 2 10 22 1 11 24 1 12 22 2 12 23 1 13 14 1 13 23 1 14 29 1 15 18 1 27 15 -1 16 26 1 16 27 1 17 26 1 17 28 1 18 20 1 19 21 1 26 19 -2 22 25 1 23 24 2 24 28 1 27 29 1 28 29 1', 'C24H34O4', 386.262, 'C', 'ph40_1209_1a', 322, '', '', '1', 1, NULL, NULL),
(9352, '', '2a-Hydroxy-19-isovaleroyl-9-epi-ent-pirama-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O[C:18001](=O)[CH2:18002][CH:18003]([CH3:18301])[CH3:18004])[CH2:3][C@H:2](O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@](C)(C=C)CC1=CC[C@]3([H])[C@@](C)(COC(=O)CC(C)C)C[C@H](O)C[C@@]23C', '[H][C@:53]12[CH2:23][CH2:37][C@:37]([CH3:22])([CH:150]=[CH2:109])[CH2:48][C:137]1=[CH:119][CH2:25][C@:44]3([H])[C@@:39]([CH3:28])([CH2:67]O[C:173](=O)[CH2:44][CH:26]([CH3:22])[CH3:22])[CH2:41][C@H:64](O)[CH2:42][C@@:38]23[CH3:24]', '30 32 H 16.79 -7.91 H 15.55 -10.04 C:16 21.69 -4.82 C:18301 17.70 -15.25 C:18004 15.94 -16.90 C:17 20.13 -4.30 C:19 13.24 -10.77 C:20 15.55 -6.20 O 17.16 -12.89 O 11.83 -6.98 C:15 20.66 -5.83 C:7 18.05 -9.08 C:6 16.79 -9.81 C:12 18.05 -4.76 C:11 16.79 -5.48 C:18 15.26 -10.86 C:18002 15.40 -14.55 C:14 19.29 -6.93 C:3 13.04 -9.08 C:1 14.28 -6.93 O 14.85 -12.19 C:18001 15.81 -13.21 C:8 18.05 -7.67 C:18003 16.35 -15.56 C:2 13.04 -7.67 C:13 19.29 -5.48 C:9 16.79 -6.93 C:5 15.55 -9.08 C:4 14.28 -9.81 C:10 15.55 -7.67 27 1 -2 28 2 -1 3 11 2 4 24 1 5 24 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 25 10 -2 26 11 -2 12 13 1 12 23 2 13 28 1 14 15 1 14 26 1 15 27 1 16 21 1 29 16 -1 17 22 1 17 24 1 18 23 1 18 26 1 19 25 1 19 29 1 20 25 1 20 30 1 21 22 1 23 27 1 27 30 1 28 29 1 28 30 1', '30 32 H 16.79 -7.91 H 15.55 -10.04 C 21.69 -4.82 C 17.70 -15.25 C 15.94 -16.90 C 20.13 -4.30 C 13.24 -10.77 C 15.55 -6.20 O 17.16 -12.89 O 11.83 -6.98 C 20.66 -5.83 C 18.05 -9.08 C 16.79 -9.81 C 18.05 -4.76 C 16.79 -5.48 C 15.26 -10.86 C 15.40 -14.55 C 19.29 -6.93 C 13.04 -9.08 C 14.28 -6.93 O 14.85 -12.19 C 15.81 -13.21 C 18.05 -7.67 C 16.35 -15.56 C 13.04 -7.67 C 19.29 -5.48 C 16.79 -6.93 C 15.55 -9.08 C 14.28 -9.81 C 15.55 -7.67 27 1 -2 28 2 -1 3 11 2 4 24 1 5 24 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 25 10 -2 26 11 -2 12 13 1 12 23 2 13 28 1 14 15 1 14 26 1 15 27 1 16 21 1 29 16 -1 17 22 1 17 24 1 18 23 1 18 26 1 19 25 1 19 29 1 20 25 1 20 30 1 21 22 1 23 27 1 27 30 1 28 29 1 28 30 1', '30 32 H 16.79 -7.91 H 15.55 -10.04 C:109 21.69 -4.82 C:22 17.70 -15.25 C:22 15.94 -16.90 C:22 20.13 -4.30 C:28 13.24 -10.77 C:24 15.55 -6.20 O 17.16 -12.89 O 11.83 -6.98 C:150 20.66 -5.83 C:119 18.05 -9.08 C:25 16.79 -9.81 C:37 18.05 -4.76 C:23 16.79 -5.48 C:67 15.26 -10.86 C:44 15.40 -14.55 C:48 19.29 -6.93 C:41 13.04 -9.08 C:42 14.28 -6.93 O 14.85 -12.19 C:173 15.81 -13.21 C:137 18.05 -7.67 C:26 16.35 -15.56 C:64 13.04 -7.67 C:37 19.29 -5.48 C:53 16.79 -6.93 C:44 15.55 -9.08 C:39 14.28 -9.81 C:38 15.55 -7.67 27 1 -2 28 2 -1 3 11 2 4 24 1 5 24 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 25 10 -2 26 11 -2 12 13 1 12 23 2 13 28 1 14 15 1 14 26 1 15 27 1 16 21 1 29 16 -1 17 22 1 17 24 1 18 23 1 18 26 1 19 25 1 19 29 1 20 25 1 20 30 1 21 22 1 23 27 1 27 30 1 28 29 1 28 30 1', 'C25H40O3', 388.282, 'C', 'ph40_1209_2', 322, '', '', '1', 1, NULL, NULL),
(9353, '', '2a-Acetoxy-19-isovaleroyl-9-epi-ent-pirama-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O[C:18001](=O)[CH2:18002][CH:18003]([CH3:18301])[CH3:18004])[CH2:3][C@H:2](O[C:2001]([CH3:2002])=O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@](C)(C=C)CC1=CC[C@]3([H])[C@@](C)(COC(=O)CC(C)C)C[C@H](OC(C)=O)C[C@@]23C', '[H][C@:53]12[CH2:23][CH2:37][C@:37]([CH3:22])([CH:150]=[CH2:109])[CH2:48][C:136]1=[CH:119][CH2:25][C@:44]3([H])[C@@:39]([CH3:28])([CH2:67]O[C:173](=O)[CH2:43][CH:25]([CH3:22])[CH3:22])[CH2:42][C@H:68](O[C:9999]([CH3:9999])=O)[CH2:41][C@@:38]23[CH3:24]', '33 35 H 16.79 -7.91 H 15.55 -10.04 C:16 21.69 -4.82 C:2002 10.60 -4.89 C:18301 17.70 -15.25 C:18004 15.94 -16.90 C:17 20.13 -4.30 C:19 13.24 -10.77 C:20 15.55 -6.20 O 13.04 -4.86 O 17.16 -12.89 C:15 20.66 -5.83 C:7 18.05 -9.08 C:6 16.79 -9.81 C:12 18.05 -4.76 C:11 16.79 -5.48 C:18002 15.40 -14.55 C:18 15.26 -10.86 C:14 19.29 -6.93 C:3 13.04 -9.08 C:1 14.28 -6.93 O 14.85 -12.19 O 11.83 -6.98 C:2001 11.83 -5.58 C:18001 15.81 -13.21 C:8 18.05 -7.67 C:18003 16.35 -15.56 C:2 13.04 -7.67 C:13 19.29 -5.48 C:9 16.79 -6.93 C:5 15.55 -9.08 C:4 14.28 -9.81 C:10 15.55 -7.67 30 1 -2 31 2 -1 3 12 2 4 24 1 5 27 1 6 27 1 29 7 -1 32 8 -2 33 9 -2 10 24 2 11 25 2 29 12 -2 13 14 1 13 26 2 14 31 1 15 16 1 15 29 1 16 30 1 17 25 1 17 27 1 18 22 1 32 18 -1 19 26 1 19 29 1 20 28 1 20 32 1 21 28 1 21 33 1 22 25 1 23 24 1 28 23 -2 26 30 1 30 33 1 31 32 1 31 33 1', '33 35 H 16.79 -7.91 H 15.55 -10.04 C 21.69 -4.82 C 10.60 -4.89 C 17.70 -15.25 C 15.94 -16.90 C 20.13 -4.30 C 13.24 -10.77 C 15.55 -6.20 O 13.04 -4.86 O 17.16 -12.89 C 20.66 -5.83 C 18.05 -9.08 C 16.79 -9.81 C 18.05 -4.76 C 16.79 -5.48 C 15.40 -14.55 C 15.26 -10.86 C 19.29 -6.93 C 13.04 -9.08 C 14.28 -6.93 O 14.85 -12.19 O 11.83 -6.98 C 11.83 -5.58 C 15.81 -13.21 C 18.05 -7.67 C 16.35 -15.56 C 13.04 -7.67 C 19.29 -5.48 C 16.79 -6.93 C 15.55 -9.08 C 14.28 -9.81 C 15.55 -7.67 30 1 -2 31 2 -1 3 12 2 4 24 1 5 27 1 6 27 1 29 7 -1 32 8 -2 33 9 -2 10 24 2 11 25 2 29 12 -2 13 14 1 13 26 2 14 31 1 15 16 1 15 29 1 16 30 1 17 25 1 17 27 1 18 22 1 32 18 -1 19 26 1 19 29 1 20 28 1 20 32 1 21 28 1 21 33 1 22 25 1 23 24 1 28 23 -2 26 30 1 30 33 1 31 32 1 31 33 1', '33 35 H 16.79 -7.91 H 15.55 -10.04 C:109 21.69 -4.82 C 10.60 -4.89 C:22 17.70 -15.25 C:22 15.94 -16.90 C:22 20.13 -4.30 C:28 13.24 -10.77 C:24 15.55 -6.20 O 13.04 -4.86 O 17.16 -12.89 C:150 20.66 -5.83 C:119 18.05 -9.08 C:25 16.79 -9.81 C:37 18.05 -4.76 C:23 16.79 -5.48 C:43 15.40 -14.55 C:67 15.26 -10.86 C:48 19.29 -6.93 C:42 13.04 -9.08 C:41 14.28 -6.93 O 14.85 -12.19 O 11.83 -6.98 C 11.83 -5.58 C:173 15.81 -13.21 C:136 18.05 -7.67 C:25 16.35 -15.56 C:68 13.04 -7.67 C:37 19.29 -5.48 C:53 16.79 -6.93 C:44 15.55 -9.08 C:39 14.28 -9.81 C:38 15.55 -7.67 30 1 -2 31 2 -1 3 12 2 4 24 1 5 27 1 6 27 1 29 7 -1 32 8 -2 33 9 -2 10 24 2 11 25 2 29 12 -2 13 14 1 13 26 2 14 31 1 15 16 1 15 29 1 16 30 1 17 25 1 17 27 1 18 22 1 32 18 -1 19 26 1 19 29 1 20 28 1 20 32 1 21 28 1 21 33 1 22 25 1 23 24 1 28 23 -2 26 30 1 30 33 1 31 32 1 31 33 1', 'C27H42O4', 430.302, 'C', 'ph40_1209_2a', 322, '', '', '1', 1, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9354, '', '9-epi-ent-Pimara-7,15-diene-2a,19-diol', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O)[CH2:3][C@H:2](O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@](C)(C=C)CC1=CC[C@@]3([H])[C@@](C)(CO)C[C@H](O)C[C@@]23C', '[H][C@:53]12[CH2:23][CH2:38][C@:37]([CH3:22])([CH:150]=[CH2:109])[CH2:48][C:137]1=[CH:120][CH2:25][C@@:44]3([H])[C@@:39]([CH3:27])([CH2:66]O)[CH2:46][C@H:65](O)[CH2:45][C@@:40]23[CH3:24]', '24 26 H 16.17 -10.91 H 14.91 -13.05 C:16 21.08 -7.82 C:17 19.50 -7.29 C:19 12.60 -13.78 C:20 14.91 -9.20 O 14.21 -15.21 O 11.20 -9.98 C:15 20.06 -8.83 C:7 17.42 -12.10 C:18 14.62 -13.87 C:6 16.17 -12.82 C:12 17.42 -7.76 C:11 16.17 -8.47 C:14 18.66 -9.98 C:3 12.40 -12.10 C:1 13.64 -9.98 C:8 17.42 -10.66 C:2 12.40 -10.66 C:13 18.66 -8.47 C:9 16.17 -9.98 C:5 14.91 -12.10 C:4 13.64 -12.82 C:10 14.91 -10.66 21 1 -2 22 2 -2 3 9 2 20 4 -1 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -2 10 12 1 10 18 2 23 11 -1 12 22 1 13 14 1 13 20 1 14 21 1 15 18 1 15 20 1 16 19 1 16 23 1 17 19 1 17 24 1 18 21 1 21 24 1 22 23 1 22 24 1', '24 26 H 16.17 -10.91 H 14.91 -13.05 C 21.08 -7.82 C 19.50 -7.29 C 12.60 -13.78 C 14.91 -9.20 O 14.21 -15.21 O 11.20 -9.98 C 20.06 -8.83 C 17.42 -12.10 C 14.62 -13.87 C 16.17 -12.82 C 17.42 -7.76 C 16.17 -8.47 C 18.66 -9.98 C 12.40 -12.10 C 13.64 -9.98 C 17.42 -10.66 C 12.40 -10.66 C 18.66 -8.47 C 16.17 -9.98 C 14.91 -12.10 C 13.64 -12.82 C 14.91 -10.66 21 1 -2 22 2 -2 3 9 2 20 4 -1 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -2 10 12 1 10 18 2 23 11 -1 12 22 1 13 14 1 13 20 1 14 21 1 15 18 1 15 20 1 16 19 1 16 23 1 17 19 1 17 24 1 18 21 1 21 24 1 22 23 1 22 24 1', '24 26 H 16.17 -10.91 H 14.91 -13.05 C:109 21.08 -7.82 C:22 19.50 -7.29 C:27 12.60 -13.78 C:24 14.91 -9.20 O 14.21 -15.21 O 11.20 -9.98 C:150 20.06 -8.83 C:120 17.42 -12.10 C:66 14.62 -13.87 C:25 16.17 -12.82 C:38 17.42 -7.76 C:23 16.17 -8.47 C:48 18.66 -9.98 C:46 12.40 -12.10 C:45 13.64 -9.98 C:137 17.42 -10.66 C:65 12.40 -10.66 C:37 18.66 -8.47 C:53 16.17 -9.98 C:44 14.91 -12.10 C:39 13.64 -12.82 C:40 14.91 -10.66 21 1 -2 22 2 -2 3 9 2 20 4 -1 23 5 -2 24 6 -2 7 11 1 19 8 -2 20 9 -2 10 12 1 10 18 2 23 11 -1 12 22 1 13 14 1 13 20 1 14 21 1 15 18 1 15 20 1 16 19 1 16 23 1 17 19 1 17 24 1 18 21 1 21 24 1 22 23 1 22 24 1', 'C20H32O2', 304.229, 'C', 'ph40_1209_3', 322, '', '', '1', 1, NULL, NULL),
(9355, '', '2a,19-Diacetoxy-9-epi-ent-pimara-7,15-diene', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@:9]12[CH2:11][CH2:12][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:14][C:8]1=[CH:7][CH2:6][C@:5]3([H])[C@@:4]([CH3:19])([CH2:18]O[C:18001]([CH3:18002])=O)[CH2:3][C@H:2](O[C:2001]([CH3:2002])=O)[CH2:1][C@@:10]23[CH3:20]', '[H][C@]12CC[C@](C)(C=C)CC1=CC[C@]3([H])[C@@](C)(COC(C)=O)C[C@H](OC(C)=O)C[C@@]23C', '[H][C@:53]12[CH2:23][CH2:38][C@:37]([CH3:21])([CH:150]=[CH2:109])[CH2:48][C:137]1=[CH:119][CH2:25][C@:44]3([H])[C@@:39]([CH3:28])([CH2:67]O[C:170]([CH3:21])=O)[CH2:42][C@H:68](O[C:171]([CH3:22])=O)[CH2:41][C@@:38]23[CH3:24]', '30 32 H 16.80 -9.05 H 15.54 -11.19 C:16 21.69 -5.98 C:18002 15.37 -15.74 C:2002 10.62 -6.06 C:17 20.11 -5.45 C:19 13.23 -11.92 C:20 15.54 -7.35 O 17.16 -14.11 O 13.03 -6.06 C:15 20.67 -6.98 C:7 18.06 -10.24 C:6 16.80 -10.96 C:12 18.06 -5.92 C:11 16.80 -6.63 C:18 15.26 -12.04 C:14 19.28 -8.08 C:3 13.03 -10.24 C:1 14.27 -8.08 O 14.84 -13.38 O 11.84 -8.13 C:18001 15.79 -14.41 C:2001 11.84 -6.75 C:8 18.06 -8.81 C:2 13.03 -8.81 C:13 19.28 -6.63 C:9 16.80 -8.08 C:5 15.54 -10.24 C:4 14.27 -10.96 C:10 15.54 -8.81 27 1 -2 28 2 -1 3 11 2 4 22 1 5 23 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 10 23 2 26 11 -2 12 13 1 12 24 2 13 28 1 14 15 1 14 26 1 15 27 1 16 20 1 29 16 -1 17 24 1 17 26 1 18 25 1 18 29 1 19 25 1 19 30 1 20 22 1 21 23 1 25 21 -2 24 27 1 27 30 1 28 29 1 28 30 1', '30 32 H 16.80 -9.05 H 15.54 -11.19 C 21.69 -5.98 C 15.37 -15.74 C 10.62 -6.06 C 20.11 -5.45 C 13.23 -11.92 C 15.54 -7.35 O 17.16 -14.11 O 13.03 -6.06 C 20.67 -6.98 C 18.06 -10.24 C 16.80 -10.96 C 18.06 -5.92 C 16.80 -6.63 C 15.26 -12.04 C 19.28 -8.08 C 13.03 -10.24 C 14.27 -8.08 O 14.84 -13.38 O 11.84 -8.13 C 15.79 -14.41 C 11.84 -6.75 C 18.06 -8.81 C 13.03 -8.81 C 19.28 -6.63 C 16.80 -8.08 C 15.54 -10.24 C 14.27 -10.96 C 15.54 -8.81 27 1 -2 28 2 -1 3 11 2 4 22 1 5 23 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 10 23 2 26 11 -2 12 13 1 12 24 2 13 28 1 14 15 1 14 26 1 15 27 1 16 20 1 29 16 -1 17 24 1 17 26 1 18 25 1 18 29 1 19 25 1 19 30 1 20 22 1 21 23 1 25 21 -2 24 27 1 27 30 1 28 29 1 28 30 1', '30 32 H 16.80 -9.05 H 15.54 -11.19 C:109 21.69 -5.98 C:21 15.37 -15.74 C:22 10.62 -6.06 C:21 20.11 -5.45 C:28 13.23 -11.92 C:24 15.54 -7.35 O 17.16 -14.11 O 13.03 -6.06 C:150 20.67 -6.98 C:119 18.06 -10.24 C:25 16.80 -10.96 C:38 18.06 -5.92 C:23 16.80 -6.63 C:67 15.26 -12.04 C:48 19.28 -8.08 C:42 13.03 -10.24 C:41 14.27 -8.08 O 14.84 -13.38 O 11.84 -8.13 C:170 15.79 -14.41 C:171 11.84 -6.75 C:137 18.06 -8.81 C:68 13.03 -8.81 C:37 19.28 -6.63 C:53 16.80 -8.08 C:44 15.54 -10.24 C:39 14.27 -10.96 C:38 15.54 -8.81 27 1 -2 28 2 -1 3 11 2 4 22 1 5 23 1 26 6 -1 29 7 -2 30 8 -2 9 22 2 10 23 2 26 11 -2 12 13 1 12 24 2 13 28 1 14 15 1 14 26 1 15 27 1 16 20 1 29 16 -1 17 24 1 17 26 1 18 25 1 18 29 1 19 25 1 19 30 1 20 22 1 21 23 1 25 21 -2 24 27 1 27 30 1 28 29 1 28 30 1', 'C24H36O4', 388.27, 'C', 'ph40_1209_4', 322, '', '', '1', 1, NULL, NULL),
(9356, 'Sphaeropsidin A', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:5]12[C@:4]([CH3:19])([CH3:18])[CH2:3][CH2:2][CH2:1][C@@:10]14[C:20](=O)O[C@@:6]2(O)[C:7](=O)[C:8]3=[CH:14][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@@:9]34O', '[H][C@]12[C@](C)(C)CCC[C@@]14C(=O)O[C@@]2(O)C(=O)C3=C[C@@](C)(C=C)CC[C@@]34O', '[H][C@:51]12[C@:32]([CH3:22])([CH3:33])[CH2:27][CH2:18][CH2:23][C@@:57]14[C:175](=O)O[C@@:104]2(O)[C:192](=O)[C:133]3=[CH:153][C@@:39]([CH3:24])([CH:144]=[CH2:113])[CH2:29][CH2:40][C@@:71]34O', '26 29 H 14.36 -12.78 C:16 20.23 -7.78 C:19 12.14 -13.48 C:18 14.09 -13.56 C:17 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.56 O 16.71 -9.03 O 15.55 -13.93 C:15 19.28 -8.74 C:14 17.94 -9.78 C:2 11.97 -10.49 C:3 11.97 -11.86 C:12 16.76 -7.72 C:1 13.14 -9.78 C:11 15.55 -8.41 O 15.55 -10.97 C:20 14.36 -9.10 C:7 16.76 -11.86 C:8 16.76 -10.49 C:4 13.14 -12.56 C:13 17.94 -8.41 C:5 14.36 -11.86 C:9 15.55 -9.78 C:6 15.55 -12.56 C:10 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 24 8 -2 25 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 25 1 20 24 1 21 23 1 23 25 1 23 26 1 24 26 1', '26 29 H 14.36 -12.78 C 20.23 -7.78 C 12.14 -13.48 C 14.09 -13.56 C 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.56 O 16.71 -9.03 O 15.55 -13.93 C 19.28 -8.74 C 17.94 -9.78 C 11.97 -10.49 C 11.97 -11.86 C 16.76 -7.72 C 13.14 -9.78 C 15.55 -8.41 O 15.55 -10.97 C 14.36 -9.10 C 16.76 -11.86 C 16.76 -10.49 C 13.14 -12.56 C 17.94 -8.41 C 14.36 -11.86 C 15.55 -9.78 C 15.55 -12.56 C 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 24 8 -2 25 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 25 1 20 24 1 21 23 1 23 25 1 23 26 1 24 26 1', '26 29 H 14.36 -12.78 C:113 20.23 -7.78 C:22 12.14 -13.48 C:33 14.09 -13.56 C:24 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.56 O 16.71 -9.03 O 15.55 -13.93 C:144 19.28 -8.74 C:153 17.94 -9.78 C:18 11.97 -10.49 C:27 11.97 -11.86 C:29 16.76 -7.72 C:23 13.14 -9.78 C:40 15.55 -8.41 O 15.55 -10.97 C:175 14.36 -9.10 C:192 16.76 -11.86 C:133 16.76 -10.49 C:32 13.14 -12.56 C:39 17.94 -8.41 C:51 14.36 -11.86 C:71 15.55 -9.78 C:104 15.55 -12.56 C:57 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 24 8 -2 25 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 25 1 20 24 1 21 23 1 23 25 1 23 26 1 24 26 1', 'C20H26O5', 346.219, 'C', 'ph42_1541_1', 602, '', '', '1', 1, NULL, NULL),
(9357, 'Sphaeropsidins B', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@:5]12[C@:4]([CH3:19])([CH3:18])[CH2:3][CH2:2][CH2:1][C@@:10]14[C:20](=O)O[C@@:6]2(O)[C@H:7](O)[C:8]3=[CH:14][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@@:9]34O', '[H][C@]12[C@](C)(C)CCC[C@@]14C(=O)O[C@@]2(O)[C@H](O)C3=C[C@@](C)(C=C)CC[C@@]34O', '[H][C@:52]12[C@:32]([CH3:22])([CH3:32])[CH2:28][CH2:18][CH2:23][C@@:58]14[C:177](=O)O[C@@:111]2(O)[C@H:74](O)[C:135]3=[CH:134][C@@:38]([CH3:24])([CH:147]=[CH2:111])[CH2:30][CH2:41][C@@:71]34O', '26 29 H 14.36 -12.78 C:16 20.23 -7.78 C:19 12.14 -13.48 C:18 14.09 -13.56 C:17 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.55 O 16.71 -9.03 O 15.55 -13.93 C:15 19.28 -8.74 C:14 17.94 -9.78 C:2 11.97 -10.49 C:3 11.97 -11.86 C:12 16.76 -7.72 C:1 13.14 -9.78 C:11 15.55 -8.41 O 15.55 -10.97 C:20 14.36 -9.10 C:8 16.76 -10.49 C:7 16.76 -11.86 C:4 13.14 -12.56 C:13 17.94 -8.41 C:5 14.36 -11.86 C:9 15.55 -9.78 C:6 15.55 -12.56 C:10 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 20 7 -1 24 8 -2 25 9 -2 22 10 -2 11 19 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 24 1 20 25 1 21 23 1 23 25 1 23 26 1 24 26 1', '26 29 H 14.36 -12.78 C 20.23 -7.78 C 12.14 -13.48 C 14.09 -13.56 C 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.55 O 16.71 -9.03 O 15.55 -13.93 C 19.28 -8.74 C 17.94 -9.78 C 11.97 -10.49 C 11.97 -11.86 C 16.76 -7.72 C 13.14 -9.78 C 15.55 -8.41 O 15.55 -10.97 C 14.36 -9.10 C 16.76 -10.49 C 16.76 -11.86 C 13.14 -12.56 C 17.94 -8.41 C 14.36 -11.86 C 15.55 -9.78 C 15.55 -12.56 C 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 20 7 -1 24 8 -2 25 9 -2 22 10 -2 11 19 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 24 1 20 25 1 21 23 1 23 25 1 23 26 1 24 26 1', '26 29 H 14.36 -12.78 C:111 20.23 -7.78 C:22 12.14 -13.48 C:32 14.09 -13.56 C:24 18.74 -7.28 O 13.20 -8.31 O 17.94 -12.55 O 16.71 -9.03 O 15.55 -13.93 C:147 19.28 -8.74 C:134 17.94 -9.78 C:18 11.97 -10.49 C:28 11.97 -11.86 C:30 16.76 -7.72 C:23 13.14 -9.78 C:41 15.55 -8.41 O 15.55 -10.97 C:177 14.36 -9.10 C:135 16.76 -10.49 C:74 16.76 -11.86 C:32 13.14 -12.56 C:38 17.94 -8.41 C:52 14.36 -11.86 C:71 15.55 -9.78 C:111 15.55 -12.56 C:58 14.36 -10.49 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 20 7 -1 24 8 -2 25 9 -2 22 10 -2 11 19 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 26 1 16 24 1 17 18 1 17 25 1 26 18 -1 19 20 1 19 24 1 20 25 1 21 23 1 23 25 1 23 26 1 24 26 1', 'C20H28O5', 348.219, 'C', 'ph45_705_2', 601, '', '', '1', 1, NULL, NULL),
(9358, 'Sphaeropsidins C', '', 'Terpenoids', 'Diterpenoids', 'Isopimaranes', '[H][C@@:5]23[CH2:6][C:7](=O)[C:8]1=[CH:14][C@@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][CH2:11][C@:9]1(O)[C@@:10]2([C:20](=O)O)[CH2:1][CH2:2][CH2:3][C@@:4]3([CH3:19])[CH3:18]', '[H][C@@]23CC(=O)C1=C[C@@](C)(C=C)CC[C@]1(O)[C@@]2(C(=O)O)CCC[C@@]3(C)C', '[H][C@@:42]23[CH2:37][C:201](=O)[C:137]1=[CH:145][C@@:38]([CH3:23])([CH:146]=[CH2:112])[CH2:29][CH2:41][C@:72]1(O)[C@@:53]2([C:178](=O)O)[CH2:27][CH2:20][CH2:28][C@@:34]3([CH3:19])[CH3:31]', '25 27 H 14.31 -13.01 C:16 20.37 -7.82 C:19 12.03 -13.72 C:18 14.02 -13.81 C:17 18.82 -7.35 O 15.22 -8.15 O 17.99 -12.78 O 13.10 -8.49 O 15.55 -11.33 C:15 19.37 -8.85 C:14 17.99 -9.93 C:2 11.84 -10.66 C:3 11.84 -12.07 C:12 16.78 -7.81 C:1 13.05 -9.93 C:11 15.55 -8.49 C:6 15.55 -12.78 C:20 14.31 -9.21 C:7 16.78 -12.07 C:8 16.78 -10.66 C:4 13.05 -12.78 C:13 17.99 -8.49 C:5 14.31 -12.07 C:9 15.55 -9.93 C:10 14.31 -10.66 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 8 18 1 24 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 25 1 16 24 1 17 19 1 17 23 1 25 18 -1 19 20 1 20 24 1 21 23 1 23 25 1 24 25 1', '25 27 H 14.31 -13.01 C 20.37 -7.82 C 12.03 -13.72 C 14.02 -13.81 C 18.82 -7.35 O 15.22 -8.15 O 17.99 -12.78 O 13.10 -8.49 O 15.55 -11.33 C 19.37 -8.85 C 17.99 -9.93 C 11.84 -10.66 C 11.84 -12.07 C 16.78 -7.81 C 13.05 -9.93 C 15.55 -8.49 C 15.55 -12.78 C 14.31 -9.21 C 16.78 -12.07 C 16.78 -10.66 C 13.05 -12.78 C 17.99 -8.49 C 14.31 -12.07 C 15.55 -9.93 C 14.31 -10.66 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 8 18 1 24 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 25 1 16 24 1 17 19 1 17 23 1 25 18 -1 19 20 1 20 24 1 21 23 1 23 25 1 24 25 1', '25 27 H 14.31 -13.01 C:112 20.37 -7.82 C:19 12.03 -13.72 C:31 14.02 -13.81 C:23 18.82 -7.35 O 15.22 -8.15 O 17.99 -12.78 O 13.10 -8.49 O 15.55 -11.33 C:146 19.37 -8.85 C:145 17.99 -9.93 C:20 11.84 -10.66 C:28 11.84 -12.07 C:29 16.78 -7.81 C:27 13.05 -9.93 C:41 15.55 -8.49 C:37 15.55 -12.78 C:178 14.31 -9.21 C:201 16.78 -12.07 C:137 16.78 -10.66 C:34 13.05 -12.78 C:38 17.99 -8.49 C:42 14.31 -12.07 C:72 15.55 -9.93 C:53 14.31 -10.66 23 1 -2 2 10 2 21 3 -1 21 4 -2 22 5 -1 6 18 2 7 19 2 8 18 1 24 9 -2 22 10 -2 11 20 2 11 22 1 12 13 1 12 15 1 13 21 1 14 16 1 14 22 1 15 25 1 16 24 1 17 19 1 17 23 1 25 18 -1 19 20 1 20 24 1 21 23 1 23 25 1 24 25 1', 'C20H28O4', 332.22, 'C', 'ph45_705_3', 601, '', '', '1', 1, NULL, NULL),
(9359, 'Auriculatoside A', '', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]34[CH2:6][C@H:7](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[C@@:8]2(O)[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][C@H:11](O)[C@:9]2([H])[C@@:10]3([CH2:20]O)[CH2:1][CH2:2][CH2:3][C@:4]4([CH3:18])[CH3:19]', '[H][C@@]34C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@]2(O)C[C@](C)(C=C)C[C@H](O)[C@]2([H])[C@@]3(CO)CCC[C@]4(C)C', '[H][C@@:54]34[CH2:28][C@H:81](O[C@@H:106]1O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]1O)[C@@:77]2(O)[CH2:50][C@:32]([CH3:33])([CH:150]=[CH2:110])[CH2:47][C@H:78](O)[C@:62]2([H])[C@@:44]3([CH2:64]O)[CH2:39][CH2:21][CH2:43][C@:35]4([CH3:35])[CH3:23]', '37 40 H 13.70 -11.41 H 14.96 -9.26 C:16 19.89 -6.17 C:18 13.42 -12.23 C:19 11.39 -12.14 C:17 18.31 -5.64 O 19.89 -16.67 O 12.51 -6.84 O 13.77 -6.12 O 15.07 -15.33 O 17.47 -16.69 O 15.07 -12.56 O 16.26 -7.63 C:15 18.86 -7.18 C:106 19.89 -15.29 C:20 13.70 -7.55 C:2 11.19 -9.01 C:3 11.19 -10.45 C:1 12.43 -8.28 C:12 16.23 -6.11 C:6 14.96 -11.18 C:14 17.47 -8.28 O 18.67 -13.21 O 17.47 -11.14 C:11 14.96 -6.82 C:103 16.26 -14.62 C:104 17.47 -15.30 C:102 16.26 -13.23 C:105 18.67 -14.60 C:7 16.26 -10.45 C:101 17.47 -12.53 C:4 12.43 -11.18 C:13 17.47 -6.82 C:5 13.70 -10.45 C:9 14.96 -8.28 C:8 16.26 -9.01 C:10 13.70 -9.01 34 1 -2 35 2 -2 3 14 2 32 4 -2 32 5 -1 33 6 -2 7 15 1 8 16 1 25 9 -1 26 10 -2 27 11 -1 28 12 -1 36 13 -1 33 14 -1 29 15 -2 37 16 -1 17 18 1 17 19 1 18 32 1 19 37 1 20 25 1 20 33 1 21 30 1 21 34 1 22 33 1 22 36 1 23 29 1 23 31 1 30 24 -1 31 24 -2 25 35 1 26 27 1 26 28 1 27 29 1 28 31 1 30 36 1 32 34 1 34 37 1 35 36 1 35 37 1', '37 40 H 13.70 -11.41 H 14.96 -9.26 C 19.89 -6.17 C 13.42 -12.23 C 11.39 -12.14 C 18.31 -5.64 O 19.89 -16.67 O 12.51 -6.84 O 13.77 -6.12 O 15.07 -15.33 O 17.47 -16.69 O 15.07 -12.56 O 16.26 -7.63 C 18.86 -7.18 C 19.89 -15.29 C 13.70 -7.55 C 11.19 -9.01 C 11.19 -10.45 C 12.43 -8.28 C 16.23 -6.11 C 14.96 -11.18 C 17.47 -8.28 O 18.67 -13.21 O 17.47 -11.14 C 14.96 -6.82 C 16.26 -14.62 C 17.47 -15.30 C 16.26 -13.23 C 18.67 -14.60 C 16.26 -10.45 C 17.47 -12.53 C 12.43 -11.18 C 17.47 -6.82 C 13.70 -10.45 C 14.96 -8.28 C 16.26 -9.01 C 13.70 -9.01 34 1 -2 35 2 -2 3 14 2 32 4 -2 32 5 -1 33 6 -2 7 15 1 8 16 1 25 9 -1 26 10 -2 27 11 -1 28 12 -1 36 13 -1 33 14 -1 29 15 -2 37 16 -1 17 18 1 17 19 1 18 32 1 19 37 1 20 25 1 20 33 1 21 30 1 21 34 1 22 33 1 22 36 1 23 29 1 23 31 1 30 24 -1 31 24 -2 25 35 1 26 27 1 26 28 1 27 29 1 28 31 1 30 36 1 32 34 1 34 37 1 35 36 1 35 37 1', '37 40 H 13.70 -11.41 H 14.96 -9.26 C:110 19.89 -6.17 C:35 13.42 -12.23 C:23 11.39 -12.14 C:33 18.31 -5.64 O 19.89 -16.67 O 12.51 -6.84 O 13.77 -6.12 O 15.07 -15.33 O 17.47 -16.69 O 15.07 -12.56 O 16.26 -7.63 C:150 18.86 -7.18 C:63 19.89 -15.29 C:64 13.70 -7.55 C:21 11.19 -9.01 C:43 11.19 -10.45 C:39 12.43 -8.28 C:47 16.23 -6.11 C:28 14.96 -11.18 C:50 17.47 -8.28 O 18.67 -13.21 O 17.47 -11.14 C:78 14.96 -6.82 C:79 16.26 -14.62 C:72 17.47 -15.30 C:76 16.26 -13.23 C:79 18.67 -14.60 C:81 16.26 -10.45 C:106 17.47 -12.53 C:35 12.43 -11.18 C:32 17.47 -6.82 C:54 13.70 -10.45 C:62 14.96 -8.28 C:77 16.26 -9.01 C:44 13.70 -9.01 34 1 -2 35 2 -2 3 14 2 32 4 -2 32 5 -1 33 6 -2 7 15 1 8 16 1 25 9 -1 26 10 -2 27 11 -1 28 12 -1 36 13 -1 33 14 -1 29 15 -2 37 16 -1 17 18 1 17 19 1 18 32 1 19 37 1 20 25 1 20 33 1 21 30 1 21 34 1 22 33 1 22 36 1 23 29 1 23 31 1 30 24 -1 31 24 -2 25 35 1 26 27 1 26 28 1 27 29 1 28 31 1 30 36 1 32 34 1 34 37 1 35 36 1 35 37 1', 'C26H44O9', 500.289, 'M', 'ph45_1483_1', 2395, '', '', '1', 1, NULL, NULL),
(9360, 'Auriculatoside B', '', 'Terpenoids', 'Diterpenoids', 'Pimaranes', '[H][C@@:5]34[CH2:6][C@H:7](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[C@@:8]2(O)[CH2:14][C@:13]([CH3:17])([CH:15]=[CH2:16])[CH2:12][C@@H:11](O)[C@:9]2([H])[C@@:10]3([CH2:20]O[C:20001](=O)[CH2:20002][C:20003]([CH3:20301])([CH3:20004])O)[CH2:1][CH2:2][CH2:3][C@:4]4([CH3:18])[CH3:19]', '[H][C@@]34C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@]2(O)C[C@](C)(C=C)C[C@@H](O)[C@]2([H])[C@@]3(COC(=O)CC(C)(C)O)CCC[C@]4(C)C', '[H][C@@:53]34[CH2:23][C@H:83](O[C@@H:100]1O[C@H:78]([CH2:63]O)[C@@H:72](O)[C@H:78](O)[C@H:75]1O)[C@@:78]2(O)[CH2:50][C@:31]([CH3:32])([CH:150]=[CH2:109])[CH2:49][C@@H:69](O)[C@:62]2([H])[C@@:44]3([CH2:66]O[C:174](=O)[CH2:49][C:70]([CH3:29])([CH3:30])O)[CH2:38][CH2:20][CH2:43][C@:35]4([CH3:35])[CH3:23]', '44 47 H 14.26 -13.27 H 15.53 -11.11 C:16 20.45 -7.97 C:20301 13.06 -4.49 C:20004 10.65 -4.49 C:18 13.98 -14.09 C:19 11.95 -14.00 C:17 18.87 -7.48 O 14.26 -6.60 O 20.45 -18.54 O 14.33 -7.97 O 15.64 -17.19 O 18.03 -18.54 O 15.64 -14.42 O 11.86 -3.80 O 16.83 -9.48 C:15 19.42 -9.03 C:2 11.75 -10.86 C:106 20.45 -17.19 C:3 11.75 -12.31 C:1 13.00 -10.13 C:20 14.26 -9.40 C:20002 11.86 -6.60 C:12 16.83 -7.97 C:6 15.53 -13.04 C:14 18.03 -10.13 O 13.06 -8.70 O 19.23 -15.09 O 18.03 -13.04 C:20001 13.06 -7.30 C:11 15.53 -8.70 C:103 16.83 -16.48 C:104 18.03 -17.19 C:102 16.83 -15.09 C:105 19.23 -16.48 C:7 16.83 -12.31 C:101 18.03 -14.42 C:20003 11.86 -5.20 C:4 13.00 -13.04 C:13 18.03 -8.70 C:5 14.26 -12.31 C:9 15.53 -10.13 C:8 16.83 -10.86 C:10 14.26 -10.86 41 1 -2 42 2 -2 3 17 2 4 38 1 5 38 1 39 6 -2 39 7 -1 40 8 -2 9 30 2 10 19 1 31 11 -2 32 12 -2 33 13 -1 34 14 -1 15 38 1 43 16 -1 40 17 -1 18 20 1 18 21 1 35 19 -2 20 39 1 21 44 1 22 27 1 44 22 -1 23 30 1 23 38 1 24 31 1 24 40 1 25 36 1 25 41 1 26 40 1 26 43 1 27 30 1 28 35 1 28 37 1 36 29 -1 37 29 -2 31 42 1 32 33 1 32 34 1 33 35 1 34 37 1 36 43 1 39 41 1 41 44 1 42 43 1 42 44 1', '44 47 H 14.26 -13.27 H 15.53 -11.11 C 20.45 -7.97 C 13.06 -4.49 C 10.65 -4.49 C 13.98 -14.09 C 11.95 -14.00 C 18.87 -7.48 O 14.26 -6.60 O 20.45 -18.54 O 14.33 -7.97 O 15.64 -17.19 O 18.03 -18.54 O 15.64 -14.42 O 11.86 -3.80 O 16.83 -9.48 C 19.42 -9.03 C 11.75 -10.86 C 20.45 -17.19 C 11.75 -12.31 C 13.00 -10.13 C 14.26 -9.40 C 11.86 -6.60 C 16.83 -7.97 C 15.53 -13.04 C 18.03 -10.13 O 13.06 -8.70 O 19.23 -15.09 O 18.03 -13.04 C 13.06 -7.30 C 15.53 -8.70 C 16.83 -16.48 C 18.03 -17.19 C 16.83 -15.09 C 19.23 -16.48 C 16.83 -12.31 C 18.03 -14.42 C 11.86 -5.20 C 13.00 -13.04 C 18.03 -8.70 C 14.26 -12.31 C 15.53 -10.13 C 16.83 -10.86 C 14.26 -10.86 41 1 -2 42 2 -2 3 17 2 4 38 1 5 38 1 39 6 -2 39 7 -1 40 8 -2 9 30 2 10 19 1 31 11 -2 32 12 -2 33 13 -1 34 14 -1 15 38 1 43 16 -1 40 17 -1 18 20 1 18 21 1 35 19 -2 20 39 1 21 44 1 22 27 1 44 22 -1 23 30 1 23 38 1 24 31 1 24 40 1 25 36 1 25 41 1 26 40 1 26 43 1 27 30 1 28 35 1 28 37 1 36 29 -1 37 29 -2 31 42 1 32 33 1 32 34 1 33 35 1 34 37 1 36 43 1 39 41 1 41 44 1 42 43 1 42 44 1', '44 47 H 14.26 -13.27 H 15.53 -11.11 C:109 20.45 -7.97 C:29 13.06 -4.49 C:30 10.65 -4.49 C:35 13.98 -14.09 C:23 11.95 -14.00 C:32 18.87 -7.48 O 14.26 -6.60 O 20.45 -18.54 O 14.33 -7.97 O 15.64 -17.19 O 18.03 -18.54 O 15.64 -14.42 O 11.86 -3.80 O 16.83 -9.48 C:150 19.42 -9.03 C:20 11.75 -10.86 C:63 20.45 -17.19 C:43 11.75 -12.31 C:38 13.00 -10.13 C:66 14.26 -9.40 C:49 11.86 -6.60 C:49 16.83 -7.97 C:23 15.53 -13.04 C:50 18.03 -10.13 O 13.06 -8.70 O 19.23 -15.09 O 18.03 -13.04 C:174 13.06 -7.30 C:69 15.53 -8.70 C:78 16.83 -16.48 C:72 18.03 -17.19 C:75 16.83 -15.09 C:78 19.23 -16.48 C:83 16.83 -12.31 C:100 18.03 -14.42 C:70 11.86 -5.20 C:35 13.00 -13.04 C:31 18.03 -8.70 C:53 14.26 -12.31 C:62 15.53 -10.13 C:78 16.83 -10.86 C:44 14.26 -10.86 41 1 -2 42 2 -2 3 17 2 4 38 1 5 38 1 39 6 -2 39 7 -1 40 8 -2 9 30 2 10 19 1 31 11 -2 32 12 -2 33 13 -1 34 14 -1 15 38 1 43 16 -1 40 17 -1 18 20 1 18 21 1 35 19 -2 20 39 1 21 44 1 22 27 1 44 22 -1 23 30 1 23 38 1 24 31 1 24 40 1 25 36 1 25 41 1 26 40 1 26 43 1 27 30 1 28 35 1 28 37 1 36 29 -1 37 29 -2 31 42 1 32 33 1 32 34 1 33 35 1 34 37 1 36 43 1 39 41 1 41 44 1 42 43 1 42 44 1', 'C31H52O11', 600.341, 'M', 'ph45_1483_2', 2395, '', '', '1', 1, NULL, NULL),
(9361, '', '3b-hydroxy-4(15),1O(4),11(13)-guaiatrien-12,6-olide-8a-0-b-D-glucopyranoside', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]14[CH2:2][C@H:3](O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11](=[CH2:13])[C@:7]2([H])[C@@H:8](O[C@@H:101]3O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]3O)[CH2:9][C:10]4=[CH2:14]', '[H][C@@]14C[C@H](O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC4=C', '[H][C@@:46]14[CH2:43][C@H:67](O)[C:151](=[CH2:113])[C@:52]1([H])[C@@:80]2([H])O[C:172](=O)[C:138](=[CH2:123])[C@:51]2([H])[C@@H:81](O[C@@H:105]3O[C@H:78]([CH2:62]O)[C@@H:72](O)[C@H:78](O)[C@H:75]3O)[CH2:39][C:145]4=[CH2:117]', '34 37 H 12.35 -7.97 H 13.04 -10.65 H 13.90 -10.65 H 11.55 -11.38 C:14 13.47 -6.77 C:13 16.05 -13.37 C:15 9.29 -11.57 O 13.47 -15.25 O 21.58 -10.60 O 8.35 -8.59 O 17.64 -5.97 O 20.35 -6.59 O 15.72 -7.97 C:106 21.17 -9.27 C:9 14.84 -8.91 C:2 10.89 -8.07 O 18.85 -9.98 O 16.54 -10.65 O 12.29 -12.92 C:10 13.47 -8.25 C:12 13.47 -13.76 C:11 14.66 -12.92 C:4 10.19 -10.36 C:3 9.70 -8.98 C:103 18.05 -7.31 C:104 19.40 -7.62 C:102 17.09 -8.32 C:105 19.81 -8.98 C:101 17.50 -9.66 C:8 15.18 -10.36 C:1 12.14 -8.91 C:6 12.75 -11.57 C:7 14.22 -11.57 C:5 11.81 -10.36 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 22 2 7 23 2 8 21 2 9 14 1 24 10 -1 25 11 -1 26 12 -2 27 13 -2 28 14 -1 15 20 1 15 30 1 16 24 1 16 31 1 17 28 1 17 29 1 29 18 -1 30 18 -2 19 21 1 19 32 1 20 31 1 21 22 1 22 33 1 23 24 1 23 34 1 25 26 1 25 27 1 26 28 1 27 29 1 30 33 1 31 34 1 32 33 1 32 34 1', '34 37 H 12.35 -7.97 H 13.04 -10.65 H 13.90 -10.65 H 11.55 -11.38 C 13.47 -6.77 C 16.05 -13.37 C 9.29 -11.57 O 13.47 -15.25 O 21.58 -10.60 O 8.35 -8.59 O 17.64 -5.97 O 20.35 -6.59 O 15.72 -7.97 C 21.17 -9.27 C 14.84 -8.91 C 10.89 -8.07 O 18.85 -9.98 O 16.54 -10.65 O 12.29 -12.92 C 13.47 -8.25 C 13.47 -13.76 C 14.66 -12.92 C 10.19 -10.36 C 9.70 -8.98 C 18.05 -7.31 C 19.40 -7.62 C 17.09 -8.32 C 19.81 -8.98 C 17.50 -9.66 C 15.18 -10.36 C 12.14 -8.91 C 12.75 -11.57 C 14.22 -11.57 C 11.81 -10.36 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 22 2 7 23 2 8 21 2 9 14 1 24 10 -1 25 11 -1 26 12 -2 27 13 -2 28 14 -1 15 20 1 15 30 1 16 24 1 16 31 1 17 28 1 17 29 1 29 18 -1 30 18 -2 19 21 1 19 32 1 20 31 1 21 22 1 22 33 1 23 24 1 23 34 1 25 26 1 25 27 1 26 28 1 27 29 1 30 33 1 31 34 1 32 33 1 32 34 1', '34 37 H 12.35 -7.97 H 13.04 -10.65 H 13.90 -10.65 H 11.55 -11.38 C:117 13.47 -6.77 C:123 16.05 -13.37 C:113 9.29 -11.57 O 13.47 -15.25 O 21.58 -10.60 O 8.35 -8.59 O 17.64 -5.97 O 20.35 -6.59 O 15.72 -7.97 C:62 21.17 -9.27 C:39 14.84 -8.91 C:43 10.89 -8.07 O 18.85 -9.98 O 16.54 -10.65 O 12.29 -12.92 C:145 13.47 -8.25 C:172 13.47 -13.76 C:138 14.66 -12.92 C:151 10.19 -10.36 C:67 9.70 -8.98 C:78 18.05 -7.31 C:72 19.40 -7.62 C:75 17.09 -8.32 C:78 19.81 -8.98 C:105 17.50 -9.66 C:81 15.18 -10.36 C:46 12.14 -8.91 C:80 12.75 -11.57 C:51 14.22 -11.57 C:52 11.81 -10.36 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 22 2 7 23 2 8 21 2 9 14 1 24 10 -1 25 11 -1 26 12 -2 27 13 -2 28 14 -1 15 20 1 15 30 1 16 24 1 16 31 1 17 28 1 17 29 1 29 18 -1 30 18 -2 19 21 1 19 32 1 20 31 1 21 22 1 22 33 1 23 24 1 23 34 1 25 26 1 25 27 1 26 28 1 27 29 1 30 33 1 31 34 1 32 33 1 32 34 1', 'C21H28O9', 424.251, 'M', 'ph45_1483_3', 2395, '', '', '1', 1, NULL, NULL),
(9362, 'Auriculatoside C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]14[CH2:2][C@H:3](O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11](=[CH2:13])[C@:7]2([H])[C@@H:8](O[C@@H:101]3O[C@H:105]([CH2:106]O[CH:106001]=O)[C@@H:104](O)[C@H:103](O)[C@H:102]3O)[CH2:9][C:10]4=[CH2:14]', '[H][C@@]14C[C@H](O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](O[C@@H]3O[C@H](COC=O)[C@@H](O)[C@H](O)[C@H]3O)CC4=C', '[H][C@@:46]14[CH2:43][C@H:67](O)[C:151](=[CH2:113])[C@:52]1([H])[C@@:80]2([H])O[C:172](=O)[C:138](=[CH2:122])[C@:51]2([H])[C@@H:82](O[C@@H:104]3O[C@H:75]([CH2:64]O[CH:163]=O)[C@@H:72](O)[C@H:78](O)[C@H:75]3O)[CH2:39][C:145]4=[CH2:117]', '36 39 H 11.80 -8.48 H 13.35 -11.16 H 12.49 -11.16 H 11.00 -11.89 C:14 12.92 -7.28 C:13 15.50 -13.89 C:15 8.74 -12.08 O 23.36 -10.40 O 12.92 -15.77 O 7.80 -9.10 O 17.09 -6.48 O 19.81 -7.10 O 15.17 -8.48 C:106001 22.41 -11.42 C:106 20.63 -9.78 C:9 14.29 -9.42 C:2 10.34 -8.58 O 21.04 -11.11 O 18.31 -10.49 O 15.99 -11.16 O 11.74 -13.44 C:10 12.92 -8.76 C:12 12.92 -14.28 C:11 14.11 -13.44 C:4 9.64 -10.87 C:3 9.15 -9.49 C:103 17.50 -7.82 C:104 18.86 -8.13 C:102 16.54 -8.83 C:105 19.27 -9.49 C:8 14.63 -10.87 C:101 16.95 -10.17 C:1 11.59 -9.42 C:7 13.67 -12.08 C:6 12.20 -12.08 C:5 11.26 -10.87 33 1 -2 34 2 -2 35 3 -1 36 4 -2 5 22 2 6 24 2 7 25 2 8 14 2 9 23 2 26 10 -1 27 11 -1 28 12 -2 29 13 -2 14 18 1 15 18 1 30 15 -1 16 22 1 16 31 1 17 26 1 17 33 1 19 30 1 19 32 1 31 20 -2 32 20 -1 21 23 1 21 35 1 22 33 1 23 24 1 24 34 1 25 26 1 25 36 1 27 28 1 27 29 1 28 30 1 29 32 1 31 34 1 33 36 1 34 35 1 35 36 1', '36 39 H 11.80 -8.48 H 13.35 -11.16 H 12.49 -11.16 H 11.00 -11.89 C 12.92 -7.28 C 15.50 -13.89 C 8.74 -12.08 O 23.36 -10.40 O 12.92 -15.77 O 7.80 -9.10 O 17.09 -6.48 O 19.81 -7.10 O 15.17 -8.48 C 22.41 -11.42 C 20.63 -9.78 C 14.29 -9.42 C 10.34 -8.58 O 21.04 -11.11 O 18.31 -10.49 O 15.99 -11.16 O 11.74 -13.44 C 12.92 -8.76 C 12.92 -14.28 C 14.11 -13.44 C 9.64 -10.87 C 9.15 -9.49 C 17.50 -7.82 C 18.86 -8.13 C 16.54 -8.83 C 19.27 -9.49 C 14.63 -10.87 C 16.95 -10.17 C 11.59 -9.42 C 13.67 -12.08 C 12.20 -12.08 C 11.26 -10.87 33 1 -2 34 2 -2 35 3 -1 36 4 -2 5 22 2 6 24 2 7 25 2 8 14 2 9 23 2 26 10 -1 27 11 -1 28 12 -2 29 13 -2 14 18 1 15 18 1 30 15 -1 16 22 1 16 31 1 17 26 1 17 33 1 19 30 1 19 32 1 31 20 -2 32 20 -1 21 23 1 21 35 1 22 33 1 23 24 1 24 34 1 25 26 1 25 36 1 27 28 1 27 29 1 28 30 1 29 32 1 31 34 1 33 36 1 34 35 1 35 36 1', '36 39 H 11.80 -8.48 H 13.35 -11.16 H 12.49 -11.16 H 11.00 -11.89 C:117 12.92 -7.28 C:122 15.50 -13.89 C:113 8.74 -12.08 O 23.36 -10.40 O 12.92 -15.77 O 7.80 -9.10 O 17.09 -6.48 O 19.81 -7.10 O 15.17 -8.48 C:163 22.41 -11.42 C:64 20.63 -9.78 C:39 14.29 -9.42 C:43 10.34 -8.58 O 21.04 -11.11 O 18.31 -10.49 O 15.99 -11.16 O 11.74 -13.44 C:145 12.92 -8.76 C:172 12.92 -14.28 C:138 14.11 -13.44 C:151 9.64 -10.87 C:67 9.15 -9.49 C:78 17.50 -7.82 C:72 18.86 -8.13 C:75 16.54 -8.83 C:75 19.27 -9.49 C:82 14.63 -10.87 C:104 16.95 -10.17 C:46 11.59 -9.42 C:51 13.67 -12.08 C:80 12.20 -12.08 C:52 11.26 -10.87 33 1 -2 34 2 -2 35 3 -1 36 4 -2 5 22 2 6 24 2 7 25 2 8 14 2 9 23 2 26 10 -1 27 11 -1 28 12 -2 29 13 -2 14 18 1 15 18 1 30 15 -1 16 22 1 16 31 1 17 26 1 17 33 1 19 30 1 19 32 1 31 20 -2 32 20 -1 21 23 1 21 35 1 22 33 1 23 24 1 24 34 1 25 26 1 25 36 1 27 28 1 27 29 1 28 30 1 29 32 1 31 34 1 33 36 1 34 35 1 35 36 1', 'C22H28O10', 452.261, 'M', 'ph45_1483_4', 2395, '', '', '1', 1, NULL, NULL),
(9363, '', '2alpha,5-epoxy-5,10-dihydroxy-6alpha-angeloyloxy-9beta-(2-methylbutyloxy)-germacran-8alpha,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:2]13[CH2:3][C@H:4]([CH3:15])[C@:5](O)(O1)[C@@H:6](O[C:6001](=O)[C:6002]([CH3:6201])=[CH:6003][CH3:6004])[C@:7]2([H])[C:11](=[CH2:13])[C:12](=O)O[C@@:8]2([H])[C@H:9](O[C:9001](=O)[CH:9002]([CH3:9201])[CH2:9003][CH3:9004])[C@:10]([CH3:14])(O)[CH2:1]3', '[H][C@]13C[C@H](C)[C@](O)(O1)[C@@H](OC(=O)C(C)=CC)[C@]2([H])C(=C)C(=O)O[C@@]2([H])[C@H](OC(=O)C(C)CC)[C@](C)(O)C3', '[H][C@:75]13[CH2:39][C@H:37]([CH3:15])[C@:107](O)(O1)[C@@H:77](O[C:168](=O)[C:129]([CH3:21])=[CH:141][CH3:16])[C@:47]2([H])[C:136](=[CH2:127])[C:171](=O)O[C@@:79]2([H])[C@H:80](O[C:178](=O)[CH:43]([CH3:17])[CH2:28][CH3:12])[C@:73]([CH3:31])(O)[CH2:45]3', '37 39 H 12.27 -7.09 H 16.52 -11.03 H 15.25 -10.00 C:13 15.33 -13.56 C:6004 9.84 -14.42 C:9004 22.39 -7.95 C:6201 13.49 -15.15 C:9201 19.97 -6.47 C:15 10.08 -10.87 C:14 16.13 -6.30 O 11.05 -12.32 O 18.30 -13.08 O 18.76 -9.92 O 14.97 -6.03 O 12.27 -11.82 C:6003 11.05 -15.14 C:9003 21.12 -8.61 C:3 11.17 -8.41 C:1 13.72 -7.40 O 13.49 -12.41 O 17.59 -7.77 O 17.59 -10.62 O 13.49 -9.22 C:6002 12.27 -14.45 C:11 15.95 -12.30 C:6001 12.27 -13.05 C:12 17.34 -12.06 C:9001 18.76 -8.52 C:9002 19.97 -7.87 C:4 11.17 -10.00 C:9 16.31 -8.41 C:6 13.72 -11.03 C:2 12.61 -7.99 C:10 15.25 -7.40 C:8 16.31 -10.00 C:7 15.25 -11.03 C:5 12.61 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 17 1 7 24 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 32 20 -2 21 28 1 31 21 -1 22 27 1 22 35 1 23 33 1 23 37 1 24 26 1 25 27 1 25 36 1 28 29 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', '37 39 H 12.27 -7.09 H 16.52 -11.03 H 15.25 -10.00 C 15.33 -13.56 C 9.84 -14.42 C 22.39 -7.95 C 13.49 -15.15 C 19.97 -6.47 C 10.08 -10.87 C 16.13 -6.30 O 11.05 -12.32 O 18.30 -13.08 O 18.76 -9.92 O 14.97 -6.03 O 12.27 -11.82 C 11.05 -15.14 C 21.12 -8.61 C 11.17 -8.41 C 13.72 -7.40 O 13.49 -12.41 O 17.59 -7.77 O 17.59 -10.62 O 13.49 -9.22 C 12.27 -14.45 C 15.95 -12.30 C 12.27 -13.05 C 17.34 -12.06 C 18.76 -8.52 C 19.97 -7.87 C 11.17 -10.00 C 16.31 -8.41 C 13.72 -11.03 C 12.61 -7.99 C 15.25 -7.40 C 16.31 -10.00 C 15.25 -11.03 C 12.61 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 17 1 7 24 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 32 20 -2 21 28 1 31 21 -1 22 27 1 22 35 1 23 33 1 23 37 1 24 26 1 25 27 1 25 36 1 28 29 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', '37 39 H 12.27 -7.09 H 16.52 -11.03 H 15.25 -10.00 C:127 15.33 -13.56 C:16 9.84 -14.42 C:12 22.39 -7.95 C:21 13.49 -15.15 C:17 19.97 -6.47 C:15 10.08 -10.87 C:31 16.13 -6.30 O 11.05 -12.32 O 18.30 -13.08 O 18.76 -9.92 O 14.97 -6.03 O 12.27 -11.82 C:141 11.05 -15.14 C:28 21.12 -8.61 C:39 11.17 -8.41 C:45 13.72 -7.40 O 13.49 -12.41 O 17.59 -7.77 O 17.59 -10.62 O 13.49 -9.22 C:129 12.27 -14.45 C:136 15.95 -12.30 C:168 12.27 -13.05 C:171 17.34 -12.06 C:178 18.76 -8.52 C:43 19.97 -7.87 C:37 11.17 -10.00 C:80 16.31 -8.41 C:77 13.72 -11.03 C:75 12.61 -7.99 C:73 15.25 -7.40 C:79 16.31 -10.00 C:47 15.25 -11.03 C:107 12.61 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 17 1 7 24 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 32 20 -2 21 28 1 31 21 -1 22 27 1 22 35 1 23 33 1 23 37 1 24 26 1 25 27 1 25 36 1 28 29 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', 'C25H36O9', 480.286, 'M', 'ph52_113_3', 1130, '', '', '1', 18, NULL, NULL),
(9364, '', '2alpha,5-epoxy-5,10-dihydroxy-6alpha-angeloyloxy-9beta-(3-methylbutyloxy)-germacran-8alpha,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:2]13[CH2:3][C@H:4]([CH3:15])[C@:5](O)(O1)[C@@H:6](O[C:6001](=O)[C:6002]([CH3:6201])=[CH:6003][CH3:6004])[C@:7]2([H])[C:11](=[CH2:13])[C:12](=O)O[C@@:8]2([H])[C@H:9](O[C:9001](=O)[CH2:9002][CH:9003]([CH3:9301])[CH3:9004])[C@:10]([CH3:14])(O)[CH2:1]3', '[H][C@]13C[C@H](C)[C@](O)(O1)[C@@H](OC(=O)C(C)=CC)[C@]2([H])C(=C)C(=O)O[C@@]2([H])[C@H](OC(=O)CC(C)C)[C@](C)(O)C3', '[H][C@:74]13[CH2:37][C@H:37]([CH3:14])[C@:106](O)(O1)[C@@H:76](O[C:166](=O)[C:126]([CH3:20])=[CH:142][CH3:16])[C@:45]2([H])[C:133](=[CH2:127])[C:168](=O)O[C@@:77]2([H])[C@H:78](O[C:173](=O)[CH2:43][CH:25]([CH3:22])[CH3:22])[C@:72]([CH3:31])(O)[CH2:44]3', '37 39 H 12.28 -7.09 H 16.53 -11.03 H 15.25 -10.00 C:13 15.33 -13.57 C:6004 9.85 -14.43 C:6201 13.50 -15.16 C:9301 21.11 -10.01 C:9004 22.40 -7.95 C:15 10.09 -10.87 C:14 16.14 -6.30 O 18.77 -9.92 O 11.06 -12.33 O 18.31 -13.09 O 14.98 -6.03 O 12.28 -11.83 C:6003 11.06 -15.15 C:9002 19.98 -7.87 C:3 11.18 -8.41 C:1 13.73 -7.40 O 17.60 -7.77 O 13.50 -12.42 O 17.60 -10.62 O 13.50 -9.22 C:6002 12.28 -14.46 C:11 15.95 -12.31 C:9001 18.77 -8.52 C:6001 12.28 -13.06 C:12 17.35 -12.07 C:9003 21.11 -8.61 C:4 11.18 -10.00 C:9 16.32 -8.41 C:6 13.73 -11.03 C:2 12.62 -7.99 C:10 15.25 -7.40 C:8 16.32 -10.00 C:7 15.25 -11.03 C:5 12.62 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 24 1 7 29 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 26 1 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 31 20 -1 21 27 1 32 21 -2 22 28 1 22 35 1 23 33 1 23 37 1 24 27 1 25 28 1 25 36 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', '37 39 H 12.28 -7.09 H 16.53 -11.03 H 15.25 -10.00 C 15.33 -13.57 C 9.85 -14.43 C 13.50 -15.16 C 21.11 -10.01 C 22.40 -7.95 C 10.09 -10.87 C 16.14 -6.30 O 18.77 -9.92 O 11.06 -12.33 O 18.31 -13.09 O 14.98 -6.03 O 12.28 -11.83 C 11.06 -15.15 C 19.98 -7.87 C 11.18 -8.41 C 13.73 -7.40 O 17.60 -7.77 O 13.50 -12.42 O 17.60 -10.62 O 13.50 -9.22 C 12.28 -14.46 C 15.95 -12.31 C 18.77 -8.52 C 12.28 -13.06 C 17.35 -12.07 C 21.11 -8.61 C 11.18 -10.00 C 16.32 -8.41 C 13.73 -11.03 C 12.62 -7.99 C 15.25 -7.40 C 16.32 -10.00 C 15.25 -11.03 C 12.62 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 24 1 7 29 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 26 1 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 31 20 -1 21 27 1 32 21 -2 22 28 1 22 35 1 23 33 1 23 37 1 24 27 1 25 28 1 25 36 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', '37 39 H 12.28 -7.09 H 16.53 -11.03 H 15.25 -10.00 C:127 15.33 -13.57 C:16 9.85 -14.43 C:20 13.50 -15.16 C:22 21.11 -10.01 C:22 22.40 -7.95 C:14 10.09 -10.87 C:31 16.14 -6.30 O 18.77 -9.92 O 11.06 -12.33 O 18.31 -13.09 O 14.98 -6.03 O 12.28 -11.83 C:142 11.06 -15.15 C:43 19.98 -7.87 C:37 11.18 -8.41 C:44 13.73 -7.40 O 17.60 -7.77 O 13.50 -12.42 O 17.60 -10.62 O 13.50 -9.22 C:126 12.28 -14.46 C:133 15.95 -12.31 C:173 18.77 -8.52 C:166 12.28 -13.06 C:168 17.35 -12.07 C:25 21.11 -8.61 C:37 11.18 -10.00 C:78 16.32 -8.41 C:76 13.73 -11.03 C:74 12.62 -7.99 C:72 15.25 -7.40 C:77 16.32 -10.00 C:45 15.25 -11.03 C:106 12.62 -10.42 33 1 -1 35 2 -1 36 3 -2 4 25 2 5 16 1 6 24 1 7 29 1 8 29 1 30 9 -1 34 10 -2 11 26 2 12 27 2 13 28 2 34 14 -1 37 15 -1 16 24 2 17 26 1 17 29 1 18 30 1 18 33 1 19 33 1 19 34 1 20 26 1 31 20 -1 21 27 1 32 21 -2 22 28 1 22 35 1 23 33 1 23 37 1 24 27 1 25 28 1 25 36 1 30 37 1 31 34 1 31 35 1 32 36 1 32 37 1 35 36 1', 'C25H36O9', 480.286, 'C', 'ph52_113_4', 1130, '', '', '1', 18, NULL, NULL),
(9365, 'Helivypolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@@:3]3(O)[CH:2]=[CH:1][C@@:10]([CH3:14])([CH2:9][C@@H:8](O[C:8001](=O)[C:8002]([CH3:8005])=[CH:8003][CH3:8004])[C@@:7]1([H])[C:11](=[CH2:13])[C:12](=O)O2)O3', '[H][C@@]12C=C(C)[C@@]3(O)C=C[C@@](C)(C[C@@H](OC(=O)C(C)=CC)[C@@]1([H])C(=C)C(=O)O2)O3', '[H][C@@:75]12[CH:128]=[C:139]([CH3:21])[C@@:104]3(O)[CH:140]=[CH:131][C@@:83]([CH3:32])([CH2:44][C@@H:76](O[C:164](=O)[C:131]([CH3:21])=[CH:141][CH3:16])[C@@:48]1([H])[C:139](=[CH2:124])[C:170](=O)O2)O3', '28 30 H 16.79 -14.74 H 16.79 -11.19 C:13 18.63 -10.38 C:8004 13.88 -6.56 C:8005 17.46 -7.38 C:15 13.53 -16.01 C:14 12.82 -10.38 O 14.14 -8.94 O 20.44 -12.96 O 12.35 -15.27 C:8003 15.27 -6.41 C:1 11.77 -12.18 C:2 11.77 -13.74 C:5 15.78 -14.74 C:9 14.30 -11.19 O 16.34 -9.92 O 18.19 -14.15 O 14.04 -12.96 C:8002 16.08 -7.53 C:4 14.30 -14.74 C:11 18.19 -11.77 C:8001 15.53 -8.79 C:12 19.04 -12.96 C:8 15.78 -11.19 C:6 16.79 -13.74 C:10 13.17 -11.77 C:7 16.79 -12.18 C:3 13.17 -14.15 25 1 -1 27 2 -2 3 21 2 4 11 1 5 19 1 6 20 1 26 7 -2 8 22 2 9 23 2 28 10 -2 11 19 2 12 13 2 12 26 1 13 28 1 14 20 2 14 25 1 15 24 1 15 26 1 16 22 1 24 16 -1 17 23 1 17 25 1 18 26 1 18 28 1 19 22 1 20 28 1 21 23 1 21 27 1 24 27 1 25 27 1', '28 30 H 16.79 -14.74 H 16.79 -11.19 C 18.63 -10.38 C 13.88 -6.56 C 17.46 -7.38 C 13.53 -16.01 C 12.82 -10.38 O 14.14 -8.94 O 20.44 -12.96 O 12.35 -15.27 C 15.27 -6.41 C 11.77 -12.18 C 11.77 -13.74 C 15.78 -14.74 C 14.30 -11.19 O 16.34 -9.92 O 18.19 -14.15 O 14.04 -12.96 C 16.08 -7.53 C 14.30 -14.74 C 18.19 -11.77 C 15.53 -8.79 C 19.04 -12.96 C 15.78 -11.19 C 16.79 -13.74 C 13.17 -11.77 C 16.79 -12.18 C 13.17 -14.15 25 1 -1 27 2 -2 3 21 2 4 11 1 5 19 1 6 20 1 26 7 -2 8 22 2 9 23 2 28 10 -2 11 19 2 12 13 2 12 26 1 13 28 1 14 20 2 14 25 1 15 24 1 15 26 1 16 22 1 24 16 -1 17 23 1 17 25 1 18 26 1 18 28 1 19 22 1 20 28 1 21 23 1 21 27 1 24 27 1 25 27 1', '28 30 H 16.79 -14.74 H 16.79 -11.19 C:124 18.63 -10.38 C:16 13.88 -6.56 C:21 17.46 -7.38 C:21 13.53 -16.01 C:32 12.82 -10.38 O 14.14 -8.94 O 20.44 -12.96 O 12.35 -15.27 C:141 15.27 -6.41 C:131 11.77 -12.18 C:140 11.77 -13.74 C:128 15.78 -14.74 C:44 14.30 -11.19 O 16.34 -9.92 O 18.19 -14.15 O 14.04 -12.96 C:131 16.08 -7.53 C:139 14.30 -14.74 C:139 18.19 -11.77 C:164 15.53 -8.79 C:170 19.04 -12.96 C:76 15.78 -11.19 C:75 16.79 -13.74 C:83 13.17 -11.77 C:48 16.79 -12.18 C:104 13.17 -14.15 25 1 -1 27 2 -2 3 21 2 4 11 1 5 19 1 6 20 1 26 7 -2 8 22 2 9 23 2 28 10 -2 11 19 2 12 13 2 12 26 1 13 28 1 14 20 2 14 25 1 15 24 1 15 26 1 16 22 1 24 16 -1 17 23 1 17 25 1 18 26 1 18 28 1 19 22 1 20 28 1 21 23 1 21 27 1 24 27 1 25 27 1', 'C20H24O6', 360.226, 'C', 'ph52_613_1', 1402, '', '', '1', 18, NULL, NULL),
(9366, 'Annuionone D', '', 'Terpenoids', 'Miscellanea', 'Megastigmanes', '[CH3:10][C:9](=O)[CH:8]=[CH:7][C@:6]12O[C@@:5]1([CH3:13])[CH2:4][C@@H:3](O)[CH2:2][C@@:1]2([CH3:12])[CH3:11]', 'CC(=O)C=C[C@]12O[C@@]1(C)C[C@@H](O)C[C@@]2(C)C', '[CH3:29][C:198](=O)[CH:133]=[CH:142][C@:77]12O[C@@:69]1([CH3:25])[CH2:47][C@@H:64](O)[CH2:41][C@@:35]2([CH3:20])[CH3:28]', '16 17 C:10 20.38 -10.59 C:12 15.35 -8.90 C:11 13.35 -8.90 C:13 16.75 -12.69 O 19.16 -8.49 O 11.90 -12.69 C:8 17.95 -10.59 C:7 16.75 -9.89 C:2 13.11 -10.59 C:4 14.34 -12.69 O 16.75 -11.16 C:9 19.16 -9.89 C:3 13.11 -11.99 C:1 14.34 -9.89 C:5 15.55 -11.99 C:6 15.55 -10.59 1 12 1 14 2 -2 14 3 -1 15 4 -2 5 12 2 13 6 -1 7 8 2 7 12 1 16 8 -2 9 13 1 9 14 1 10 13 1 10 15 1 11 15 1 11 16 1 14 16 1 15 16 1', '16 17 C 20.38 -10.59 C 15.35 -8.90 C 13.35 -8.90 C 16.75 -12.69 O 19.16 -8.49 O 11.90 -12.69 C 17.95 -10.59 C 16.75 -9.89 C 13.11 -10.59 C 14.34 -12.69 O 16.75 -11.16 C 19.16 -9.89 C 13.11 -11.99 C 14.34 -9.89 C 15.55 -11.99 C 15.55 -10.59 1 12 1 14 2 -2 14 3 -1 15 4 -2 5 12 2 13 6 -1 7 8 2 7 12 1 16 8 -2 9 13 1 9 14 1 10 13 1 10 15 1 11 15 1 11 16 1 14 16 1 15 16 1', '16 17 C:29 20.38 -10.59 C:20 15.35 -8.90 C:28 13.35 -8.90 C:25 16.75 -12.69 O 19.16 -8.49 O 11.90 -12.69 C:133 17.95 -10.59 C:142 16.75 -9.89 C:41 13.11 -10.59 C:47 14.34 -12.69 O 16.75 -11.16 C:198 19.16 -9.89 C:64 13.11 -11.99 C:35 14.34 -9.89 C:69 15.55 -11.99 C:77 15.55 -10.59 1 12 1 14 2 -2 14 3 -1 15 4 -2 5 12 2 13 6 -1 7 8 2 7 12 1 16 8 -2 9 13 1 9 14 1 10 13 1 10 15 1 11 15 1 11 16 1 14 16 1 15 16 1', 'C13H20O3', 224.137, 'C', 'ph52_613_8', 1402, '', '', '1', 18, NULL, NULL),
(9367, 'Epi-isocostunolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@@H:6]2[CH:5]=[C:4]([CH3:15])[CH2:3][CH2:2][CH2:1][C:10]([CH3:14])=[CH:9][CH2:8][C@H:7]12', 'C=C1C(=O)O[C@@H]2C=C(C)CCCC(C)=CC[C@H]12', '[CH2:122]=[C:139]1[C:170](=O)O[C@@H:77]2[CH:120]=[C:140]([CH3:16])[CH2:42][CH2:21][CH2:31][C:138]([CH3:23])=[CH:122][CH2:30][C@H:39]12', '17 18 C:13 19.43 -12.04 C:14 16.78 -6.72 C:15 13.13 -11.33 O 17.47 -14.49 C:9 15.90 -8.86 C:5 15.13 -10.05 C:2 13.13 -7.59 C:8 17.26 -9.45 C:1 14.43 -6.98 C:3 12.85 -8.96 O 15.90 -12.64 C:10 15.70 -7.59 C:4 13.73 -10.05 C:11 18.03 -12.04 C:12 17.15 -13.13 C:6 15.90 -11.24 C:7 17.26 -10.86 1 14 2 2 12 1 3 13 1 4 15 2 5 8 1 5 12 2 6 13 2 6 16 1 7 9 1 7 10 1 8 17 1 9 12 1 10 13 1 11 15 1 16 11 -2 14 15 1 17 14 -2 16 17 1', '17 18 C 19.43 -12.04 C 16.78 -6.72 C 13.13 -11.33 O 17.47 -14.49 C 15.90 -8.86 C 15.13 -10.05 C 13.13 -7.59 C 17.26 -9.45 C 14.43 -6.98 C 12.85 -8.96 O 15.90 -12.64 C 15.70 -7.59 C 13.73 -10.05 C 18.03 -12.04 C 17.15 -13.13 C 15.90 -11.24 C 17.26 -10.86 1 14 2 2 12 1 3 13 1 4 15 2 5 8 1 5 12 2 6 13 2 6 16 1 7 9 1 7 10 1 8 17 1 9 12 1 10 13 1 11 15 1 16 11 -2 14 15 1 17 14 -2 16 17 1', '17 18 C:122 19.43 -12.04 C:23 16.78 -6.72 C:16 13.13 -11.33 O 17.47 -14.49 C:122 15.90 -8.86 C:120 15.13 -10.05 C:21 13.13 -7.59 C:30 17.26 -9.45 C:31 14.43 -6.98 C:42 12.85 -8.96 O 15.90 -12.64 C:138 15.70 -7.59 C:140 13.73 -10.05 C:139 18.03 -12.04 C:170 17.15 -13.13 C:77 15.90 -11.24 C:39 17.26 -10.86 1 14 2 2 12 1 3 13 1 4 15 2 5 8 1 5 12 2 6 13 2 6 16 1 7 9 1 7 10 1 8 17 1 9 12 1 10 13 1 11 15 1 16 11 -2 14 15 1 17 14 -2 16 17 1', 'C15H20O2', 232.159, 'C', 'ph52_1633_1', 632, '', '', '1', 18, NULL, NULL),
(9368, '', '2''-(11-hydroxy-1-bibenzyl-oxy)-1''-methoxy-6'',10'',11''-trihydroxy-7'',8''-dihydro-phenanthrene', 'Aromatics', 'Stilbenes', '', '[CH3:201001]O[c:201]3[c:206](O)[cH:205][c:204]2[CH2:207][CH2:208][c:209]1[c:210](O)[c:211](O)[cH:212][cH:213][c:214]1[c:203]2[c:202]3O[c:104]5[cH:103][cH:102][c:101]([CH2:92][CH2:91][c:1]4[cH:6][cH:5][cH:4][c:3](O)[cH:2]4)[cH:106][cH:105]5', 'COc3c(O)cc2CCc1c(O)c(O)ccc1c2c3Oc5ccc(CCc4cccc(O)c4)cc5', '[CH3:61]O[c:139]3[c:145](O)[cH:112][c:135]2[CH2:30][CH2:22][c:125]1[c:141](O)[c:142](O)[cH:113][cH:120][c:125]1[c:122]2[c:148]3O[c:156]5[cH:115][cH:129][c:135]([CH2:37][CH2:38][c:144]4[cH:121][cH:129][cH:113][c:156](O)[cH:116]4)[cH:129][cH:115]5', '35 39 C:201001 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 23.38 -6.00 C:5 8.86 -13.00 C:4 8.86 -14.41 C:6 10.06 -12.30 C:102 14.92 -10.88 C:106 16.13 -13.00 C:212 19.76 -6.70 C:103 16.13 -10.18 C:105 17.34 -12.30 C:213 19.76 -8.10 C:2 11.27 -14.41 C:205 22.18 -12.30 C:92 13.70 -13.00 C:91 12.49 -12.30 C:207 23.38 -10.17 C:208 23.38 -8.79 O 18.55 -13.00 O 18.55 -10.18 C:3 10.06 -15.11 C:101 14.92 -12.30 C:1 11.27 -13.00 C:211 20.94 -6.01 C:206 20.98 -13.00 C:104 17.34 -10.88 C:204 22.18 -10.88 C:210 22.18 -6.69 C:214 20.98 -8.80 C:209 22.18 -8.10 C:201 19.76 -12.30 C:202 19.76 -10.88 C:203 20.98 -10.18 1 21 1 2 23 1 3 26 1 4 27 1 5 30 1 6 7 2 6 8 1 7 23 1 8 25 2 9 12 2 9 24 1 10 13 1 10 24 2 11 14 2 11 26 1 12 28 1 13 28 2 14 31 1 15 23 2 15 25 1 16 27 1 16 29 2 17 18 1 17 24 1 18 25 1 19 20 1 19 29 1 20 32 1 21 33 1 22 28 1 22 34 1 26 30 2 27 33 2 29 35 1 30 32 1 31 32 2 31 35 1 33 34 1 34 35 2', '35 39 C 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 23.38 -6.00 C 8.86 -13.00 C 8.86 -14.41 C 10.06 -12.30 C 14.92 -10.88 C 16.13 -13.00 C 19.76 -6.70 C 16.13 -10.18 C 17.34 -12.30 C 19.76 -8.10 C 11.27 -14.41 C 22.18 -12.30 C 13.70 -13.00 C 12.49 -12.30 C 23.38 -10.17 C 23.38 -8.79 O 18.55 -13.00 O 18.55 -10.18 C 10.06 -15.11 C 14.92 -12.30 C 11.27 -13.00 C 20.94 -6.01 C 20.98 -13.00 C 17.34 -10.88 C 22.18 -10.88 C 22.18 -6.69 C 20.98 -8.80 C 22.18 -8.10 C 19.76 -12.30 C 19.76 -10.88 C 20.98 -10.18 1 21 1 2 23 1 3 26 1 4 27 1 5 30 1 6 7 2 6 8 1 7 23 1 8 25 2 9 12 2 9 24 1 10 13 1 10 24 2 11 14 2 11 26 1 12 28 1 13 28 2 14 31 1 15 23 2 15 25 1 16 27 1 16 29 2 17 18 1 17 24 1 18 25 1 19 20 1 19 29 1 20 32 1 21 33 1 22 28 1 22 34 1 26 30 2 27 33 2 29 35 1 30 32 1 31 32 2 31 35 1 33 34 1 34 35 2', '35 39 C:61 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 23.38 -6.00 C:129 8.86 -13.00 C:113 8.86 -14.41 C:121 10.06 -12.30 C:129 14.92 -10.88 C:129 16.13 -13.00 C:113 19.76 -6.70 C:115 16.13 -10.18 C:115 17.34 -12.30 C:120 19.76 -8.10 C:116 11.27 -14.41 C:112 22.18 -12.30 C:37 13.70 -13.00 C:38 12.49 -12.30 C:30 23.38 -10.17 C:22 23.38 -8.79 O 18.55 -13.00 O 18.55 -10.18 C:156 10.06 -15.11 C:135 14.92 -12.30 C:144 11.27 -13.00 C:142 20.94 -6.01 C:145 20.98 -13.00 C:156 17.34 -10.88 C:135 22.18 -10.88 C:141 22.18 -6.69 C:125 20.98 -8.80 C:125 22.18 -8.10 C:139 19.76 -12.30 C:148 19.76 -10.88 C:122 20.98 -10.18 1 21 1 2 23 1 3 26 1 4 27 1 5 30 1 6 7 2 6 8 1 7 23 1 8 25 2 9 12 2 9 24 1 10 13 1 10 24 2 11 14 2 11 26 1 12 28 1 13 28 2 14 31 1 15 23 2 15 25 1 16 27 1 16 29 2 17 18 1 17 24 1 18 25 1 19 20 1 19 29 1 20 32 1 21 33 1 22 28 1 22 34 1 26 30 2 27 33 2 29 35 1 30 32 1 31 32 2 31 35 1 33 34 1 34 35 2', 'C29H26O6', 470.307, 'C', 'ph52_1633_7', 632, '', '', '1', 18, NULL, NULL),
(9369, '', '2''-(10,11-dihydroxy-1-bibenzyl-oxy)-1''-methoxy-6'',10'',11''-trihydroxy-7'',8''-dihydrophenanthrene', 'Aromatics', 'Stilbenes', '', '[CH3:201001]O[c:201]3[c:206](O)[cH:205][c:204]2[cH:207][cH:208][c:209]1[c:210](O)[c:211](O)[cH:212][cH:213][c:214]1[c:203]2[c:202]3O[c:104]5[cH:105][cH:106][c:101]([CH2:92][CH2:91][c:1]4[cH:6][cH:5][cH:4][c:3](O)[c:2]4O)[cH:102][cH:103]5', 'COc3c(O)cc2ccc1c(O)c(O)ccc1c2c3Oc5ccc(CCc4cccc(O)c4O)cc5', '[CH3:61]O[c:139]3[c:145](O)[cH:112][c:135]2[cH:30][cH:22][c:125]1[c:141](O)[c:142](O)[cH:112][cH:120][c:125]1[c:121]2[c:148]3O[c:156]5[cH:115][cH:129][c:135]([CH2:35][CH2:32][c:129]4[cH:121][cH:120][cH:113][c:144](O)[c:142]4O)[cH:129][cH:115]5', '36 40 C:201001 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 12.48 -15.12 O 23.38 -6.00 C:5 8.86 -13.00 C:4 8.86 -14.41 C:106 16.13 -13.00 C:102 14.92 -10.88 C:6 10.06 -12.30 C:105 17.34 -12.30 C:103 16.13 -10.18 C:212 19.76 -6.70 C:213 19.76 -8.10 C:207 23.38 -10.17 C:208 23.38 -8.79 C:205 22.18 -12.30 C:92 13.70 -13.00 C:91 12.49 -12.30 O 18.55 -13.00 O 18.55 -10.18 C:101 14.92 -12.30 C:3 10.06 -15.11 C:211 20.94 -6.01 C:206 20.98 -13.00 C:104 17.34 -10.88 C:1 11.27 -13.00 C:2 11.27 -14.41 C:210 22.18 -6.69 C:201 19.76 -12.30 C:202 19.76 -10.88 C:204 22.18 -10.88 C:209 22.18 -8.10 C:214 20.98 -8.80 C:203 20.98 -10.18 1 21 1 2 24 1 3 25 1 4 26 1 5 29 1 6 30 1 7 8 2 7 11 1 8 24 1 9 12 1 9 23 2 10 13 2 10 23 1 11 28 2 12 27 2 13 27 1 14 15 2 14 25 1 15 35 1 16 17 2 16 33 1 17 34 1 18 26 1 18 33 2 19 20 1 19 23 1 20 28 1 21 31 1 22 27 1 22 32 1 24 29 2 25 30 2 26 31 2 28 29 1 30 34 1 31 32 1 32 36 2 33 36 1 34 35 2 35 36 1', '36 40 C 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 12.48 -15.12 O 23.38 -6.00 C 8.86 -13.00 C 8.86 -14.41 C 16.13 -13.00 C 14.92 -10.88 C 10.06 -12.30 C 17.34 -12.30 C 16.13 -10.18 C 19.76 -6.70 C 19.76 -8.10 C 23.38 -10.17 C 23.38 -8.79 C 22.18 -12.30 C 13.70 -13.00 C 12.49 -12.30 O 18.55 -13.00 O 18.55 -10.18 C 14.92 -12.30 C 10.06 -15.11 C 20.94 -6.01 C 20.98 -13.00 C 17.34 -10.88 C 11.27 -13.00 C 11.27 -14.41 C 22.18 -6.69 C 19.76 -12.30 C 19.76 -10.88 C 22.18 -10.88 C 22.18 -8.10 C 20.98 -8.80 C 20.98 -10.18 1 21 1 2 24 1 3 25 1 4 26 1 5 29 1 6 30 1 7 8 2 7 11 1 8 24 1 9 12 1 9 23 2 10 13 2 10 23 1 11 28 2 12 27 2 13 27 1 14 15 2 14 25 1 15 35 1 16 17 2 16 33 1 17 34 1 18 26 1 18 33 2 19 20 1 19 23 1 20 28 1 21 31 1 22 27 1 22 32 1 24 29 2 25 30 2 26 31 2 28 29 1 30 34 1 31 32 1 32 36 2 33 36 1 34 35 2 35 36 1', '36 40 C:61 18.55 -14.41 O 10.06 -16.51 O 20.94 -4.61 O 20.98 -14.41 O 12.48 -15.12 O 23.38 -6.00 C:120 8.86 -13.00 C:113 8.86 -14.41 C:129 16.13 -13.00 C:129 14.92 -10.88 C:121 10.06 -12.30 C:115 17.34 -12.30 C:115 16.13 -10.18 C:112 19.76 -6.70 C:120 19.76 -8.10 C:30 23.38 -10.17 C:22 23.38 -8.79 C:112 22.18 -12.30 C:35 13.70 -13.00 C:32 12.49 -12.30 O 18.55 -13.00 O 18.55 -10.18 C:135 14.92 -12.30 C:144 10.06 -15.11 C:142 20.94 -6.01 C:145 20.98 -13.00 C:156 17.34 -10.88 C:129 11.27 -13.00 C:142 11.27 -14.41 C:141 22.18 -6.69 C:139 19.76 -12.30 C:148 19.76 -10.88 C:135 22.18 -10.88 C:125 22.18 -8.10 C:125 20.98 -8.80 C:121 20.98 -10.18 1 21 1 2 24 1 3 25 1 4 26 1 5 29 1 6 30 1 7 8 2 7 11 1 8 24 1 9 12 1 9 23 2 10 13 2 10 23 1 11 28 2 12 27 2 13 27 1 14 15 2 14 25 1 15 35 1 16 17 2 16 33 1 17 34 1 18 26 1 18 33 2 19 20 1 19 23 1 20 28 1 21 31 1 22 27 1 22 32 1 24 29 2 25 30 2 26 31 2 28 29 1 30 34 1 31 32 1 32 36 2 33 36 1 34 35 2 35 36 1', 'C29H24O7', 484.306, 'C', 'ph52_1633_8', 632, '', '', '1', 18, NULL, NULL);
INSERT INTO `molecules` (`id`, `name`, `semiSystematicName`, `family`, `subFamily`, `subSubFamily`, `smilesNumeration`, `smiles`, `smilesDisplacement`, `jmeNumeration`, `jme`, `jmeDisplacement`, `molecularFormula`, `molecularWeight`, `solvent`, `reference`, `bibliography`, `publicCom`, `privateCom`, `state`, `authorId`, `created_at`, `updated_at`) VALUES
(9370, '8b-Hydroxy-9a-methacryloyloxy-14-oxo-acanthospermolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@@H:6]2[CH:5]=[C:4]([CH3:15])[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O[C:9001](=O)[CH:9002]=[CH:9003][CH3:9004])[C@@H:8](O)[C@@H:7]12', 'C=C1C(=O)O[C@@H]2C=C(C)CCC=C(C=O)[C@H](OC(=O)C=CC)[C@@H](O)[C@@H]12', '[CH2:120]=[C:136]1[C:170](=O)O[C@@H:74]2[CH:127]=[C:138]([CH3:18])[CH2:37][CH2:27][CH:159]=[C:141]([CH:194]=O)[C@H:73](O[C:167](=O)[CH:136]=[CH:127][CH3:17])[C@@H:68](O)[C@@H:51]12', '25 26 C:13 19.36 -13.39 C:9004 19.46 -5.30 C:15 13.06 -12.67 O 16.49 -6.68 O 19.46 -9.49 O 17.40 -15.83 O 18.39 -10.06 C:9003 19.46 -6.68 C:14 16.71 -8.06 C:9002 18.24 -7.39 C:1 14.38 -8.32 C:5 15.07 -11.40 C:2 13.06 -8.93 C:3 12.79 -10.30 O 15.82 -13.98 O 17.08 -9.49 C:4 13.66 -11.40 C:11 17.95 -13.39 C:9001 18.24 -8.79 C:12 17.08 -14.46 C:10 15.63 -8.93 C:8 17.19 -10.79 C:6 15.82 -12.58 C:9 15.82 -10.20 C:7 17.19 -12.21 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -1 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -2 18 20 1 25 18 -1 21 24 1 22 24 1 22 25 1 23 25 1', '25 26 C 19.36 -13.39 C 19.46 -5.30 C 13.06 -12.67 O 16.49 -6.68 O 19.46 -9.49 O 17.40 -15.83 O 18.39 -10.06 C 19.46 -6.68 C 16.71 -8.06 C 18.24 -7.39 C 14.38 -8.32 C 15.07 -11.40 C 13.06 -8.93 C 12.79 -10.30 O 15.82 -13.98 O 17.08 -9.49 C 13.66 -11.40 C 17.95 -13.39 C 18.24 -8.79 C 17.08 -14.46 C 15.63 -8.93 C 17.19 -10.79 C 15.82 -12.58 C 15.82 -10.20 C 17.19 -12.21 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -1 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -2 18 20 1 25 18 -1 21 24 1 22 24 1 22 25 1 23 25 1', '25 26 C:120 19.36 -13.39 C:17 19.46 -5.30 C:18 13.06 -12.67 O 16.49 -6.68 O 19.46 -9.49 O 17.40 -15.83 O 18.39 -10.06 C:127 19.46 -6.68 C:194 16.71 -8.06 C:136 18.24 -7.39 C:159 14.38 -8.32 C:127 15.07 -11.40 C:27 13.06 -8.93 C:37 12.79 -10.30 O 15.82 -13.98 O 17.08 -9.49 C:138 13.66 -11.40 C:136 17.95 -13.39 C:167 18.24 -8.79 C:170 17.08 -14.46 C:141 15.63 -8.93 C:68 17.19 -10.79 C:74 15.82 -12.58 C:73 15.82 -10.20 C:51 17.19 -12.21 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -1 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -2 18 20 1 25 18 -1 21 24 1 22 24 1 22 25 1 23 25 1', 'C19H22O6', 346.2, 'C', 'ph53_257_1', 311, '', '', '1', 18, NULL, NULL),
(9371, '9a-hydroxy-8b-methacryloyloxy-14-oxo-acanthospermolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@@H:6]2[CH:5]=[C:4]([CH3:15])[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O)[C@@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@@H:7]12', 'C=C1C(=O)O[C@@H]2C=C(C)CCC=C(C=O)[C@H](O)[C@@H](OC(=O)C=CC)[C@@H]12', '[CH2:122]=[C:134]1[C:169](=O)O[C@@H:75]2[CH:127]=[C:137]([CH3:17])[CH2:37][CH2:27][CH:155]=[C:144]([CH:195]=O)[C@H:71](O)[C@@H:72](O[C:167](=O)[CH:135]=[CH:127][CH3:19])[C@@H:51]12', '25 26 C:13 17.48 -12.71 C:8004 21.37 -9.32 C:15 11.21 -12.00 O 14.61 -6.04 O 17.78 -11.48 O 15.54 -15.15 O 15.22 -8.84 C:8003 20.16 -10.13 C:14 14.85 -7.41 C:8002 18.93 -9.37 C:1 12.51 -7.67 C:5 13.20 -10.73 C:2 11.21 -8.28 C:3 10.93 -9.65 O 13.97 -13.31 O 16.53 -9.42 C:4 11.81 -10.73 C:11 16.10 -12.71 C:8001 17.78 -10.13 C:12 15.22 -13.80 C:10 13.77 -8.28 C:9 13.97 -9.55 C:6 13.97 -11.91 C:8 15.33 -10.13 C:7 15.33 -11.54 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -2 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -1 18 20 1 25 18 -1 21 22 1 22 24 1 23 25 1 24 25 1', '25 26 C 17.48 -12.71 C 21.37 -9.32 C 11.21 -12.00 O 14.61 -6.04 O 17.78 -11.48 O 15.54 -15.15 O 15.22 -8.84 C 20.16 -10.13 C 14.85 -7.41 C 18.93 -9.37 C 12.51 -7.67 C 13.20 -10.73 C 11.21 -8.28 C 10.93 -9.65 O 13.97 -13.31 O 16.53 -9.42 C 11.81 -10.73 C 16.10 -12.71 C 17.78 -10.13 C 15.22 -13.80 C 13.77 -8.28 C 13.97 -9.55 C 13.97 -11.91 C 15.33 -10.13 C 15.33 -11.54 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -2 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -1 18 20 1 25 18 -1 21 22 1 22 24 1 23 25 1 24 25 1', '25 26 C:122 17.48 -12.71 C:19 21.37 -9.32 C:17 11.21 -12.00 O 14.61 -6.04 O 17.78 -11.48 O 15.54 -15.15 O 15.22 -8.84 C:127 20.16 -10.13 C:195 14.85 -7.41 C:135 18.93 -9.37 C:155 12.51 -7.67 C:127 13.20 -10.73 C:27 11.21 -8.28 C:37 10.93 -9.65 O 13.97 -13.31 O 16.53 -9.42 C:137 11.81 -10.73 C:134 16.10 -12.71 C:167 17.78 -10.13 C:169 15.22 -13.80 C:144 13.77 -8.28 C:71 13.97 -9.55 C:75 13.97 -11.91 C:72 15.33 -10.13 C:51 15.33 -11.54 1 18 2 2 8 1 3 17 1 4 9 2 5 19 2 6 20 2 22 7 -2 8 10 2 9 21 1 10 19 1 11 13 1 11 21 2 12 17 2 12 23 1 13 14 1 14 17 1 15 20 1 23 15 -2 16 19 1 24 16 -1 18 20 1 25 18 -1 21 22 1 22 24 1 23 25 1 24 25 1', 'C19H22O6', 346.2, 'C', 'ph53_257_2', 311, '', '', '1', 18, NULL, NULL),
(9372, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@@H:6]2[CH:5]=[C:4]([CH2:15]O[CH2:15001][C:15002](=O)O)[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O)[C@@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@@H:7]12', 'C=C1C(=O)O[C@@H]2C=C(COCC(=O)O)CCC=C(C=O)[C@H](O)[C@@H](OC(=O)C=CC)[C@@H]12', '[CH2:122]=[C:135]1[C:169](=O)O[C@@H:74]2[CH:132]=[C:136]([CH2:61]O[CH2:170][C:21](=O)O)[CH2:33][CH2:27][CH:155]=[C:145]([CH:195]=O)[C@H:70](O)[C@@H:72](O[C:167](=O)[CH:134]=[CH:127][CH3:18])[C@@H:51]12', '30 31 C:13 19.33 -12.71 C:8004 23.21 -9.32 O 16.46 -6.04 O 8.87 -12.36 O 19.63 -11.48 O 17.39 -15.15 O 9.09 -14.77 O 17.07 -8.84 C:8003 22.01 -10.13 C:14 16.70 -7.41 C:8002 20.78 -9.37 C:1 14.36 -7.67 C:5 15.05 -10.73 C:2 13.06 -8.28 C:3 12.78 -9.65 C:15001 11.08 -13.38 C:15 13.06 -12.00 O 11.66 -12.12 O 15.82 -13.31 O 18.38 -9.42 C:15002 9.68 -13.50 C:11 17.95 -12.71 C:8001 19.63 -10.13 C:12 17.07 -13.80 C:4 13.66 -10.73 C:10 15.62 -8.28 C:9 15.82 -9.55 C:6 15.82 -11.91 C:8 17.18 -10.13 C:7 17.18 -11.54 1 22 2 2 9 1 3 10 2 4 21 2 5 23 2 6 24 2 7 21 1 27 8 -2 9 11 2 10 26 1 11 23 1 12 14 1 12 26 2 13 25 2 13 28 1 14 15 1 15 25 1 16 18 1 16 21 1 17 18 1 17 25 1 19 24 1 28 19 -2 20 23 1 29 20 -1 22 24 1 30 22 -1 26 27 1 27 29 1 28 30 1 29 30 1', '30 31 C 19.33 -12.71 C 23.21 -9.32 O 16.46 -6.04 O 8.87 -12.36 O 19.63 -11.48 O 17.39 -15.15 O 9.09 -14.77 O 17.07 -8.84 C 22.01 -10.13 C 16.70 -7.41 C 20.78 -9.37 C 14.36 -7.67 C 15.05 -10.73 C 13.06 -8.28 C 12.78 -9.65 C 11.08 -13.38 C 13.06 -12.00 O 11.66 -12.12 O 15.82 -13.31 O 18.38 -9.42 C 9.68 -13.50 C 17.95 -12.71 C 19.63 -10.13 C 17.07 -13.80 C 13.66 -10.73 C 15.62 -8.28 C 15.82 -9.55 C 15.82 -11.91 C 17.18 -10.13 C 17.18 -11.54 1 22 2 2 9 1 3 10 2 4 21 2 5 23 2 6 24 2 7 21 1 27 8 -2 9 11 2 10 26 1 11 23 1 12 14 1 12 26 2 13 25 2 13 28 1 14 15 1 15 25 1 16 18 1 16 21 1 17 18 1 17 25 1 19 24 1 28 19 -2 20 23 1 29 20 -1 22 24 1 30 22 -1 26 27 1 27 29 1 28 30 1 29 30 1', '30 31 C:122 19.33 -12.71 C:18 23.21 -9.32 O 16.46 -6.04 O 8.87 -12.36 O 19.63 -11.48 O 17.39 -15.15 O 9.09 -14.77 O 17.07 -8.84 C:127 22.01 -10.13 C:195 16.70 -7.41 C:134 20.78 -9.37 C:155 14.36 -7.67 C:132 15.05 -10.73 C:27 13.06 -8.28 C:33 12.78 -9.65 C:170 11.08 -13.38 C:61 13.06 -12.00 O 11.66 -12.12 O 15.82 -13.31 O 18.38 -9.42 C:21 9.68 -13.50 C:135 17.95 -12.71 C:167 19.63 -10.13 C:169 17.07 -13.80 C:136 13.66 -10.73 C:145 15.62 -8.28 C:70 15.82 -9.55 C:74 15.82 -11.91 C:72 17.18 -10.13 C:51 17.18 -11.54 1 22 2 2 9 1 3 10 2 4 21 2 5 23 2 6 24 2 7 21 1 27 8 -2 9 11 2 10 26 1 11 23 1 12 14 1 12 26 2 13 25 2 13 28 1 14 15 1 15 25 1 16 18 1 16 21 1 17 18 1 17 25 1 19 24 1 28 19 -2 20 23 1 29 20 -1 22 24 1 30 22 -1 26 27 1 27 29 1 28 30 1 29 30 1', 'C21H24O9', 420.219, 'C', 'ph53_257_4', 311, '', '', '1', 18, NULL, NULL),
(9373, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@H:6]2[C@H:7]1[C@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@@H:9](O)[C:10]([CH:14]=O)=[CH:1][CH2:2][CH2:3][C@@:4]3([CH3:15])O[C@H:5]23', 'C=C1C(=O)O[C@H]2[C@H]1[C@H](OC(=O)C=CC)[C@@H](O)C(C=O)=CCC[C@@]3(C)O[C@H]23', '[CH2:123]=[C:133]1[C:168](=O)O[C@H:76]2[C@H:46]1[C@H:73](O[C:167](=O)[CH:135]=[CH:127][CH3:19])[C@@H:71](O)[C:144]([CH:195]=O)=[CH:156][CH2:26][CH2:36][C@@:59]3([CH3:18])O[C@H:63]23', '26 28 C:13 17.48 -12.74 C:8004 21.35 -9.39 C:15 11.20 -12.03 O 14.60 -6.05 O 17.77 -11.50 O 15.53 -15.18 O 15.21 -8.86 C:8003 20.14 -10.16 C:14 14.84 -7.43 C:8002 18.94 -9.39 C:1 12.51 -7.69 C:2 11.20 -8.30 C:3 10.92 -9.67 O 16.51 -9.44 O 13.96 -13.34 O 12.51 -11.96 C:11 16.08 -12.74 C:8001 17.77 -10.16 C:12 15.21 -13.83 C:10 13.77 -8.30 C:9 13.96 -9.57 C:8 15.32 -10.16 C:6 13.96 -11.96 C:7 15.32 -11.56 C:5 13.20 -10.76 C:4 11.80 -10.76 1 17 2 2 8 1 26 3 -1 4 9 2 5 18 2 6 19 2 21 7 -2 8 10 2 9 20 1 10 18 1 11 12 1 11 20 2 12 13 1 13 26 1 14 18 1 22 14 -1 15 19 1 23 15 -2 25 16 -1 26 16 -2 17 19 1 24 17 -1 20 21 1 21 22 1 22 24 1 23 24 1 23 25 1 25 26 1', '26 28 C 17.48 -12.74 C 21.35 -9.39 C 11.20 -12.03 O 14.60 -6.05 O 17.77 -11.50 O 15.53 -15.18 O 15.21 -8.86 C 20.14 -10.16 C 14.84 -7.43 C 18.94 -9.39 C 12.51 -7.69 C 11.20 -8.30 C 10.92 -9.67 O 16.51 -9.44 O 13.96 -13.34 O 12.51 -11.96 C 16.08 -12.74 C 17.77 -10.16 C 15.21 -13.83 C 13.77 -8.30 C 13.96 -9.57 C 15.32 -10.16 C 13.96 -11.96 C 15.32 -11.56 C 13.20 -10.76 C 11.80 -10.76 1 17 2 2 8 1 26 3 -1 4 9 2 5 18 2 6 19 2 21 7 -2 8 10 2 9 20 1 10 18 1 11 12 1 11 20 2 12 13 1 13 26 1 14 18 1 22 14 -1 15 19 1 23 15 -2 25 16 -1 26 16 -2 17 19 1 24 17 -1 20 21 1 21 22 1 22 24 1 23 24 1 23 25 1 25 26 1', '26 28 C:123 17.48 -12.74 C:19 21.35 -9.39 C:18 11.20 -12.03 O 14.60 -6.05 O 17.77 -11.50 O 15.53 -15.18 O 15.21 -8.86 C:127 20.14 -10.16 C:195 14.84 -7.43 C:135 18.94 -9.39 C:156 12.51 -7.69 C:26 11.20 -8.30 C:36 10.92 -9.67 O 16.51 -9.44 O 13.96 -13.34 O 12.51 -11.96 C:133 16.08 -12.74 C:167 17.77 -10.16 C:168 15.21 -13.83 C:144 13.77 -8.30 C:71 13.96 -9.57 C:73 15.32 -10.16 C:76 13.96 -11.96 C:46 15.32 -11.56 C:63 13.20 -10.76 C:59 11.80 -10.76 1 17 2 2 8 1 26 3 -1 4 9 2 5 18 2 6 19 2 21 7 -2 8 10 2 9 20 1 10 18 1 11 12 1 11 20 2 12 13 1 13 26 1 14 18 1 22 14 -1 15 19 1 23 15 -2 25 16 -1 26 16 -2 17 19 1 24 17 -1 20 21 1 21 22 1 22 24 1 23 24 1 23 25 1 25 26 1', 'C19H22O7', 362.199, 'C', 'ph53_257_5', 311, '', '', '1', 18, NULL, NULL),
(9374, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@:6]12O[C:12](=O)[C:11](=[CH2:13])[C@:7]1([H])[C@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[CH:9]=[C:10]([CH3:14])[CH2:1][CH2:2][CH2:3][C:4](=[CH2:15])[C@@H:5]2O', '[H][C@]12OC(=O)C(=C)[C@]1([H])[C@H](OC(=O)C=CC)C=C(C)CCCC(=C)[C@@H]2O', '[H][C@:80]12O[C:169](=O)[C:133](=[CH2:126])[C@:45]1([H])[C@H:72](O[C:166](=O)[CH:135]=[CH:127][CH3:18])[CH:143]=[C:137]([CH3:190])[CH2:33][CH2:22][CH2:26][C:144](=[CH2:117])[C@@H:82]2O', '26 27 H 13.80 -10.02 H 14.71 -10.02 C:15 10.24 -11.05 C:13 16.74 -12.81 C:8004 22.04 -10.14 C:14 14.22 -6.46 O 18.38 -8.03 O 14.22 -14.69 O 12.30 -11.26 C:8003 20.82 -9.43 C:8002 19.61 -10.14 C:9 15.49 -8.49 C:2 11.74 -7.68 C:1 12.95 -8.49 C:3 10.62 -8.56 O 17.17 -10.14 O 13.05 -12.37 C:10 14.22 -7.87 C:4 11.09 -9.89 C:8001 18.38 -9.43 C:11 15.39 -12.37 C:12 14.22 -13.24 C:8 15.81 -9.89 C:5 12.62 -9.89 C:6 13.51 -11.05 C:7 14.92 -11.05 25 1 -1 26 2 -2 3 19 2 4 21 2 5 10 1 6 18 1 7 20 2 8 22 2 24 9 -1 10 11 2 11 20 1 12 18 2 12 23 1 13 14 1 13 15 1 14 18 1 15 19 1 16 20 1 23 16 -1 17 22 1 17 25 1 19 24 1 21 22 1 21 26 1 23 26 1 24 25 1 25 26 1', '26 27 H 13.80 -10.02 H 14.71 -10.02 C 10.24 -11.05 C 16.74 -12.81 C 22.04 -10.14 C 14.22 -6.46 O 18.38 -8.03 O 14.22 -14.69 O 12.30 -11.26 C 20.82 -9.43 C 19.61 -10.14 C 15.49 -8.49 C 11.74 -7.68 C 12.95 -8.49 C 10.62 -8.56 O 17.17 -10.14 O 13.05 -12.37 C 14.22 -7.87 C 11.09 -9.89 C 18.38 -9.43 C 15.39 -12.37 C 14.22 -13.24 C 15.81 -9.89 C 12.62 -9.89 C 13.51 -11.05 C 14.92 -11.05 25 1 -1 26 2 -2 3 19 2 4 21 2 5 10 1 6 18 1 7 20 2 8 22 2 24 9 -1 10 11 2 11 20 1 12 18 2 12 23 1 13 14 1 13 15 1 14 18 1 15 19 1 16 20 1 23 16 -1 17 22 1 17 25 1 19 24 1 21 22 1 21 26 1 23 26 1 24 25 1 25 26 1', '26 27 H 13.80 -10.02 H 14.71 -10.02 C:117 10.24 -11.05 C:126 16.74 -12.81 C:18 22.04 -10.14 C:190 14.22 -6.46 O 18.38 -8.03 O 14.22 -14.69 O 12.30 -11.26 C:127 20.82 -9.43 C:135 19.61 -10.14 C:143 15.49 -8.49 C:22 11.74 -7.68 C:33 12.95 -8.49 C:26 10.62 -8.56 O 17.17 -10.14 O 13.05 -12.37 C:137 14.22 -7.87 C:144 11.09 -9.89 C:166 18.38 -9.43 C:133 15.39 -12.37 C:169 14.22 -13.24 C:72 15.81 -9.89 C:82 12.62 -9.89 C:80 13.51 -11.05 C:45 14.92 -11.05 25 1 -1 26 2 -2 3 19 2 4 21 2 5 10 1 6 18 1 7 20 2 8 22 2 24 9 -1 10 11 2 11 20 1 12 18 2 12 23 1 13 14 1 13 15 1 14 18 1 15 19 1 16 20 1 23 16 -1 17 22 1 17 25 1 19 24 1 21 22 1 21 26 1 23 26 1 24 25 1 25 26 1', 'C19H24O5', 332.216, 'C', 'ph53_257_7', 311, '', '', '1', 18, NULL, NULL),
(9375, '9a-Methoxy-miller-1(10)Z-enolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:15]=[C:4]2[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O[CH3:9001])[C@@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@H:7]1[C:11](=[CH2:13])[C:12](=O)O[C@@H:6]1[C@H:5]2O', 'C=C2CCC=C(C=O)[C@H](OC)[C@@H](OC(=O)C=CC)[C@H]1C(=C)C(=O)O[C@@H]1[C@H]2O', '[CH2:122]=[C:143]2[CH2:30][CH2:27][CH:155]=[C:138]([CH:192]=O)[C@H:78](O[CH3:9999])[C@@H:75](O[C:166](=O)[CH:136]=[CH:127][CH3:18])[C@H:41]1[C:134](=[CH2:126])[C:169](=O)O[C@@H:80]1[C@H:80]2O', '27 28 C:15 11.19 -12.02 C:13 17.51 -12.73 C:8004 21.35 -9.33 C:9001 16.39 -8.14 O 14.62 -6.02 O 17.78 -11.49 O 15.53 -15.18 O 12.43 -11.91 C:8003 20.16 -10.04 C:14 14.85 -7.40 C:8002 18.94 -9.37 C:1 12.50 -7.66 C:2 11.19 -8.27 C:3 10.91 -9.64 O 15.18 -8.85 O 16.52 -9.42 O 13.97 -13.33 C:4 11.80 -10.74 C:11 16.10 -12.73 C:8001 17.75 -10.09 C:12 15.22 -13.82 C:10 13.77 -8.27 C:5 13.19 -10.74 C:9 13.97 -9.55 C:6 13.97 -11.93 C:8 15.33 -10.13 C:7 15.33 -11.55 1 18 2 2 19 2 3 9 1 4 15 1 5 10 2 6 20 2 7 21 2 23 8 -1 9 11 2 10 22 1 11 20 1 12 13 1 12 22 2 13 14 1 14 18 1 24 15 -2 16 20 1 26 16 -1 17 21 1 25 17 -2 18 23 1 19 21 1 27 19 -1 22 24 1 23 25 1 24 26 1 25 27 1 26 27 1', '27 28 C 11.19 -12.02 C 17.51 -12.73 C 21.35 -9.33 C 16.39 -8.14 O 14.62 -6.02 O 17.78 -11.49 O 15.53 -15.18 O 12.43 -11.91 C 20.16 -10.04 C 14.85 -7.40 C 18.94 -9.37 C 12.50 -7.66 C 11.19 -8.27 C 10.91 -9.64 O 15.18 -8.85 O 16.52 -9.42 O 13.97 -13.33 C 11.80 -10.74 C 16.10 -12.73 C 17.75 -10.09 C 15.22 -13.82 C 13.77 -8.27 C 13.19 -10.74 C 13.97 -9.55 C 13.97 -11.93 C 15.33 -10.13 C 15.33 -11.55 1 18 2 2 19 2 3 9 1 4 15 1 5 10 2 6 20 2 7 21 2 23 8 -1 9 11 2 10 22 1 11 20 1 12 13 1 12 22 2 13 14 1 14 18 1 24 15 -2 16 20 1 26 16 -1 17 21 1 25 17 -2 18 23 1 19 21 1 27 19 -1 22 24 1 23 25 1 24 26 1 25 27 1 26 27 1', '27 28 C:122 11.19 -12.02 C:126 17.51 -12.73 C:18 21.35 -9.33 C 16.39 -8.14 O 14.62 -6.02 O 17.78 -11.49 O 15.53 -15.18 O 12.43 -11.91 C:127 20.16 -10.04 C:192 14.85 -7.40 C:136 18.94 -9.37 C:155 12.50 -7.66 C:27 11.19 -8.27 C:30 10.91 -9.64 O 15.18 -8.85 O 16.52 -9.42 O 13.97 -13.33 C:143 11.80 -10.74 C:134 16.10 -12.73 C:166 17.75 -10.09 C:169 15.22 -13.82 C:138 13.77 -8.27 C:80 13.19 -10.74 C:78 13.97 -9.55 C:80 13.97 -11.93 C:75 15.33 -10.13 C:41 15.33 -11.55 1 18 2 2 19 2 3 9 1 4 15 1 5 10 2 6 20 2 7 21 2 23 8 -1 9 11 2 10 22 1 11 20 1 12 13 1 12 22 2 13 14 1 14 18 1 24 15 -2 16 20 1 26 16 -1 17 21 1 25 17 -2 18 23 1 19 21 1 27 19 -1 22 24 1 23 25 1 24 26 1 25 27 1 26 27 1', 'C20H24O7', 376.21, 'C', 'ph53_257_11', 311, '', '', '1', 18, NULL, NULL),
(9376, '9a-Acetoxy-miller-1(10)Z-enolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:15]=[C:4]2[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O[C:9001]([CH3:9002])=O)[C@@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@H:7]1[C:11](=[CH2:13])[C:12](=O)O[C@@H:6]1[C@H:5]2O', 'C=C2CCC=C(C=O)[C@H](OC(C)=O)[C@@H](OC(=O)C=CC)[C@H]1C(=C)C(=O)O[C@@H]1[C@H]2O', '[CH2:122]=[C:144]2[CH2:30][CH2:28][CH:158]=[C:137]([CH:192]=O)[C@H:69](O[C:170]([CH3:21])=O)[C@@H:74](O[C:166](=O)[CH:135]=[CH:127][CH3:19])[C@H:41]1[C:134](=[CH2:127])[C:169](=O)O[C@@H:81]1[C@H:80]2O', '29 30 C:15 11.21 -11.97 C:13 17.48 -12.69 C:8004 21.35 -9.27 C:9002 17.73 -8.78 O 14.63 -5.99 O 16.51 -6.69 O 17.75 -11.45 O 15.53 -15.14 O 12.46 -11.89 C:8003 20.16 -9.99 C:14 14.84 -7.37 C:8002 18.92 -9.36 C:1 12.46 -7.63 C:2 11.21 -8.23 C:3 10.93 -9.60 O 15.32 -8.78 O 16.52 -9.36 O 13.96 -13.29 C:9001 16.52 -8.08 C:4 11.81 -10.69 C:11 16.09 -12.69 C:8001 17.75 -10.09 C:12 15.21 -13.79 C:10 13.77 -8.23 C:5 13.19 -10.69 C:9 13.96 -9.50 C:6 13.96 -11.89 C:8 15.32 -10.09 C:7 15.21 -11.51 1 20 2 2 21 2 3 10 1 4 19 1 5 11 2 6 19 2 7 22 2 8 23 2 25 9 -1 10 12 2 11 24 1 12 22 1 13 14 1 13 24 2 14 15 1 15 20 1 16 19 1 26 16 -2 17 22 1 28 17 -1 18 23 1 27 18 -2 20 25 1 21 23 1 29 21 -1 24 26 1 25 27 1 26 28 1 27 29 1 28 29 1', '29 30 C 11.21 -11.97 C 17.48 -12.69 C 21.35 -9.27 C 17.73 -8.78 O 14.63 -5.99 O 16.51 -6.69 O 17.75 -11.45 O 15.53 -15.14 O 12.46 -11.89 C 20.16 -9.99 C 14.84 -7.37 C 18.92 -9.36 C 12.46 -7.63 C 11.21 -8.23 C 10.93 -9.60 O 15.32 -8.78 O 16.52 -9.36 O 13.96 -13.29 C 16.52 -8.08 C 11.81 -10.69 C 16.09 -12.69 C 17.75 -10.09 C 15.21 -13.79 C 13.77 -8.23 C 13.19 -10.69 C 13.96 -9.50 C 13.96 -11.89 C 15.32 -10.09 C 15.21 -11.51 1 20 2 2 21 2 3 10 1 4 19 1 5 11 2 6 19 2 7 22 2 8 23 2 25 9 -1 10 12 2 11 24 1 12 22 1 13 14 1 13 24 2 14 15 1 15 20 1 16 19 1 26 16 -2 17 22 1 28 17 -1 18 23 1 27 18 -2 20 25 1 21 23 1 29 21 -1 24 26 1 25 27 1 26 28 1 27 29 1 28 29 1', '29 30 C:122 11.21 -11.97 C:127 17.48 -12.69 C:19 21.35 -9.27 C:21 17.73 -8.78 O 14.63 -5.99 O 16.51 -6.69 O 17.75 -11.45 O 15.53 -15.14 O 12.46 -11.89 C:127 20.16 -9.99 C:192 14.84 -7.37 C:135 18.92 -9.36 C:158 12.46 -7.63 C:28 11.21 -8.23 C:30 10.93 -9.60 O 15.32 -8.78 O 16.52 -9.36 O 13.96 -13.29 C:170 16.52 -8.08 C:144 11.81 -10.69 C:134 16.09 -12.69 C:166 17.75 -10.09 C:169 15.21 -13.79 C:137 13.77 -8.23 C:80 13.19 -10.69 C:69 13.96 -9.50 C:81 13.96 -11.89 C:74 15.32 -10.09 C:41 15.21 -11.51 1 20 2 2 21 2 3 10 1 4 19 1 5 11 2 6 19 2 7 22 2 8 23 2 25 9 -1 10 12 2 11 24 1 12 22 1 13 14 1 13 24 2 14 15 1 15 20 1 16 19 1 26 16 -2 17 22 1 28 17 -1 18 23 1 27 18 -2 20 25 1 21 23 1 29 21 -1 24 26 1 25 27 1 26 28 1 27 29 1 28 29 1', 'C21H24O8', 404.22, 'C', 'ph53_257_12', 311, '', '', '1', 18, NULL, NULL),
(9377, '9a-Acetoxy-4b,15-epoxymiller-1(10)Z-enolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]1[C:12](=O)O[C@@H:6]2[C@@H:5](O)[C@@:4]3([CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[C@H:9](O[C:9001]([CH3:9002])=O)[C@@H:8](O[C:8001](=O)[CH:8002]=[CH:8003][CH3:8004])[C@@H:7]12)[CH2:15]O3', 'C=C1C(=O)O[C@@H]2[C@@H](O)[C@@]3(CCC=C(C=O)[C@H](OC(C)=O)[C@@H](OC(=O)C=CC)[C@@H]12)CO3', '[CH2:127]=[C:133]1[C:169](=O)O[C@@H:78]2[C@@H:77](O)[C@@:57]3([CH2:29][CH2:27][CH:158]=[C:135]([CH:192]=O)[C@H:69](O[C:170]([CH3:21])=O)[C@@H:75](O[C:165](=O)[CH:135]=[CH:127][CH3:18])[C@@H:40]12)[CH2:54]O3', '30 32 C:13 17.71 -12.69 C:8004 21.59 -9.27 C:9002 17.95 -8.78 O 14.86 -6.00 O 16.73 -6.69 O 17.98 -11.45 O 15.76 -15.14 O 12.68 -11.89 C:8003 20.39 -10.00 C:14 15.07 -7.37 C:8002 19.16 -9.36 C:1 12.68 -7.63 C:2 11.44 -8.24 C:3 11.16 -9.60 C:15 11.44 -11.98 O 10.64 -10.82 O 15.55 -8.78 O 16.75 -9.36 O 14.19 -13.28 C:9001 16.75 -8.09 C:11 16.32 -12.69 C:8001 17.98 -10.10 C:12 15.44 -13.78 C:10 14.00 -8.24 C:5 13.42 -10.69 C:9 14.19 -9.50 C:6 14.19 -11.89 C:8 15.55 -10.10 C:7 15.44 -11.51 C:4 12.04 -10.69 1 21 2 2 9 1 3 20 1 4 10 2 5 20 2 6 22 2 7 23 2 25 8 -1 9 11 2 10 24 1 11 22 1 12 13 1 12 24 2 13 14 1 14 30 1 15 16 1 30 15 -2 30 16 -1 17 20 1 26 17 -2 18 22 1 28 18 -1 19 23 1 27 19 -2 21 23 1 29 21 -1 24 26 1 25 27 1 25 30 1 26 28 1 27 29 1 28 29 1', '30 32 C 17.71 -12.69 C 21.59 -9.27 C 17.95 -8.78 O 14.86 -6.00 O 16.73 -6.69 O 17.98 -11.45 O 15.76 -15.14 O 12.68 -11.89 C 20.39 -10.00 C 15.07 -7.37 C 19.16 -9.36 C 12.68 -7.63 C 11.44 -8.24 C 11.16 -9.60 C 11.44 -11.98 O 10.64 -10.82 O 15.55 -8.78 O 16.75 -9.36 O 14.19 -13.28 C 16.75 -8.09 C 16.32 -12.69 C 17.98 -10.10 C 15.44 -13.78 C 14.00 -8.24 C 13.42 -10.69 C 14.19 -9.50 C 14.19 -11.89 C 15.55 -10.10 C 15.44 -11.51 C 12.04 -10.69 1 21 2 2 9 1 3 20 1 4 10 2 5 20 2 6 22 2 7 23 2 25 8 -1 9 11 2 10 24 1 11 22 1 12 13 1 12 24 2 13 14 1 14 30 1 15 16 1 30 15 -2 30 16 -1 17 20 1 26 17 -2 18 22 1 28 18 -1 19 23 1 27 19 -2 21 23 1 29 21 -1 24 26 1 25 27 1 25 30 1 26 28 1 27 29 1 28 29 1', '30 32 C:127 17.71 -12.69 C:18 21.59 -9.27 C:21 17.95 -8.78 O 14.86 -6.00 O 16.73 -6.69 O 17.98 -11.45 O 15.76 -15.14 O 12.68 -11.89 C:127 20.39 -10.00 C:192 15.07 -7.37 C:135 19.16 -9.36 C:158 12.68 -7.63 C:27 11.44 -8.24 C:29 11.16 -9.60 C:54 11.44 -11.98 O 10.64 -10.82 O 15.55 -8.78 O 16.75 -9.36 O 14.19 -13.28 C:170 16.75 -8.09 C:133 16.32 -12.69 C:165 17.98 -10.10 C:169 15.44 -13.78 C:135 14.00 -8.24 C:77 13.42 -10.69 C:69 14.19 -9.50 C:78 14.19 -11.89 C:75 15.55 -10.10 C:40 15.44 -11.51 C:57 12.04 -10.69 1 21 2 2 9 1 3 20 1 4 10 2 5 20 2 6 22 2 7 23 2 25 8 -1 9 11 2 10 24 1 11 22 1 12 13 1 12 24 2 13 14 1 14 30 1 15 16 1 30 15 -2 30 16 -1 17 20 1 26 17 -2 18 22 1 28 18 -1 19 23 1 27 19 -2 21 23 1 29 21 -1 24 26 1 25 27 1 25 30 1 26 28 1 27 29 1 28 29 1', 'C21H24O9', 420.219, 'C', 'ph53_257_13', 311, '', '', '1', 18, NULL, NULL),
(9378, '11b,13-Dihydrourospermal A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:13][C@@H:11]1[C:12](=O)O[C@@H:6]2[CH:5]=[C:4]([CH2:15]O)[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[CH2:9][C@H:8](O)[C@@H:7]12', 'C[C@@H]1C(=O)O[C@@H]2C=C(CO)CCC=C(C=O)C[C@H](O)[C@@H]12', '[CH3:16][C@@H:41]1[C:179](=O)O[C@@H:76]2[CH:128]=[C:140]([CH2:61]O)[CH2:33][CH2:28][CH:159]=[C:145]([CH:199]=O)[CH2:33][C@H:72](O)[C@@H:56]12', '20 21 C:13 19.99 -12.71 O 17.11 -6.01 O 18.03 -15.17 O 12.30 -12.12 O 19.02 -9.40 C:14 17.34 -7.39 C:1 15.00 -7.65 C:5 15.69 -10.72 C:2 13.70 -8.26 C:15 13.70 -12.00 C:3 13.42 -9.63 C:9 16.46 -9.53 O 16.46 -13.31 C:10 16.26 -8.26 C:12 17.71 -13.80 C:4 14.30 -10.72 C:11 18.59 -12.71 C:8 17.82 -10.12 C:6 16.46 -11.91 C:7 17.82 -11.53 17 1 -2 2 6 2 3 15 2 4 10 1 18 5 -2 6 14 1 7 9 1 7 14 2 8 16 2 8 19 1 9 11 1 10 16 1 11 16 1 12 14 1 12 18 1 13 15 1 19 13 -2 15 17 1 20 17 -1 18 20 1 19 20 1', '20 21 C 19.99 -12.71 O 17.11 -6.01 O 18.03 -15.17 O 12.30 -12.12 O 19.02 -9.40 C 17.34 -7.39 C 15.00 -7.65 C 15.69 -10.72 C 13.70 -8.26 C 13.70 -12.00 C 13.42 -9.63 C 16.46 -9.53 O 16.46 -13.31 C 16.26 -8.26 C 17.71 -13.80 C 14.30 -10.72 C 18.59 -12.71 C 17.82 -10.12 C 16.46 -11.91 C 17.82 -11.53 17 1 -2 2 6 2 3 15 2 4 10 1 18 5 -2 6 14 1 7 9 1 7 14 2 8 16 2 8 19 1 9 11 1 10 16 1 11 16 1 12 14 1 12 18 1 13 15 1 19 13 -2 15 17 1 20 17 -1 18 20 1 19 20 1', '20 21 C:16 19.99 -12.71 O 17.11 -6.01 O 18.03 -15.17 O 12.30 -12.12 O 19.02 -9.40 C:199 17.34 -7.39 C:159 15.00 -7.65 C:128 15.69 -10.72 C:28 13.70 -8.26 C:61 13.70 -12.00 C:33 13.42 -9.63 C:33 16.46 -9.53 O 16.46 -13.31 C:145 16.26 -8.26 C:179 17.71 -13.80 C:140 14.30 -10.72 C:41 18.59 -12.71 C:72 17.82 -10.12 C:76 16.46 -11.91 C:56 17.82 -11.53 17 1 -2 2 6 2 3 15 2 4 10 1 18 5 -2 6 14 1 7 9 1 7 14 2 8 16 2 8 19 1 9 11 1 10 16 1 11 16 1 12 14 1 12 18 1 13 15 1 19 13 -2 15 17 1 20 17 -1 18 20 1 19 20 1', 'C15H20O5', 280.158, 'M', 'ph53_473_1', 855, '', '', '1', 18, NULL, NULL),
(9379, '15-O-b-D-Glucopyranosyl-11b,13-dihydrourospermal A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:13][C@@H:11]2[C:12](=O)O[C@@H:6]3[CH:5]=[C:4]([CH2:15]O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[CH2:9][C@H:8](O)[C@@H:7]23', 'C[C@@H]2C(=O)O[C@@H]3C=C(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CCC=C(C=O)C[C@H](O)[C@@H]23', '[CH3:16][C@@H:41]2[C:180](=O)O[C@@H:76]3[CH:129]=[C:137]([CH2:68]O[C@@H:103]1O[C@H:76]([CH2:61]O)[C@@H:70](O)[C@H:77](O)[C@H:73]1O)[CH2:34][CH2:28][CH:160]=[C:144]([CH:200]=O)[CH2:33][C@H:71](O)[C@@H:56]23', '31 33 C:13 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C:14 19.75 -6.38 C:1 17.38 -6.64 C:5 18.08 -9.69 C:2 16.08 -7.25 C:106 10.70 -13.90 C:3 15.80 -8.61 C:15 16.08 -10.97 C:9 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C:10 18.66 -7.25 C:12 20.12 -12.76 C:4 16.68 -9.69 C:11 21.00 -11.68 C:8 20.23 -9.09 C:6 18.86 -10.88 C:103 14.30 -14.79 C:104 12.91 -14.91 C:102 14.89 -13.51 C:105 12.10 -13.77 C:101 14.09 -12.36 C:7 20.23 -10.50 23 1 -2 2 9 2 3 21 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 22 2 11 25 1 12 14 1 29 13 -1 14 22 1 15 17 1 15 22 1 16 20 1 16 24 1 30 17 -1 18 21 1 25 18 -2 19 29 1 19 30 1 21 23 1 31 23 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', '31 33 C 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C 19.75 -6.38 C 17.38 -6.64 C 18.08 -9.69 C 16.08 -7.25 C 10.70 -13.90 C 15.80 -8.61 C 16.08 -10.97 C 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C 18.66 -7.25 C 20.12 -12.76 C 16.68 -9.69 C 21.00 -11.68 C 20.23 -9.09 C 18.86 -10.88 C 14.30 -14.79 C 12.91 -14.91 C 14.89 -13.51 C 12.10 -13.77 C 14.09 -12.36 C 20.23 -10.50 23 1 -2 2 9 2 3 21 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 22 2 11 25 1 12 14 1 29 13 -1 14 22 1 15 17 1 15 22 1 16 20 1 16 24 1 30 17 -1 18 21 1 25 18 -2 19 29 1 19 30 1 21 23 1 31 23 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', '31 33 C:16 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C:200 19.75 -6.38 C:160 17.38 -6.64 C:129 18.08 -9.69 C:28 16.08 -7.25 C:61 10.70 -13.90 C:34 15.80 -8.61 C:68 16.08 -10.97 C:33 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C:144 18.66 -7.25 C:180 20.12 -12.76 C:137 16.68 -9.69 C:41 21.00 -11.68 C:71 20.23 -9.09 C:76 18.86 -10.88 C:77 14.30 -14.79 C:70 12.91 -14.91 C:73 14.89 -13.51 C:76 12.10 -13.77 C:103 14.09 -12.36 C:56 20.23 -10.50 23 1 -2 2 9 2 3 21 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 22 2 11 25 1 12 14 1 29 13 -1 14 22 1 15 17 1 15 22 1 16 20 1 16 24 1 30 17 -1 18 21 1 25 18 -2 19 29 1 19 30 1 21 23 1 31 23 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', 'C21H30O10', 442.219, 'M', 'ph53_473_2', 855, '', '', '1', 18, NULL, NULL),
(9380, '15-O-b-D-Glucopyranosylurospermal A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]2[C:12](=O)O[C@@H:6]3[CH:5]=[C:4]([CH2:15]O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[CH2:9][C@H:8](O)[C@@H:7]23', 'C=C2C(=O)O[C@@H]3C=C(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CCC=C(C=O)C[C@H](O)[C@@H]23', '[CH2:125]=[C:137]2[C:171](=O)O[C@@H:76]3[CH:128]=[C:139]([CH2:68]O[C@@H:103]1O[C@H:76]([CH2:61]O)[C@@H:70](O)[C@H:77](O)[C@H:73]1O)[CH2:33][CH2:28][CH:161]=[C:144]([CH:200]=O)[CH2:33][C@H:70](O)[C@@H:51]23', '31 33 C:13 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C:14 19.75 -6.38 C:1 17.38 -6.64 C:5 18.08 -9.69 C:2 16.08 -7.25 C:106 10.70 -13.90 C:3 15.80 -8.61 C:15 16.08 -10.97 C:9 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C:10 18.66 -7.25 C:11 21.00 -11.68 C:12 20.12 -12.76 C:4 16.68 -9.69 C:8 20.23 -9.09 C:6 18.86 -10.88 C:103 14.30 -14.79 C:104 12.91 -14.91 C:102 14.89 -13.51 C:105 12.10 -13.77 C:101 14.09 -12.36 C:7 20.23 -10.50 1 21 2 2 9 2 3 22 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 23 2 11 25 1 12 14 1 29 13 -1 14 23 1 15 17 1 15 23 1 16 20 1 16 24 1 30 17 -1 18 22 1 25 18 -2 19 29 1 19 30 1 21 22 1 31 21 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', '31 33 C 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C 19.75 -6.38 C 17.38 -6.64 C 18.08 -9.69 C 16.08 -7.25 C 10.70 -13.90 C 15.80 -8.61 C 16.08 -10.97 C 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C 18.66 -7.25 C 21.00 -11.68 C 20.12 -12.76 C 16.68 -9.69 C 20.23 -9.09 C 18.86 -10.88 C 14.30 -14.79 C 12.91 -14.91 C 14.89 -13.51 C 12.10 -13.77 C 14.09 -12.36 C 20.23 -10.50 1 21 2 2 9 2 3 22 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 23 2 11 25 1 12 14 1 29 13 -1 14 23 1 15 17 1 15 23 1 16 20 1 16 24 1 30 17 -1 18 22 1 25 18 -2 19 29 1 19 30 1 21 22 1 31 21 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', '31 33 C:125 22.40 -11.68 O 19.53 -5.00 O 20.45 -14.10 O 9.89 -12.76 O 21.42 -8.37 O 15.09 -15.94 O 12.32 -16.18 O 16.28 -13.38 C:200 19.75 -6.38 C:161 17.38 -6.64 C:128 18.08 -9.69 C:28 16.08 -7.25 C:61 10.70 -13.90 C:33 15.80 -8.61 C:68 16.08 -10.97 C:33 18.86 -8.51 O 14.68 -11.09 O 18.86 -12.28 O 12.69 -12.49 C:144 18.66 -7.25 C:137 21.00 -11.68 C:171 20.12 -12.76 C:139 16.68 -9.69 C:70 20.23 -9.09 C:76 18.86 -10.88 C:77 14.30 -14.79 C:70 12.91 -14.91 C:73 14.89 -13.51 C:76 12.10 -13.77 C:103 14.09 -12.36 C:51 20.23 -10.50 1 21 2 2 9 2 3 22 2 4 13 1 24 5 -2 26 6 -1 27 7 -2 28 8 -2 9 20 1 10 12 1 10 20 2 11 23 2 11 25 1 12 14 1 29 13 -1 14 23 1 15 17 1 15 23 1 16 20 1 16 24 1 30 17 -1 18 22 1 25 18 -2 19 29 1 19 30 1 21 22 1 31 21 -1 24 31 1 25 31 1 26 27 1 26 28 1 27 29 1 28 30 1', 'C21H28O10', 440.219, 'M', 'ph53_473_3', 855, '', '', '1', 18, NULL, NULL),
(9381, '15-O-[6 ''-(p-Hydroxyphenylacetyl)]-b-D-glucopyrano-sylurospermal A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]3[C:12](=O)O[C@@H:6]4[CH:5]=[C:4]([CH2:15]O[C@@H:101]2O[C@H:105]([CH2:106]O[C:106001](=O)[CH2:106002][c:106003]1[cH:106004][cH:106005][c:106006](O)[cH:106007][cH:106008]1)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[CH2:3][CH2:2][CH:1]=[C:10]([CH:14]=O)[CH2:9][C@H:8](O)[C@@H:7]34', 'C=C3C(=O)O[C@@H]4C=C(CO[C@@H]2O[C@H](COC(=O)Cc1ccc(O)cc1)[C@@H](O)[C@H](O)[C@H]2O)CCC=C(C=O)C[C@H](O)[C@@H]34', '[CH2:124]=[C:137]3[C:171](=O)O[C@@H:76]4[CH:128]=[C:139]([CH2:68]O[C@@H:102]2O[C@H:74]([CH2:63]O[C:172](=O)[CH2:40][c:124]1[cH:115][cH:130][c:156](O)[cH:130][cH:115]1)[C@@H:70](O)[C@H:77](O)[C@H:73]2O)[CH2:34][CH2:28][CH:161]=[C:144]([CH:200]=O)[CH2:32][C@H:70](O)[C@@H:51]34', '41 44 C:13 25.54 -11.75 O 22.67 -5.02 O 11.08 -14.08 O 23.59 -14.15 O 5.30 -12.05 O 24.55 -8.35 O 18.24 -15.96 O 15.47 -16.20 O 19.45 -13.43 C:14 22.89 -6.40 C:1 20.55 -6.66 C:5 21.24 -9.71 C:106005 7.49 -13.11 C:106007 7.32 -10.69 C:106004 8.88 -13.01 C:106008 8.71 -10.59 C:2 19.24 -7.26 C:3 18.96 -8.62 C:15 19.24 -11.00 C:106002 10.89 -11.65 C:106 13.86 -13.87 C:9 22.01 -8.53 O 13.07 -12.71 O 17.85 -11.12 O 22.01 -12.30 O 15.86 -12.50 C:10 21.81 -7.26 C:106001 11.68 -12.81 C:12 23.26 -12.81 C:11 24.14 -11.75 C:4 19.84 -9.71 C:106006 6.70 -11.95 C:106003 9.50 -11.75 C:8 23.37 -9.11 C:6 22.01 -10.91 C:103 17.45 -14.81 C:104 16.05 -14.93 C:102 18.05 -13.54 C:105 15.26 -13.77 C:101 17.25 -12.38 C:7 23.37 -10.60 1 30 2 2 10 2 3 28 2 4 29 2 5 32 1 34 6 -2 36 7 -1 37 8 -2 38 9 -2 10 27 1 11 17 1 11 27 2 12 31 2 12 35 1 13 15 2 13 32 1 14 16 1 14 32 2 15 33 1 16 33 2 17 18 1 18 31 1 19 24 1 19 31 1 20 28 1 20 33 1 21 23 1 39 21 -1 22 27 1 22 34 1 23 28 1 40 24 -1 25 29 1 35 25 -2 26 39 1 26 40 1 29 30 1 41 30 -1 34 41 1 35 41 1 36 37 1 36 38 1 37 39 1 38 40 1', '41 44 C 25.54 -11.75 O 22.67 -5.02 O 11.08 -14.08 O 23.59 -14.15 O 5.30 -12.05 O 24.55 -8.35 O 18.24 -15.96 O 15.47 -16.20 O 19.45 -13.43 C 22.89 -6.40 C 20.55 -6.66 C 21.24 -9.71 C 7.49 -13.11 C 7.32 -10.69 C 8.88 -13.01 C 8.71 -10.59 C 19.24 -7.26 C 18.96 -8.62 C 19.24 -11.00 C 10.89 -11.65 C 13.86 -13.87 C 22.01 -8.53 O 13.07 -12.71 O 17.85 -11.12 O 22.01 -12.30 O 15.86 -12.50 C 21.81 -7.26 C 11.68 -12.81 C 23.26 -12.81 C 24.14 -11.75 C 19.84 -9.71 C 6.70 -11.95 C 9.50 -11.75 C 23.37 -9.11 C 22.01 -10.91 C 17.45 -14.81 C 16.05 -14.93 C 18.05 -13.54 C 15.26 -13.77 C 17.25 -12.38 C 23.37 -10.60 1 30 2 2 10 2 3 28 2 4 29 2 5 32 1 34 6 -2 36 7 -1 37 8 -2 38 9 -2 10 27 1 11 17 1 11 27 2 12 31 2 12 35 1 13 15 2 13 32 1 14 16 1 14 32 2 15 33 1 16 33 2 17 18 1 18 31 1 19 24 1 19 31 1 20 28 1 20 33 1 21 23 1 39 21 -1 22 27 1 22 34 1 23 28 1 40 24 -1 25 29 1 35 25 -2 26 39 1 26 40 1 29 30 1 41 30 -1 34 41 1 35 41 1 36 37 1 36 38 1 37 39 1 38 40 1', '41 44 C:124 25.54 -11.75 O 22.67 -5.02 O 11.08 -14.08 O 23.59 -14.15 O 5.30 -12.05 O 24.55 -8.35 O 18.24 -15.96 O 15.47 -16.20 O 19.45 -13.43 C:200 22.89 -6.40 C:161 20.55 -6.66 C:128 21.24 -9.71 C:130 7.49 -13.11 C:130 7.32 -10.69 C:115 8.88 -13.01 C:115 8.71 -10.59 C:28 19.24 -7.26 C:34 18.96 -8.62 C:68 19.24 -11.00 C:40 10.89 -11.65 C:63 13.86 -13.87 C:32 22.01 -8.53 O 13.07 -12.71 O 17.85 -11.12 O 22.01 -12.30 O 15.86 -12.50 C:144 21.81 -7.26 C:172 11.68 -12.81 C:171 23.26 -12.81 C:137 24.14 -11.75 C:139 19.84 -9.71 C:156 6.70 -11.95 C:124 9.50 -11.75 C:70 23.37 -9.11 C:76 22.01 -10.91 C:77 17.45 -14.81 C:70 16.05 -14.93 C:73 18.05 -13.54 C:74 15.26 -13.77 C:102 17.25 -12.38 C:51 23.37 -10.60 1 30 2 2 10 2 3 28 2 4 29 2 5 32 1 34 6 -2 36 7 -1 37 8 -2 38 9 -2 10 27 1 11 17 1 11 27 2 12 31 2 12 35 1 13 15 2 13 32 1 14 16 1 14 32 2 15 33 1 16 33 2 17 18 1 18 31 1 19 24 1 19 31 1 20 28 1 20 33 1 21 23 1 39 21 -1 22 27 1 22 34 1 23 28 1 40 24 -1 25 29 1 35 25 -2 26 39 1 26 40 1 29 30 1 41 30 -1 34 41 1 35 41 1 36 37 1 36 38 1 37 39 1 38 40 1', 'C29H34O12', 574.303, 'M', 'ph53_473_4', 855, '', '', '1', 18, NULL, NULL),
(9382, '14-O-Methylacetal-15-O-[6 ''-(p-hydroxyphenyl-acetyl)]-b-D-glucopyranosylurospermal A', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]4[C:12](=O)O[C@@H:6]5[CH:5]=[C:4]([CH2:15]O[C@@H:101]2O[C@H:105]([CH2:106]O[C:106001](=O)[CH2:106002][c:106003]1[cH:106004][cH:106005][c:106006](O)[cH:106007][cH:106008]1)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[CH2:3][CH2:2][CH:1]=[C:10]3[CH2:9][C@H:8](O[CH:14]3O[CH3:14001])[C@@H:7]45', 'C=C4C(=O)O[C@@H]5C=C(CO[C@@H]2O[C@H](COC(=O)Cc1ccc(O)cc1)[C@@H](O)[C@H](O)[C@H]2O)CCC=C3C[C@H](OC3OC)[C@@H]45', '[CH2:120]=[C:139]4[C:171](=O)O[C@@H:76]5[CH:128]=[C:139]([CH2:68]O[C@@H:103]2O[C@H:74]([CH2:63]O[C:172](=O)[CH2:40][c:125]1[cH:115][cH:130][c:156](O)[cH:130][cH:115]1)[C@@H:70](O)[C@H:76](O)[C@H:73]2O)[CH2:35][CH2:27][CH:123]=[C:141]3[CH2:33][C@H:78](O[CH:105]3O[CH3:56])[C@@H:53]45', '42 46 C:13 26.20 -11.78 C:14001 25.51 -4.95 O 11.78 -14.09 O 24.26 -14.16 O 6.02 -12.07 O 18.92 -15.97 O 16.16 -16.21 O 20.13 -13.45 C:1 21.23 -6.70 C:5 21.91 -9.74 C:106005 8.20 -13.13 C:106007 8.03 -10.72 C:106004 9.59 -13.03 C:106008 9.42 -10.62 C:2 19.92 -7.29 C:3 19.64 -8.65 C:15 19.92 -11.02 C:106 14.55 -13.88 C:106002 11.59 -11.68 C:9 22.68 -8.56 O 24.17 -5.36 O 13.77 -12.73 O 18.54 -11.14 O 22.68 -12.32 O 24.72 -7.89 O 16.55 -12.52 C:11 24.80 -11.78 C:106001 12.38 -12.82 C:12 23.93 -12.82 C:4 20.52 -9.74 C:10 22.49 -7.29 C:106006 7.41 -11.97 C:106003 10.20 -11.78 C:6 22.68 -10.93 C:103 18.13 -14.82 C:104 16.74 -14.94 C:102 18.73 -13.56 C:14 23.86 -6.70 C:105 15.95 -13.78 C:8 24.04 -9.14 C:101 17.93 -12.40 C:7 24.04 -10.62 1 27 2 2 21 1 3 28 2 4 29 2 5 32 1 35 6 -1 36 7 -2 37 8 -2 9 15 1 9 31 2 10 30 2 10 34 1 11 13 2 11 32 1 12 14 1 12 32 2 13 33 1 14 33 2 15 16 1 16 30 1 17 23 1 17 30 1 18 22 1 39 18 -1 19 28 1 19 33 1 20 31 1 20 40 1 21 38 1 22 28 1 41 23 -1 24 29 1 34 24 -2 25 38 1 40 25 -2 26 39 1 26 41 1 27 29 1 42 27 -1 31 38 1 34 42 1 35 36 1 35 37 1 36 39 1 37 41 1 40 42 1', '42 46 C 26.20 -11.78 C 25.51 -4.95 O 11.78 -14.09 O 24.26 -14.16 O 6.02 -12.07 O 18.92 -15.97 O 16.16 -16.21 O 20.13 -13.45 C 21.23 -6.70 C 21.91 -9.74 C 8.20 -13.13 C 8.03 -10.72 C 9.59 -13.03 C 9.42 -10.62 C 19.92 -7.29 C 19.64 -8.65 C 19.92 -11.02 C 14.55 -13.88 C 11.59 -11.68 C 22.68 -8.56 O 24.17 -5.36 O 13.77 -12.73 O 18.54 -11.14 O 22.68 -12.32 O 24.72 -7.89 O 16.55 -12.52 C 24.80 -11.78 C 12.38 -12.82 C 23.93 -12.82 C 20.52 -9.74 C 22.49 -7.29 C 7.41 -11.97 C 10.20 -11.78 C 22.68 -10.93 C 18.13 -14.82 C 16.74 -14.94 C 18.73 -13.56 C 23.86 -6.70 C 15.95 -13.78 C 24.04 -9.14 C 17.93 -12.40 C 24.04 -10.62 1 27 2 2 21 1 3 28 2 4 29 2 5 32 1 35 6 -1 36 7 -2 37 8 -2 9 15 1 9 31 2 10 30 2 10 34 1 11 13 2 11 32 1 12 14 1 12 32 2 13 33 1 14 33 2 15 16 1 16 30 1 17 23 1 17 30 1 18 22 1 39 18 -1 19 28 1 19 33 1 20 31 1 20 40 1 21 38 1 22 28 1 41 23 -1 24 29 1 34 24 -2 25 38 1 40 25 -2 26 39 1 26 41 1 27 29 1 42 27 -1 31 38 1 34 42 1 35 36 1 35 37 1 36 39 1 37 41 1 40 42 1', '42 46 C:120 26.20 -11.78 C:56 25.51 -4.95 O 11.78 -14.09 O 24.26 -14.16 O 6.02 -12.07 O 18.92 -15.97 O 16.16 -16.21 O 20.13 -13.45 C:123 21.23 -6.70 C:128 21.91 -9.74 C:130 8.20 -13.13 C:130 8.03 -10.72 C:115 9.59 -13.03 C:115 9.42 -10.62 C:27 19.92 -7.29 C:35 19.64 -8.65 C:68 19.92 -11.02 C:63 14.55 -13.88 C:40 11.59 -11.68 C:33 22.68 -8.56 O 24.17 -5.36 O 13.77 -12.73 O 18.54 -11.14 O 22.68 -12.32 O 24.72 -7.89 O 16.55 -12.52 C:139 24.80 -11.78 C:172 12.38 -12.82 C:171 23.93 -12.82 C:139 20.52 -9.74 C:141 22.49 -7.29 C:156 7.41 -11.97 C:125 10.20 -11.78 C:76 22.68 -10.93 C:76 18.13 -14.82 C:70 16.74 -14.94 C:73 18.73 -13.56 C:105 23.86 -6.70 C:74 15.95 -13.78 C:78 24.04 -9.14 C:103 17.93 -12.40 C:53 24.04 -10.62 1 27 2 2 21 1 3 28 2 4 29 2 5 32 1 35 6 -1 36 7 -2 37 8 -2 9 15 1 9 31 2 10 30 2 10 34 1 11 13 2 11 32 1 12 14 1 12 32 2 13 33 1 14 33 2 15 16 1 16 30 1 17 23 1 17 30 1 18 22 1 39 18 -1 19 28 1 19 33 1 20 31 1 20 40 1 21 38 1 22 28 1 41 23 -1 24 29 1 34 24 -2 25 38 1 40 25 -2 26 39 1 26 41 1 27 29 1 42 27 -1 31 38 1 34 42 1 35 36 1 35 37 1 36 39 1 37 41 1 40 42 1', 'C30H36O12', 588.314, 'M', 'ph53_473_5', 855, '', '', '1', 18, NULL, NULL),
(9383, '', '13-Acetoxy-3-hydroxy-germacra-1(10)E,4E,7(11)-trien-12,6 -olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@@H:3](O)[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C:7]1=[C:11]([CH2:13]O[C:13001]([CH3:13002])=O)[C:12](=O)O2', '[H][C@@]12C=C(C)[C@@H](O)CC=C(C)CCC1=C(COC(C)=O)C(=O)O2', '[H][C@@:81]12[CH:121]=[C:142]([CH3:11])[C@@H:77](O)[CH2:34][CH:126]=[C:136]([CH3:16])[CH2:40][CH2:26][C:170]1=[C:125]([CH2:55]O[C:171]([CH3:21])=O)[C:173](=O)O2', '23 24 H 17.05 -11.26 C:13002 23.37 -12.68 C:14 17.46 -7.71 C:15 13.53 -12.28 O 22.56 -14.96 O 17.46 -15.86 O 12.56 -9.44 C:1 16.31 -9.74 C:5 15.86 -11.14 C:9 18.62 -9.74 C:8 19.04 -11.14 C:2 15.01 -8.93 C:13 19.97 -14.04 O 21.02 -13.12 O 16.31 -13.60 C:13001 22.32 -13.60 C:10 17.46 -9.12 C:4 14.36 -11.14 C:12 17.46 -14.45 C:11 18.62 -13.60 C:7 18.16 -12.28 C:3 13.91 -9.81 C:6 16.76 -12.28 23 1 -1 2 16 1 3 17 1 4 18 1 5 16 2 6 19 2 22 7 -1 8 12 1 8 17 2 9 18 2 9 23 1 10 11 1 10 17 1 11 21 1 12 22 1 13 14 1 13 20 1 14 16 1 15 19 1 15 23 1 18 22 1 19 20 1 20 21 2 21 23 1', '23 24 H 17.05 -11.26 C 23.37 -12.68 C 17.46 -7.71 C 13.53 -12.28 O 22.56 -14.96 O 17.46 -15.86 O 12.56 -9.44 C 16.31 -9.74 C 15.86 -11.14 C 18.62 -9.74 C 19.04 -11.14 C 15.01 -8.93 C 19.97 -14.04 O 21.02 -13.12 O 16.31 -13.60 C 22.32 -13.60 C 17.46 -9.12 C 14.36 -11.14 C 17.46 -14.45 C 18.62 -13.60 C 18.16 -12.28 C 13.91 -9.81 C 16.76 -12.28 23 1 -1 2 16 1 3 17 1 4 18 1 5 16 2 6 19 2 22 7 -1 8 12 1 8 17 2 9 18 2 9 23 1 10 11 1 10 17 1 11 21 1 12 22 1 13 14 1 13 20 1 14 16 1 15 19 1 15 23 1 18 22 1 19 20 1 20 21 2 21 23 1', '23 24 H 17.05 -11.26 C:21 23.37 -12.68 C:16 17.46 -7.71 C:11 13.53 -12.28 O 22.56 -14.96 O 17.46 -15.86 O 12.56 -9.44 C:126 16.31 -9.74 C:121 15.86 -11.14 C:40 18.62 -9.74 C:26 19.04 -11.14 C:34 15.01 -8.93 C:55 19.97 -14.04 O 21.02 -13.12 O 16.31 -13.60 C:171 22.32 -13.60 C:136 17.46 -9.12 C:142 14.36 -11.14 C:173 17.46 -14.45 C:125 18.62 -13.60 C:170 18.16 -12.28 C:77 13.91 -9.81 C:81 16.76 -12.28 23 1 -1 2 16 1 3 17 1 4 18 1 5 16 2 6 19 2 22 7 -1 8 12 1 8 17 2 9 18 2 9 23 1 10 11 1 10 17 1 11 21 1 12 22 1 13 14 1 13 20 1 14 16 1 15 19 1 15 23 1 18 22 1 19 20 1 20 21 2 21 23 1', 'C17H22O5', 306.187, 'C', 'ph59_529_1', 2458, '', '', '1', 18, NULL, NULL),
(9384, '', '13-Acetoxy 3-tigloyl-germacra-1(10)E,4E,7(11)-trien-12,6 -olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@@H:3](O[C:3001](=O)[C:3002]([CH3:3005])=[CH:3003][CH3:3004])[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C:7]1=[C:11]([CH2:13]O[C:13001]([CH3:13002])=O)[C:12](=O)O2', '[H][C@@]12C=C(C)[C@@H](OC(=O)C(C)=CC)CC=C(C)CCC1=C(COC(C)=O)C(=O)O2', '[H][C@@:80]12[CH:122]=[C:138]([CH3:12])[C@@H:78](O[C:167](=O)[C:128]([CH3:12])=[CH:138][CH3:14])[CH2:31][CH:126]=[C:137]([CH3:16])[CH2:40][CH2:26][C:170]1=[C:125]([CH2:55]O[C:171]([CH3:21])=O)[C:173](=O)O2', '29 30 H 16.94 -10.93 C:3004 9.00 -5.65 C:13002 23.26 -12.35 C:14 17.35 -7.38 C:3005 9.73 -8.38 C:15 13.42 -11.95 O 22.45 -14.63 O 13.09 -6.77 O 17.35 -15.53 C:3003 10.37 -6.02 C:1 16.20 -9.41 C:5 15.75 -10.81 C:2 14.90 -8.60 C:9 18.51 -9.41 C:8 18.93 -10.81 C:13 19.86 -13.71 O 20.91 -12.79 O 12.45 -9.11 O 16.20 -13.27 C:13001 22.21 -13.27 C:10 17.35 -8.79 C:3002 10.73 -7.38 C:4 14.25 -10.81 C:3001 12.10 -7.75 C:12 17.35 -14.12 C:11 18.51 -13.27 C:7 18.05 -11.95 C:3 13.80 -9.48 C:6 16.65 -11.95 29 1 -1 2 10 1 3 20 1 4 21 1 5 22 1 6 23 1 7 20 2 8 24 2 9 25 2 10 22 2 11 13 1 11 21 2 12 23 2 12 29 1 13 28 1 14 15 1 14 21 1 15 27 1 16 17 1 16 26 1 17 20 1 18 24 1 28 18 -1 19 25 1 19 29 1 22 24 1 23 28 1 25 26 1 26 27 2 27 29 1', '29 30 H 16.94 -10.93 C 9.00 -5.65 C 23.26 -12.35 C 17.35 -7.38 C 9.73 -8.38 C 13.42 -11.95 O 22.45 -14.63 O 13.09 -6.77 O 17.35 -15.53 C 10.37 -6.02 C 16.20 -9.41 C 15.75 -10.81 C 14.90 -8.60 C 18.51 -9.41 C 18.93 -10.81 C 19.86 -13.71 O 20.91 -12.79 O 12.45 -9.11 O 16.20 -13.27 C 22.21 -13.27 C 17.35 -8.79 C 10.73 -7.38 C 14.25 -10.81 C 12.10 -7.75 C 17.35 -14.12 C 18.51 -13.27 C 18.05 -11.95 C 13.80 -9.48 C 16.65 -11.95 29 1 -1 2 10 1 3 20 1 4 21 1 5 22 1 6 23 1 7 20 2 8 24 2 9 25 2 10 22 2 11 13 1 11 21 2 12 23 2 12 29 1 13 28 1 14 15 1 14 21 1 15 27 1 16 17 1 16 26 1 17 20 1 18 24 1 28 18 -1 19 25 1 19 29 1 22 24 1 23 28 1 25 26 1 26 27 2 27 29 1', '29 30 H 16.94 -10.93 C:14 9.00 -5.65 C:21 23.26 -12.35 C:16 17.35 -7.38 C:12 9.73 -8.38 C:12 13.42 -11.95 O 22.45 -14.63 O 13.09 -6.77 O 17.35 -15.53 C:138 10.37 -6.02 C:126 16.20 -9.41 C:122 15.75 -10.81 C:31 14.90 -8.60 C:40 18.51 -9.41 C:26 18.93 -10.81 C:55 19.86 -13.71 O 20.91 -12.79 O 12.45 -9.11 O 16.20 -13.27 C:171 22.21 -13.27 C:137 17.35 -8.79 C:128 10.73 -7.38 C:138 14.25 -10.81 C:167 12.10 -7.75 C:173 17.35 -14.12 C:125 18.51 -13.27 C:170 18.05 -11.95 C:78 13.80 -9.48 C:80 16.65 -11.95 29 1 -1 2 10 1 3 20 1 4 21 1 5 22 1 6 23 1 7 20 2 8 24 2 9 25 2 10 22 2 11 13 1 11 21 2 12 23 2 12 29 1 13 28 1 14 15 1 14 21 1 15 27 1 16 17 1 16 26 1 17 20 1 18 24 1 28 18 -1 19 25 1 19 29 1 22 24 1 23 28 1 25 26 1 26 27 2 27 29 1', 'C22H28O6', 388.24, 'C', 'ph59_529_2', 2458, '', '', '1', 18, NULL, NULL),
(9385, '', '13-Acetoxy-3-propanoyl-germacra-1(10)E,4E,7(11)-trien-12,6 -olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@@H:3](O[C:3001](=O)[CH2:3002][CH3:3003])[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C:7]1=[C:11]([CH2:13]O[C:13001]([CH3:13002])=O)[C:12](=O)O2', '[H][C@@]12C=C(C)[C@@H](OC(=O)CC)CC=C(C)CCC1=C(COC(C)=O)C(=O)O2', '[H][C@@:80]12[CH:122]=[C:138]([CH3:12])[C@@H:78](O[C:173](=O)[CH2:28][CH3:9])[CH2:31][CH:125]=[C:137]([CH3:16])[CH2:40][CH2:26][C:170]1=[C:125]([CH2:55]O[C:171]([CH3:21])=O)[C:172](=O)O2', '27 28 H 16.22 -10.73 C:3003 9.70 -5.88 C:13002 22.58 -12.10 C:14 16.63 -7.23 C:15 12.70 -11.75 O 21.77 -14.44 O 12.39 -6.61 O 16.63 -15.33 C:1 15.37 -9.23 C:5 15.04 -10.60 C:3002 10.06 -7.23 C:2 14.19 -8.42 C:9 17.89 -9.23 C:8 18.21 -10.60 C:13 19.14 -13.50 O 20.20 -12.58 O 11.74 -8.93 O 15.47 -13.06 C:13001 21.52 -13.06 C:10 16.63 -8.61 C:4 13.54 -10.60 C:3001 11.40 -7.59 C:12 16.63 -13.91 C:11 17.79 -13.06 C:7 17.33 -11.75 C:3 13.08 -9.30 C:6 15.93 -11.75 27 1 -1 2 11 1 3 19 1 4 20 1 5 21 1 6 19 2 7 22 2 8 23 2 9 12 1 9 20 2 10 21 2 10 27 1 11 22 1 12 26 1 13 14 1 13 20 1 14 25 1 15 16 1 15 24 1 16 19 1 17 22 1 26 17 -1 18 23 1 18 27 1 21 26 1 23 24 1 24 25 2 25 27 1', '27 28 H 16.22 -10.73 C 9.70 -5.88 C 22.58 -12.10 C 16.63 -7.23 C 12.70 -11.75 O 21.77 -14.44 O 12.39 -6.61 O 16.63 -15.33 C 15.37 -9.23 C 15.04 -10.60 C 10.06 -7.23 C 14.19 -8.42 C 17.89 -9.23 C 18.21 -10.60 C 19.14 -13.50 O 20.20 -12.58 O 11.74 -8.93 O 15.47 -13.06 C 21.52 -13.06 C 16.63 -8.61 C 13.54 -10.60 C 11.40 -7.59 C 16.63 -13.91 C 17.79 -13.06 C 17.33 -11.75 C 13.08 -9.30 C 15.93 -11.75 27 1 -1 2 11 1 3 19 1 4 20 1 5 21 1 6 19 2 7 22 2 8 23 2 9 12 1 9 20 2 10 21 2 10 27 1 11 22 1 12 26 1 13 14 1 13 20 1 14 25 1 15 16 1 15 24 1 16 19 1 17 22 1 26 17 -1 18 23 1 18 27 1 21 26 1 23 24 1 24 25 2 25 27 1', '27 28 H 16.22 -10.73 C:9 9.70 -5.88 C:21 22.58 -12.10 C:16 16.63 -7.23 C:12 12.70 -11.75 O 21.77 -14.44 O 12.39 -6.61 O 16.63 -15.33 C:125 15.37 -9.23 C:122 15.04 -10.60 C:28 10.06 -7.23 C:31 14.19 -8.42 C:40 17.89 -9.23 C:26 18.21 -10.60 C:55 19.14 -13.50 O 20.20 -12.58 O 11.74 -8.93 O 15.47 -13.06 C:171 21.52 -13.06 C:137 16.63 -8.61 C:138 13.54 -10.60 C:173 11.40 -7.59 C:172 16.63 -13.91 C:125 17.79 -13.06 C:170 17.33 -11.75 C:78 13.08 -9.30 C:80 15.93 -11.75 27 1 -1 2 11 1 3 19 1 4 20 1 5 21 1 6 19 2 7 22 2 8 23 2 9 12 1 9 20 2 10 21 2 10 27 1 11 22 1 12 26 1 13 14 1 13 20 1 14 25 1 15 16 1 15 24 1 16 19 1 17 22 1 26 17 -1 18 23 1 18 27 1 21 26 1 23 24 1 24 25 2 25 27 1', 'C20H26O6', 362.218, 'C', 'ph59_529_3', 2458, '', '', '1', 18, NULL, NULL),
(9386, '', '13-Acetoxy-3-(3-methylbutanoyl)-germacra-1(10)E,4E,7(11)-trien-12,6 -olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@@H:3](O[C:3002](=O)[CH2:3003][CH:3004]([CH3:3006])[CH3:3005])[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C:7]1=[C:11]([CH2:13]O[C:13001]([CH3:13002])=O)[C:12](=O)O2', '[H][C@@]12C=C(C)[C@@H](OC(=O)CC(C)C)CC=C(C)CCC1=C(COC(C)=O)C(=O)O2', '[H][C@@:80]12[CH:122]=[C:138]([CH3:12])[C@@H:77](O[C:173](=O)[CH2:44][CH:26]([CH3:23])[CH3:22])[CH2:31][CH:125]=[C:137]([CH3:16])[CH2:40][CH2:26][C:170]1=[C:125]([CH2:55]O[C:171]([CH3:21])=O)[C:173](=O)O2', '29 30 H 16.90 -11.19 C:13002 23.25 -12.56 C:14 17.32 -7.67 C:15 13.40 -12.22 C:3006 9.03 -5.97 C:3005 11.40 -5.34 O 22.48 -14.90 O 13.09 -7.05 O 17.32 -15.80 C:1 16.05 -9.67 C:5 15.73 -11.07 C:2 14.88 -8.86 C:9 18.58 -9.67 C:8 18.90 -11.07 C:13 19.81 -13.91 C:3003 10.75 -7.67 O 20.88 -13.04 O 12.44 -9.38 O 16.16 -13.53 C:13001 22.21 -13.53 C:10 17.32 -9.05 C:4 14.23 -11.07 C:3002 12.09 -8.03 C:12 17.32 -14.38 C:11 18.47 -13.53 C:7 18.02 -12.22 C:3004 10.39 -6.33 C:3 13.76 -9.74 C:6 16.62 -12.22 29 1 -1 2 20 1 3 21 1 4 22 1 5 27 1 6 27 1 7 20 2 8 23 2 9 24 2 10 12 1 10 21 2 11 22 2 11 29 1 12 28 1 13 14 1 13 21 1 14 26 1 15 17 1 15 25 1 16 23 1 16 27 1 17 20 1 18 23 1 28 18 -1 19 24 1 19 29 1 22 28 1 24 25 1 25 26 2 26 29 1', '29 30 H 16.90 -11.19 C 23.25 -12.56 C 17.32 -7.67 C 13.40 -12.22 C 9.03 -5.97 C 11.40 -5.34 O 22.48 -14.90 O 13.09 -7.05 O 17.32 -15.80 C 16.05 -9.67 C 15.73 -11.07 C 14.88 -8.86 C 18.58 -9.67 C 18.90 -11.07 C 19.81 -13.91 C 10.75 -7.67 O 20.88 -13.04 O 12.44 -9.38 O 16.16 -13.53 C 22.21 -13.53 C 17.32 -9.05 C 14.23 -11.07 C 12.09 -8.03 C 17.32 -14.38 C 18.47 -13.53 C 18.02 -12.22 C 10.39 -6.33 C 13.76 -9.74 C 16.62 -12.22 29 1 -1 2 20 1 3 21 1 4 22 1 5 27 1 6 27 1 7 20 2 8 23 2 9 24 2 10 12 1 10 21 2 11 22 2 11 29 1 12 28 1 13 14 1 13 21 1 14 26 1 15 17 1 15 25 1 16 23 1 16 27 1 17 20 1 18 23 1 28 18 -1 19 24 1 19 29 1 22 28 1 24 25 1 25 26 2 26 29 1', '29 30 H 16.90 -11.19 C:21 23.25 -12.56 C:16 17.32 -7.67 C:12 13.40 -12.22 C:23 9.03 -5.97 C:22 11.40 -5.34 O 22.48 -14.90 O 13.09 -7.05 O 17.32 -15.80 C:125 16.05 -9.67 C:122 15.73 -11.07 C:31 14.88 -8.86 C:40 18.58 -9.67 C:26 18.90 -11.07 C:55 19.81 -13.91 C:44 10.75 -7.67 O 20.88 -13.04 O 12.44 -9.38 O 16.16 -13.53 C:171 22.21 -13.53 C:137 17.32 -9.05 C:138 14.23 -11.07 C:173 12.09 -8.03 C:173 17.32 -14.38 C:125 18.47 -13.53 C:170 18.02 -12.22 C:26 10.39 -6.33 C:77 13.76 -9.74 C:80 16.62 -12.22 29 1 -1 2 20 1 3 21 1 4 22 1 5 27 1 6 27 1 7 20 2 8 23 2 9 24 2 10 12 1 10 21 2 11 22 2 11 29 1 12 28 1 13 14 1 13 21 1 14 26 1 15 17 1 15 25 1 16 23 1 16 27 1 17 20 1 18 23 1 28 18 -1 19 24 1 19 29 1 22 28 1 24 25 1 25 26 2 26 29 1', 'C22H30O6', 390.24, 'C', 'ph59_529_4', 2458, '', '', '1', 18, NULL, NULL);
