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
(9006, '', '(E,E)-2a,9b-Dihydroxy-6bH,11bH-13-norgermacra-1(10) ,4-dien-11,6-carbolactone', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[CH2:3][C@H:2](O)[CH:1]=[C:10]([CH3:14])[C@@H:9](O)[CH2:8][C@@:7]1([H])[C@H:11]([CH3:13])[C:12](=O)O2', '[H][C@@]12C=C(C)C[C@H](O)C=C(C)[C@@H](O)C[C@@]1([H])[C@H](C)C(=O)O2', '[H][C@@:81]12[CH:130]=[C:141]([CH3:18])[CH2:50][C@H:68](O)[CH:132]=[C:139]([CH3:11])[C@@H:79](O)[CH2:38][C@@:51]1([H])[C@H:42]([CH3:13])[C:178](=O)O2', '21 22 H 15.95 -10.84 H 16.79 -10.84 C:15 12.29 -11.72 C:14 16.37 -7.04 C:13 18.85 -13.49 O 16.37 -15.33 O 13.78 -6.92 O 18.85 -8.30 C:1 15.06 -9.12 C:5 14.74 -10.56 C:3 12.69 -9.19 C:8 18.03 -10.56 O 15.22 -13.06 C:4 13.17 -10.56 C:10 16.37 -8.47 C:12 16.37 -13.88 C:2 13.84 -8.30 C:11 17.52 -13.06 C:9 17.70 -9.12 C:6 15.66 -11.72 C:7 17.10 -11.72 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -2 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', '21 22 H 15.95 -10.84 H 16.79 -10.84 C 12.29 -11.72 C 16.37 -7.04 C 18.85 -13.49 O 16.37 -15.33 O 13.78 -6.92 O 18.85 -8.30 C 15.06 -9.12 C 14.74 -10.56 C 12.69 -9.19 C 18.03 -10.56 O 15.22 -13.06 C 13.17 -10.56 C 16.37 -8.47 C 16.37 -13.88 C 13.84 -8.30 C 17.52 -13.06 C 17.70 -9.12 C 15.66 -11.72 C 17.10 -11.72 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -2 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', '21 22 H 15.95 -10.84 H 16.79 -10.84 C:18 12.29 -11.72 C:11 16.37 -7.04 C:13 18.85 -13.49 O 16.37 -15.33 O 13.78 -6.92 O 18.85 -8.30 C:132 15.06 -9.12 C:130 14.74 -10.56 C:50 12.69 -9.19 C:38 18.03 -10.56 O 15.22 -13.06 C:141 13.17 -10.56 C:139 16.37 -8.47 C:178 16.37 -13.88 C:68 13.84 -8.30 C:42 17.52 -13.06 C:79 17.70 -9.12 C:81 15.66 -11.72 C:51 17.10 -11.72 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -2 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', 'C15H22O4', 266.174, 'A', 'hca04_976_3', 2557, '', '', '1', 14, NULL, NULL),
(9007, '', '(E,E)-2a,9b-Dihydroxy-6bH,11aH-13-norgermacra-1(10),4-dien-11,6-carbolactone', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[CH2:3][C@H:2](O)[CH:1]=[C:10]([CH3:14])[C@@H:9](O)[CH2:8][C@@:7]1([H])[C@@H:11]([CH3:13])[C:12](=O)O2', '[H][C@@]12C=C(C)C[C@H](O)C=C(C)[C@@H](O)C[C@@]1([H])[C@@H](C)C(=O)O2', '[H][C@@:80]12[CH:130]=[C:140]([CH3:18])[CH2:50][C@H:68](O)[CH:132]=[C:139]([CH3:11])[C@@H:79](O)[CH2:35][C@@:46]1([H])[C@@H:41]([CH3:11])[C:179](=O)O2', '21 22 H 15.93 -10.87 H 16.77 -10.87 C:15 12.27 -11.76 C:14 16.35 -7.08 C:13 18.83 -13.54 O 16.35 -15.37 O 13.77 -6.96 O 18.83 -8.34 C:1 15.05 -9.16 C:5 14.73 -10.59 C:3 12.68 -9.23 C:8 18.01 -10.59 O 15.21 -13.10 C:4 13.16 -10.59 C:10 16.35 -8.51 C:12 16.35 -13.92 C:2 13.83 -8.34 C:11 17.50 -13.10 C:9 17.68 -9.16 C:6 15.65 -11.76 C:7 17.08 -11.76 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -1 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', '21 22 H 15.93 -10.87 H 16.77 -10.87 C 12.27 -11.76 C 16.35 -7.08 C 18.83 -13.54 O 16.35 -15.37 O 13.77 -6.96 O 18.83 -8.34 C 15.05 -9.16 C 14.73 -10.59 C 12.68 -9.23 C 18.01 -10.59 O 15.21 -13.10 C 13.16 -10.59 C 16.35 -8.51 C 16.35 -13.92 C 13.83 -8.34 C 17.50 -13.10 C 17.68 -9.16 C 15.65 -11.76 C 17.08 -11.76 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -1 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', '21 22 H 15.93 -10.87 H 16.77 -10.87 C:18 12.27 -11.76 C:11 16.35 -7.08 C:11 18.83 -13.54 O 16.35 -15.37 O 13.77 -6.96 O 18.83 -8.34 C:132 15.05 -9.16 C:130 14.73 -10.59 C:50 12.68 -9.23 C:35 18.01 -10.59 O 15.21 -13.10 C:140 13.16 -10.59 C:139 16.35 -8.51 C:179 16.35 -13.92 C:68 13.83 -8.34 C:41 17.50 -13.10 C:79 17.68 -9.16 C:80 15.65 -11.76 C:46 17.08 -11.76 20 1 -1 21 2 -2 3 14 1 4 15 1 18 5 -1 6 16 2 17 7 -2 19 8 -1 9 15 2 9 17 1 10 14 2 10 20 1 11 14 1 11 17 1 12 19 1 12 21 1 13 16 1 13 20 1 15 19 1 16 18 1 18 21 1 20 21 1', 'C15H22O4', 266.174, 'A', 'hca04_976_4', 2557, '', '', '1', 14, NULL, NULL),
(9008, 'Jacquilenin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]1[C:2](=O)[CH:3]=[C:4]([CH2:15]O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CCC(C)=C1C(=O)C=C(CO)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:56]23[CH2:26][CH2:38][C:154]([CH3:22])=[C:131]1[C:195](=O)[CH:133]=[C:172]([CH2:63]O)[C@:50]1([H])[C@@:84]2([H])O[C:177](=O)[C@H:41]3[CH3:12]', '22 24 H 17.51 -10.81 H 15.19 -11.57 H 16.68 -10.81 C:14 17.09 -6.98 C:13 19.59 -13.49 O 14.53 -6.89 O 17.09 -15.35 O 11.57 -11.57 C:3 13.37 -9.17 C:15 12.97 -11.71 C:9 18.43 -9.10 C:8 18.76 -10.50 O 15.94 -13.04 C:10 17.09 -8.45 C:2 14.53 -8.27 C:12 17.09 -13.88 C:4 13.84 -10.50 C:1 15.77 -9.10 C:11 18.25 -13.04 C:7 17.83 -11.71 C:5 15.44 -10.50 C:6 16.38 -11.71 20 1 -2 21 2 -2 22 3 -1 4 14 1 19 5 -2 6 15 2 7 16 2 8 10 1 9 15 1 9 17 2 10 17 1 11 12 1 11 14 1 12 20 1 13 16 1 13 22 1 14 18 2 15 18 1 16 19 1 17 21 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 17.51 -10.81 H 15.19 -11.57 H 16.68 -10.81 C 17.09 -6.98 C 19.59 -13.49 O 14.53 -6.89 O 17.09 -15.35 O 11.57 -11.57 C 13.37 -9.17 C 12.97 -11.71 C 18.43 -9.10 C 18.76 -10.50 O 15.94 -13.04 C 17.09 -8.45 C 14.53 -8.27 C 17.09 -13.88 C 13.84 -10.50 C 15.77 -9.10 C 18.25 -13.04 C 17.83 -11.71 C 15.44 -10.50 C 16.38 -11.71 20 1 -2 21 2 -2 22 3 -1 4 14 1 19 5 -2 6 15 2 7 16 2 8 10 1 9 15 1 9 17 2 10 17 1 11 12 1 11 14 1 12 20 1 13 16 1 13 22 1 14 18 2 15 18 1 16 19 1 17 21 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 17.51 -10.81 H 15.19 -11.57 H 16.68 -10.81 C:22 17.09 -6.98 C:12 19.59 -13.49 O 14.53 -6.89 O 17.09 -15.35 O 11.57 -11.57 C:133 13.37 -9.17 C:63 12.97 -11.71 C:38 18.43 -9.10 C:26 18.76 -10.50 O 15.94 -13.04 C:154 17.09 -8.45 C:195 14.53 -8.27 C:177 17.09 -13.88 C:172 13.84 -10.50 C:131 15.77 -9.10 C:41 18.25 -13.04 C:56 17.83 -11.71 C:50 15.44 -10.50 C:84 16.38 -11.71 20 1 -2 21 2 -2 22 3 -1 4 14 1 19 5 -2 6 15 2 7 16 2 8 10 1 9 15 1 9 17 2 10 17 1 11 12 1 11 14 1 12 20 1 13 16 1 13 22 1 14 18 2 15 18 1 16 19 1 17 21 1 18 21 1 19 20 1 20 22 1 21 22 1', 'C15H18O4', 262.182, 'C', 'hca04_976_5', 2557, '', '', '1', 14, NULL, NULL),
(9009, '', '(E)-15-hydroxy-2-oxo-6 H,11 H-13-norguaia-3-ene-11,6-carbolactone', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1([H])[C:2](=O)[CH:3]=[C:4]([CH2:15]O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@H](C)[C@]1([H])C(=O)C=C(CO)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:52]23[CH2:26][CH2:35][C@H:35]([CH3:15])[C@:54]1([H])[C:207](=O)[CH:129]=[C:183]([CH2:62]O)[C@:51]1([H])[C@@:82]2([H])O[C:178](=O)[C@H:42]3[CH3:13]', '23 25 H 17.52 -10.86 H 15.97 -8.18 H 16.66 -10.86 H 15.15 -11.60 C:14 17.09 -6.97 C:13 19.61 -13.57 O 14.50 -6.88 O 17.09 -15.46 O 11.53 -11.60 C:3 13.33 -9.19 C:15 12.92 -11.78 C:9 18.46 -9.12 C:8 18.79 -10.58 O 15.91 -13.14 C:2 14.50 -8.28 C:12 17.09 -13.98 C:4 13.81 -10.58 C:10 17.09 -8.46 C:11 18.27 -13.14 C:7 17.84 -11.78 C:1 15.74 -9.12 C:6 16.36 -11.78 C:5 15.41 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -2 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', '23 25 H 17.52 -10.86 H 15.97 -8.18 H 16.66 -10.86 H 15.15 -11.60 C 17.09 -6.97 C 19.61 -13.57 O 14.50 -6.88 O 17.09 -15.46 O 11.53 -11.60 C 13.33 -9.19 C 12.92 -11.78 C 18.46 -9.12 C 18.79 -10.58 O 15.91 -13.14 C 14.50 -8.28 C 17.09 -13.98 C 13.81 -10.58 C 17.09 -8.46 C 18.27 -13.14 C 17.84 -11.78 C 15.74 -9.12 C 16.36 -11.78 C 15.41 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -2 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', '23 25 H 17.52 -10.86 H 15.97 -8.18 H 16.66 -10.86 H 15.15 -11.60 C:15 17.09 -6.97 C:13 19.61 -13.57 O 14.50 -6.88 O 17.09 -15.46 O 11.53 -11.60 C:129 13.33 -9.19 C:62 12.92 -11.78 C:35 18.46 -9.12 C:26 18.79 -10.58 O 15.91 -13.14 C:207 14.50 -8.28 C:178 17.09 -13.98 C:183 13.81 -10.58 C:35 17.09 -8.46 C:42 18.27 -13.14 C:52 17.84 -11.78 C:54 15.74 -9.12 C:82 16.36 -11.78 C:51 15.41 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -2 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', 'C15H20O4', 264.19, 'A', 'hca04_976_6', 2557, '', '', '1', 14, NULL, NULL),
(9010, '', '(E)-15-Hydroxy-2-oxo-6bH,11aH-13-norguaia-3-ene-11,6-carbolactone', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1([H])[C:2](=O)[CH:3]=[C:4]([CH2:15]O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@@H:11]3[CH3:13]', '[H][C@@]23CC[C@H](C)[C@]1([H])C(=O)C=C(CO)[C@]1([H])[C@@]2([H])OC(=O)[C@@H]3C', '[H][C@@:46]23[CH2:22][CH2:35][C@H:35]([CH3:15])[C@:54]1([H])[C:207](=O)[CH:128]=[C:183]([CH2:62]O)[C@:51]1([H])[C@@:82]2([H])O[C:179](=O)[C@@H:40]3[CH3:11]', '23 25 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C:14 17.10 -6.97 C:13 19.61 -13.57 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 C:3 13.33 -9.19 C:15 12.92 -11.78 C:9 18.46 -9.12 C:8 18.80 -10.58 O 15.92 -13.14 C:2 14.51 -8.28 C:12 17.10 -13.98 C:4 13.82 -10.58 C:10 17.10 -8.46 C:11 18.28 -13.14 C:7 17.85 -11.78 C:1 15.75 -9.12 C:6 16.37 -11.78 C:5 15.42 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', '23 25 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C 17.10 -6.97 C 19.61 -13.57 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 C 13.33 -9.19 C 12.92 -11.78 C 18.46 -9.12 C 18.80 -10.58 O 15.92 -13.14 C 14.51 -8.28 C 17.10 -13.98 C 13.82 -10.58 C 17.10 -8.46 C 18.28 -13.14 C 17.85 -11.78 C 15.75 -9.12 C 16.37 -11.78 C 15.42 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', '23 25 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C:15 17.10 -6.97 C:11 19.61 -13.57 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 C:128 13.33 -9.19 C:62 12.92 -11.78 C:35 18.46 -9.12 C:22 18.80 -10.58 O 15.92 -13.14 C:207 14.51 -8.28 C:179 17.10 -13.98 C:183 13.82 -10.58 C:35 17.10 -8.46 C:40 18.28 -13.14 C:46 17.85 -11.78 C:54 15.75 -9.12 C:82 16.37 -11.78 C:51 15.42 -10.58 20 1 -2 21 2 -2 22 3 -1 23 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 9 11 1 10 15 1 10 17 2 11 17 1 12 13 1 12 18 1 13 20 1 14 16 1 14 22 1 15 21 1 16 19 1 17 23 1 18 21 1 19 20 1 20 22 1 21 23 1 22 23 1', 'C15H20O4', 264.19, 'A', 'hca04_976_7', 2557, '', '', '1', 14, NULL, NULL),
(9011, '', '(E)-11b,15-Dihydroxy-2-oxo-6bH-13-norguaia-3-ene-11,6-carbolactone', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1([H])[C:2](=O)[CH:3]=[C:4]([CH2:15]O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@:11]3([CH3:13])O', '[H][C@@]23CC[C@H](C)[C@]1([H])C(=O)C=C(CO)[C@]1([H])[C@@]2([H])OC(=O)[C@]3(C)O', '[H][C@@:53]23[CH2:21][CH2:34][C@H:35]([CH3:15])[C@:54]1([H])[C:207](=O)[CH:129]=[C:183]([CH2:62]O)[C@:51]1([H])[C@@:82]2([H])O[C:176](=O)[C@:74]3([CH3:20])O', '24 26 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C:14 17.10 -6.97 C:13 19.22 -14.18 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 O 19.65 -12.85 C:3 13.33 -9.19 C:15 12.92 -11.78 C:9 18.46 -9.12 C:8 18.80 -10.58 O 15.92 -13.14 C:2 14.51 -8.28 C:12 17.10 -13.98 C:4 13.82 -10.58 C:10 17.10 -8.46 C:11 18.28 -13.14 C:7 17.85 -11.78 C:1 15.75 -9.12 C:6 16.37 -11.78 C:5 15.42 -10.58 21 1 -2 22 2 -2 23 3 -1 24 4 -2 19 5 -1 20 6 -2 7 16 2 8 17 2 9 12 1 20 10 -1 11 16 1 11 18 2 12 18 1 13 14 1 13 19 1 14 21 1 15 17 1 15 23 1 16 22 1 17 20 1 18 24 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', '24 26 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C 17.10 -6.97 C 19.22 -14.18 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 O 19.65 -12.85 C 13.33 -9.19 C 12.92 -11.78 C 18.46 -9.12 C 18.80 -10.58 O 15.92 -13.14 C 14.51 -8.28 C 17.10 -13.98 C 13.82 -10.58 C 17.10 -8.46 C 18.28 -13.14 C 17.85 -11.78 C 15.75 -9.12 C 16.37 -11.78 C 15.42 -10.58 21 1 -2 22 2 -2 23 3 -1 24 4 -2 19 5 -1 20 6 -2 7 16 2 8 17 2 9 12 1 20 10 -1 11 16 1 11 18 2 12 18 1 13 14 1 13 19 1 14 21 1 15 17 1 15 23 1 16 22 1 17 20 1 18 24 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', '24 26 H 17.53 -10.86 H 15.98 -8.18 H 16.67 -10.86 H 15.16 -11.60 C:15 17.10 -6.97 C:20 19.22 -14.18 O 14.51 -6.88 O 17.10 -15.46 O 11.53 -11.60 O 19.65 -12.85 C:129 13.33 -9.19 C:62 12.92 -11.78 C:34 18.46 -9.12 C:21 18.80 -10.58 O 15.92 -13.14 C:207 14.51 -8.28 C:176 17.10 -13.98 C:183 13.82 -10.58 C:35 17.10 -8.46 C:74 18.28 -13.14 C:53 17.85 -11.78 C:54 15.75 -9.12 C:82 16.37 -11.78 C:51 15.42 -10.58 21 1 -2 22 2 -2 23 3 -1 24 4 -2 19 5 -1 20 6 -2 7 16 2 8 17 2 9 12 1 20 10 -1 11 16 1 11 18 2 12 18 1 13 14 1 13 19 1 14 21 1 15 17 1 15 23 1 16 22 1 17 20 1 18 24 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', 'C15H20O5', 280.189, 'A', 'hca04_976_8', 2557, '', '', '1', 14, NULL, NULL),
(9012, 'Menverin A', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@:10]([CH3:14])(O)[C@:1]2([H])[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@]23Cc1c(C)c(=O)oc1=C[C@](C)(O)[C@]2([H])CCC3=C', '[H][C@:40]23[CH2:34][c:148]1[c:128]([CH3:9])[c:170](=O)o[c:149]1=[CH:120][C@:71]([CH3:30])(O)[C@:55]2([H])[CH2:27][CH2:32][C:156]3=[CH2:107]', '20 22 H 13.70 -12.04 H 14.46 -8.51 C:15 11.56 -12.21 C:13 16.59 -14.64 C:14 16.21 -7.81 O 19.58 -13.79 O 15.04 -7.65 C:9 16.88 -9.62 C:3 11.94 -9.69 C:2 13.06 -8.80 C:6 14.83 -12.21 O 18.44 -11.55 C:4 12.42 -11.06 C:11 17.09 -13.31 C:7 16.29 -12.21 C:12 18.44 -12.93 C:8 17.20 -11.06 C:10 15.56 -8.99 C:5 13.96 -11.06 C:1 14.27 -9.62 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -2 6 16 2 18 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.70 -12.04 H 14.46 -8.51 C 11.56 -12.21 C 16.59 -14.64 C 16.21 -7.81 O 19.58 -13.79 O 15.04 -7.65 C 16.88 -9.62 C 11.94 -9.69 C 13.06 -8.80 C 14.83 -12.21 O 18.44 -11.55 C 12.42 -11.06 C 17.09 -13.31 C 16.29 -12.21 C 18.44 -12.93 C 17.20 -11.06 C 15.56 -8.99 C 13.96 -11.06 C 14.27 -9.62 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -2 6 16 2 18 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.70 -12.04 H 14.46 -8.51 C:107 11.56 -12.21 C:9 16.59 -14.64 C:30 16.21 -7.81 O 19.58 -13.79 O 15.04 -7.65 C:120 16.88 -9.62 C:32 11.94 -9.69 C:27 13.06 -8.80 C:34 14.83 -12.21 O 18.44 -11.55 C:156 12.42 -11.06 C:128 17.09 -13.31 C:148 16.29 -12.21 C:170 18.44 -12.93 C:149 17.20 -11.06 C:71 15.56 -8.99 C:40 13.96 -11.06 C:55 14.27 -9.62 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -2 6 16 2 18 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', 'C15H18O3', 246.175, 'C', 'hca04_2919_1', 2566, '', '', '1', 14, NULL, NULL),
(9013, 'Menverin B', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@@:10]([CH3:14])(O)[C@:1]2([H])[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@]23Cc1c(C)c(=O)oc1=C[C@@](C)(O)[C@]2([H])CCC3=C', '[H][C@:42]23[CH2:34][c:148]1[c:127]([CH3:9])[c:170](=O)o[c:146]1=[CH:122][C@@:71]([CH3:23])(O)[C@:57]2([H])[CH2:27][CH2:33][C:155]3=[CH2:106]', '20 22 H 13.68 -11.94 H 14.44 -8.43 C:15 11.54 -12.12 C:13 16.58 -14.56 C:14 16.28 -7.71 O 19.55 -13.71 O 14.81 -7.71 C:9 16.86 -9.54 C:3 11.92 -9.61 C:2 13.05 -8.72 C:6 14.81 -12.12 O 18.43 -11.46 C:4 12.40 -10.97 C:11 17.08 -13.23 C:7 16.28 -12.12 C:12 18.43 -12.85 C:8 17.19 -10.97 C:10 15.55 -8.91 C:5 13.93 -10.97 C:1 14.24 -9.54 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -1 6 16 2 18 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.68 -11.94 H 14.44 -8.43 C 11.54 -12.12 C 16.58 -14.56 C 16.28 -7.71 O 19.55 -13.71 O 14.81 -7.71 C 16.86 -9.54 C 11.92 -9.61 C 13.05 -8.72 C 14.81 -12.12 O 18.43 -11.46 C 12.40 -10.97 C 17.08 -13.23 C 16.28 -12.12 C 18.43 -12.85 C 17.19 -10.97 C 15.55 -8.91 C 13.93 -10.97 C 14.24 -9.54 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -1 6 16 2 18 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.68 -11.94 H 14.44 -8.43 C:106 11.54 -12.12 C:9 16.58 -14.56 C:23 16.28 -7.71 O 19.55 -13.71 O 14.81 -7.71 C:122 16.86 -9.54 C:33 11.92 -9.61 C:27 13.05 -8.72 C:34 14.81 -12.12 O 18.43 -11.46 C:155 12.40 -10.97 C:127 17.08 -13.23 C:148 16.28 -12.12 C:170 18.43 -12.85 C:146 17.19 -10.97 C:71 15.55 -8.91 C:42 13.93 -10.97 C:57 14.24 -9.54 19 1 -1 20 2 -2 3 13 2 4 14 1 18 5 -1 6 16 2 18 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', 'C15H18O3', 246.175, 'C', 'hca04_2919_2', 2566, '', '', '1', 14, NULL, NULL),
(9014, 'Menverin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@:10]([CH3:14])(O)[C@:1]2(O)[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@]23Cc1c(C)c(=O)oc1=C[C@](C)(O)[C@]2(O)CCC3=C', '[H][C@:43]23[CH2:26][c:148]1[c:128]([CH3:9])[c:170](=O)o[c:149]1=[CH:116][C@:74]([CH3:26])(O)[C@:85]2(O)[CH2:34][CH2:30][C:154]3=[CH2:107]', '20 22 H 13.71 -12.00 C:15 11.59 -12.17 C:13 16.58 -14.59 C:14 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C:9 16.86 -9.60 C:3 11.96 -9.67 C:2 13.08 -8.79 C:6 14.83 -12.17 O 18.41 -11.52 C:4 12.43 -11.04 C:11 17.07 -13.27 C:7 16.28 -12.17 C:12 18.41 -12.89 C:8 17.18 -11.04 C:10 15.55 -8.98 C:5 13.97 -11.04 C:1 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.71 -12.00 C 11.59 -12.17 C 16.58 -14.59 C 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C 16.86 -9.60 C 11.96 -9.67 C 13.08 -8.79 C 14.83 -12.17 O 18.41 -11.52 C 12.43 -11.04 C 17.07 -13.27 C 16.28 -12.17 C 18.41 -12.89 C 17.18 -11.04 C 15.55 -8.98 C 13.97 -11.04 C 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.71 -12.00 C:107 11.59 -12.17 C:9 16.58 -14.59 C:26 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C:116 16.86 -9.60 C:30 11.96 -9.67 C:34 13.08 -8.79 C:26 14.83 -12.17 O 18.41 -11.52 C:154 12.43 -11.04 C:128 17.07 -13.27 C:148 16.28 -12.17 C:170 18.41 -12.89 C:149 17.18 -11.04 C:74 15.55 -8.98 C:43 13.97 -11.04 C:85 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -2 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', 'C15H18O4', 262.166, 'C', 'hca04_2919_3', 2566, '', '', '1', 14, NULL, NULL),
(9015, 'Menverin D', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@:10]([CH3:14])(O)[C@@:1]2(O)[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@]23Cc1c(C)c(=O)oc1=C[C@](C)(O)[C@@]2(O)CCC3=C', '[H][C@:52]23[CH2:28][c:148]1[c:126]([CH3:9])[c:170](=O)o[c:151]1=[CH:118][C@:75]([CH3:27])(O)[C@@:89]2(O)[CH2:35][CH2:31][C:154]3=[CH2:106]', '20 22 H 13.71 -12.00 C:15 11.59 -12.17 C:13 16.58 -14.59 C:14 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C:9 16.86 -9.60 C:3 11.96 -9.67 C:2 13.08 -8.79 C:6 14.83 -12.17 O 18.41 -11.52 C:4 12.43 -11.04 C:11 17.07 -13.27 C:7 16.28 -12.17 C:12 18.41 -12.89 C:8 17.18 -11.04 C:10 15.55 -8.98 C:5 13.97 -11.04 C:1 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.71 -12.00 C 11.59 -12.17 C 16.58 -14.59 C 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C 16.86 -9.60 C 11.96 -9.67 C 13.08 -8.79 C 14.83 -12.17 O 18.41 -11.52 C 12.43 -11.04 C 17.07 -13.27 C 16.28 -12.17 C 18.41 -12.89 C 17.18 -11.04 C 15.55 -8.98 C 13.97 -11.04 C 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', '20 22 H 13.71 -12.00 C:106 11.59 -12.17 C:9 16.58 -14.59 C:27 16.20 -7.81 O 19.54 -13.74 O 15.04 -7.65 O 14.56 -8.24 C:118 16.86 -9.60 C:31 11.96 -9.67 C:35 13.08 -8.79 C:28 14.83 -12.17 O 18.41 -11.52 C:154 12.43 -11.04 C:126 17.07 -13.27 C:148 16.28 -12.17 C:170 18.41 -12.89 C:151 17.18 -11.04 C:75 15.55 -8.98 C:52 13.97 -11.04 C:89 14.28 -9.60 19 1 -1 2 13 2 3 14 1 18 4 -2 5 16 2 18 6 -1 20 7 -1 8 17 2 8 18 1 9 10 1 9 13 1 10 20 1 11 15 1 11 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 20 1 19 20 1', 'C15H18O4', 262.166, 'C', 'hca04_2919_4', 2566, '', '', '1', 14, NULL, NULL),
(9017, '3-Epizaluzanin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10](=[CH2:14])[C@:1]1([H])[CH2:2][C@@H:3](O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CCC(=C)[C@]1([H])C[C@@H](O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:50]23[CH2:31][CH2:37][C:139](=[CH2:113])[C@:44]1([H])[CH2:40][C@@H:75](O)[C:149](=[CH2:113])[C@:46]1([H])[C@@:85]2([H])O[C:170](=O)[C:154]3=[CH2:121]', '22 24 H 17.28 -10.73 H 15.74 -8.03 H 16.42 -10.73 H 14.92 -11.47 C:14 16.85 -6.91 C:13 19.43 -13.46 C:15 12.67 -11.65 O 16.85 -15.34 O 11.73 -8.67 C:9 18.20 -8.97 C:8 18.54 -10.43 C:2 14.26 -8.13 O 15.68 -13.02 C:10 16.85 -8.31 C:12 16.85 -13.85 C:11 18.02 -13.02 C:4 13.57 -10.43 C:3 13.08 -9.04 C:7 17.59 -11.61 C:1 15.52 -8.97 C:6 16.13 -11.65 C:5 15.18 -10.43 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -2 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.28 -10.73 H 15.74 -8.03 H 16.42 -10.73 H 14.92 -11.47 C 16.85 -6.91 C 19.43 -13.46 C 12.67 -11.65 O 16.85 -15.34 O 11.73 -8.67 C 18.20 -8.97 C 18.54 -10.43 C 14.26 -8.13 O 15.68 -13.02 C 16.85 -8.31 C 16.85 -13.85 C 18.02 -13.02 C 13.57 -10.43 C 13.08 -9.04 C 17.59 -11.61 C 15.52 -8.97 C 16.13 -11.65 C 15.18 -10.43 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -2 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.28 -10.73 H 15.74 -8.03 H 16.42 -10.73 H 14.92 -11.47 C:113 16.85 -6.91 C:121 19.43 -13.46 C:113 12.67 -11.65 O 16.85 -15.34 O 11.73 -8.67 C:37 18.20 -8.97 C:31 18.54 -10.43 C:40 14.26 -8.13 O 15.68 -13.02 C:139 16.85 -8.31 C:170 16.85 -13.85 C:154 18.02 -13.02 C:149 13.57 -10.43 C:75 13.08 -9.04 C:50 17.59 -11.61 C:44 15.52 -8.97 C:85 16.13 -11.65 C:46 15.18 -10.43 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -2 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', 'C15H18O3', 246.19, 'C', '342-2', 101, '', '', '1', 14, NULL, NULL),
(9020, 'Leukodin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]1[C:2](=O)[CH:3]=[C:4]([CH3:15])[C@@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CCC(C)=C1C(=O)C=C(C)[C@@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:56]23[CH2:26][CH2:38][C:152]([CH3:22])=[C:132]1[C:196](=O)[CH:136]=[C:170]([CH3:20])[C@@:53]1([H])[C@@:84]2([H])O[C:178](=O)[C@H:41]3[CH3:12]', '21 23 H 16.81 -10.80 H 14.49 -11.56 H 15.98 -10.83 C:15 12.25 -11.74 C:14 16.39 -7.00 C:13 18.89 -13.51 O 13.82 -6.90 O 16.39 -15.37 C:3 12.66 -9.19 C:9 17.74 -9.12 C:8 18.07 -10.53 O 15.23 -13.06 C:4 13.13 -10.53 C:10 16.39 -8.47 C:2 13.82 -8.28 C:12 16.39 -13.90 C:1 15.07 -9.12 C:11 17.56 -13.06 C:7 17.13 -11.70 C:5 14.74 -10.53 C:6 15.68 -11.70 19 1 -2 20 2 -1 21 3 -1 4 13 1 5 14 1 18 6 -2 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 16.81 -10.80 H 14.49 -11.56 H 15.98 -10.83 C 12.25 -11.74 C 16.39 -7.00 C 18.89 -13.51 O 13.82 -6.90 O 16.39 -15.37 C 12.66 -9.19 C 17.74 -9.12 C 18.07 -10.53 O 15.23 -13.06 C 13.13 -10.53 C 16.39 -8.47 C 13.82 -8.28 C 16.39 -13.90 C 15.07 -9.12 C 17.56 -13.06 C 17.13 -11.70 C 14.74 -10.53 C 15.68 -11.70 19 1 -2 20 2 -1 21 3 -1 4 13 1 5 14 1 18 6 -2 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 16.81 -10.80 H 14.49 -11.56 H 15.98 -10.83 C:20 12.25 -11.74 C:22 16.39 -7.00 C:12 18.89 -13.51 O 13.82 -6.90 O 16.39 -15.37 C:136 12.66 -9.19 C:38 17.74 -9.12 C:26 18.07 -10.53 O 15.23 -13.06 C:170 13.13 -10.53 C:152 16.39 -8.47 C:196 13.82 -8.28 C:178 16.39 -13.90 C:132 15.07 -9.12 C:41 17.56 -13.06 C:56 17.13 -11.70 C:53 14.74 -10.53 C:84 15.68 -11.70 19 1 -2 20 2 -1 21 3 -1 4 13 1 5 14 1 18 6 -2 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', 'C15H18O3', 246.183, 'C', '344-1', 1467, '', '', '1', 14, NULL, NULL),
(9021, 'Ludartin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]2[CH2:2][C@H:3]1O[C@@:4]1([CH3:15])[C@@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(C)=C2C[C@H]1O[C@@]1(C)[C@@]2([H])[C@@]3([H])OC(=O)C4=C', '[H][C@@:55]34[CH2:26][CH2:34][C:135]([CH3:23])=[C:134]2[CH2:34][C@H:64]1O[C@@:67]1([CH3:19])[C@@:53]2([H])[C@@:81]3([H])O[C:170](=O)[C:139]4=[CH2:118]', '21 24 H 17.05 -10.78 H 16.21 -10.78 H 14.72 -11.51 C:13 19.18 -13.49 C:14 16.64 -6.95 C:15 12.50 -11.61 O 16.64 -15.33 C:9 17.97 -9.06 C:8 18.31 -10.51 C:2 14.06 -8.23 O 15.47 -13.04 O 11.99 -10.22 C:10 16.64 -8.41 C:11 17.79 -13.04 C:12 16.64 -13.87 C:1 15.31 -9.06 C:3 12.90 -9.13 C:7 17.37 -11.61 C:6 15.92 -11.61 C:5 14.98 -10.51 C:4 13.38 -10.51 18 1 -2 19 2 -1 20 3 -1 4 14 2 5 13 1 21 6 -1 7 15 2 8 9 1 8 13 1 9 18 1 10 16 1 10 17 1 11 15 1 11 19 1 17 12 -2 12 21 1 13 16 2 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 24 H 17.05 -10.78 H 16.21 -10.78 H 14.72 -11.51 C 19.18 -13.49 C 16.64 -6.95 C 12.50 -11.61 O 16.64 -15.33 C 17.97 -9.06 C 18.31 -10.51 C 14.06 -8.23 O 15.47 -13.04 O 11.99 -10.22 C 16.64 -8.41 C 17.79 -13.04 C 16.64 -13.87 C 15.31 -9.06 C 12.90 -9.13 C 17.37 -11.61 C 15.92 -11.61 C 14.98 -10.51 C 13.38 -10.51 18 1 -2 19 2 -1 20 3 -1 4 14 2 5 13 1 21 6 -1 7 15 2 8 9 1 8 13 1 9 18 1 10 16 1 10 17 1 11 15 1 11 19 1 17 12 -2 12 21 1 13 16 2 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 24 H 17.05 -10.78 H 16.21 -10.78 H 14.72 -11.51 C:118 19.18 -13.49 C:23 16.64 -6.95 C:19 12.50 -11.61 O 16.64 -15.33 C:34 17.97 -9.06 C:26 18.31 -10.51 C:34 14.06 -8.23 O 15.47 -13.04 O 11.99 -10.22 C:135 16.64 -8.41 C:139 17.79 -13.04 C:170 16.64 -13.87 C:134 15.31 -9.06 C:64 12.90 -9.13 C:55 17.37 -11.61 C:81 15.92 -11.61 C:53 14.98 -10.51 C:67 13.38 -10.51 18 1 -2 19 2 -1 20 3 -1 4 14 2 5 13 1 21 6 -1 7 15 2 8 9 1 8 13 1 9 18 1 10 16 1 10 17 1 11 15 1 11 19 1 17 12 -2 12 21 1 13 16 2 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', 'C15H18O3', 246.183, 'C', '344-2', 2100, '', '', '1', 14, NULL, NULL),
(9023, 'Zaluzanin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10](=[CH2:14])[C@@:1]1([H])[CH2:2][C@H:3](O)[C:4](=[CH2:15])[C@@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CCC(=C)[C@@]1([H])C[C@H](O)C(=C)[C@@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:50]23[CH2:31][CH2:34][C:140](=[CH2:111])[C@@:44]1([H])[CH2:39][C@H:74](O)[C:148](=[CH2:114])[C@@:46]1([H])[C@@:84]2([H])O[C:170](=O)[C:153]3=[CH2:120]', '22 24 H 17.26 -10.77 H 15.70 -8.10 H 16.39 -10.77 H 14.89 -11.50 C:14 16.83 -6.89 C:13 19.39 -13.50 C:15 12.65 -11.68 O 16.83 -15.36 O 11.71 -8.71 C:9 18.19 -9.03 C:8 18.53 -10.49 C:2 14.23 -8.19 O 15.64 -13.05 C:10 16.83 -8.37 C:12 16.83 -13.88 C:11 18.01 -13.05 C:4 13.55 -10.49 C:3 13.06 -9.10 C:7 17.58 -11.68 C:1 15.48 -9.03 C:6 16.09 -11.68 C:5 15.15 -10.49 19 1 -2 20 2 -1 21 3 -1 22 4 -1 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.26 -10.77 H 15.70 -8.10 H 16.39 -10.77 H 14.89 -11.50 C 16.83 -6.89 C 19.39 -13.50 C 12.65 -11.68 O 16.83 -15.36 O 11.71 -8.71 C 18.19 -9.03 C 18.53 -10.49 C 14.23 -8.19 O 15.64 -13.05 C 16.83 -8.37 C 16.83 -13.88 C 18.01 -13.05 C 13.55 -10.49 C 13.06 -9.10 C 17.58 -11.68 C 15.48 -9.03 C 16.09 -11.68 C 15.15 -10.49 19 1 -2 20 2 -1 21 3 -1 22 4 -1 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.26 -10.77 H 15.70 -8.10 H 16.39 -10.77 H 14.89 -11.50 C:111 16.83 -6.89 C:120 19.39 -13.50 C:114 12.65 -11.68 O 16.83 -15.36 O 11.71 -8.71 C:34 18.19 -9.03 C:31 18.53 -10.49 C:39 14.23 -8.19 O 15.64 -13.05 C:140 16.83 -8.37 C:170 16.83 -13.88 C:153 18.01 -13.05 C:148 13.55 -10.49 C:74 13.06 -9.10 C:50 17.58 -11.68 C:44 15.48 -9.03 C:84 16.09 -11.68 C:46 15.15 -10.49 19 1 -2 20 2 -1 21 3 -1 22 4 -1 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', 'C15H18O3', 246.19, 'C', '345-2', 101, '', '', '1', 14, NULL, NULL),
(9024, 'Zedoarol', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[CH2:14]=[C:10]2[CH2:9][c:8]1o[cH:12][c:11]([CH3:13])[c:7]1[CH2:6][C:5]3(O)[CH:4]([CH3:15])[CH2:3][CH2:2][CH:1]23', 'C=C2Cc1occ(C)c1CC3(O)C(C)CCC23', '[CH2:115]=[C:141]2[CH2:39][c:158]1o[cH:138][c:122]([CH3:10])[c:120]1[CH2:197][C:84]3(O)[CH:41]([CH3:14])[CH2:30][CH2:27][CH:51]23', '17 19 C:14 16.10 -7.66 C:13 17.11 -14.59 C:15 12.19 -12.20 O 14.24 -12.35 C:12 18.92 -12.92 C:3 12.56 -9.75 C:2 13.66 -8.88 C:9 17.39 -9.68 C:6 15.40 -12.20 O 18.92 -11.55 C:10 16.10 -9.06 C:11 17.60 -13.29 C:8 17.70 -11.06 C:7 16.82 -12.20 C:4 13.02 -11.08 C:1 14.85 -9.68 C:5 14.53 -11.08 1 11 2 2 12 1 3 15 1 4 17 1 5 10 1 5 12 2 6 7 1 6 15 1 7 16 1 8 11 1 8 13 1 9 14 1 9 17 1 10 13 1 11 16 1 12 14 1 13 14 2 15 17 1 16 17 1', '17 19 C 16.10 -7.66 C 17.11 -14.59 C 12.19 -12.20 O 14.24 -12.35 C 18.92 -12.92 C 12.56 -9.75 C 13.66 -8.88 C 17.39 -9.68 C 15.40 -12.20 O 18.92 -11.55 C 16.10 -9.06 C 17.60 -13.29 C 17.70 -11.06 C 16.82 -12.20 C 13.02 -11.08 C 14.85 -9.68 C 14.53 -11.08 1 11 2 2 12 1 3 15 1 4 17 1 5 10 1 5 12 2 6 7 1 6 15 1 7 16 1 8 11 1 8 13 1 9 14 1 9 17 1 10 13 1 11 16 1 12 14 1 13 14 2 15 17 1 16 17 1', '17 19 C:115 16.10 -7.66 C:10 17.11 -14.59 C:14 12.19 -12.20 O 14.24 -12.35 C:138 18.92 -12.92 C:30 12.56 -9.75 C:27 13.66 -8.88 C:39 17.39 -9.68 C:197 15.40 -12.20 O 18.92 -11.55 C:141 16.10 -9.06 C:122 17.60 -13.29 C:158 17.70 -11.06 C:120 16.82 -12.20 C:41 13.02 -11.08 C:51 14.85 -9.68 C:84 14.53 -11.08 1 11 2 2 12 1 3 15 1 4 17 1 5 10 1 5 12 2 6 7 1 6 15 1 7 16 1 8 11 1 8 13 1 9 14 1 9 17 1 10 13 1 11 16 1 12 14 1 13 14 2 15 17 1 16 17 1', 'C15H20O2', 232.159, 'C', '346-1', 2055, '', '', '1', 14, NULL, NULL),
(9025, 'Artabsin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@:10]([CH3:14])(O)[C:1]1=[CH:2][CH2:3][C:4]([CH3:15])=[C:5]1[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@](C)(O)C1=CCC(C)=C1[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:52]23[CH2:26][CH2:40][C@:71]([CH3:30])(O)[C:137]1=[CH:124][CH2:46][C:151]([CH3:15])=[C:134]1[C@@:82]2([H])O[C:179](=O)[C@H:42]3[CH3:13]', '20 22 H 16.75 -10.67 H 15.91 -10.70 C:15 12.25 -11.60 C:13 18.85 -13.35 C:14 17.00 -7.14 O 16.33 -15.19 O 15.63 -7.15 C:2 13.80 -8.16 C:3 12.65 -9.05 C:9 17.65 -8.98 C:8 17.98 -10.41 O 15.19 -12.93 C:4 13.13 -10.41 C:12 16.33 -13.74 C:1 15.03 -8.98 C:5 14.70 -10.41 C:11 17.47 -12.93 C:10 16.33 -8.34 C:7 17.05 -11.56 C:6 15.63 -11.56 19 1 -2 20 2 -1 3 13 1 17 4 -2 18 5 -2 6 14 2 18 7 -1 8 9 1 8 15 2 9 13 1 10 11 1 10 18 1 11 19 1 12 14 1 12 20 1 13 16 2 14 17 1 15 16 1 15 18 1 16 20 1 17 19 1 19 20 1', '20 22 H 16.75 -10.67 H 15.91 -10.70 C 12.25 -11.60 C 18.85 -13.35 C 17.00 -7.14 O 16.33 -15.19 O 15.63 -7.15 C 13.80 -8.16 C 12.65 -9.05 C 17.65 -8.98 C 17.98 -10.41 O 15.19 -12.93 C 13.13 -10.41 C 16.33 -13.74 C 15.03 -8.98 C 14.70 -10.41 C 17.47 -12.93 C 16.33 -8.34 C 17.05 -11.56 C 15.63 -11.56 19 1 -2 20 2 -1 3 13 1 17 4 -2 18 5 -2 6 14 2 18 7 -1 8 9 1 8 15 2 9 13 1 10 11 1 10 18 1 11 19 1 12 14 1 12 20 1 13 16 2 14 17 1 15 16 1 15 18 1 16 20 1 17 19 1 19 20 1', '20 22 H 16.75 -10.67 H 15.91 -10.70 C:15 12.25 -11.60 C:13 18.85 -13.35 C:30 17.00 -7.14 O 16.33 -15.19 O 15.63 -7.15 C:124 13.80 -8.16 C:46 12.65 -9.05 C:40 17.65 -8.98 C:26 17.98 -10.41 O 15.19 -12.93 C:151 13.13 -10.41 C:179 16.33 -13.74 C:137 15.03 -8.98 C:134 14.70 -10.41 C:42 17.47 -12.93 C:71 16.33 -8.34 C:52 17.05 -11.56 C:82 15.63 -11.56 19 1 -2 20 2 -1 3 13 1 17 4 -2 18 5 -2 6 14 2 18 7 -1 8 9 1 8 15 2 9 13 1 10 11 1 10 18 1 11 19 1 12 14 1 12 20 1 13 16 2 14 17 1 15 16 1 15 18 1 16 20 1 17 19 1 19 20 1', 'C15H20O3', 248.175, 'C', '346-2', 189, '', '', '1', 14, NULL, NULL),
(9026, '10-Epi-8-Deoxycumambrin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@:10]([CH3:14])(O)[C@:1]1([H])[CH2:2][CH:3]=[C:4]([CH3:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@](C)(O)[C@]1([H])CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:51]23[CH2:23][CH2:40][C@:74]([CH3:33])(O)[C@:49]1([H])[CH2:34][CH:126]=[C:142]([CH3:18])[C@:56]1([H])[C@@:84]2([H])O[C:170](=O)[C:140]3=[CH2:119]', '22 24 H 16.77 -10.65 H 15.23 -7.98 H 15.91 -10.68 H 14.41 -11.42 C:13 18.92 -13.40 C:15 12.16 -11.60 C:14 17.03 -7.03 O 16.34 -15.28 O 15.62 -7.04 C:3 12.57 -8.99 C:2 13.75 -8.08 C:8 18.03 -10.38 C:9 17.69 -8.92 O 15.17 -12.96 C:4 13.06 -10.38 C:11 17.51 -12.96 C:12 16.34 -13.79 C:7 17.08 -11.56 C:10 16.34 -8.26 C:1 15.01 -8.92 C:6 15.62 -11.56 C:5 14.67 -10.38 18 1 -2 20 2 -2 21 3 -1 22 4 -2 5 16 2 6 15 1 19 7 -2 8 17 2 19 9 -1 10 11 1 10 15 2 11 20 1 12 13 1 12 18 1 13 19 1 14 17 1 14 21 1 15 22 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 16.77 -10.65 H 15.23 -7.98 H 15.91 -10.68 H 14.41 -11.42 C 18.92 -13.40 C 12.16 -11.60 C 17.03 -7.03 O 16.34 -15.28 O 15.62 -7.04 C 12.57 -8.99 C 13.75 -8.08 C 18.03 -10.38 C 17.69 -8.92 O 15.17 -12.96 C 13.06 -10.38 C 17.51 -12.96 C 16.34 -13.79 C 17.08 -11.56 C 16.34 -8.26 C 15.01 -8.92 C 15.62 -11.56 C 14.67 -10.38 18 1 -2 20 2 -2 21 3 -1 22 4 -2 5 16 2 6 15 1 19 7 -2 8 17 2 19 9 -1 10 11 1 10 15 2 11 20 1 12 13 1 12 18 1 13 19 1 14 17 1 14 21 1 15 22 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 16.77 -10.65 H 15.23 -7.98 H 15.91 -10.68 H 14.41 -11.42 C:119 18.92 -13.40 C:18 12.16 -11.60 C:33 17.03 -7.03 O 16.34 -15.28 O 15.62 -7.04 C:126 12.57 -8.99 C:34 13.75 -8.08 C:23 18.03 -10.38 C:40 17.69 -8.92 O 15.17 -12.96 C:142 13.06 -10.38 C:140 17.51 -12.96 C:170 16.34 -13.79 C:51 17.08 -11.56 C:74 16.34 -8.26 C:49 15.01 -8.92 C:84 15.62 -11.56 C:56 14.67 -10.38 18 1 -2 20 2 -2 21 3 -1 22 4 -2 5 16 2 6 15 1 19 7 -2 8 17 2 19 9 -1 10 11 1 10 15 2 11 20 1 12 13 1 12 18 1 13 19 1 14 17 1 14 21 1 15 22 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', 'C15H20O3', 248.19, 'C', '347-1', 2100, '', '', '1', 14, NULL, NULL),
(9027, 'Desoxygeigerin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:8]23[CH2:9][C@H:10]([CH3:14])[CH:1]1[CH2:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[CH2:6][C@:7]2([H])[C@@H:11]([CH3:13])[C:12](=O)O3', '[H][C@@]23C[C@H](C)C1CC(=O)C(C)=C1C[C@]2([H])[C@@H](C)C(=O)O3', '[H][C@@:81]23[CH2:37][C@H:39]([CH3:23])[CH:50]1[CH2:42][C:208](=O)[C:137]([CH3:8])=[C:171]1[CH2:31][C@:43]2([H])[C@@H:40]([CH3:14])[C:178](=O)O3', '20 22 H 18.43 -10.27 H 16.41 -12.97 C:15 12.01 -12.21 C:14 16.06 -7.58 C:13 17.11 -14.68 O 11.07 -9.27 O 20.11 -13.82 C:2 13.54 -8.78 C:6 15.32 -12.21 C:9 17.39 -9.60 O 18.97 -11.54 C:3 12.39 -9.67 C:4 12.87 -11.05 C:12 18.97 -12.97 C:5 14.44 -11.05 C:10 16.06 -8.96 C:11 17.61 -13.34 C:1 14.75 -9.60 C:8 17.72 -11.03 C:7 16.79 -12.21 19 1 -2 20 2 -2 3 13 1 16 4 -1 17 5 -2 6 12 2 7 14 2 8 12 1 8 18 1 9 15 1 9 20 1 10 16 1 10 19 1 11 14 1 11 19 1 12 13 1 13 15 2 14 17 1 15 18 1 16 18 1 17 20 1 19 20 1', '20 22 H 18.43 -10.27 H 16.41 -12.97 C 12.01 -12.21 C 16.06 -7.58 C 17.11 -14.68 O 11.07 -9.27 O 20.11 -13.82 C 13.54 -8.78 C 15.32 -12.21 C 17.39 -9.60 O 18.97 -11.54 C 12.39 -9.67 C 12.87 -11.05 C 18.97 -12.97 C 14.44 -11.05 C 16.06 -8.96 C 17.61 -13.34 C 14.75 -9.60 C 17.72 -11.03 C 16.79 -12.21 19 1 -2 20 2 -2 3 13 1 16 4 -1 17 5 -2 6 12 2 7 14 2 8 12 1 8 18 1 9 15 1 9 20 1 10 16 1 10 19 1 11 14 1 11 19 1 12 13 1 13 15 2 14 17 1 15 18 1 16 18 1 17 20 1 19 20 1', '20 22 H 18.43 -10.27 H 16.41 -12.97 C:8 12.01 -12.21 C:23 16.06 -7.58 C:14 17.11 -14.68 O 11.07 -9.27 O 20.11 -13.82 C:42 13.54 -8.78 C:31 15.32 -12.21 C:37 17.39 -9.60 O 18.97 -11.54 C:208 12.39 -9.67 C:137 12.87 -11.05 C:178 18.97 -12.97 C:171 14.44 -11.05 C:39 16.06 -8.96 C:40 17.61 -13.34 C:50 14.75 -9.60 C:81 17.72 -11.03 C:43 16.79 -12.21 19 1 -2 20 2 -2 3 13 1 16 4 -1 17 5 -2 6 12 2 7 14 2 8 12 1 8 18 1 9 15 1 9 20 1 10 16 1 10 19 1 11 14 1 11 19 1 12 13 1 13 15 2 14 17 1 15 18 1 16 18 1 17 20 1 19 20 1', 'C15H20O3', 248.175, 'C', '347-2', 2549, '', '', '1', 14, NULL, NULL),
(9028, '', '(11S)-4a-Bromo-3-oxoeudesm-1-eno-12,6beta-lactone', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@@:4]([CH3:15])(Br)[C@:5]1([H])[C@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)[C@@](C)(Br)[C@]1([H])[C@]2([H])OC(=O)[C@H]3C', '[H][C@@:42]23[CH2:24][CH2:38][C@@:38]1([CH3:21])[CH:159]=[CH:124][C:195](=O)[C@@:70]([CH3:27])(Br)[C@:55]1([H])[C@:78]2([H])O[C:179](=O)[C@H:44]3[CH3:14]', '22 24 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C:13 19.99 -11.57 C:15 14.33 -12.81 C:14 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 Br 12.93 -12.81 C:2 12.37 -9.36 C:1 13.64 -8.63 C:9 16.20 -8.63 C:8 17.51 -9.36 O 16.51 -13.07 C:3 12.37 -10.85 C:12 17.96 -13.18 C:11 18.58 -11.91 C:4 13.64 -11.60 C:10 14.92 -9.36 C:7 17.51 -10.85 C:6 16.20 -11.57 C:5 14.92 -10.85 20 1 -2 21 2 -2 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C 19.99 -11.57 C 14.33 -12.81 C 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 Br 12.93 -12.81 C 12.37 -9.36 C 13.64 -8.63 C 16.20 -8.63 C 17.51 -9.36 O 16.51 -13.07 C 12.37 -10.85 C 17.96 -13.18 C 18.58 -11.91 C 13.64 -11.60 C 14.92 -9.36 C 17.51 -10.85 C 16.20 -11.57 C 14.92 -10.85 20 1 -2 21 2 -2 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C:14 19.99 -11.57 C:27 14.33 -12.81 C:21 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 Br 12.93 -12.81 C:124 12.37 -9.36 C:159 13.64 -8.63 C:38 16.20 -8.63 C:24 17.51 -9.36 O 16.51 -13.07 C:195 12.37 -10.85 C:179 17.96 -13.18 C:44 18.58 -11.91 C:70 13.64 -11.60 C:38 14.92 -9.36 C:42 17.51 -10.85 C:78 16.20 -11.57 C:55 14.92 -10.85 20 1 -2 21 2 -2 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', 'C15H19BrO3', 327.087, 'C', 'np03_588_2b', 879, '', '', '1', 24, NULL, NULL),
(9029, '', '(11S)-3-Oxoeudesma-1,4(15)-dieno-12,6b-lactone', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4](=[CH2:15])[C@:5]1([H])[C@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)C(=C)[C@]1([H])[C@]2([H])OC(=O)[C@H]3C', '[H][C@@:42]23[CH2:24][CH2:35][C@@:37]1([CH3:20])[CH:160]=[CH:127][C:189](=O)[C:141](=[CH2:122])[C@:49]1([H])[C@:76]2([H])O[C:180](=O)[C@H:44]3[CH3:14]', '21 23 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C:15 13.63 -13.00 C:13 19.99 -11.57 C:14 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 C:2 12.37 -9.36 C:1 13.63 -8.63 C:8 17.51 -9.36 C:9 16.20 -8.63 O 16.51 -13.07 C:3 12.37 -10.85 C:4 13.64 -11.60 C:12 17.96 -13.18 C:11 18.58 -11.91 C:7 17.51 -10.85 C:10 14.92 -9.36 C:6 16.20 -11.57 C:5 14.92 -10.85 18 1 -2 20 2 -2 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C 13.63 -13.00 C 19.99 -11.57 C 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 C 12.37 -9.36 C 13.63 -8.63 C 17.51 -9.36 C 16.20 -8.63 O 16.51 -13.07 C 12.37 -10.85 C 13.64 -11.60 C 17.96 -13.18 C 18.58 -11.91 C 17.51 -10.85 C 14.92 -9.36 C 16.20 -11.57 C 14.92 -10.85 18 1 -2 20 2 -2 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.32 -10.45 H 15.50 -12.02 H 14.92 -11.91 C:122 13.63 -13.00 C:14 19.99 -11.57 C:20 14.92 -7.88 O 11.16 -11.57 O 18.70 -14.46 C:127 12.37 -9.36 C:160 13.63 -8.63 C:24 17.51 -9.36 C:35 16.20 -8.63 O 16.51 -13.07 C:189 12.37 -10.85 C:141 13.64 -11.60 C:180 17.96 -13.18 C:44 18.58 -11.91 C:42 17.51 -10.85 C:37 14.92 -9.36 C:76 16.20 -11.57 C:49 14.92 -10.85 18 1 -2 20 2 -2 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', 'C15H18O3', 246.183, 'C', 'np03_588_2c', 879, '', '', '3', 24, NULL, NULL),
(9030, '', '(11S)-3-Oxoeudesma-1,4(15)-dieno-12,6alpha-lactone', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:52]23[CH2:23][CH2:36][C@@:40]1([CH3:20])[CH:159]=[CH:127][C:188](=O)[C:141](=[CH2:122])[C@:52]1([H])[C@@:79]2([H])O[C:179](=O)[C@H:41]3[CH3:13]', '21 23 H 18.30 -10.43 H 15.48 -12.00 H 14.90 -11.89 C:15 13.61 -12.98 C:13 19.97 -11.55 C:14 14.90 -7.86 O 11.14 -11.55 O 18.68 -14.44 C:2 12.35 -9.34 C:1 13.61 -8.61 C:8 17.49 -9.34 C:9 16.18 -8.61 O 16.49 -13.05 C:3 12.35 -10.83 C:4 13.61 -11.58 C:12 17.94 -13.16 C:11 18.56 -11.89 C:7 17.49 -10.83 C:10 14.90 -9.34 C:6 16.18 -11.55 C:5 14.90 -10.83 18 1 -2 20 2 -1 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.30 -10.43 H 15.48 -12.00 H 14.90 -11.89 C 13.61 -12.98 C 19.97 -11.55 C 14.90 -7.86 O 11.14 -11.55 O 18.68 -14.44 C 12.35 -9.34 C 13.61 -8.61 C 17.49 -9.34 C 16.18 -8.61 O 16.49 -13.05 C 12.35 -10.83 C 13.61 -11.58 C 17.94 -13.16 C 18.56 -11.89 C 17.49 -10.83 C 14.90 -9.34 C 16.18 -11.55 C 14.90 -10.83 18 1 -2 20 2 -1 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.30 -10.43 H 15.48 -12.00 H 14.90 -11.89 C:122 13.61 -12.98 C:13 19.97 -11.55 C:20 14.90 -7.86 O 11.14 -11.55 O 18.68 -14.44 C:127 12.35 -9.34 C:159 13.61 -8.61 C:23 17.49 -9.34 C:36 16.18 -8.61 O 16.49 -13.05 C:188 12.35 -10.83 C:141 13.61 -11.58 C:179 17.94 -13.16 C:41 18.56 -11.89 C:52 17.49 -10.83 C:40 14.90 -9.34 C:79 16.18 -11.55 C:52 14.90 -10.83 18 1 -2 20 2 -1 21 3 -2 4 15 2 17 5 -2 19 6 -1 7 14 2 8 16 2 9 10 2 9 14 1 10 19 1 11 12 1 11 18 1 12 19 1 13 16 1 13 20 1 14 15 1 15 21 1 16 17 1 17 18 1 18 20 1 19 21 1 20 21 1', 'C15H18O3', 246.183, 'C', 'np03_588_3c', 879, '', '', '1', 24, NULL, NULL),
(9031, '', '4alpha-Bromo-7betaH-eudesma-1,11-dien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@@:4]2([CH3:15])Br', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)C=CC(=O)[C@@]2(C)Br', '[H][C@@:49]12[CH2:25][C@@H:38]([C:145](=[CH2:112])[CH3:23])[CH2:23][CH2:9999][C@@:39]1([CH3:25])[CH:161]=[CH:124][C:195](=O)[C@@:71]2([CH3:36])Br', '18 19 H 14.94 -12.56 C:12 18.64 -13.66 C:13 19.86 -11.55 C:15 14.42 -13.48 C:14 14.94 -8.68 O 11.27 -12.25 Br 13.02 -13.48 C:2 12.47 -10.11 C:1 13.71 -9.39 C:8 17.42 -10.11 C:9 16.17 -9.39 C:6 16.17 -12.25 C:11 18.64 -12.25 C:3 12.47 -11.55 C:7 17.42 -11.55 C:5 14.94 -11.55 C:4 13.71 -12.25 C:10 14.94 -10.11 16 1 -2 2 13 2 3 13 1 17 4 -1 18 5 -1 6 14 2 17 7 -2 8 9 2 8 14 1 9 18 1 10 11 1 10 15 1 11 18 1 12 15 1 12 16 1 15 13 -2 14 17 1 16 17 1 16 18 1', '18 19 H 14.94 -12.56 C 18.64 -13.66 C 19.86 -11.55 C 14.42 -13.48 C 14.94 -8.68 O 11.27 -12.25 Br 13.02 -13.48 C 12.47 -10.11 C 13.71 -9.39 C 17.42 -10.11 C 16.17 -9.39 C 16.17 -12.25 C 18.64 -12.25 C 12.47 -11.55 C 17.42 -11.55 C 14.94 -11.55 C 13.71 -12.25 C 14.94 -10.11 16 1 -2 2 13 2 3 13 1 17 4 -1 18 5 -1 6 14 2 17 7 -2 8 9 2 8 14 1 9 18 1 10 11 1 10 15 1 11 18 1 12 15 1 12 16 1 15 13 -2 14 17 1 16 17 1 16 18 1', '18 19 H 14.94 -12.56 C:112 18.64 -13.66 C:23 19.86 -11.55 C:36 14.42 -13.48 C:25 14.94 -8.68 O 11.27 -12.25 Br 13.02 -13.48 C:124 12.47 -10.11 C:161 13.71 -9.39 C:23 17.42 -10.11 C 16.17 -9.39 C:25 16.17 -12.25 C:145 18.64 -12.25 C:195 12.47 -11.55 C:38 17.42 -11.55 C:49 14.94 -11.55 C:71 13.71 -12.25 C:39 14.94 -10.11 16 1 -2 2 13 2 3 13 1 17 4 -1 18 5 -1 6 14 2 17 7 -2 8 9 2 8 14 1 9 18 1 10 11 1 10 15 1 11 18 1 12 15 1 12 16 1 15 13 -2 14 17 1 16 17 1 16 18 1', 'C15H21BrO', 297.072, 'C', 'np03_588_4b', 879, 'signal 20.4 t ', '', '1', 24, NULL, NULL),
(9032, '', ' 7bH-eudesma-1,4(15),11-trien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4]2=[CH2:15]', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)C=CC(=O)C2=C', '[H][C@@:43]12[CH2:25][C@@H:38]([C:146](=[CH2:111])[CH3:23])[CH2:23][CH2:33][C@@:38]1([CH3:17])[CH:162]=[CH:127][C:190](=O)[C:146]2=[CH2:118]', '17 18 H 14.93 -12.54 C:12 18.63 -13.64 C:15 13.71 -13.64 C:13 19.85 -11.53 C:14 14.93 -8.66 O 11.25 -12.23 C:2 12.46 -10.09 C:1 13.71 -9.37 C:8 17.41 -10.09 C:9 16.16 -9.37 C:6 16.16 -12.23 C:11 18.63 -12.23 C:4 13.70 -12.24 C:3 12.46 -11.53 C:7 17.41 -11.53 C:5 14.93 -11.53 C:10 14.93 -10.09 16 1 -2 2 12 2 3 13 2 4 12 1 17 5 -1 6 14 2 7 8 2 7 14 1 8 17 1 9 10 1 9 15 1 10 17 1 11 15 1 11 16 1 15 12 -2 13 14 1 13 16 1 16 17 1', '17 18 H 14.93 -12.54 C 18.63 -13.64 C 13.71 -13.64 C 19.85 -11.53 C 14.93 -8.66 O 11.25 -12.23 C 12.46 -10.09 C 13.71 -9.37 C 17.41 -10.09 C 16.16 -9.37 C 16.16 -12.23 C 18.63 -12.23 C 13.70 -12.24 C 12.46 -11.53 C 17.41 -11.53 C 14.93 -11.53 C 14.93 -10.09 16 1 -2 2 12 2 3 13 2 4 12 1 17 5 -1 6 14 2 7 8 2 7 14 1 8 17 1 9 10 1 9 15 1 10 17 1 11 15 1 11 16 1 15 12 -2 13 14 1 13 16 1 16 17 1', '17 18 H 14.93 -12.54 C:111 18.63 -13.64 C:118 13.71 -13.64 C:23 19.85 -11.53 C:17 14.93 -8.66 O 11.25 -12.23 C:127 12.46 -10.09 C:162 13.71 -9.37 C:23 17.41 -10.09 C:33 16.16 -9.37 C:25 16.16 -12.23 C:146 18.63 -12.23 C:146 13.70 -12.24 C:190 12.46 -11.53 C:38 17.41 -11.53 C:43 14.93 -11.53 C:38 14.93 -10.09 16 1 -2 2 12 2 3 13 2 4 12 1 17 5 -1 6 14 2 7 8 2 7 14 1 8 17 1 9 10 1 9 15 1 10 17 1 11 15 1 11 16 1 15 12 -2 13 14 1 13 16 1 16 17 1', 'C15H20O', 216.168, 'C', 'np03_588_4c', 879, '', '', '2', 24, NULL, NULL),
(9033, '', '4beta-Bromo-5bH-13-noreudesm-1-en-11-yn-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([C:11]#[CH:12])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@:4]2([CH3:15])Br', '[H][C@@]12C[C@H](C#C)CC[C@@]1(C)C=CC(=O)[C@]2(C)Br', '[H][C@@:49]12[CH2:31][C@H:27]([C:86]#[CH:70])[CH2:27][CH2:37][C@@:38]1([CH3:30])[CH:158]=[CH:125][C:193](=O)[C@:60]2([CH3:29])Br', '17 18 H 14.98 -12.60 C:12 19.89 -13.01 C:15 14.47 -13.52 C:14 14.98 -8.72 O 11.30 -12.29 Br 13.07 -13.52 C:11 18.68 -12.30 C:2 12.52 -10.15 C:1 13.76 -9.43 C:8 17.46 -10.15 C:9 16.21 -9.43 C:6 16.21 -12.29 C:3 12.52 -11.59 C:7 17.46 -11.59 C:5 14.98 -11.59 C:4 13.76 -12.29 C:10 14.98 -10.15 15 1 -2 2 7 3 16 3 -2 17 4 -1 5 13 2 16 6 -1 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', '17 18 H 14.98 -12.60 C 19.89 -13.01 C 14.47 -13.52 C 14.98 -8.72 O 11.30 -12.29 Br 13.07 -13.52 C 18.68 -12.30 C 12.52 -10.15 C 13.76 -9.43 C 17.46 -10.15 C 16.21 -9.43 C 16.21 -12.29 C 12.52 -11.59 C 17.46 -11.59 C 14.98 -11.59 C 13.76 -12.29 C 14.98 -10.15 15 1 -2 2 7 3 16 3 -2 17 4 -1 5 13 2 16 6 -1 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', '17 18 H 14.98 -12.60 C:70 19.89 -13.01 C:29 14.47 -13.52 C:30 14.98 -8.72 O 11.30 -12.29 Br 13.07 -13.52 C:86 18.68 -12.30 C:125 12.52 -10.15 C:158 13.76 -9.43 C:27 17.46 -10.15 C:37 16.21 -9.43 C:31 16.21 -12.29 C:193 12.52 -11.59 C:27 17.46 -11.59 C:49 14.98 -11.59 C:60 13.76 -12.29 C:38 14.98 -10.15 15 1 -2 2 7 3 16 3 -2 17 4 -1 5 13 2 16 6 -1 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', 'C14H17BrO', 281.061, 'C', 'np03_588_5b', 879, '', '', '1', 24, 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
(9034, 'Dehydrochamaecynone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH:12]#[C:11][C@@H:7]2[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[CH2:6]2', 'C#C[C@@H]2CC[C@@]1(C)C=CC(=O)C(C)=C1C2', '[CH:69]#[C:87][C@@H:31]2[CH2:28][CH2:37][C@@:40]1([CH3:23])[CH:156]=[CH:126][C:186](=O)[C:130]([CH3:11])=[C:157]1[CH2:34]2', '15 16 C:12 19.81 -12.90 C:15 13.77 -13.60 C:14 14.98 -8.69 O 11.36 -12.20 C:11 18.62 -12.20 C:2 12.55 -10.10 C:1 13.77 -9.39 C:8 17.42 -10.10 C:9 16.19 -9.39 C:6 16.19 -12.20 C:4 13.77 -12.21 C:3 12.55 -11.51 C:5 14.98 -11.51 C:7 17.42 -11.51 C:10 14.98 -10.10 1 5 3 2 11 1 15 3 -1 4 12 2 14 5 -1 6 7 2 6 12 1 7 15 1 8 9 1 8 14 1 9 15 1 10 13 1 10 14 1 11 12 1 11 13 2 13 15 1', '15 16 C 19.81 -12.90 C 13.77 -13.60 C 14.98 -8.69 O 11.36 -12.20 C 18.62 -12.20 C 12.55 -10.10 C 13.77 -9.39 C 17.42 -10.10 C 16.19 -9.39 C 16.19 -12.20 C 13.77 -12.21 C 12.55 -11.51 C 14.98 -11.51 C 17.42 -11.51 C 14.98 -10.10 1 5 3 2 11 1 15 3 -1 4 12 2 14 5 -1 6 7 2 6 12 1 7 15 1 8 9 1 8 14 1 9 15 1 10 13 1 10 14 1 11 12 1 11 13 2 13 15 1', '15 16 C:69 19.81 -12.90 C:11 13.77 -13.60 C:23 14.98 -8.69 O 11.36 -12.20 C:87 18.62 -12.20 C:126 12.55 -10.10 C:156 13.77 -9.39 C:28 17.42 -10.10 C:37 16.19 -9.39 C:34 16.19 -12.20 C:130 13.77 -12.21 C:186 12.55 -11.51 C:157 14.98 -11.51 C:31 17.42 -11.51 C:40 14.98 -10.10 1 5 3 2 11 1 15 3 -1 4 12 2 14 5 -1 6 7 2 6 12 1 7 15 1 8 9 1 8 14 1 9 15 1 10 13 1 10 14 1 11 12 1 11 13 2 13 15 1', 'C14H16O', 200.149, 'C', 'np03_588_5d', 879, '', '', '1', 24, NULL, NULL),
(9035, 'Isodehydrochamaecynone', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@H:7]([C:11]#[CH:12])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4]2=[CH2:15]', '[H][C@]12C[C@H](C#C)CC[C@@]1(C)C=CC(=O)C2=C', '[H][C@:46]12[CH2:34][C@H:26]([C:87]#[CH:70])[CH2:28][CH2:34][C@@:38]1([CH3:29])[CH:159]=[CH:129][C:188](=O)[C:146]2=[CH2:122]', '16 17 H 14.94 -12.55 C:12 19.86 -12.96 C:15 13.71 -13.67 C:14 14.94 -8.67 O 11.26 -12.24 C:11 18.65 -12.24 C:2 12.47 -10.11 C:1 13.71 -9.39 C:8 17.43 -10.11 C:9 16.17 -9.39 C:6 16.17 -12.24 C:4 13.71 -12.25 C:3 12.47 -11.54 C:7 17.43 -11.54 C:5 14.94 -11.54 C:10 14.94 -10.11 15 1 -1 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', '16 17 H 14.94 -12.55 C 19.86 -12.96 C 13.71 -13.67 C 14.94 -8.67 O 11.26 -12.24 C 18.65 -12.24 C 12.47 -10.11 C 13.71 -9.39 C 17.43 -10.11 C 16.17 -9.39 C 16.17 -12.24 C 13.71 -12.25 C 12.47 -11.54 C 17.43 -11.54 C 14.94 -11.54 C 14.94 -10.11 15 1 -1 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', '16 17 H 14.94 -12.55 C:70 19.86 -12.96 C:122 13.71 -13.67 C:29 14.94 -8.67 O 11.26 -12.24 C:87 18.65 -12.24 C:129 12.47 -10.11 C:159 13.71 -9.39 C:28 17.43 -10.11 C:34 16.17 -9.39 C:34 16.17 -12.24 C:146 13.71 -12.25 C:188 12.47 -11.54 C:26 17.43 -11.54 C:46 14.94 -11.54 C:38 14.94 -10.11 15 1 -1 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', 'C14H16O', 200.157, 'C', 'np03_588_5c', 879, '', '', '1', 24, NULL, NULL),
(9036, '4a-Bromotuberiferine', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@@:4]([CH3:15])(Br)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)[C@@](C)(Br)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:50]23[CH2:21][CH2:39][C@@:40]1([CH3:22])[CH:157]=[CH:126][C:193](=O)[C@@:60]([CH3:24])(Br)[C@:58]1([H])[C@@:79]2([H])O[C:170](=O)[C:138]3=[CH2:118]', '22 24 H 18.30 -10.43 H 15.47 -11.99 H 14.90 -11.88 C:13 19.98 -11.57 C:14 14.90 -7.86 C:15 14.32 -12.78 O 11.14 -11.54 O 18.68 -14.44 Br 12.92 -12.78 C:2 12.34 -9.34 C:1 13.62 -8.61 C:8 17.47 -9.34 C:9 16.17 -8.61 O 16.48 -13.05 C:11 18.56 -11.88 C:3 12.34 -10.83 C:12 17.94 -13.16 C:7 17.47 -10.83 C:6 16.17 -11.57 C:10 14.90 -9.34 C:4 13.62 -11.57 C:5 14.90 -10.83 18 1 -2 19 2 -1 22 3 -2 4 15 2 20 5 -1 21 6 -1 7 16 2 8 17 2 21 9 -2 10 11 2 10 16 1 11 20 1 12 13 1 12 18 1 13 20 1 14 17 1 14 19 1 15 17 1 15 18 1 16 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 24 H 18.30 -10.43 H 15.47 -11.99 H 14.90 -11.88 C 19.98 -11.57 C 14.90 -7.86 C 14.32 -12.78 O 11.14 -11.54 O 18.68 -14.44 Br 12.92 -12.78 C 12.34 -9.34 C 13.62 -8.61 C 17.47 -9.34 C 16.17 -8.61 O 16.48 -13.05 C 18.56 -11.88 C 12.34 -10.83 C 17.94 -13.16 C 17.47 -10.83 C 16.17 -11.57 C 14.90 -9.34 C 13.62 -11.57 C 14.90 -10.83 18 1 -2 19 2 -1 22 3 -2 4 15 2 20 5 -1 21 6 -1 7 16 2 8 17 2 21 9 -2 10 11 2 10 16 1 11 20 1 12 13 1 12 18 1 13 20 1 14 17 1 14 19 1 15 17 1 15 18 1 16 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 24 H 18.30 -10.43 H 15.47 -11.99 H 14.90 -11.88 C:118 19.98 -11.57 C:22 14.90 -7.86 C:24 14.32 -12.78 O 11.14 -11.54 O 18.68 -14.44 Br 12.92 -12.78 C:126 12.34 -9.34 C:157 13.62 -8.61 C:21 17.47 -9.34 C:39 16.17 -8.61 O 16.48 -13.05 C:138 18.56 -11.88 C:193 12.34 -10.83 C:170 17.94 -13.16 C:50 17.47 -10.83 C:79 16.17 -11.57 C:40 14.90 -9.34 C:60 13.62 -11.57 C:58 14.90 -10.83 18 1 -2 19 2 -1 22 3 -2 4 15 2 20 5 -1 21 6 -1 7 16 2 8 17 2 21 9 -2 10 11 2 10 16 1 11 20 1 12 13 1 12 18 1 13 20 1 14 17 1 14 19 1 15 17 1 15 18 1 16 21 1 18 19 1 19 22 1 20 22 1 21 22 1', 'C15H17BrO3', 325.087, 'C', 'np03_588_8', 879, '', '', '1', 24, NULL, NULL),
(9037, 'Dehydrobrachylaenolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:49]23[CH2:21][CH2:36][C@@:40]1([CH3:20])[CH:158]=[CH:128][C:188](=O)[C:140](=[CH2:122])[C@:53]1([H])[C@@:79]2([H])O[C:170](=O)[C:138]3=[CH2:118]', '21 23 H 18.29 -10.44 H 15.49 -12.00 H 14.91 -11.89 C:13 19.97 -11.55 C:15 13.63 -13.05 C:14 14.91 -7.87 O 11.16 -11.55 O 18.67 -14.44 C:2 12.36 -9.35 C:1 13.63 -8.62 C:8 17.48 -9.35 C:9 16.18 -8.62 O 16.49 -13.05 C:11 18.55 -11.89 C:4 13.63 -11.58 C:3 12.36 -10.84 C:12 17.93 -13.16 C:7 17.48 -10.84 C:10 14.91 -9.35 C:6 16.18 -11.55 C:5 14.91 -10.84 18 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 19 6 -1 7 16 2 8 17 2 9 10 2 9 16 1 10 19 1 11 12 1 11 18 1 12 19 1 13 17 1 13 20 1 14 17 1 14 18 1 15 16 1 15 21 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.29 -10.44 H 15.49 -12.00 H 14.91 -11.89 C 19.97 -11.55 C 13.63 -13.05 C 14.91 -7.87 O 11.16 -11.55 O 18.67 -14.44 C 12.36 -9.35 C 13.63 -8.62 C 17.48 -9.35 C 16.18 -8.62 O 16.49 -13.05 C 18.55 -11.89 C 13.63 -11.58 C 12.36 -10.84 C 17.93 -13.16 C 17.48 -10.84 C 14.91 -9.35 C 16.18 -11.55 C 14.91 -10.84 18 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 19 6 -1 7 16 2 8 17 2 9 10 2 9 16 1 10 19 1 11 12 1 11 18 1 12 19 1 13 17 1 13 20 1 14 17 1 14 18 1 15 16 1 15 21 1 18 20 1 19 21 1 20 21 1', '21 23 H 18.29 -10.44 H 15.49 -12.00 H 14.91 -11.89 C:118 19.97 -11.55 C:122 13.63 -13.05 C:20 14.91 -7.87 O 11.16 -11.55 O 18.67 -14.44 C:128 12.36 -9.35 C:158 13.63 -8.62 C:21 17.48 -9.35 C:36 16.18 -8.62 O 16.49 -13.05 C:138 18.55 -11.89 C:140 13.63 -11.58 C:188 12.36 -10.84 C:170 17.93 -13.16 C:49 17.48 -10.84 C:40 14.91 -9.35 C:79 16.18 -11.55 C:53 14.91 -10.84 18 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 19 6 -1 7 16 2 8 17 2 9 10 2 9 16 1 10 19 1 11 12 1 11 18 1 12 19 1 13 17 1 13 20 1 14 17 1 14 18 1 15 16 1 15 21 1 18 20 1 19 21 1 20 21 1', 'C15H16O3', 244.183, 'C', 'np03_588_1', 879, '', '', '1', 24, NULL, NULL),
(9038, '', '4alpha-Bromo-13-noreudesm-1-en-11-yn-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([C:11]#[CH:12])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@@:4]2([CH3:15])Br', '[H][C@@]12C[C@H](C#C)CC[C@@]1(C)C=CC(=O)[C@@]2(C)Br', '[H][C@@:54]12[CH2:30][C@H:29]([C:87]#[CH:69])[CH2:28][CH2:39][C@@:38]1([CH3:20])[CH:160]=[CH:125][C:195](=O)[C@@:69]2([CH3:25])Br', '17 18 H 14.95 -12.61 C:12 19.87 -13.02 C:15 14.43 -13.53 C:14 14.95 -8.73 O 11.27 -12.30 Br 13.03 -13.53 C:11 18.65 -12.30 C:2 12.48 -10.16 C:1 13.72 -9.44 C:8 17.43 -10.16 C:9 16.18 -9.44 C:6 16.18 -12.30 C:3 12.48 -11.60 C:7 17.43 -11.60 C:5 14.95 -11.60 C:4 13.72 -12.31 C:10 14.95 -10.16 15 1 -2 2 7 3 16 3 -1 17 4 -1 5 13 2 16 6 -2 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', '17 18 H 14.95 -12.61 C 19.87 -13.02 C 14.43 -13.53 C 14.95 -8.73 O 11.27 -12.30 Br 13.03 -13.53 C 18.65 -12.30 C 12.48 -10.16 C 13.72 -9.44 C 17.43 -10.16 C 16.18 -9.44 C 16.18 -12.30 C 12.48 -11.60 C 17.43 -11.60 C 14.95 -11.60 C 13.72 -12.31 C 14.95 -10.16 15 1 -2 2 7 3 16 3 -1 17 4 -1 5 13 2 16 6 -2 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', '17 18 H 14.95 -12.61 C:69 19.87 -13.02 C:25 14.43 -13.53 C:20 14.95 -8.73 O 11.27 -12.30 Br 13.03 -13.53 C:87 18.65 -12.30 C:125 12.48 -10.16 C:160 13.72 -9.44 C:28 17.43 -10.16 C:39 16.18 -9.44 C:30 16.18 -12.30 C:195 12.48 -11.60 C:29 17.43 -11.60 C:54 14.95 -11.60 C:69 13.72 -12.31 C:38 14.95 -10.16 15 1 -2 2 7 3 16 3 -1 17 4 -1 5 13 2 16 6 -2 14 7 -1 8 9 2 8 13 1 9 17 1 10 11 1 10 14 1 11 17 1 12 14 1 12 15 1 13 16 1 15 16 1 15 17 1', 'C14H17BrO', 281.061, 'C', 'np03_588_10', 879, '', '', '1', 24, NULL, NULL),
(9039, '', '13-Noreudesma-1,4(15)-dien-11-yn-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([C:11]#[CH:12])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4]2=[CH2:15]', '[H][C@@]12C[C@H](C#C)CC[C@@]1(C)C=CC(=O)C2=C', '[H][C@@:47]12[CH2:30][C@H:29]([C:88]#[CH:68])[CH2:28][CH2:36][C@@:37]1([CH3:18])[CH:161]=[CH:127][C:189](=O)[C:145]2=[CH2:119]', '16 17 H 14.97 -12.92 C:12 19.81 -12.92 C:15 13.79 -13.62 C:14 14.97 -8.71 O 11.36 -12.25 C:11 18.60 -12.25 C:2 12.56 -10.11 C:1 13.79 -9.40 C:8 17.40 -10.11 C:9 16.17 -9.40 C:6 16.17 -12.22 C:4 13.79 -12.25 C:3 12.56 -11.53 C:7 17.40 -11.53 C:5 14.97 -11.53 C:10 14.97 -10.11 15 1 -2 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', '16 17 H 14.97 -12.92 C 19.81 -12.92 C 13.79 -13.62 C 14.97 -8.71 O 11.36 -12.25 C 18.60 -12.25 C 12.56 -10.11 C 13.79 -9.40 C 17.40 -10.11 C 16.17 -9.40 C 16.17 -12.22 C 13.79 -12.25 C 12.56 -11.53 C 17.40 -11.53 C 14.97 -11.53 C 14.97 -10.11 15 1 -2 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', '16 17 H 14.97 -12.92 C:68 19.81 -12.92 C:119 13.79 -13.62 C:18 14.97 -8.71 O 11.36 -12.25 C:88 18.60 -12.25 C:127 12.56 -10.11 C:161 13.79 -9.40 C:28 17.40 -10.11 C:36 16.17 -9.40 C:30 16.17 -12.22 C:145 13.79 -12.25 C:189 12.56 -11.53 C:29 17.40 -11.53 C:47 14.97 -11.53 C:37 14.97 -10.11 15 1 -2 2 6 3 3 12 2 16 4 -1 5 13 2 14 6 -1 7 8 2 7 13 1 8 16 1 9 10 1 9 14 1 10 16 1 11 14 1 11 15 1 12 13 1 12 15 1 15 16 1', 'C14H16O', 200.157, 'C', 'np03_588_11', 879, '', '', '1', 24, NULL, NULL),
(9040, 'Litseagermacrane', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:14]=[C:10]1[CH2:9][CH2:8][C@H:7]([C:11]([CH3:13])([CH3:12])O)[CH:6]=[CH:5][C@@H:4]([CH3:15])[CH2:3][CH2:2][C:1]1=O', 'C=C1CC[C@H](C(C)(C)O)C=C[C@@H](C)CCC1=O', '[CH2:120]=[C:155]1[CH2:29][CH2:33][C@H:57]([C:72]([CH3:27])([CH3:27])O)[CH:130]=[CH:143][C@@H:41]([CH3:21])[CH2:37][CH2:38][C:206]1=O', '17 17 C:14 16.16 -7.63 C:15 12.30 -12.13 C:13 18.87 -13.29 C:12 16.68 -14.49 O 14.95 -8.24 O 18.09 -14.60 C:5 14.61 -11.00 C:6 15.48 -12.09 C:9 17.42 -9.64 C:2 13.76 -8.84 C:3 12.66 -9.71 C:8 17.73 -10.98 C:10 16.16 -9.03 C:1 14.93 -9.64 C:4 13.12 -11.00 C:7 16.86 -12.09 C:11 17.47 -13.34 1 13 2 15 2 -1 3 17 1 4 17 1 5 14 2 6 17 1 7 8 2 7 15 1 8 16 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 -2', '17 17 C 16.16 -7.63 C 12.30 -12.13 C 18.87 -13.29 C 16.68 -14.49 O 14.95 -8.24 O 18.09 -14.60 C 14.61 -11.00 C 15.48 -12.09 C 17.42 -9.64 C 13.76 -8.84 C 12.66 -9.71 C 17.73 -10.98 C 16.16 -9.03 C 14.93 -9.64 C 13.12 -11.00 C 16.86 -12.09 C 17.47 -13.34 1 13 2 15 2 -1 3 17 1 4 17 1 5 14 2 6 17 1 7 8 2 7 15 1 8 16 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 -2', '17 17 C:120 16.16 -7.63 C:21 12.30 -12.13 C:27 18.87 -13.29 C:27 16.68 -14.49 O 14.95 -8.24 O 18.09 -14.60 C:143 14.61 -11.00 C:130 15.48 -12.09 C:29 17.42 -9.64 C:38 13.76 -8.84 C:37 12.66 -9.71 C:33 17.73 -10.98 C:155 16.16 -9.03 C:206 14.93 -9.64 C:41 13.12 -11.00 C:57 16.86 -12.09 C:72 17.47 -13.34 1 13 2 15 2 -1 3 17 1 4 17 1 5 14 2 6 17 1 7 8 2 7 15 1 8 16 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 -2', 'C15H24O2', 236.159, 'C', 'np03_609_1', 2560, '', '', '1', 24, NULL, NULL),
(9041, '', '7-epi-Eudesm-4(15)-ene-1alpha,6alpha-diol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[C:4](=[CH2:15])[CH2:3][CH2:2][C@H:1](O)[C@:10]1([CH3:14])[CH2:9][CH2:8][C@H:7]([CH:11]([CH3:12])[CH3:13])[C@@H:6]2O', '[H][C@]12C(=C)CC[C@H](O)[C@]1(C)CC[C@H](C(C)C)[C@@H]2O', '[H][C@:55]12[C:145](=[CH2:114])[CH2:30][CH2:31][C@H:68](O)[C@:40]1([CH3:22])[CH2:29][CH2:22][C@H:44]([CH:25]([CH3:24])[CH3:22])[C@@H:70]2O', '18 19 H 14.32 -12.88 C:15 13.09 -14.00 C:12 18.02 -13.98 C:13 19.24 -11.89 C:14 14.32 -9.01 O 13.09 -8.32 O 15.53 -13.98 C:3 11.85 -11.87 C:2 11.85 -10.44 C:8 16.80 -10.44 C:9 15.53 -9.72 C:4 13.09 -12.58 C:11 18.02 -12.58 C:1 13.09 -9.72 C:6 15.55 -12.58 C:7 16.80 -11.87 C:5 14.32 -11.87 C:10 14.32 -10.44 17 1 -2 2 12 2 3 13 1 4 13 1 18 5 -1 14 6 -2 15 7 -2 8 9 1 8 12 1 9 14 1 10 11 1 10 16 1 11 18 1 12 17 1 16 13 -2 14 18 1 15 16 1 15 17 1 17 18 1', '18 19 H 14.32 -12.88 C 13.09 -14.00 C 18.02 -13.98 C 19.24 -11.89 C 14.32 -9.01 O 13.09 -8.32 O 15.53 -13.98 C 11.85 -11.87 C 11.85 -10.44 C 16.80 -10.44 C 15.53 -9.72 C 13.09 -12.58 C 18.02 -12.58 C 13.09 -9.72 C 15.55 -12.58 C 16.80 -11.87 C 14.32 -11.87 C 14.32 -10.44 17 1 -2 2 12 2 3 13 1 4 13 1 18 5 -1 14 6 -2 15 7 -2 8 9 1 8 12 1 9 14 1 10 11 1 10 16 1 11 18 1 12 17 1 16 13 -2 14 18 1 15 16 1 15 17 1 17 18 1', '18 19 H 14.32 -12.88 C:114 13.09 -14.00 C:24 18.02 -13.98 C:22 19.24 -11.89 C:22 14.32 -9.01 O 13.09 -8.32 O 15.53 -13.98 C:30 11.85 -11.87 C:31 11.85 -10.44 C:22 16.80 -10.44 C:29 15.53 -9.72 C:145 13.09 -12.58 C:25 18.02 -12.58 C:68 13.09 -9.72 C:70 15.55 -12.58 C:44 16.80 -11.87 C:55 14.32 -11.87 C:40 14.32 -10.44 17 1 -2 2 12 2 3 13 1 4 13 1 18 5 -1 14 6 -2 15 7 -2 8 9 1 8 12 1 9 14 1 10 11 1 10 16 1 11 18 1 12 17 1 16 13 -2 14 18 1 15 16 1 15 17 1 17 18 1', 'C15H26O2', 238.167, 'C', 'np03_609_2', 2560, '', '', '1', 24, NULL, NULL),
(9042, 'Litseahumulane A', '', 'Terpenoids', 'Sesquiterpenoids', 'Humulanes', '[CH2:14]=[C:7]1[CH2:8][CH2:9][C@@H:10](O)[C@@:11]([CH3:13])([CH3:12])[CH:1]=[CH:2][C@H:3]([CH3:15])[CH2:4][CH2:5][C:6]1=O', 'C=C1CC[C@@H](O)[C@@](C)(C)C=C[C@H](C)CCC1=O', '[CH2:124]=[C:150]1[CH2:31][CH2:30][C@@H:79](O)[C@@:40]([CH3:26])([CH3:19])[CH:137]=[CH:135][C@H:36]([CH3:21])[CH2:33][CH2:36][C:204]1=O', '17 17 C:14 13.77 -7.68 C:15 18.60 -11.86 C:13 12.91 -13.49 C:12 13.99 -14.56 O 15.00 -11.16 O 12.56 -12.55 C:2 16.19 -11.86 C:1 15.75 -13.19 C:8 12.56 -9.77 C:5 16.19 -9.07 C:4 17.39 -9.77 C:9 12.56 -11.16 C:7 13.77 -9.07 C:6 15.00 -9.77 C:3 17.39 -11.16 C:10 13.77 -11.86 C:11 14.21 -13.19 1 13 2 15 2 -1 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', '17 17 C 13.77 -7.68 C 18.60 -11.86 C 12.91 -13.49 C 13.99 -14.56 O 15.00 -11.16 O 12.56 -12.55 C 16.19 -11.86 C 15.75 -13.19 C 12.56 -9.77 C 16.19 -9.07 C 17.39 -9.77 C 12.56 -11.16 C 13.77 -9.07 C 15.00 -9.77 C 17.39 -11.16 C 13.77 -11.86 C 14.21 -13.19 1 13 2 15 2 -1 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', '17 17 C:124 13.77 -7.68 C:21 18.60 -11.86 C:26 12.91 -13.49 C:19 13.99 -14.56 O 15.00 -11.16 O 12.56 -12.55 C:135 16.19 -11.86 C:137 15.75 -13.19 C:31 12.56 -9.77 C:36 16.19 -9.07 C:33 17.39 -9.77 C:30 12.56 -11.16 C:150 13.77 -9.07 C:204 15.00 -9.77 C:36 17.39 -11.16 C:79 13.77 -11.86 C:40 14.21 -13.19 1 13 2 15 2 -1 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', 'C15H24O2', 236.159, 'C', 'np03_609_6', 2560, '6', 'numeracion publi', '1', 24, NULL, NULL),
(9043, 'Litseahumulane B', '', 'Terpenoids', 'Sesquiterpenoids', 'Humulanes', '[CH2:14]=[C:7]1[CH2:8][CH2:9][C@@H:10](O)[C@@:11]([CH3:13])([CH3:12])[CH:1]=[CH:2][C@@H:3]([CH3:15])[CH2:4][CH2:5][C:6]1=O', 'C=C1CC[C@@H](O)[C@@](C)(C)C=C[C@@H](C)CCC1=O', '[CH2:123]=[C:150]1[CH2:32][CH2:30][C@@H:77](O)[C@@:41]([CH3:27])([CH3:17])[CH:137]=[CH:123][C@@H:41]([CH3:22])[CH2:34][CH2:37][C:203]1=O', '17 17 C:14 13.78 -7.69 C:15 18.61 -11.87 C:13 12.92 -13.50 C:12 14.00 -14.57 O 15.01 -11.17 O 12.57 -12.56 C:2 16.20 -11.87 C:1 15.76 -13.20 C:8 12.57 -9.78 C:5 16.20 -9.08 C:4 17.40 -9.78 C:9 12.57 -11.17 C:7 13.78 -9.08 C:6 15.01 -9.78 C:3 17.40 -11.17 C:10 13.78 -11.87 C:11 14.22 -13.20 1 13 2 15 2 -2 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', '17 17 C 13.78 -7.69 C 18.61 -11.87 C 12.92 -13.50 C 14.00 -14.57 O 15.01 -11.17 O 12.57 -12.56 C 16.20 -11.87 C 15.76 -13.20 C 12.57 -9.78 C 16.20 -9.08 C 17.40 -9.78 C 12.57 -11.17 C 13.78 -9.08 C 15.01 -9.78 C 17.40 -11.17 C 13.78 -11.87 C 14.22 -13.20 1 13 2 15 2 -2 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', '17 17 C:123 13.78 -7.69 C:22 18.61 -11.87 C:27 12.92 -13.50 C:17 14.00 -14.57 O 15.01 -11.17 O 12.57 -12.56 C:123 16.20 -11.87 C:137 15.76 -13.20 C:32 12.57 -9.78 C:37 16.20 -9.08 C:34 17.40 -9.78 C:30 12.57 -11.17 C:150 13.78 -9.08 C:203 15.01 -9.78 C:41 17.40 -11.17 C:77 13.78 -11.87 C:41 14.22 -13.20 1 13 2 15 2 -2 17 3 -1 17 4 -2 5 14 2 16 6 -2 7 8 2 7 15 1 8 17 1 9 12 1 9 13 1 10 11 1 10 14 1 11 15 1 12 16 1 13 14 1 16 17 1', 'C15H24O2', 236.159, 'C', 'np03_609_7', 2560, '6', 'numeracion publi', '1', 24, NULL, NULL),
(9044, '', 'Octahydro-4-hydroxy-3alpha-methyl-7-methylene-alpha-(1-methylethyl)-1H-indene-1-methanol', 'Terpenoids', 'Sesquiterpenoids', 'Oppositanes', '[H][C@@:6]1([C@@H:7](O)[CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@:10]2([CH3:14])[C@@H:1](O)[CH2:2][CH2:3][C:4](=[CH2:15])[C@@:5]12[H]', '[H][C@@]1([C@@H](O)C(C)C)CC[C@]2(C)[C@@H](O)CCC(=C)[C@@]12[H]', '[H][C@@:39]1([C@@H:83](O)[CH:31]([CH3:21])[CH3:15])[CH2:26][CH2:37][C@:50]2([CH3:12])[C@@H:79](O)[CH2:32][CH2:35][C:149](=[CH2:108])[C@@:56]12[H]', '19 20 H 15.49 -12.54 H 14.75 -12.14 C:15 13.50 -13.38 C:12 18.95 -12.22 C:13 18.54 -14.69 C:14 14.75 -8.31 O 13.50 -7.62 O 15.72 -14.20 C:3 12.24 -11.21 C:2 12.24 -9.75 C:8 17.01 -10.61 C:9 16.24 -9.40 C:4 13.50 -11.93 C:11 18.02 -13.34 C:1 13.50 -9.03 C:7 16.61 -13.09 C:6 16.08 -11.75 C:5 14.75 -11.21 C:10 14.75 -9.75 17 1 -2 18 2 -1 3 13 2 4 14 1 5 14 1 19 6 -2 15 7 -2 16 8 -2 9 10 1 9 13 1 10 15 1 11 12 1 11 17 1 12 19 1 13 18 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 20 H 15.49 -12.54 H 14.75 -12.14 C 13.50 -13.38 C 18.95 -12.22 C 18.54 -14.69 C 14.75 -8.31 O 13.50 -7.62 O 15.72 -14.20 C 12.24 -11.21 C 12.24 -9.75 C 17.01 -10.61 C 16.24 -9.40 C 13.50 -11.93 C 18.02 -13.34 C 13.50 -9.03 C 16.61 -13.09 C 16.08 -11.75 C 14.75 -11.21 C 14.75 -9.75 17 1 -2 18 2 -1 3 13 2 4 14 1 5 14 1 19 6 -2 15 7 -2 16 8 -2 9 10 1 9 13 1 10 15 1 11 12 1 11 17 1 12 19 1 13 18 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 20 H 15.49 -12.54 H 14.75 -12.14 C:108 13.50 -13.38 C:21 18.95 -12.22 C:15 18.54 -14.69 C:12 14.75 -8.31 O 13.50 -7.62 O 15.72 -14.20 C:35 12.24 -11.21 C:32 12.24 -9.75 C:26 17.01 -10.61 C:37 16.24 -9.40 C:149 13.50 -11.93 C:31 18.02 -13.34 C:79 13.50 -9.03 C:83 16.61 -13.09 C:39 16.08 -11.75 C:56 14.75 -11.21 C:50 14.75 -9.75 17 1 -2 18 2 -1 3 13 2 4 14 1 5 14 1 19 6 -2 15 7 -2 16 8 -2 9 10 1 9 13 1 10 15 1 11 12 1 11 17 1 12 19 1 13 18 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', 'C15H26O2', 238.175, 'C', 'np03_609_8', 2560, '', '', '1', 24, NULL, NULL),
(9045, 'ainigmaptilones A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@:10]1([CH2:14]O)[CH:1]=[CH:2][C:3](=O)[C@H:4]2[CH3:15]', '[H][C@]12C[C@H](C(=C)C)CC[C@]1(CO)C=CC(=O)[C@H]2C', '[H][C@:41]12[CH2:28][C@H:40]([C:148](=[CH2:112])[CH3:23])[CH2:25][CH2:30][C@:44]1([CH2:65]O)[CH:163]=[CH:128][C:206](=O)[C@H:46]2[CH3:15]', '18 19 H 14.93 -12.87 C:12 18.64 -13.97 C:13 19.86 -11.88 C:15 13.70 -13.99 O 11.25 -12.56 O 16.16 -8.30 C:2 12.46 -10.43 C:1 13.70 -9.71 C:14 14.93 -9.00 C:8 17.41 -10.43 C:9 16.16 -9.71 C:6 16.16 -12.57 C:11 18.64 -12.57 C:3 12.46 -11.86 C:4 13.70 -12.57 C:7 17.41 -11.86 C:5 14.93 -11.86 C:10 14.93 -10.43 17 1 -1 2 13 2 3 13 1 15 4 -2 5 14 2 6 9 1 7 8 2 7 14 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 15 17 1 17 18 1', '18 19 H 14.93 -12.87 C 18.64 -13.97 C 19.86 -11.88 C 13.70 -13.99 O 11.25 -12.56 O 16.16 -8.30 C 12.46 -10.43 C 13.70 -9.71 C 14.93 -9.00 C 17.41 -10.43 C 16.16 -9.71 C 16.16 -12.57 C 18.64 -12.57 C 12.46 -11.86 C 13.70 -12.57 C 17.41 -11.86 C 14.93 -11.86 C 14.93 -10.43 17 1 -1 2 13 2 3 13 1 15 4 -2 5 14 2 6 9 1 7 8 2 7 14 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 15 17 1 17 18 1', '18 19 H 14.93 -12.87 C:112 18.64 -13.97 C:23 19.86 -11.88 C:15 13.70 -13.99 O 11.25 -12.56 O 16.16 -8.30 C:128 12.46 -10.43 C:163 13.70 -9.71 C:65 14.93 -9.00 C:25 17.41 -10.43 C:30 16.16 -9.71 C:28 16.16 -12.57 C:148 18.64 -12.57 C:206 12.46 -11.86 C:46 13.70 -12.57 C:40 17.41 -11.86 C:41 14.93 -11.86 C:44 14.93 -10.43 17 1 -1 2 13 2 3 13 1 15 4 -2 5 14 2 6 9 1 7 8 2 7 14 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 15 17 1 17 18 1', 'C15H22O2', 234.167, 'M', 'np03_888_1', 947, '5', '1', '1', 24, NULL, NULL),
(9046, 'ainigmaptilones B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@:10]1([CH2:14]O)[CH:1]=[CH:2][C:3](=O)[C:4]2=[CH2:15]', '[H][C@]12C[C@H](C(=C)C)CC[C@]1(CO)C=CC(=O)C2=C', '[H][C@:42]12[CH2:25][C@H:38]([C:146](=[CH2:112])[CH3:23])[CH2:23][CH2:28][C@:43]1([CH2:64]O)[CH:159]=[CH:129][C:189](=O)[C:146]2=[CH2:118]', '18 19 H 14.94 -12.88 C:12 18.65 -13.98 C:15 13.71 -14.00 C:13 19.87 -11.89 O 11.26 -12.57 O 16.15 -8.31 C:2 12.47 -10.44 C:1 13.71 -9.72 C:14 14.94 -9.01 C:8 17.42 -10.44 C:9 16.17 -9.72 C:6 16.17 -12.58 C:11 18.65 -12.58 C:4 13.71 -12.58 C:3 12.47 -11.87 C:7 17.42 -11.87 C:5 14.94 -11.87 C:10 14.94 -10.44 17 1 -1 2 13 2 3 14 2 4 13 1 5 15 2 6 9 1 7 8 2 7 15 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', '18 19 H 14.94 -12.88 C 18.65 -13.98 C 13.71 -14.00 C 19.87 -11.89 O 11.26 -12.57 O 16.15 -8.31 C 12.47 -10.44 C 13.71 -9.72 C 14.94 -9.01 C 17.42 -10.44 C 16.17 -9.72 C 16.17 -12.58 C 18.65 -12.58 C 13.71 -12.58 C 12.47 -11.87 C 17.42 -11.87 C 14.94 -11.87 C 14.94 -10.44 17 1 -1 2 13 2 3 14 2 4 13 1 5 15 2 6 9 1 7 8 2 7 15 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', '18 19 H 14.94 -12.88 C:112 18.65 -13.98 C:118 13.71 -14.00 C:23 19.87 -11.89 O 11.26 -12.57 O 16.15 -8.31 C:129 12.47 -10.44 C:159 13.71 -9.72 C:64 14.94 -9.01 C:23 17.42 -10.44 C:28 16.17 -9.72 C:25 16.17 -12.58 C:146 18.65 -12.58 C:146 13.71 -12.58 C:189 12.47 -11.87 C:38 17.42 -11.87 C:42 14.94 -11.87 C:43 14.94 -10.44 17 1 -1 2 13 2 3 14 2 4 13 1 5 15 2 6 9 1 7 8 2 7 15 1 8 18 1 18 9 -2 10 11 1 10 16 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', 'C15H20O2', 232.167, 'M', 'np03_888_2', 947, '', '', '1', 24, NULL, NULL),
(9047, '', '5beta-Hydroxylilicic acid', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([C:13](=O)O)[C@@H:7]2[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@@:5]1(O)[CH2:6]2', 'C=C(C(=O)O)[C@@H]2CC[C@@]1(C)CCC[C@@](C)(O)[C@@]1(O)C2', '[CH2:122]=[C:148]([C:171](=O)O)[C@@H:38]2[CH2:28][CH2:35][C@@:39]1([CH3:27])[CH2:39][CH2:18][CH2:37][C@@:76]([CH3:26])(O)[C@@:77]1(O)[CH2:37]2', '19 20 C:12 17.40 -13.59 C:15 13.23 -13.39 C:14 13.75 -8.68 O 18.60 -10.13 O 19.81 -12.24 O 11.85 -13.40 O 13.75 -12.87 C:2 11.31 -10.08 C:8 16.19 -10.08 C:3 11.31 -11.51 C:1 12.53 -9.37 C:9 14.96 -9.37 C:6 14.96 -12.21 C:11 17.40 -12.21 C:13 18.60 -11.53 C:7 16.19 -11.51 C:4 12.53 -12.21 C:10 13.75 -10.08 C:5 13.75 -11.51 1 14 2 17 2 -1 18 3 -1 4 15 2 5 15 1 17 6 -2 19 7 -1 8 10 1 8 11 1 9 12 1 9 16 1 10 17 1 11 18 1 12 18 1 13 16 1 13 19 1 14 15 1 16 14 -1 17 19 1 18 19 1', '19 20 C 17.40 -13.59 C 13.23 -13.39 C 13.75 -8.68 O 18.60 -10.13 O 19.81 -12.24 O 11.85 -13.40 O 13.75 -12.87 C 11.31 -10.08 C 16.19 -10.08 C 11.31 -11.51 C 12.53 -9.37 C 14.96 -9.37 C 14.96 -12.21 C 17.40 -12.21 C 18.60 -11.53 C 16.19 -11.51 C 12.53 -12.21 C 13.75 -10.08 C 13.75 -11.51 1 14 2 17 2 -1 18 3 -1 4 15 2 5 15 1 17 6 -2 19 7 -1 8 10 1 8 11 1 9 12 1 9 16 1 10 17 1 11 18 1 12 18 1 13 16 1 13 19 1 14 15 1 16 14 -1 17 19 1 18 19 1', '19 20 C:122 17.40 -13.59 C:26 13.23 -13.39 C:27 13.75 -8.68 O 18.60 -10.13 O 19.81 -12.24 O 11.85 -13.40 O 13.75 -12.87 C:18 11.31 -10.08 C:28 16.19 -10.08 C:37 11.31 -11.51 C:39 12.53 -9.37 C:35 14.96 -9.37 C:37 14.96 -12.21 C:148 17.40 -12.21 C:171 18.60 -11.53 C:38 16.19 -11.51 C:76 12.53 -12.21 C:39 13.75 -10.08 C:77 13.75 -11.51 1 14 2 17 2 -1 18 3 -1 4 15 2 5 15 1 17 6 -2 19 7 -1 8 10 1 8 11 1 9 12 1 9 16 1 10 17 1 11 18 1 12 18 1 13 16 1 13 19 1 14 15 1 16 14 -1 17 19 1 18 19 1', 'C15H24O4', 268.158, 'M', 'np03_1078_1', 2587, '', '', '1', 24, NULL, NULL),
(9048, '', '5beta-Hydroxyilicic acid methyl ester', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([C:13](=O)O[CH3:13001])[C@@H:7]2[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@:5]1(O)[CH2:6]2', 'C=C(C(=O)OC)[C@@H]2CC[C@@]1(C)CCC[C@](C)(O)[C@]1(O)C2', '[CH2:124]=[C:148]([C:170](=O)O[CH3:52])[C@@H:36]2[CH2:28][CH2:32][C@@:38]1([CH3:26])[CH2:39][CH2:19][CH2:37][C@:76]([CH3:23])(O)[C@:77]1(O)[CH2:36]2', '20 21 C:12 16.85 -13.62 C:13001 20.47 -11.51 C:15 12.62 -13.43 C:14 13.15 -8.68 O 18.05 -10.09 O 11.24 -13.43 O 13.15 -12.65 C:2 10.70 -10.09 C:8 15.65 -10.09 C:3 10.70 -11.51 C:1 11.93 -9.38 C:9 14.38 -9.38 C:6 14.38 -12.20 O 19.25 -12.20 C:11 16.85 -12.20 C:13 18.05 -11.51 C:7 15.65 -11.51 C:4 11.93 -12.20 C:10 13.15 -10.09 C:5 13.15 -11.51 1 15 2 2 14 1 18 3 -2 19 4 -1 5 16 2 18 6 -1 20 7 -2 8 10 1 8 11 1 9 12 1 9 17 1 10 18 1 11 19 1 12 19 1 13 17 1 13 20 1 14 16 1 15 16 1 17 15 -1 18 20 1 19 20 1', '20 21 C 16.85 -13.62 C 20.47 -11.51 C 12.62 -13.43 C 13.15 -8.68 O 18.05 -10.09 O 11.24 -13.43 O 13.15 -12.65 C 10.70 -10.09 C 15.65 -10.09 C 10.70 -11.51 C 11.93 -9.38 C 14.38 -9.38 C 14.38 -12.20 O 19.25 -12.20 C 16.85 -12.20 C 18.05 -11.51 C 15.65 -11.51 C 11.93 -12.20 C 13.15 -10.09 C 13.15 -11.51 1 15 2 2 14 1 18 3 -2 19 4 -1 5 16 2 18 6 -1 20 7 -2 8 10 1 8 11 1 9 12 1 9 17 1 10 18 1 11 19 1 12 19 1 13 17 1 13 20 1 14 16 1 15 16 1 17 15 -1 18 20 1 19 20 1', '20 21 C:124 16.85 -13.62 C:52 20.47 -11.51 C:23 12.62 -13.43 C:26 13.15 -8.68 O 18.05 -10.09 O 11.24 -13.43 O 13.15 -12.65 C:19 10.70 -10.09 C:28 15.65 -10.09 C:37 10.70 -11.51 C:39 11.93 -9.38 C:32 14.38 -9.38 C:36 14.38 -12.20 O 19.25 -12.20 C:148 16.85 -12.20 C:170 18.05 -11.51 C:36 15.65 -11.51 C:76 11.93 -12.20 C:38 13.15 -10.09 C:77 13.15 -11.51 1 15 2 2 14 1 18 3 -2 19 4 -1 5 16 2 18 6 -1 20 7 -2 8 10 1 8 11 1 9 12 1 9 17 1 10 18 1 11 19 1 12 19 1 13 17 1 13 20 1 14 16 1 15 16 1 17 15 -1 18 20 1 19 20 1', 'C16H26O4', 282.169, 'M', 'np03_1078_2', 2587, '', '', '1', 24, NULL, NULL),
(9049, '', '3alpha-Hydroxyilicic acid', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([C:13](=O)O)[C@@H:7]2[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][C@@H:3](O)[C@@:4]([CH3:15])(O)[C@@:5]1(O)[CH2:6]2', 'C=C(C(=O)O)[C@@H]2CC[C@@]1(C)CC[C@@H](O)[C@@](C)(O)[C@@]1(O)C2', '[CH2:123]=[C:148]([C:171](=O)O)[C@@H:42]2[CH2:47][CH2:46][C@@:35]1([CH3:24])[CH2:49][CH2:28][C@@H:69](O)[C@@:72]([CH3:21])(O)[C@@:55]1(O)[CH2:27]2', '20 21 C:12 17.99 -13.60 C:15 13.79 -13.42 C:14 14.31 -8.67 O 19.20 -10.10 O 20.41 -12.22 O 10.68 -12.22 O 12.43 -13.42 O 14.31 -12.75 C:2 11.88 -10.10 C:8 16.78 -10.10 C:1 13.11 -9.38 C:9 15.53 -9.38 C:6 15.53 -12.22 C:11 17.99 -12.23 C:13 19.20 -11.52 C:3 11.88 -11.52 C:7 16.78 -11.52 C:4 13.11 -12.22 C:10 14.31 -10.10 C:5 14.31 -11.52 1 14 2 18 2 -1 19 3 -1 4 15 2 5 15 1 16 6 -2 18 7 -2 20 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 19 1 12 19 1 13 17 1 13 20 1 14 15 1 17 14 -1 16 18 1 18 20 1 19 20 1', '20 21 C 17.99 -13.60 C 13.79 -13.42 C 14.31 -8.67 O 19.20 -10.10 O 20.41 -12.22 O 10.68 -12.22 O 12.43 -13.42 O 14.31 -12.75 C 11.88 -10.10 C 16.78 -10.10 C 13.11 -9.38 C 15.53 -9.38 C 15.53 -12.22 C 17.99 -12.23 C 19.20 -11.52 C 11.88 -11.52 C 16.78 -11.52 C 13.11 -12.22 C 14.31 -10.10 C 14.31 -11.52 1 14 2 18 2 -1 19 3 -1 4 15 2 5 15 1 16 6 -2 18 7 -2 20 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 19 1 12 19 1 13 17 1 13 20 1 14 15 1 17 14 -1 16 18 1 18 20 1 19 20 1', '20 21 C:123 17.99 -13.60 C:21 13.79 -13.42 C:24 14.31 -8.67 O 19.20 -10.10 O 20.41 -12.22 O 10.68 -12.22 O 12.43 -13.42 O 14.31 -12.75 C:28 11.88 -10.10 C:47 16.78 -10.10 C:49 13.11 -9.38 C:46 15.53 -9.38 C:27 15.53 -12.22 C:148 17.99 -12.23 C:171 19.20 -11.52 C:69 11.88 -11.52 C:42 16.78 -11.52 C:72 13.11 -12.22 C:35 14.31 -10.10 C:55 14.31 -11.52 1 14 2 18 2 -1 19 3 -1 4 15 2 5 15 1 16 6 -2 18 7 -2 20 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 19 1 12 19 1 13 17 1 13 20 1 14 15 1 17 14 -1 16 18 1 18 20 1 19 20 1', 'C15H24O5', 284.158, 'M', 'np03_1078_3', 2587, '', '', '1', 24, NULL, NULL),
(9050, '', '(1R,2R,5R,6R,7S,10S)-Eudesma-4(15)-en-1,2,6-triol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C:4](=[CH2:15])[CH2:3][C@@H:2](O)[C@H:1](O)[C@@:10]1([CH3:14])[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:13])[CH3:12])[C@H:6]2O', '[H][C@@]12C(=C)C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@@H](C(C)C)[C@H]2O', '[H][C@@:51]12[C:144](=[CH2:110])[CH2:44][C@@H:72](O)[C@H:84](O)[C@@:40]1([CH3:13])[CH2:32][CH2:23][C@@H:45]([CH:30]([CH3:26])[CH3:25])[C@H:70]2O', '19 20 H 14.93 -12.87 C:15 13.70 -13.99 C:13 19.84 -11.86 C:12 18.63 -13.99 C:14 14.93 -9.00 O 11.25 -9.74 O 13.70 -8.31 O 16.14 -13.99 C:8 17.41 -10.43 C:9 16.14 -9.74 C:3 12.46 -11.86 C:4 13.70 -12.57 C:11 18.63 -12.57 C:2 12.46 -10.43 C:1 13.70 -9.74 C:6 16.14 -12.57 C:7 17.41 -11.86 C:5 14.93 -11.86 C:10 14.93 -10.43 18 1 -1 2 12 2 3 13 1 4 13 1 19 5 -2 14 6 -1 15 7 -2 16 8 -1 9 10 1 9 17 1 10 19 1 11 12 1 11 14 1 12 18 1 17 13 -1 14 15 1 15 19 1 16 17 1 16 18 1 18 19 1', '19 20 H 14.93 -12.87 C 13.70 -13.99 C 19.84 -11.86 C 18.63 -13.99 C 14.93 -9.00 O 11.25 -9.74 O 13.70 -8.31 O 16.14 -13.99 C 17.41 -10.43 C 16.14 -9.74 C 12.46 -11.86 C 13.70 -12.57 C 18.63 -12.57 C 12.46 -10.43 C 13.70 -9.74 C 16.14 -12.57 C 17.41 -11.86 C 14.93 -11.86 C 14.93 -10.43 18 1 -1 2 12 2 3 13 1 4 13 1 19 5 -2 14 6 -1 15 7 -2 16 8 -1 9 10 1 9 17 1 10 19 1 11 12 1 11 14 1 12 18 1 17 13 -1 14 15 1 15 19 1 16 17 1 16 18 1 18 19 1', '19 20 H 14.93 -12.87 C:110 13.70 -13.99 C:26 19.84 -11.86 C:25 18.63 -13.99 C:13 14.93 -9.00 O 11.25 -9.74 O 13.70 -8.31 O 16.14 -13.99 C:23 17.41 -10.43 C:32 16.14 -9.74 C:44 12.46 -11.86 C:144 13.70 -12.57 C:30 18.63 -12.57 C:72 12.46 -10.43 C:84 13.70 -9.74 C:70 16.14 -12.57 C:45 17.41 -11.86 C:51 14.93 -11.86 C:40 14.93 -10.43 18 1 -1 2 12 2 3 13 1 4 13 1 19 5 -2 14 6 -1 15 7 -2 16 8 -1 9 10 1 9 17 1 10 19 1 11 12 1 11 14 1 12 18 1 17 13 -1 14 15 1 15 19 1 16 17 1 16 18 1 18 19 1', 'C15H26O3', 254.167, 'B', 'np04_37_1', 617, '', '', '1', 24, NULL, NULL),
(9051, '', '(1R,2S,6R,7S,10S)-1,2,6-Trihydroxyeudesma-4-en-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4]2=[C:5]1[C@H:6](O)[C@H:7]([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C@:10]1([CH3:14])[C@@H:1](O)[C@H:2](O)[C:3]2=O', 'CC2=C1[C@H](O)[C@H](C(C)C)CC[C@]1(C)[C@@H](O)[C@H](O)C2=O', '[CH3:99][C:128]2=[C:160]1[C@H:64](O)[C@H:38]([CH:29]([CH3:18])[CH3:18])[CH2:20][CH2:26][C@:37]1([CH3:15])[C@@H:77](O)[C@H:73](O)[C:197]2=O', '19 20 C:15 13.77 -13.96 C:13 19.82 -11.89 C:12 18.62 -13.96 C:14 14.97 -9.05 O 11.34 -12.57 O 11.34 -9.78 O 16.17 -13.96 O 13.77 -8.37 C:8 17.41 -10.46 C:9 16.17 -9.75 C:4 13.77 -12.57 C:3 12.53 -11.87 C:5 14.97 -11.87 C:11 18.62 -12.57 C:2 12.53 -10.46 C:6 16.17 -12.57 C:1 13.77 -9.75 C:7 17.41 -11.87 C:10 14.97 -10.46 1 11 1 2 14 1 3 14 1 19 4 -2 5 12 2 15 6 -1 16 7 -1 17 8 -2 9 10 1 9 18 1 10 19 1 11 12 1 11 13 2 12 15 1 13 16 1 13 19 1 18 14 -1 15 17 1 16 18 1 17 19 1', '19 20 C 13.77 -13.96 C 19.82 -11.89 C 18.62 -13.96 C 14.97 -9.05 O 11.34 -12.57 O 11.34 -9.78 O 16.17 -13.96 O 13.77 -8.37 C 17.41 -10.46 C 16.17 -9.75 C 13.77 -12.57 C 12.53 -11.87 C 14.97 -11.87 C 18.62 -12.57 C 12.53 -10.46 C 16.17 -12.57 C 13.77 -9.75 C 17.41 -11.87 C 14.97 -10.46 1 11 1 2 14 1 3 14 1 19 4 -2 5 12 2 15 6 -1 16 7 -1 17 8 -2 9 10 1 9 18 1 10 19 1 11 12 1 11 13 2 12 15 1 13 16 1 13 19 1 18 14 -1 15 17 1 16 18 1 17 19 1', '19 20 C:9 13.77 -13.96 C:18 19.82 -11.89 C:18 18.62 -13.96 C:15 14.97 -9.05 O 11.34 -12.57 O 11.34 -9.78 O 16.17 -13.96 O 13.77 -8.37 C:20 17.41 -10.46 C:26 16.17 -9.75 C:128 13.77 -12.57 C:197 12.53 -11.87 C:160 14.97 -11.87 C:29 18.62 -12.57 C:73 12.53 -10.46 C:64 16.17 -12.57 C:77 13.77 -9.75 C:38 17.41 -11.87 C:37 14.97 -10.46 1 11 1 2 14 1 3 14 1 19 4 -2 5 12 2 15 6 -1 16 7 -1 17 8 -2 9 10 1 9 18 1 10 19 1 11 12 1 11 13 2 12 15 1 13 16 1 13 19 1 18 14 -1 15 17 1 16 18 1 17 19 1', 'C15H24O4', 268.158, 'B', 'np04_37_2', 617, '', '', '1', 24, NULL, NULL),
(9052, '', '(1R,2R,7S,10S)-Eudesma-3,5-dien-1,2-diol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4]1=[CH:3][C@@H:2](O)[C@H:1](O)[C@@:10]2([CH3:14])[CH2:9][CH2:8][C@@H:7]([CH:11]([CH3:12])[CH3:13])[CH:6]=[C:5]12', 'CC1=C[C@@H](O)[C@H](O)[C@@]2(C)CC[C@@H](C(C)C)C=C12', '[CH3:19][C:133]1=[CH:126][C@@H:71](O)[C@H:81](O)[C@@:38]2([CH3:17])[CH2:31][CH2:20][C@@H:40]([CH:33]([CH3:20])[CH3:20])[CH:127]=[C:141]12', '17 18 C:15 13.79 -13.93 C:12 18.64 -13.93 C:13 19.84 -11.86 C:14 14.99 -9.03 O 11.34 -9.75 O 13.79 -8.35 C:3 12.56 -11.84 C:6 16.19 -12.54 C:8 17.43 -10.44 C:9 16.19 -9.73 C:4 13.79 -12.54 C:5 14.99 -11.84 C:11 18.64 -12.54 C:2 12.56 -10.44 C:7 17.43 -11.84 C:1 13.79 -9.73 C:10 14.99 -10.44 1 11 1 2 13 1 3 13 1 17 4 -2 14 5 -1 16 6 -2 7 11 2 7 14 1 8 12 2 8 15 1 9 10 1 9 15 1 10 17 1 11 12 1 12 17 1 15 13 -1 14 16 1 16 17 1', '17 18 C 13.79 -13.93 C 18.64 -13.93 C 19.84 -11.86 C 14.99 -9.03 O 11.34 -9.75 O 13.79 -8.35 C 12.56 -11.84 C 16.19 -12.54 C 17.43 -10.44 C 16.19 -9.73 C 13.79 -12.54 C 14.99 -11.84 C 18.64 -12.54 C 12.56 -10.44 C 17.43 -11.84 C 13.79 -9.73 C 14.99 -10.44 1 11 1 2 13 1 3 13 1 17 4 -2 14 5 -1 16 6 -2 7 11 2 7 14 1 8 12 2 8 15 1 9 10 1 9 15 1 10 17 1 11 12 1 12 17 1 15 13 -1 14 16 1 16 17 1', '17 18 C:19 13.79 -13.93 C:20 18.64 -13.93 C:20 19.84 -11.86 C:17 14.99 -9.03 O 11.34 -9.75 O 13.79 -8.35 C:126 12.56 -11.84 C:127 16.19 -12.54 C:20 17.43 -10.44 C:31 16.19 -9.73 C:133 13.79 -12.54 C:141 14.99 -11.84 C:33 18.64 -12.54 C:71 12.56 -10.44 C:40 17.43 -11.84 C:81 13.79 -9.73 C:38 14.99 -10.44 1 11 1 2 13 1 3 13 1 17 4 -2 14 5 -1 16 6 -2 7 11 2 7 14 1 8 12 2 8 15 1 9 10 1 9 15 1 10 17 1 11 12 1 12 17 1 15 13 -1 14 16 1 16 17 1', 'C15H24O2', 236.159, 'B', 'np04_37_3', 617, '', '', '1', 24, NULL, NULL),
(9053, '9a-Acetoxycumambrin A (Conformation A at -51C)', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH:3]=[C:4]([CH3:15])[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:8001]([CH3:8002])=O)[C@@H:9](O[C:9001]([CH3:9002])=O)[C@@:10]3([CH3:14])O', '[H][C@@]13CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@]3(C)O', '[H][C@@:42]13[CH2:34][CH:128]=[C:139]([CH3:17])[C@:53]1([H])[C@@:80]2([H])O[C:170](=O)[C:135](=[CH2:126])[C@:42]2([H])[C@H:72](O[C:171]([CH3:21])=O)[C@@H:78](O[C:171]([CH3:21])=O)[C@@:74]3([CH3:22])O', '30 32 H 13.84 -8.57 H 14.52 -11.28 H 15.38 -11.28 H 13.00 -12.05 C:13 17.55 -14.00 C:8002 20.34 -10.56 C:9002 18.30 -6.39 C:15 10.74 -12.05 C:14 15.69 -7.64 O 18.54 -8.92 O 15.90 -6.75 O 14.95 -15.90 O 14.23 -7.64 C:3 11.16 -9.58 C:2 12.33 -8.67 O 18.01 -11.28 O 17.40 -8.67 O 13.78 -13.56 C:8001 18.97 -10.25 C:9001 17.20 -7.27 C:4 11.64 -10.97 C:11 16.12 -13.56 C:12 14.95 -14.39 C:8 16.64 -10.97 C:9 16.30 -9.51 C:1 13.62 -9.51 C:6 14.23 -12.14 C:7 15.69 -12.14 C:5 13.27 -10.97 C:10 14.95 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', '30 32 H 13.84 -8.57 H 14.52 -11.28 H 15.38 -11.28 H 13.00 -12.05 C 17.55 -14.00 C 20.34 -10.56 C 18.30 -6.39 C 10.74 -12.05 C 15.69 -7.64 O 18.54 -8.92 O 15.90 -6.75 O 14.95 -15.90 O 14.23 -7.64 C 11.16 -9.58 C 12.33 -8.67 O 18.01 -11.28 O 17.40 -8.67 O 13.78 -13.56 C 18.97 -10.25 C 17.20 -7.27 C 11.64 -10.97 C 16.12 -13.56 C 14.95 -14.39 C 16.64 -10.97 C 16.30 -9.51 C 13.62 -9.51 C 14.23 -12.14 C 15.69 -12.14 C 13.27 -10.97 C 14.95 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', '30 32 H 13.84 -8.57 H 14.52 -11.28 H 15.38 -11.28 H 13.00 -12.05 C:126 17.55 -14.00 C:21 20.34 -10.56 C:21 18.30 -6.39 C:17 10.74 -12.05 C:22 15.69 -7.64 O 18.54 -8.92 O 15.90 -6.75 O 14.95 -15.90 O 14.23 -7.64 C:128 11.16 -9.58 C:34 12.33 -8.67 O 18.01 -11.28 O 17.40 -8.67 O 13.78 -13.56 C:171 18.97 -10.25 C:171 17.20 -7.27 C:139 11.64 -10.97 C:135 16.12 -13.56 C:170 14.95 -14.39 C:72 16.64 -10.97 C:78 16.30 -9.51 C:42 13.62 -9.51 C:80 14.23 -12.14 C:42 15.69 -12.14 C:53 13.27 -10.97 C:74 14.95 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', 'C19H24O7', 364.231, 'C', 'ph54_625_9', 2348, 'Conformation A', '', '1', 7, NULL, NULL),
(9054, '9a-Acetoxycumambrin A (Conformation B at -51 C)', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH:3]=[C:4]([CH3:15])[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:8001]([CH3:8002])=O)[C@@H:9](O[C:9001]([CH3:9002])=O)[C@@:10]3([CH3:14])O', '[H][C@@]13CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@]3(C)O', '[H][C@@:54]13[CH2:34][CH:126]=[C:143]([CH3:18])[C@:54]1([H])[C@@:80]2([H])O[C:170](=O)[C:137](=[CH2:122])[C@:46]2([H])[C@H:72](O[C:170]([CH3:19])=O)[C@@H:70](O[C:170]([CH3:19])=O)[C@@:77]3([CH3:28])O', '30 32 H 13.89 -8.57 H 14.57 -11.28 H 15.43 -11.28 H 13.05 -12.05 C:13 17.60 -13.99 C:8002 20.37 -10.56 C:9002 18.35 -6.38 C:15 10.80 -12.05 C:14 15.74 -7.63 O 18.59 -8.92 O 15.95 -6.74 O 15.00 -15.89 O 14.28 -7.63 C:3 11.20 -9.58 C:2 12.38 -8.67 O 18.06 -11.28 O 17.45 -8.67 O 13.83 -13.55 C:8001 19.00 -10.25 C:9001 17.25 -7.26 C:4 11.69 -10.97 C:11 16.17 -13.55 C:12 15.00 -14.38 C:8 16.69 -10.97 C:9 16.35 -9.51 C:1 13.67 -9.51 C:6 14.28 -12.15 C:7 15.74 -12.15 C:5 13.32 -10.97 C:10 15.00 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', '30 32 H 13.89 -8.57 H 14.57 -11.28 H 15.43 -11.28 H 13.05 -12.05 C 17.60 -13.99 C 20.37 -10.56 C 18.35 -6.38 C 10.80 -12.05 C 15.74 -7.63 O 18.59 -8.92 O 15.95 -6.74 O 15.00 -15.89 O 14.28 -7.63 C 11.20 -9.58 C 12.38 -8.67 O 18.06 -11.28 O 17.45 -8.67 O 13.83 -13.55 C 19.00 -10.25 C 17.25 -7.26 C 11.69 -10.97 C 16.17 -13.55 C 15.00 -14.38 C 16.69 -10.97 C 16.35 -9.51 C 13.67 -9.51 C 14.28 -12.15 C 15.74 -12.15 C 13.32 -10.97 C 15.00 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', '30 32 H 13.89 -8.57 H 14.57 -11.28 H 15.43 -11.28 H 13.05 -12.05 C:122 17.60 -13.99 C:19 20.37 -10.56 C:19 18.35 -6.38 C:18 10.80 -12.05 C:28 15.74 -7.63 O 18.59 -8.92 O 15.95 -6.74 O 15.00 -15.89 O 14.28 -7.63 C:126 11.20 -9.58 C:34 12.38 -8.67 O 18.06 -11.28 O 17.45 -8.67 O 13.83 -13.55 C:170 19.00 -10.25 C:170 17.25 -7.26 C:143 11.69 -10.97 C:137 16.17 -13.55 C:170 15.00 -14.38 C:72 16.69 -10.97 C:70 16.35 -9.51 C:54 13.67 -9.51 C:80 14.28 -12.15 C:46 15.74 -12.15 C:54 13.32 -10.97 C:77 15.00 -8.85 26 1 -2 27 2 -1 28 3 -2 29 4 -2 5 22 2 6 19 1 7 20 1 21 8 -2 30 9 -1 10 19 2 11 20 2 12 23 2 30 13 -2 14 15 1 14 21 2 15 26 1 16 19 1 24 16 -1 17 20 1 25 17 -2 18 23 1 18 27 1 21 29 1 22 23 1 22 28 1 24 25 1 24 28 1 25 30 1 26 29 1 26 30 1 27 28 1 27 29 1', 'C19H24O7', 364.231, 'C', 'ph54_625_9', 2348, 'Conformation B', 'Solvent C', '1', 7, NULL, NULL),
(9055, '8-O-Isobutyryl-9a-acetoxycumambrin B (Conformation A at -51 C)', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH:3]=[C:4]([CH3:15])[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:8001](=O)[CH:8002]([CH3:8201])[CH3:8003])[C@@H:9](O[C:9001]([CH3:9002])=O)[C@@:10]3([CH3:14])O', '[H][C@@]13CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](OC(=O)C(C)C)[C@@H](OC(C)=O)[C@@]3(C)O', '[H][C@@:42]13[CH2:33][CH:127]=[C:139]([CH3:17])[C@:52]1([H])[C@@:80]2([H])O[C:170](=O)[C:135](=[CH2:126])[C@:42]2([H])[C@@H:71](O[C:176](=O)[CH:34]([CH3:19])[CH3:19])[C@@H:78](O[C:171]([CH3:21])=O)[C@@:74]3([CH3:22])O', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C:13 17.10 -13.98 C:9002 17.84 -6.38 C:15 10.30 -12.05 C:8201 20.79 -9.48 C:8003 20.30 -11.85 C:14 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C:3 10.70 -9.58 C:2 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C:9001 16.75 -7.26 C:4 11.19 -10.97 C:11 15.67 -13.54 C:12 14.50 -14.37 C:8001 18.49 -10.23 C:8002 19.86 -10.52 C:8 16.19 -10.97 C:9 15.85 -9.51 C:1 13.16 -9.51 C:6 13.78 -12.15 C:7 15.24 -12.15 C:5 12.82 -10.97 C:10 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C 17.10 -13.98 C 17.84 -6.38 C 10.30 -12.05 C 20.79 -9.48 C 20.30 -11.85 C 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C 10.70 -9.58 C 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C 16.75 -7.26 C 11.19 -10.97 C 15.67 -13.54 C 14.50 -14.37 C 18.49 -10.23 C 19.86 -10.52 C 16.19 -10.97 C 15.85 -9.51 C 13.16 -9.51 C 13.78 -12.15 C 15.24 -12.15 C 12.82 -10.97 C 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C:126 17.10 -13.98 C:21 17.84 -6.38 C:17 10.30 -12.05 C:19 20.79 -9.48 C:19 20.30 -11.85 C:22 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C:127 10.70 -9.58 C:33 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C:171 16.75 -7.26 C:139 11.19 -10.97 C:135 15.67 -13.54 C:170 14.50 -14.37 C:176 18.49 -10.23 C:34 19.86 -10.52 C:71 16.19 -10.97 C:78 15.85 -9.51 C:42 13.16 -9.51 C:80 13.78 -12.15 C:42 15.24 -12.15 C:52 12.82 -10.97 C:74 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', 'C21H28O7', 392.252, 'C', 'ph54_625_10', 2348, 'Conformation A', '', '1', 7, NULL, NULL),
(9056, '8-O-Isobutyryl-9a-acetoxycumambrin B (Conformation B at -51 C)', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][CH:3]=[C:4]([CH3:15])[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:8001](=O)[CH:8002]([CH3:8201])[CH3:8003])[C@@H:9](O[C:9001]([CH3:9002])=O)[C@@:10]3([CH3:14])O', '[H][C@@]13CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](OC(=O)C(C)C)[C@@H](OC(C)=O)[C@@]3(C)O', '[H][C@@:53]13[CH2:33][CH:126]=[C:143]([CH3:18])[C@:54]1([H])[C@@:80]2([H])O[C:170](=O)[C:137](=[CH2:122])[C@:46]2([H])[C@@H:71](O[C:177](=O)[CH:34]([CH3:19])[CH3:21])[C@@H:70](O[C:170]([CH3:19])=O)[C@@:77]3([CH3:28])O', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C:13 17.10 -13.98 C:9002 17.84 -6.38 C:15 10.30 -12.05 C:8201 20.79 -9.48 C:8003 20.30 -11.85 C:14 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C:3 10.70 -9.58 C:2 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C:9001 16.75 -7.26 C:4 11.19 -10.97 C:11 15.67 -13.54 C:12 14.50 -14.37 C:8001 18.49 -10.23 C:8002 19.86 -10.52 C:8 16.19 -10.97 C:9 15.85 -9.51 C:1 13.16 -9.51 C:6 13.78 -12.15 C:7 15.24 -12.15 C:5 12.82 -10.97 C:10 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C 17.10 -13.98 C 17.84 -6.38 C 10.30 -12.05 C 20.79 -9.48 C 20.30 -11.85 C 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C 10.70 -9.58 C 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C 16.75 -7.26 C 11.19 -10.97 C 15.67 -13.54 C 14.50 -14.37 C 18.49 -10.23 C 19.86 -10.52 C 16.19 -10.97 C 15.85 -9.51 C 13.16 -9.51 C 13.78 -12.15 C 15.24 -12.15 C 12.82 -10.97 C 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', '32 34 H 13.38 -8.57 H 14.07 -11.28 H 14.93 -11.28 H 12.55 -12.05 C:122 17.10 -13.98 C:19 17.84 -6.38 C:18 10.30 -12.05 C:19 20.79 -9.48 C:21 20.30 -11.85 C:28 15.24 -7.63 O 15.45 -6.74 O 14.50 -15.88 O 18.05 -8.90 O 13.78 -7.63 C:126 10.70 -9.58 C:33 11.88 -8.67 O 16.95 -8.67 O 17.55 -11.28 O 13.32 -13.54 C:170 16.75 -7.26 C:143 11.19 -10.97 C:137 15.67 -13.54 C:170 14.50 -14.37 C:177 18.49 -10.23 C:34 19.86 -10.52 C:71 16.19 -10.97 C:70 15.85 -9.51 C:53 13.16 -9.51 C:80 13.78 -12.15 C:46 15.24 -12.15 C:54 12.82 -10.97 C:77 14.50 -8.85 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 22 2 6 20 1 21 7 -2 8 25 1 9 25 1 32 10 -1 11 20 2 12 23 2 13 24 2 32 14 -2 15 16 1 15 21 2 16 28 1 17 20 1 27 17 -2 18 24 1 26 18 -2 19 23 1 19 29 1 21 31 1 22 23 1 22 30 1 24 25 1 26 27 1 26 30 1 27 32 1 28 31 1 28 32 1 29 30 1 29 31 1', 'C21H28O7', 392.252, 'C', 'ph54_625_10', 2348, 'Conformation B', 'Solvent C', '1', 7, 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
(9057, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]24[CH2:2][C@H:3](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[C:4](=[CH2:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11](=[CH2:13])[C@:7]3([H])[C@H:8](O[C:8001](=O)[C:8002](O)([CH2:8201][CH3:8202])[C:8003]([CH3:8004])=O)[CH2:9][C:10]4=[CH2:14]', '[H][C@@]24C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=C)[C@]2([H])[C@@]3([H])OC(=O)C(=C)[C@]3([H])[C@H](OC(=O)C(O)(CC)C(C)=O)CC4=C', '[H][C@@:44]24[CH2:38][C@H:81](O[C@@H:105]1O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:75]1O)[C:151](=[CH2:112])[C@:50]2([H])[C@@:79]3([H])O[C:169](=O)[C:136](=[CH2:122])[C@:48]3([H])[C@H:70](O[C:172](=O)[C:85](O)([CH2:29][CH3:88])[C:207]([CH3:26])=O)[CH2:41][C:143]4=[CH2:117]', '43 46 H 14.99 -9.89 H 16.55 -12.57 H 15.69 -12.57 H 14.18 -13.30 C:14 16.12 -8.69 C:13 18.69 -15.30 C:15 11.94 -13.48 C:8202 22.26 -14.10 C:8004 23.80 -11.04 O 21.99 -9.43 O 16.12 -17.16 O 19.71 -10.17 O 7.31 -5.68 O 9.65 -5.10 O 12.34 -5.86 O 13.02 -8.58 O 21.23 -13.17 C:8201 22.54 -12.73 C:106 7.63 -7.04 C:9 17.48 -10.83 C:2 13.52 -9.99 O 19.19 -12.57 O 11.00 -10.52 O 9.31 -8.78 O 14.93 -14.84 C:8003 22.42 -10.76 C:10 16.12 -10.17 C:11 17.30 -14.84 C:4 12.83 -12.29 C:12 16.12 -15.68 C:8001 20.14 -11.52 C:3 12.34 -10.90 C:105 8.97 -7.42 C:104 9.98 -6.46 C:103 11.33 -6.84 C:102 11.68 -8.19 C:8 17.82 -12.29 C:101 10.66 -9.16 C:1 14.77 -10.83 C:7 16.87 -13.48 C:6 15.39 -13.48 C:5 14.44 -12.29 C:8002 21.51 -11.81 39 1 -2 40 2 -2 41 3 -1 42 4 -2 5 27 2 6 28 2 7 29 2 8 18 1 9 26 1 10 26 2 11 30 2 12 31 2 13 19 1 34 14 -1 35 15 -2 36 16 -1 17 43 1 18 43 1 33 19 -2 20 27 1 20 37 1 21 32 1 21 39 1 22 31 1 37 22 -1 32 23 -1 38 23 -2 24 33 1 24 38 1 25 30 1 25 41 1 26 43 1 27 39 1 28 30 1 28 40 1 29 32 1 29 42 1 31 43 1 33 34 1 34 35 1 35 36 1 36 38 1 37 40 1 39 42 1 40 41 1 41 42 1', '43 46 H 14.99 -9.89 H 16.55 -12.57 H 15.69 -12.57 H 14.18 -13.30 C 16.12 -8.69 C 18.69 -15.30 C 11.94 -13.48 C 22.26 -14.10 C 23.80 -11.04 O 21.99 -9.43 O 16.12 -17.16 O 19.71 -10.17 O 7.31 -5.68 O 9.65 -5.10 O 12.34 -5.86 O 13.02 -8.58 O 21.23 -13.17 C 22.54 -12.73 C 7.63 -7.04 C 17.48 -10.83 C 13.52 -9.99 O 19.19 -12.57 O 11.00 -10.52 O 9.31 -8.78 O 14.93 -14.84 C 22.42 -10.76 C 16.12 -10.17 C 17.30 -14.84 C 12.83 -12.29 C 16.12 -15.68 C 20.14 -11.52 C 12.34 -10.90 C 8.97 -7.42 C 9.98 -6.46 C 11.33 -6.84 C 11.68 -8.19 C 17.82 -12.29 C 10.66 -9.16 C 14.77 -10.83 C 16.87 -13.48 C 15.39 -13.48 C 14.44 -12.29 C 21.51 -11.81 39 1 -2 40 2 -2 41 3 -1 42 4 -2 5 27 2 6 28 2 7 29 2 8 18 1 9 26 1 10 26 2 11 30 2 12 31 2 13 19 1 34 14 -1 35 15 -2 36 16 -1 17 43 1 18 43 1 33 19 -2 20 27 1 20 37 1 21 32 1 21 39 1 22 31 1 37 22 -1 32 23 -1 38 23 -2 24 33 1 24 38 1 25 30 1 25 41 1 26 43 1 27 39 1 28 30 1 28 40 1 29 32 1 29 42 1 31 43 1 33 34 1 34 35 1 35 36 1 36 38 1 37 40 1 39 42 1 40 41 1 41 42 1', '43 46 H 14.99 -9.89 H 16.55 -12.57 H 15.69 -12.57 H 14.18 -13.30 C:117 16.12 -8.69 C:122 18.69 -15.30 C:112 11.94 -13.48 C:8 22.26 -14.10 C:26 23.80 -11.04 O 21.99 -9.43 O 16.12 -17.16 O 19.71 -10.17 O 7.31 -5.68 O 9.65 -5.10 O 12.34 -5.86 O 13.02 -8.58 O 21.23 -13.17 C:29 22.54 -12.73 C:63 7.63 -7.04 C:41 17.48 -10.83 C:38 13.52 -9.99 O 19.19 -12.57 O 11.00 -10.52 O 9.31 -8.78 O 14.93 -14.84 C:207 22.42 -10.76 C:143 16.12 -10.17 C:136 17.30 -14.84 C:151 12.83 -12.29 C:169 16.12 -15.68 C:172 20.14 -11.52 C:81 12.34 -10.90 C:79 8.97 -7.42 C:72 9.98 -6.46 C:79 11.33 -6.84 C:75 11.68 -8.19 C:70 17.82 -12.29 C:105 10.66 -9.16 C:44 14.77 -10.83 C:48 16.87 -13.48 C:79 15.39 -13.48 C:50 14.44 -12.29 C:85 21.51 -11.81 39 1 -2 40 2 -2 41 3 -1 42 4 -2 5 27 2 6 28 2 7 29 2 8 18 1 9 26 1 10 26 2 11 30 2 12 31 2 13 19 1 34 14 -1 35 15 -2 36 16 -1 17 43 1 18 43 1 33 19 -2 20 27 1 20 37 1 21 32 1 21 39 1 22 31 1 37 22 -1 32 23 -1 38 23 -2 24 33 1 24 38 1 25 30 1 25 41 1 26 43 1 27 39 1 28 30 1 28 40 1 29 32 1 29 42 1 31 43 1 33 34 1 34 35 1 35 36 1 36 38 1 37 40 1 39 42 1 40 41 1 41 42 1', 'C27H36O12', 552.313, 'P', 'ph54_763_8', 1141, '', '', '1', 7, NULL, NULL),
(9058, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]24[CH2:2][C@H:3](O[C@H:101]1O[C@@H:105]([CH2:106]O)[C@H:104](O)[C@@H:103](O)[C@@H:102]1O)[C:4](=[CH2:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]3([H])[C@H:8](O)[CH2:9][C:10]4=[CH2:14]', '[H][C@@]24C[C@H](O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C(=C)[C@]2([H])[C@@]3([H])OC(=O)[C@@H](C)[C@]3([H])[C@H](O)CC4=C', '[H][C@@:43]24[CH2:39][C@H:87](O[C@H:106]1O[C@@H:78]([CH2:63]O)[C@H:72](O)[C@@H:79](O)[C@@H:75]1O)[C:46](=[CH2:19])[C@:52]2([H])[C@@:81]3([H])O[C:179](=O)[C@@H:37]([CH3:13])[C@:56]3([H])[C@H:64](O)[CH2:45][C:144]4=[CH2:115]', '34 37 H 17.19 -9.95 H 17.88 -12.63 H 18.74 -12.63 H 16.37 -13.36 C:14 18.31 -8.74 C:15 14.12 -13.54 C:13 20.87 -15.35 O 18.31 -17.21 O 15.88 -6.31 O 21.36 -12.63 O 11.85 -5.14 O 9.82 -7.08 O 10.50 -9.81 C:106 14.53 -5.92 C:9 19.67 -10.89 C:2 15.71 -10.05 O 13.19 -10.58 O 13.86 -8.25 O 17.13 -14.90 C:10 18.31 -10.23 C:4 15.02 -12.35 C:12 18.31 -15.77 C:11 19.49 -14.90 C:8 20.00 -12.35 C:3 14.53 -10.96 C:105 13.52 -6.89 C:104 12.18 -6.50 C:103 11.17 -7.47 C:102 11.51 -8.83 C:101 12.85 -9.22 C:1 16.97 -10.89 C:6 17.58 -13.54 C:7 19.06 -13.54 C:5 16.63 -12.35 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 21 2 23 7 -2 8 22 2 9 14 1 24 10 -1 27 11 -1 28 12 -2 29 13 -1 26 14 -2 15 20 1 15 24 1 16 25 1 16 31 1 25 17 -1 30 17 -2 18 26 1 18 30 1 19 22 1 19 32 1 20 31 1 21 25 1 21 34 1 22 23 1 23 33 1 24 33 1 26 27 1 27 28 1 28 29 1 29 30 1 31 34 1 32 33 1 32 34 1', '34 37 H 17.19 -9.95 H 17.88 -12.63 H 18.74 -12.63 H 16.37 -13.36 C 18.31 -8.74 C 14.12 -13.54 C 20.87 -15.35 O 18.31 -17.21 O 15.88 -6.31 O 21.36 -12.63 O 11.85 -5.14 O 9.82 -7.08 O 10.50 -9.81 C 14.53 -5.92 C 19.67 -10.89 C 15.71 -10.05 O 13.19 -10.58 O 13.86 -8.25 O 17.13 -14.90 C 18.31 -10.23 C 15.02 -12.35 C 18.31 -15.77 C 19.49 -14.90 C 20.00 -12.35 C 14.53 -10.96 C 13.52 -6.89 C 12.18 -6.50 C 11.17 -7.47 C 11.51 -8.83 C 12.85 -9.22 C 16.97 -10.89 C 17.58 -13.54 C 19.06 -13.54 C 16.63 -12.35 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 21 2 23 7 -2 8 22 2 9 14 1 24 10 -1 27 11 -1 28 12 -2 29 13 -1 26 14 -2 15 20 1 15 24 1 16 25 1 16 31 1 25 17 -1 30 17 -2 18 26 1 18 30 1 19 22 1 19 32 1 20 31 1 21 25 1 21 34 1 22 23 1 23 33 1 24 33 1 26 27 1 27 28 1 28 29 1 29 30 1 31 34 1 32 33 1 32 34 1', '34 37 H 17.19 -9.95 H 17.88 -12.63 H 18.74 -12.63 H 16.37 -13.36 C:115 18.31 -8.74 C:19 14.12 -13.54 C:13 20.87 -15.35 O 18.31 -17.21 O 15.88 -6.31 O 21.36 -12.63 O 11.85 -5.14 O 9.82 -7.08 O 10.50 -9.81 C:63 14.53 -5.92 C:45 19.67 -10.89 C:39 15.71 -10.05 O 13.19 -10.58 O 13.86 -8.25 O 17.13 -14.90 C:144 18.31 -10.23 C:46 15.02 -12.35 C:179 18.31 -15.77 C:37 19.49 -14.90 C:64 20.00 -12.35 C:87 14.53 -10.96 C:78 13.52 -6.89 C:72 12.18 -6.50 C:79 11.17 -7.47 C:75 11.51 -8.83 C:106 12.85 -9.22 C:43 16.97 -10.89 C:81 17.58 -13.54 C:56 19.06 -13.54 C:52 16.63 -12.35 31 1 -2 32 2 -1 33 3 -2 34 4 -2 5 20 2 6 21 2 23 7 -2 8 22 2 9 14 1 24 10 -1 27 11 -1 28 12 -2 29 13 -1 26 14 -2 15 20 1 15 24 1 16 25 1 16 31 1 25 17 -1 30 17 -2 18 26 1 18 30 1 19 22 1 19 32 1 20 31 1 21 25 1 21 34 1 22 23 1 23 33 1 24 33 1 26 27 1 27 28 1 28 29 1 29 30 1 31 34 1 32 33 1 32 34 1', 'C21H30O9', 426.251, 'P', 'ph54_763_10', 1141, '', '', '1', 7, NULL, NULL),
(9059, '2beta-Hydroxycoronopilin', '', 'Terpenoids', 'Sesquiterpenoids', 'Ambrosanes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1(O)[C@H:2](O)[CH2:3][C:4](=O)[C@@:5]1([CH3:15])[C@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@H](C)[C@]1(O)[C@H](O)CC(=O)[C@@]1(C)[C@]2([H])OC(=O)C3=C', '[H][C@@:43]23[CH2:25][CH2:30][C@H:40]([CH3:17])[C@:85]1(O)[C@H:80](O)[CH2:42][C:86](=O)[C@@:53]1([CH3:10])[C@:78]2([H])O[C:9999](=O)[C:142]3=[CH2:119]', '22 24 H 16.81 -10.89 H 15.95 -10.89 C:13 18.90 -13.53 C:14 16.38 -7.15 C:15 14.43 -11.93 O 16.38 -15.36 O 12.25 -11.68 O 13.77 -6.97 O 15.36 -7.83 C:9 17.71 -9.18 C:8 18.05 -10.60 C:3 12.67 -9.24 O 15.21 -13.10 C:11 17.53 -13.10 C:12 16.38 -13.91 C:4 13.15 -10.60 C:10 16.38 -8.52 C:2 13.83 -8.35 C:7 17.11 -11.78 C:6 15.65 -11.78 C:5 14.74 -10.60 C:1 15.06 -9.18 19 1 -2 20 2 -2 3 14 2 17 4 -1 21 5 -1 6 15 2 7 16 2 18 8 -1 22 9 -2 10 11 1 10 17 1 11 19 1 12 16 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 21 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.81 -10.89 H 15.95 -10.89 C 18.90 -13.53 C 16.38 -7.15 C 14.43 -11.93 O 16.38 -15.36 O 12.25 -11.68 O 13.77 -6.97 O 15.36 -7.83 C 17.71 -9.18 C 18.05 -10.60 C 12.67 -9.24 O 15.21 -13.10 C 17.53 -13.10 C 16.38 -13.91 C 13.15 -10.60 C 16.38 -8.52 C 13.83 -8.35 C 17.11 -11.78 C 15.65 -11.78 C 14.74 -10.60 C 15.06 -9.18 19 1 -2 20 2 -2 3 14 2 17 4 -1 21 5 -1 6 15 2 7 16 2 18 8 -1 22 9 -2 10 11 1 10 17 1 11 19 1 12 16 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 21 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.81 -10.89 H 15.95 -10.89 C:119 18.90 -13.53 C:17 16.38 -7.15 C:10 14.43 -11.93 O 16.38 -15.36 O 12.25 -11.68 O 13.77 -6.97 O 15.36 -7.83 C:30 17.71 -9.18 C:25 18.05 -10.60 C:42 12.67 -9.24 O 15.21 -13.10 C:142 17.53 -13.10 C 16.38 -13.91 C:86 13.15 -10.60 C:40 16.38 -8.52 C:80 13.83 -8.35 C:43 17.11 -11.78 C:78 15.65 -11.78 C:53 14.74 -10.60 C:85 15.06 -9.18 19 1 -2 20 2 -2 3 14 2 17 4 -1 21 5 -1 6 15 2 7 16 2 18 8 -1 22 9 -2 10 11 1 10 17 1 11 19 1 12 16 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 21 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', 'C15H20O5', 280.173, 'A', 'ph55_769_1', 468, '', '', '1', 7, NULL, NULL),
(9060, '', '1alpha,2beta,4beta-Trihydroxy-pseudoguaian-6beta,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Ambrosanes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1(O)[C@H:2](O)[CH2:3][C@H:4](O)[C@@:5]1([CH3:15])[C@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@H](C)[C@]1(O)[C@H](O)C[C@H](O)[C@@]1(C)[C@]2([H])OC(=O)C3=C', '[H][C@@:43]23[CH2:25][CH2:30][C@H:40]([CH3:17])[C@:85]1(O)[C@H:80](O)[CH2:42][C@H:86](O)[C@@:53]1([CH3:10])[C@:78]2([H])O[C:9999](=O)[C:142]3=[CH2:119]', '22 24 H 16.75 -10.82 H 15.91 -10.82 C:13 18.85 -13.49 C:14 16.33 -7.01 C:15 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C:9 17.67 -9.11 C:8 18.00 -10.54 C:3 12.63 -9.18 O 15.17 -13.05 C:11 17.49 -13.05 C:12 16.33 -13.87 C:10 16.33 -8.46 C:4 13.11 -10.54 C:2 13.79 -8.29 C:7 17.07 -11.67 C:6 15.61 -11.67 C:5 14.69 -10.54 C:1 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.75 -10.82 H 15.91 -10.82 C 18.85 -13.49 C 16.33 -7.01 C 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C 17.67 -9.11 C 18.00 -10.54 C 12.63 -9.18 O 15.17 -13.05 C 17.49 -13.05 C 16.33 -13.87 C 16.33 -8.46 C 13.11 -10.54 C 13.79 -8.29 C 17.07 -11.67 C 15.61 -11.67 C 14.69 -10.54 C 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.75 -10.82 H 15.91 -10.82 C:119 18.85 -13.49 C:17 16.33 -7.01 C:10 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C:30 17.67 -9.11 C:25 18.00 -10.54 C:42 12.63 -9.18 O 15.17 -13.05 C:142 17.49 -13.05 C 16.33 -13.87 C:40 16.33 -8.46 C:86 13.11 -10.54 C:80 13.79 -8.29 C:43 17.07 -11.67 C:78 15.61 -11.67 C:53 14.69 -10.54 C:85 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', 'C15H22O5', 282.173, 'D', 'ph55_769_2', 468, '', '', '1', 7, NULL, NULL),
(9061, '', '1alpha,2beta,4beta-Trihydroxy-pseudoguaian-6beta,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Ambrosanes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH3:14])[C@:1]1(O)[C@H:2](O)[CH2:3][C@H:4](O)[C@@:5]1([CH3:15])[C@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@H](C)[C@]1(O)[C@H](O)C[C@H](O)[C@@]1(C)[C@]2([H])OC(=O)C3=C', '[H][C@@:44]23[CH2:25][CH2:30][C@H:9999]([CH3:17])[C@:86]1(O)[C@H:83](O)[CH2:43][C@H:87](O)[C@@:55]1([CH3:10])[C@:80]2([H])O[C:170](=O)[C:143]3=[CH2:119]', '22 24 H 16.75 -10.82 H 15.91 -10.82 C:13 18.85 -13.49 C:14 16.33 -7.01 C:15 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C:9 17.67 -9.11 C:8 18.00 -10.54 C:3 12.63 -9.18 O 15.17 -13.05 C:11 17.49 -13.05 C:12 16.33 -13.87 C:10 16.33 -8.46 C:4 13.11 -10.54 C:2 13.79 -8.29 C:7 17.07 -11.67 C:6 15.61 -11.67 C:5 14.69 -10.54 C:1 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.75 -10.82 H 15.91 -10.82 C 18.85 -13.49 C 16.33 -7.01 C 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C 17.67 -9.11 C 18.00 -10.54 C 12.63 -9.18 O 15.17 -13.05 C 17.49 -13.05 C 16.33 -13.87 C 16.33 -8.46 C 13.11 -10.54 C 13.79 -8.29 C 17.07 -11.67 C 15.61 -11.67 C 14.69 -10.54 C 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 16.75 -10.82 H 15.91 -10.82 C:119 18.85 -13.49 C:17 16.33 -7.01 C:10 14.39 -11.86 O 16.33 -15.33 O 12.26 -11.62 O 13.73 -6.91 O 15.32 -7.77 C:30 17.67 -9.11 C:25 18.00 -10.54 C:43 12.63 -9.18 O 15.17 -13.05 C:143 17.49 -13.05 C:170 16.33 -13.87 C 16.33 -8.46 C:87 13.11 -10.54 C:83 13.79 -8.29 C:44 17.07 -11.67 C:80 15.61 -11.67 C:55 14.69 -10.54 C:86 15.01 -9.11 19 1 -2 20 2 -2 3 14 2 16 4 -1 21 5 -1 6 15 2 17 7 -1 18 8 -1 22 9 -2 10 11 1 10 16 1 11 19 1 12 17 1 12 18 1 13 15 1 13 20 1 14 15 1 14 19 1 16 22 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', 'C15H22O5', 282.173, 'A', 'ph55_769_2', 468, '', '', '1', 7, NULL, NULL),
(9062, 'Tetraneurin E', '', 'Terpenoids', 'Sesquiterpenoids', 'Ambrosanes', '[H][C@@:7]23[CH2:8][CH2:9][C@H:10]([CH2:15]O)[C@:1]1(O)[CH2:2][CH2:3][C@H:4](O[C:4001]([CH3:4002])=O)[C@@:5]1([CH3:14])[C@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@H](CO)[C@]1(O)CC[C@H](OC(C)=O)[C@@]1(C)[C@]2([H])OC(=O)C3=C', '[H][C@@:44]23[CH2:27][CH2:26][C@H:53]([CH2:11]O)[C@:86]1(O)[CH2:35][CH2:23][C@H:86](O[C:9999]([CH3:9999])=O)[C@@:55]1([CH3:62])[C@:83]2([H])O[C:173](=O)[C:143]3=[CH2:121]', '25 27 H 17.91 -11.15 H 17.05 -11.15 C:13 20.00 -13.80 C:4002 11.09 -12.79 C:14 15.52 -12.22 O 11.49 -10.41 O 17.48 -15.63 O 18.69 -6.70 O 16.45 -8.11 C:15 17.48 -7.40 C:9 18.81 -9.45 C:3 13.78 -9.51 C:8 19.15 -10.86 C:2 14.92 -8.63 O 13.36 -11.94 O 16.30 -13.37 C:4001 11.98 -11.71 C:11 18.63 -13.37 C:12 17.48 -14.18 C:10 17.48 -8.80 C:4 14.24 -10.86 C:7 18.21 -12.04 C:6 16.75 -12.04 C:1 16.15 -9.45 C:5 15.83 -10.86 22 1 -2 23 2 -2 3 18 2 4 17 1 25 5 -1 6 17 2 7 19 2 8 10 1 24 9 -2 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 22 1 14 24 1 15 17 1 21 15 -1 16 19 1 16 23 1 18 19 1 18 22 1 20 24 1 21 25 1 22 23 1 23 25 1 24 25 1', '25 27 H 17.91 -11.15 H 17.05 -11.15 C 20.00 -13.80 C 11.09 -12.79 C 15.52 -12.22 O 11.49 -10.41 O 17.48 -15.63 O 18.69 -6.70 O 16.45 -8.11 C 17.48 -7.40 C 18.81 -9.45 C 13.78 -9.51 C 19.15 -10.86 C 14.92 -8.63 O 13.36 -11.94 O 16.30 -13.37 C 11.98 -11.71 C 18.63 -13.37 C 17.48 -14.18 C 17.48 -8.80 C 14.24 -10.86 C 18.21 -12.04 C 16.75 -12.04 C 16.15 -9.45 C 15.83 -10.86 22 1 -2 23 2 -2 3 18 2 4 17 1 25 5 -1 6 17 2 7 19 2 8 10 1 24 9 -2 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 22 1 14 24 1 15 17 1 21 15 -1 16 19 1 16 23 1 18 19 1 18 22 1 20 24 1 21 25 1 22 23 1 23 25 1 24 25 1', '25 27 H 17.91 -11.15 H 17.05 -11.15 C:121 20.00 -13.80 C 11.09 -12.79 C:62 15.52 -12.22 O 11.49 -10.41 O 17.48 -15.63 O 18.69 -6.70 O 16.45 -8.11 C:11 17.48 -7.40 C:26 18.81 -9.45 C:23 13.78 -9.51 C:27 19.15 -10.86 C:35 14.92 -8.63 O 13.36 -11.94 O 16.30 -13.37 C 11.98 -11.71 C:143 18.63 -13.37 C:173 17.48 -14.18 C:53 17.48 -8.80 C:86 14.24 -10.86 C:44 18.21 -12.04 C:83 16.75 -12.04 C:86 16.15 -9.45 C:55 15.83 -10.86 22 1 -2 23 2 -2 3 18 2 4 17 1 25 5 -1 6 17 2 7 19 2 8 10 1 24 9 -2 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 22 1 14 24 1 15 17 1 21 15 -1 16 19 1 16 23 1 18 19 1 18 22 1 20 24 1 21 25 1 22 23 1 23 25 1 24 25 1', 'C17H24O6', 324.194, 'M', 'ph55_769_3', 468, '', '', '1', 7, NULL, NULL),
(9063, 'Magnolialide', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@:10]1([CH3:14])[C:5](=[C:4]([CH3:15])[CH2:3][CH2:2][C@H:1]1O)[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@]1(C)C(=C(C)CC[C@H]1O)[C@@]2([H])OC(=O)C3=C', '[H][C@@:50]23[CH2:23][CH2:38][C@:42]1([CH3:18])[C:129](=[C:126]([CH3:20])[CH2:33][CH2:27][C@H:78]1O)[C@@:83]2([H])O[C:170](=O)[C:139]3=[CH2:119]', '20 22 H 17.68 -10.79 H 14.89 -12.33 C:13 19.34 -11.91 C:15 13.05 -13.36 C:14 14.31 -8.25 O 18.05 -14.74 O 13.05 -7.60 C:3 11.79 -11.18 C:2 11.79 -9.72 C:8 16.87 -9.72 C:9 15.59 -8.99 O 15.90 -13.36 C:4 13.05 -11.91 C:11 17.93 -12.22 C:12 17.32 -13.47 C:5 14.31 -11.18 C:1 13.05 -8.99 C:7 16.87 -11.18 C:6 15.59 -11.91 C:10 14.31 -9.72 18 1 -2 19 2 -1 3 14 2 4 13 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 11 1 10 18 1 11 20 1 12 15 1 12 19 1 13 16 2 14 15 1 14 18 1 16 19 1 16 20 1 17 20 1 18 19 1', '20 22 H 17.68 -10.79 H 14.89 -12.33 C 19.34 -11.91 C 13.05 -13.36 C 14.31 -8.25 O 18.05 -14.74 O 13.05 -7.60 C 11.79 -11.18 C 11.79 -9.72 C 16.87 -9.72 C 15.59 -8.99 O 15.90 -13.36 C 13.05 -11.91 C 17.93 -12.22 C 17.32 -13.47 C 14.31 -11.18 C 13.05 -8.99 C 16.87 -11.18 C 15.59 -11.91 C 14.31 -9.72 18 1 -2 19 2 -1 3 14 2 4 13 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 11 1 10 18 1 11 20 1 12 15 1 12 19 1 13 16 2 14 15 1 14 18 1 16 19 1 16 20 1 17 20 1 18 19 1', '20 22 H 17.68 -10.79 H 14.89 -12.33 C:119 19.34 -11.91 C:20 13.05 -13.36 C:18 14.31 -8.25 O 18.05 -14.74 O 13.05 -7.60 C:33 11.79 -11.18 C:27 11.79 -9.72 C:23 16.87 -9.72 C:38 15.59 -8.99 O 15.90 -13.36 C:126 13.05 -11.91 C:139 17.93 -12.22 C:170 17.32 -13.47 C:129 14.31 -11.18 C:78 13.05 -8.99 C:50 16.87 -11.18 C:83 15.59 -11.91 C:42 14.31 -9.72 18 1 -2 19 2 -1 3 14 2 4 13 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 11 1 10 18 1 11 20 1 12 15 1 12 19 1 13 16 2 14 15 1 14 18 1 16 19 1 16 20 1 17 20 1 18 19 1', 'C15H20O3', 248.175, 'C', 'ph57_523_13', 1143, '', '', '1', 7, NULL, NULL),
(9064, 'Nardoguaianone J', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[CH3:12][CH:11]([CH3:13])[C:7]2=[CH:6][C:5]1=[C:1]([C:2](=O)[CH2:3][C@H:4]1[CH3:15])[C@:10]([CH3:14])(O)[CH2:9][CH2:8]2', 'CC(C)C2=CC1=C(C(=O)C[C@H]1C)[C@](C)(O)CC2', '[CH3:21][CH:39]([CH3:21])[C:166]2=[CH:117][C:168]1=[C:141]([C:210](=O)[CH2:43][C@H:37]1[CH3:20])[C@:72]([CH3:29])(O)[CH2:39][CH2:27]2', '17 18 C:12 16.71 -14.63 C:13 18.81 -13.72 C:15 12.32 -12.39 C:14 16.97 -8.07 O 13.82 -7.66 O 15.58 -8.07 C:6 15.58 -12.39 C:8 17.86 -11.23 C:9 17.55 -9.85 C:3 12.71 -9.91 C:2 13.82 -9.06 C:7 16.97 -12.39 C:5 14.69 -11.23 C:1 15.01 -9.85 C:11 17.50 -13.56 C:4 13.17 -11.23 C:10 16.26 -9.22 1 15 1 2 15 1 16 3 -2 17 4 -1 5 11 2 17 6 -2 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', '17 18 C 16.71 -14.63 C 18.81 -13.72 C 12.32 -12.39 C 16.97 -8.07 O 13.82 -7.66 O 15.58 -8.07 C 15.58 -12.39 C 17.86 -11.23 C 17.55 -9.85 C 12.71 -9.91 C 13.82 -9.06 C 16.97 -12.39 C 14.69 -11.23 C 15.01 -9.85 C 17.50 -13.56 C 13.17 -11.23 C 16.26 -9.22 1 15 1 2 15 1 16 3 -2 17 4 -1 5 11 2 17 6 -2 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', '17 18 C:21 16.71 -14.63 C:21 18.81 -13.72 C:20 12.32 -12.39 C:29 16.97 -8.07 O 13.82 -7.66 O 15.58 -8.07 C:117 15.58 -12.39 C:27 17.86 -11.23 C:39 17.55 -9.85 C:43 12.71 -9.91 C:210 13.82 -9.06 C:166 16.97 -12.39 C:168 14.69 -11.23 C:141 15.01 -9.85 C:39 17.50 -13.56 C:37 13.17 -11.23 C:72 16.26 -9.22 1 15 1 2 15 1 16 3 -2 17 4 -1 5 11 2 17 6 -2 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', 'C15H22O2', 234.159, 'C', 'ph59_845_1', 2242, '', '', '1', 7, NULL, NULL),
(9065, 'Nardoguaianone K', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[CH3:12][CH:11]([CH3:13])[C:7]2=[CH:6][C:5]1=[C:1]([C:2](=O)[CH2:3][C@H:4]1[CH3:15])[C@@:10]([CH3:14])(O)[CH2:9][CH2:8]2', 'CC(C)C2=CC1=C(C(=O)C[C@H]1C)[C@@](C)(O)CC2', '[CH3:22][CH:39]([CH3:21])[C:166]2=[CH:118][C:168]1=[C:141]([C:210](=O)[CH2:43][C@H:37]1[CH3:20])[C@@:72]([CH3:28])(O)[CH2:39][CH2:28]2', '17 18 C:12 16.73 -14.65 C:13 18.84 -13.74 C:15 12.33 -12.41 C:14 16.99 -8.08 O 13.84 -7.67 O 15.60 -8.08 C:6 15.60 -12.41 C:8 17.89 -11.25 C:9 17.52 -9.87 C:3 12.72 -9.93 C:2 13.84 -9.07 C:7 16.99 -12.41 C:5 14.71 -11.25 C:1 15.03 -9.87 C:11 17.52 -13.58 C:4 13.18 -11.25 C:10 16.28 -9.24 1 15 1 2 15 1 16 3 -2 17 4 -2 5 11 2 17 6 -1 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', '17 18 C 16.73 -14.65 C 18.84 -13.74 C 12.33 -12.41 C 16.99 -8.08 O 13.84 -7.67 O 15.60 -8.08 C 15.60 -12.41 C 17.89 -11.25 C 17.52 -9.87 C 12.72 -9.93 C 13.84 -9.07 C 16.99 -12.41 C 14.71 -11.25 C 15.03 -9.87 C 17.52 -13.58 C 13.18 -11.25 C 16.28 -9.24 1 15 1 2 15 1 16 3 -2 17 4 -2 5 11 2 17 6 -1 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', '17 18 C:22 16.73 -14.65 C:21 18.84 -13.74 C:20 12.33 -12.41 C:28 16.99 -8.08 O 13.84 -7.67 O 15.60 -8.08 C:118 15.60 -12.41 C:28 17.89 -11.25 C:39 17.52 -9.87 C:43 12.72 -9.93 C:210 13.84 -9.07 C:166 16.99 -12.41 C:168 14.71 -11.25 C:141 15.03 -9.87 C:39 17.52 -13.58 C:37 13.18 -11.25 C:72 16.28 -9.24 1 15 1 2 15 1 16 3 -2 17 4 -2 5 11 2 17 6 -1 7 12 2 7 13 1 8 9 1 8 12 1 9 17 1 10 11 1 10 16 1 11 14 1 12 15 1 13 14 2 13 16 1 14 17 1', 'C15H22O2', 234.159, 'C', 'ph59_845_2', 2242, '', '', '1', 7, NULL, NULL),
(9066, 'Kanshone F', '', 'Terpenoids', 'Sesquiterpenoids', 'Aristolanes', '[CH3:1004][CH:1003]([CH3:13001])[CH2:1002][C:1001](=O)O[C@@H:1]1[CH2:2][CH2:3][C@@H:4]([CH3:15])[C@@:5]2([CH3:14])[C:10]1=[CH:9][C:8](=O)[C@@H:7]3[C@H:6]2[C:11]3([CH3:12])[CH3:13]', 'CC(C)CC(=O)O[C@@H]1CC[C@@H](C)[C@@]2(C)C1=CC(=O)[C@@H]3[C@H]2C3(C)C', '[CH3:22][CH:26]([CH3:22])[CH2:43][C:172](=O)O[C@@H:70]1[CH2:32][CH2:28][C@@H:38]([CH3:16])[C@@:40]2([CH3:23])[C:163]1=[CH:121][C:196](=O)[C@@H:35]3[C@H:40]2[C:24]3([CH3:30])[CH3:17]', '23 25 C:1004 10.70 -9.06 C:13001 11.91 -6.96 C:15 15.55 -14.63 C:12 20.41 -14.63 C:13 19.18 -15.30 C:14 16.79 -13.96 O 14.32 -6.96 O 20.41 -10.44 C:9 17.97 -10.44 C:3 14.32 -12.55 C:2 14.32 -11.13 C:1002 13.13 -9.06 O 15.55 -9.06 C:1001 14.32 -8.35 C:8 19.18 -11.13 C:10 16.79 -11.13 C:1003 11.91 -8.35 C:4 15.55 -13.25 C:1 15.55 -10.44 C:7 19.18 -12.55 C:6 17.97 -13.25 C:11 19.18 -13.96 C:5 16.79 -12.55 1 17 1 2 17 1 18 3 -2 4 22 1 5 22 1 23 6 -2 7 14 2 8 15 2 9 15 1 9 16 2 10 11 1 10 18 1 11 19 1 12 14 1 12 17 1 13 14 1 19 13 -1 15 20 1 16 19 1 16 23 1 18 23 1 20 21 1 20 22 -1 21 22 -1 21 23 1', '23 25 C 10.70 -9.06 C 11.91 -6.96 C 15.55 -14.63 C 20.41 -14.63 C 19.18 -15.30 C 16.79 -13.96 O 14.32 -6.96 O 20.41 -10.44 C 17.97 -10.44 C 14.32 -12.55 C 14.32 -11.13 C 13.13 -9.06 O 15.55 -9.06 C 14.32 -8.35 C 19.18 -11.13 C 16.79 -11.13 C 11.91 -8.35 C 15.55 -13.25 C 15.55 -10.44 C 19.18 -12.55 C 17.97 -13.25 C 19.18 -13.96 C 16.79 -12.55 1 17 1 2 17 1 18 3 -2 4 22 1 5 22 1 23 6 -2 7 14 2 8 15 2 9 15 1 9 16 2 10 11 1 10 18 1 11 19 1 12 14 1 12 17 1 13 14 1 19 13 -1 15 20 1 16 19 1 16 23 1 18 23 1 20 21 1 20 22 -1 21 22 -1 21 23 1', '23 25 C:22 10.70 -9.06 C:22 11.91 -6.96 C:16 15.55 -14.63 C:30 20.41 -14.63 C:17 19.18 -15.30 C:23 16.79 -13.96 O 14.32 -6.96 O 20.41 -10.44 C:121 17.97 -10.44 C:28 14.32 -12.55 C:32 14.32 -11.13 C:43 13.13 -9.06 O 15.55 -9.06 C:172 14.32 -8.35 C:196 19.18 -11.13 C:163 16.79 -11.13 C:26 11.91 -8.35 C:38 15.55 -13.25 C:70 15.55 -10.44 C:35 19.18 -12.55 C:40 17.97 -13.25 C:24 19.18 -13.96 C:40 16.79 -12.55 1 17 1 2 17 1 18 3 -2 4 22 1 5 22 1 23 6 -2 7 14 2 8 15 2 9 15 1 9 16 2 10 11 1 10 18 1 11 19 1 12 14 1 12 17 1 13 14 1 19 13 -1 15 20 1 16 19 1 16 23 1 18 23 1 20 21 1 20 22 -1 21 22 -1 21 23 1', 'C20H30O3', 318.212, 'C', 'ph59_845_3', 2242, '', '', '1', 7, NULL, NULL),
(9067, 'Kanshone G', '', 'Terpenoids', 'Sesquiterpenoids', 'Aristolanes', '[CH3:15][C@@H:4]3[CH2:3][C@@H:2](O)[CH:1]=[C:10]2[C@@H:9](O)[CH2:8][C@@H:7]1[C@@H:6]([C:11]1([CH3:12])[CH3:13])[C@:5]23[CH3:14]', 'C[C@@H]3C[C@@H](O)C=C2[C@@H](O)C[C@@H]1[C@@H](C1(C)C)[C@]23C', '[CH3:16][C@@H:32]3[CH2:37][C@@H:65](O)[CH:119]=[C:152]2[C@@H:68](O)[CH2:31][C@@H:19]1[C@@H:34]([C:20]1([CH3:30])[CH3:18])[C@:40]23[CH3:23]', '17 19 C:15 14.33 -13.63 C:12 19.19 -13.60 C:13 17.96 -14.30 C:14 15.57 -12.95 O 11.90 -9.41 O 16.75 -8.04 C:1 14.33 -9.43 C:3 13.10 -11.54 C:8 17.96 -10.12 C:10 15.57 -10.12 C:2 13.10 -10.12 C:9 16.75 -9.43 C:4 14.33 -12.24 C:7 17.96 -11.54 C:6 16.75 -12.24 C:11 17.96 -12.94 C:5 15.57 -11.54 13 1 -2 2 16 1 3 16 1 17 4 -2 11 5 -1 12 6 -1 7 10 2 7 11 1 8 11 1 8 13 1 9 12 1 9 14 1 10 12 1 10 17 1 13 17 1 14 15 1 14 16 -1 15 16 -1 15 17 1', '17 19 C 14.33 -13.63 C 19.19 -13.60 C 17.96 -14.30 C 15.57 -12.95 O 11.90 -9.41 O 16.75 -8.04 C 14.33 -9.43 C 13.10 -11.54 C 17.96 -10.12 C 15.57 -10.12 C 13.10 -10.12 C 16.75 -9.43 C 14.33 -12.24 C 17.96 -11.54 C 16.75 -12.24 C 17.96 -12.94 C 15.57 -11.54 13 1 -2 2 16 1 3 16 1 17 4 -2 11 5 -1 12 6 -1 7 10 2 7 11 1 8 11 1 8 13 1 9 12 1 9 14 1 10 12 1 10 17 1 13 17 1 14 15 1 14 16 -1 15 16 -1 15 17 1', '17 19 C:16 14.33 -13.63 C:30 19.19 -13.60 C:18 17.96 -14.30 C:23 15.57 -12.95 O 11.90 -9.41 O 16.75 -8.04 C:119 14.33 -9.43 C:37 13.10 -11.54 C:31 17.96 -10.12 C:152 15.57 -10.12 C:65 13.10 -10.12 C:68 16.75 -9.43 C:32 14.33 -12.24 C:19 17.96 -11.54 C:34 16.75 -12.24 C:20 17.96 -12.94 C:40 15.57 -11.54 13 1 -2 2 16 1 3 16 1 17 4 -2 11 5 -1 12 6 -1 7 10 2 7 11 1 8 11 1 8 13 1 9 12 1 9 14 1 10 12 1 10 17 1 13 17 1 14 15 1 14 16 -1 15 16 -1 15 17 1', 'C15H24O2', 236.159, 'M', 'ph59_845_4', 2242, '', '', '1', 7, NULL, NULL),
(9068, 'Charminarone', '', 'Terpenoids', 'Sesquiterpenoids', 'Ambrosanes', '[H][C@@:6]2([C:5]1([CH3:15])[C:4](=O)[CH:3]=[CH:2][C:1]1=O)O[C:12](=O)[C:11]([CH3:13])=[C:7]2[CH2:8][CH2:9][C:10]([CH3:14])=O', '[H][C@@]2(C1(C)C(=O)C=CC1=O)OC(=O)C(C)=C2CCC(C)=O', '[H][C@@:81]2([C:57]1([CH3:16])[C:213](=O)[CH:35]=[CH:36][C:213]1=O)O[C:172](=O)[C:127]([CH3:22])=[C:159]2[CH2:31][CH2:35][C:206]([CH3:27])=O', '21 22 H 14.38 -10.07 C:14 20.06 -9.05 C:13 17.33 -12.85 C:15 12.50 -11.07 O 18.07 -7.64 O 11.09 -11.07 O 15.09 -8.12 O 14.84 -14.66 C:3 11.44 -8.55 C:2 12.59 -7.72 C:9 17.79 -10.07 C:8 16.39 -9.91 O 13.70 -12.41 C:10 18.63 -8.91 C:4 11.89 -9.91 C:1 13.70 -8.55 C:11 15.99 -12.41 C:12 14.84 -13.25 C:7 15.56 -11.12 C:6 14.13 -11.12 C:5 13.30 -9.91 20 1 -2 2 14 1 3 17 1 4 21 1 5 14 2 6 15 2 7 16 2 8 18 2 9 10 2 9 15 1 10 16 1 11 12 1 11 14 1 12 19 1 13 18 1 13 20 1 15 21 1 16 21 1 17 18 1 17 19 2 19 20 1 20 21 1', '21 22 H 14.38 -10.07 C 20.06 -9.05 C 17.33 -12.85 C 12.50 -11.07 O 18.07 -7.64 O 11.09 -11.07 O 15.09 -8.12 O 14.84 -14.66 C 11.44 -8.55 C 12.59 -7.72 C 17.79 -10.07 C 16.39 -9.91 O 13.70 -12.41 C 18.63 -8.91 C 11.89 -9.91 C 13.70 -8.55 C 15.99 -12.41 C 14.84 -13.25 C 15.56 -11.12 C 14.13 -11.12 C 13.30 -9.91 20 1 -2 2 14 1 3 17 1 4 21 1 5 14 2 6 15 2 7 16 2 8 18 2 9 10 2 9 15 1 10 16 1 11 12 1 11 14 1 12 19 1 13 18 1 13 20 1 15 21 1 16 21 1 17 18 1 17 19 2 19 20 1 20 21 1', '21 22 H 14.38 -10.07 C:27 20.06 -9.05 C:22 17.33 -12.85 C:16 12.50 -11.07 O 18.07 -7.64 O 11.09 -11.07 O 15.09 -8.12 O 14.84 -14.66 C:35 11.44 -8.55 C:36 12.59 -7.72 C:35 17.79 -10.07 C:31 16.39 -9.91 O 13.70 -12.41 C:206 18.63 -8.91 C:213 11.89 -9.91 C:213 13.70 -8.55 C:127 15.99 -12.41 C:172 14.84 -13.25 C:159 15.56 -11.12 C:81 14.13 -11.12 C:57 13.30 -9.91 20 1 -2 2 14 1 3 17 1 4 21 1 5 14 2 6 15 2 7 16 2 8 18 2 9 10 2 9 15 1 10 16 1 11 12 1 11 14 1 12 19 1 13 18 1 13 20 1 15 21 1 16 21 1 17 18 1 17 19 2 19 20 1 20 21 1', 'C15H16O5', 276.165, 'C', 'ph63_383_2', 2361, 'Error in paper: 126.8 at C-8', '', '1', 7, NULL, NULL),
(9069, 'Cuminoside A', '1S,5S,6S,10S)-10-hydroxyguaia-3,7(11)-dien-12,6-olide b-d-glucopyranoside', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:6]13O[C:12](=O)[C:11]([CH3:13])=[C:7]1[CH2:8][CH2:9][C@:10]([CH3:14])(O[C@@H:101]2O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]2O)[C@@:1]4([H])[CH2:2][CH:3]=[C:4]([CH3:15])[C@@:5]34[H]', '[H][C@@]13OC(=O)C(C)=C1CC[C@](C)(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@]4([H])CC=C(C)[C@@]34[H]', '[H][C@@:84]13O[C:174](=O)[C:121]([CH3:8])=[C:165]1[CH2:22][CH2:32][C@:79]([CH3:27])(O[C@@H:98]2O[C@H:78]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:75]2O)[C@@:54]4([H])[CH2:33][CH:126]=[C:146]([CH3:18])[C@@:53]34[H]', '32 35 H 15.22 -13.24 H 14.55 -10.55 H 13.73 -14.03 C:15 11.49 -14.03 C:13 18.11 -15.96 C:14 16.37 -9.62 O 15.63 -17.81 O 19.60 -7.77 O 14.33 -4.81 O 17.06 -4.44 O 13.23 -7.40 C:3 11.89 -11.56 C:106 18.75 -6.66 C:8 17.31 -12.94 C:2 13.06 -10.65 C:9 16.98 -11.49 O 16.80 -8.13 O 14.49 -15.49 O 14.94 -9.62 C:4 12.38 -12.94 C:11 16.80 -15.49 C:12 15.63 -16.31 C:7 16.37 -14.12 C:103 15.16 -5.91 C:104 16.52 -5.73 C:102 14.62 -7.21 C:105 17.36 -6.84 C:101 15.45 -8.32 C:6 14.94 -14.12 C:10 15.63 -10.83 C:1 14.33 -11.49 C:5 13.99 -12.94 29 1 -2 31 2 -1 32 3 -1 4 20 1 5 21 1 30 6 -2 7 22 2 8 13 1 24 9 -1 25 10 -2 26 11 -2 12 15 1 12 20 2 27 13 -1 14 16 1 14 23 1 15 31 1 16 30 1 17 27 1 17 28 1 18 22 1 18 29 1 28 19 -1 30 19 -1 20 32 1 21 22 1 21 23 2 23 29 1 24 25 1 24 26 1 25 27 1 26 28 1 29 32 1 30 31 1 31 32 1', '32 35 H 15.22 -13.24 H 14.55 -10.55 H 13.73 -14.03 C 11.49 -14.03 C 18.11 -15.96 C 16.37 -9.62 O 15.63 -17.81 O 19.60 -7.77 O 14.33 -4.81 O 17.06 -4.44 O 13.23 -7.40 C 11.89 -11.56 C 18.75 -6.66 C 17.31 -12.94 C 13.06 -10.65 C 16.98 -11.49 O 16.80 -8.13 O 14.49 -15.49 O 14.94 -9.62 C 12.38 -12.94 C 16.80 -15.49 C 15.63 -16.31 C 16.37 -14.12 C 15.16 -5.91 C 16.52 -5.73 C 14.62 -7.21 C 17.36 -6.84 C 15.45 -8.32 C 14.94 -14.12 C 15.63 -10.83 C 14.33 -11.49 C 13.99 -12.94 29 1 -2 31 2 -1 32 3 -1 4 20 1 5 21 1 30 6 -2 7 22 2 8 13 1 24 9 -1 25 10 -2 26 11 -2 12 15 1 12 20 2 27 13 -1 14 16 1 14 23 1 15 31 1 16 30 1 17 27 1 17 28 1 18 22 1 18 29 1 28 19 -1 30 19 -1 20 32 1 21 22 1 21 23 2 23 29 1 24 25 1 24 26 1 25 27 1 26 28 1 29 32 1 30 31 1 31 32 1', '32 35 H 15.22 -13.24 H 14.55 -10.55 H 13.73 -14.03 C:18 11.49 -14.03 C:8 18.11 -15.96 C:27 16.37 -9.62 O 15.63 -17.81 O 19.60 -7.77 O 14.33 -4.81 O 17.06 -4.44 O 13.23 -7.40 C:126 11.89 -11.56 C:63 18.75 -6.66 C:22 17.31 -12.94 C:33 13.06 -10.65 C:32 16.98 -11.49 O 16.80 -8.13 O 14.49 -15.49 O 14.94 -9.62 C:146 12.38 -12.94 C:121 16.80 -15.49 C:174 15.63 -16.31 C:165 16.37 -14.12 C:79 15.16 -5.91 C:72 16.52 -5.73 C:75 14.62 -7.21 C:78 17.36 -6.84 C:98 15.45 -8.32 C:84 14.94 -14.12 C:79 15.63 -10.83 C:54 14.33 -11.49 C:53 13.99 -12.94 29 1 -2 31 2 -1 32 3 -1 4 20 1 5 21 1 30 6 -2 7 22 2 8 13 1 24 9 -1 25 10 -2 26 11 -2 12 15 1 12 20 2 27 13 -1 14 16 1 14 23 1 15 31 1 16 30 1 17 27 1 17 28 1 18 22 1 18 29 1 28 19 -1 30 19 -1 20 32 1 21 22 1 21 23 2 23 29 1 24 25 1 24 26 1 25 27 1 26 28 1 29 32 1 30 31 1 31 32 1', 'C21H30O8', 410.244, 'P', 'ph63_479_1', 2187, '', '', '1', 7, NULL, NULL),
(9070, '', '(1S,5S,6S,10S)-10-Hydroxyguaia-3,7(11)-dien-12,6-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:1]13[CH2:2][CH:3]=[C:4]([CH3:15])[C@@:5]1([H])[C@:6]2([H])O[C:12](=O)[C:11]([CH3:13])=[C:7]2[CH2:8][CH2:9][C@:10]3([CH3:14])O', '[H][C@]13CC=C(C)[C@@]1([H])[C@]2([H])OC(=O)C(C)=C2CC[C@]3(C)O', '[H][C@:58]13[CH2:33][CH:126]=[C:146]([CH3:18])[C@@:54]1([H])[C@:85]2([H])O[C:174](=O)[C:122]([CH3:8])=[C:165]2[CH2:23][CH2:32][C@:71]3([CH3:33])O', '21 23 H 15.30 -8.01 H 15.96 -10.69 H 14.48 -11.43 C:15 12.26 -11.47 C:13 18.86 -13.41 C:14 17.13 -7.08 O 16.39 -15.26 O 15.69 -7.09 C:3 12.65 -9.02 C:8 18.07 -10.40 C:2 13.81 -8.11 C:9 17.74 -8.95 O 15.24 -12.95 C:4 13.13 -10.40 C:11 17.56 -12.95 C:12 16.39 -13.76 C:7 17.13 -11.56 C:10 16.39 -8.29 C:1 15.08 -8.95 C:6 15.69 -11.56 C:5 14.74 -10.40 19 1 -1 20 2 -2 21 3 -1 4 14 1 5 15 1 18 6 -2 7 16 2 18 8 -1 9 11 1 9 14 2 10 12 1 10 17 1 11 19 1 12 18 1 13 16 1 13 20 1 14 21 1 15 16 1 15 17 2 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 15.30 -8.01 H 15.96 -10.69 H 14.48 -11.43 C 12.26 -11.47 C 18.86 -13.41 C 17.13 -7.08 O 16.39 -15.26 O 15.69 -7.09 C 12.65 -9.02 C 18.07 -10.40 C 13.81 -8.11 C 17.74 -8.95 O 15.24 -12.95 C 13.13 -10.40 C 17.56 -12.95 C 16.39 -13.76 C 17.13 -11.56 C 16.39 -8.29 C 15.08 -8.95 C 15.69 -11.56 C 14.74 -10.40 19 1 -1 20 2 -2 21 3 -1 4 14 1 5 15 1 18 6 -2 7 16 2 18 8 -1 9 11 1 9 14 2 10 12 1 10 17 1 11 19 1 12 18 1 13 16 1 13 20 1 14 21 1 15 16 1 15 17 2 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 15.30 -8.01 H 15.96 -10.69 H 14.48 -11.43 C:18 12.26 -11.47 C:8 18.86 -13.41 C:33 17.13 -7.08 O 16.39 -15.26 O 15.69 -7.09 C:126 12.65 -9.02 C:23 18.07 -10.40 C:33 13.81 -8.11 C:32 17.74 -8.95 O 15.24 -12.95 C:146 13.13 -10.40 C:122 17.56 -12.95 C:174 16.39 -13.76 C:165 17.13 -11.56 C:71 16.39 -8.29 C:58 15.08 -8.95 C:85 15.69 -11.56 C:54 14.74 -10.40 19 1 -1 20 2 -2 21 3 -1 4 14 1 5 15 1 18 6 -2 7 16 2 18 8 -1 9 11 1 9 14 2 10 12 1 10 17 1 11 19 1 12 18 1 13 16 1 13 20 1 14 21 1 15 16 1 15 17 2 17 20 1 18 19 1 19 21 1 20 21 1', 'C15H20O3', 248.183, 'P', 'ph63_479_1a', 2187, '', '', '1', 7, NULL, NULL),
(9071, 'Cuminoside B', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][C@H:9](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[C@:10]2([CH3:14])[C@H:1](O)[CH2:2][CH:3]=[C:4]([CH3:15])[C@@:5]2([H])[C@:6]3([H])O[C:12](=O)[C@@H:11]4[CH3:13]', '[H][C@@]34C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@]2(C)[C@H](O)CC=C(C)[C@@]2([H])[C@]3([H])OC(=O)[C@@H]4C', '[H][C@@:36]34[CH2:29][C@H:84](O[C@@H:106]1O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:75]1O)[C@:41]2([CH3:22])[C@H:70](O)[CH2:32][CH:121]=[C:133]([CH3:22])[C@@:41]2([H])[C@:80]3([H])O[C:179](=O)[C@@H:38]4[CH3:10]', '33 36 H 17.16 -12.90 H 14.36 -14.46 H 13.79 -14.35 C:15 12.50 -15.51 C:13 18.80 -14.17 C:14 13.79 -10.30 O 17.52 -16.90 O 19.87 -11.05 O 12.50 -9.65 O 17.41 -5.42 O 19.88 -6.82 O 15.00 -6.86 C:3 11.22 -13.29 C:106 19.88 -9.65 C:2 11.22 -11.80 C:8 16.35 -11.80 O 17.41 -9.62 O 15.06 -9.65 O 15.37 -15.51 C:4 12.50 -14.04 C:12 16.80 -15.62 C:11 17.41 -14.35 C:1 12.50 -11.05 C:103 17.41 -6.82 C:104 18.66 -7.54 C:102 16.24 -7.54 C:105 18.66 -8.94 C:9 15.06 -11.05 C:101 16.24 -8.94 C:7 16.35 -13.29 C:6 15.06 -14.04 C:5 13.79 -13.29 C:10 13.79 -11.80 30 1 -2 31 2 -2 32 3 -1 4 20 1 22 5 -1 33 6 -2 7 21 2 8 14 1 23 9 -1 24 10 -1 25 11 -2 26 12 -2 13 15 1 13 20 2 27 14 -1 15 23 1 16 28 1 16 30 1 17 27 1 17 29 1 28 18 -1 29 18 -1 19 21 1 19 31 1 20 32 1 21 22 1 22 30 1 23 33 1 24 25 1 24 26 1 25 27 1 26 29 1 28 33 1 30 31 1 31 32 1 32 33 1', '33 36 H 17.16 -12.90 H 14.36 -14.46 H 13.79 -14.35 C 12.50 -15.51 C 18.80 -14.17 C 13.79 -10.30 O 17.52 -16.90 O 19.87 -11.05 O 12.50 -9.65 O 17.41 -5.42 O 19.88 -6.82 O 15.00 -6.86 C 11.22 -13.29 C 19.88 -9.65 C 11.22 -11.80 C 16.35 -11.80 O 17.41 -9.62 O 15.06 -9.65 O 15.37 -15.51 C 12.50 -14.04 C 16.80 -15.62 C 17.41 -14.35 C 12.50 -11.05 C 17.41 -6.82 C 18.66 -7.54 C 16.24 -7.54 C 18.66 -8.94 C 15.06 -11.05 C 16.24 -8.94 C 16.35 -13.29 C 15.06 -14.04 C 13.79 -13.29 C 13.79 -11.80 30 1 -2 31 2 -2 32 3 -1 4 20 1 22 5 -1 33 6 -2 7 21 2 8 14 1 23 9 -1 24 10 -1 25 11 -2 26 12 -2 13 15 1 13 20 2 27 14 -1 15 23 1 16 28 1 16 30 1 17 27 1 17 29 1 28 18 -1 29 18 -1 19 21 1 19 31 1 20 32 1 21 22 1 22 30 1 23 33 1 24 25 1 24 26 1 25 27 1 26 29 1 28 33 1 30 31 1 31 32 1 32 33 1', '33 36 H 17.16 -12.90 H 14.36 -14.46 H 13.79 -14.35 C:22 12.50 -15.51 C:10 18.80 -14.17 C:22 13.79 -10.30 O 17.52 -16.90 O 19.87 -11.05 O 12.50 -9.65 O 17.41 -5.42 O 19.88 -6.82 O 15.00 -6.86 C:121 11.22 -13.29 C:63 19.88 -9.65 C:32 11.22 -11.80 C:29 16.35 -11.80 O 17.41 -9.62 O 15.06 -9.65 O 15.37 -15.51 C:133 12.50 -14.04 C:179 16.80 -15.62 C:38 17.41 -14.35 C:70 12.50 -11.05 C:79 17.41 -6.82 C:72 18.66 -7.54 C:75 16.24 -7.54 C:79 18.66 -8.94 C:84 15.06 -11.05 C:106 16.24 -8.94 C:36 16.35 -13.29 C:80 15.06 -14.04 C:41 13.79 -13.29 C:41 13.79 -11.80 30 1 -2 31 2 -2 32 3 -1 4 20 1 22 5 -1 33 6 -2 7 21 2 8 14 1 23 9 -1 24 10 -1 25 11 -2 26 12 -2 13 15 1 13 20 2 27 14 -1 15 23 1 16 28 1 16 30 1 17 27 1 17 29 1 28 18 -1 29 18 -1 19 21 1 19 31 1 20 32 1 21 22 1 22 30 1 23 33 1 24 25 1 24 26 1 25 27 1 26 29 1 28 33 1 30 31 1 31 32 1 32 33 1', 'C21H32O9', 428.243, 'P', 'ph63_479_2', 2187, '', '', '1', 7, NULL, NULL),
(9072, '', '(1R,5R,6S,7S,9S,10S,11R)-1,9-Dihydroxyeudesm-3-en-12,6-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][C@H:9](O)[C@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH:3]=[C:4]([CH3:15])[C@@:5]1([H])[C@:6]2([H])O[C:12](=O)[C@@H:11]3[CH3:13]', '[H][C@@]23C[C@H](O)[C@]1(C)[C@H](O)CC=C(C)[C@@]1([H])[C@]2([H])OC(=O)[C@@H]3C', '[H][C@@:36]23[CH2:31][C@H:76](O)[C@:40]1([CH3:21])[C@H:71](O)[CH2:31][CH:120]=[C:133]([CH3:23])[C@@:40]1([H])[C@:80]2([H])O[C:179](=O)[C@@H:38]3[CH3:10]', '22 24 H 17.73 -10.76 H 14.92 -12.33 H 14.35 -12.22 C:15 13.07 -13.38 C:13 19.38 -12.04 C:14 14.35 -8.18 O 18.10 -14.77 O 13.07 -7.53 O 15.63 -7.53 C:3 11.79 -11.16 C:2 11.79 -9.67 C:8 16.92 -9.67 O 15.94 -13.38 C:4 13.07 -11.91 C:12 17.37 -13.49 C:11 17.99 -12.22 C:1 13.07 -8.92 C:9 15.63 -8.92 C:7 16.92 -11.16 C:6 15.63 -11.91 C:5 14.35 -11.16 C:10 14.35 -9.67 19 1 -2 20 2 -2 21 3 -1 4 14 1 16 5 -1 22 6 -2 7 15 2 17 8 -1 18 9 -1 10 11 1 10 14 2 11 17 1 12 18 1 12 19 1 13 15 1 13 20 1 14 21 1 15 16 1 16 19 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 17.73 -10.76 H 14.92 -12.33 H 14.35 -12.22 C 13.07 -13.38 C 19.38 -12.04 C 14.35 -8.18 O 18.10 -14.77 O 13.07 -7.53 O 15.63 -7.53 C 11.79 -11.16 C 11.79 -9.67 C 16.92 -9.67 O 15.94 -13.38 C 13.07 -11.91 C 17.37 -13.49 C 17.99 -12.22 C 13.07 -8.92 C 15.63 -8.92 C 16.92 -11.16 C 15.63 -11.91 C 14.35 -11.16 C 14.35 -9.67 19 1 -2 20 2 -2 21 3 -1 4 14 1 16 5 -1 22 6 -2 7 15 2 17 8 -1 18 9 -1 10 11 1 10 14 2 11 17 1 12 18 1 12 19 1 13 15 1 13 20 1 14 21 1 15 16 1 16 19 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 24 H 17.73 -10.76 H 14.92 -12.33 H 14.35 -12.22 C:23 13.07 -13.38 C:10 19.38 -12.04 C:21 14.35 -8.18 O 18.10 -14.77 O 13.07 -7.53 O 15.63 -7.53 C:120 11.79 -11.16 C:31 11.79 -9.67 C:31 16.92 -9.67 O 15.94 -13.38 C:133 13.07 -11.91 C:179 17.37 -13.49 C:38 17.99 -12.22 C:71 13.07 -8.92 C:76 15.63 -8.92 C:36 16.92 -11.16 C:80 15.63 -11.91 C:40 14.35 -11.16 C:40 14.35 -9.67 19 1 -2 20 2 -2 21 3 -1 4 14 1 16 5 -1 22 6 -2 7 15 2 17 8 -1 18 9 -1 10 11 1 10 14 2 11 17 1 12 18 1 12 19 1 13 15 1 13 20 1 14 21 1 15 16 1 16 19 1 17 22 1 18 22 1 19 20 1 20 21 1 21 22 1', 'C15H22O4', 266.182, 'P', 'ph63_479_2a', 2187, '', '', '1', 7, NULL, NULL),
(9073, 'Orientalol E', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@:5]1([H])[C@H:6](O)[C@@:7]3([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C@:10]2([CH3:14])O3', '[H][C@@]12CC[C@](C)(O)[C@]1([H])[C@H](O)[C@@]3(C(C)C)CC[C@]2(C)O3', '[H][C@@:50]12[CH2:24][CH2:40][C@:79]([CH3:25])(O)[C@:55]1([H])[C@H:72](O)[C@@:86]3([CH:32]([CH3:18])[CH3:17])[CH2:29][CH2:32][C@:83]2([CH3:24])O3', '20 22 H 15.33 -8.64 H 14.57 -12.02 C:13 19.10 -13.46 C:12 16.91 -14.58 C:15 13.01 -12.55 C:14 16.37 -7.69 O 15.07 -13.46 O 12.02 -11.59 C:3 12.84 -9.77 C:9 17.69 -9.70 C:2 13.96 -8.92 C:8 17.96 -11.08 O 16.37 -10.82 C:11 17.69 -13.46 C:6 15.67 -12.20 C:4 13.31 -11.08 C:10 16.37 -9.09 C:1 15.13 -9.70 C:5 14.81 -11.08 C:7 17.09 -12.20 18 1 -2 19 2 -2 3 14 1 4 14 1 16 5 -2 17 6 -1 15 7 -1 16 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 18 1 12 20 1 13 17 1 13 20 1 20 14 -1 15 19 1 15 20 1 16 19 1 17 18 1 18 19 1', '20 22 H 15.33 -8.64 H 14.57 -12.02 C 19.10 -13.46 C 16.91 -14.58 C 13.01 -12.55 C 16.37 -7.69 O 15.07 -13.46 O 12.02 -11.59 C 12.84 -9.77 C 17.69 -9.70 C 13.96 -8.92 C 17.96 -11.08 O 16.37 -10.82 C 17.69 -13.46 C 15.67 -12.20 C 13.31 -11.08 C 16.37 -9.09 C 15.13 -9.70 C 14.81 -11.08 C 17.09 -12.20 18 1 -2 19 2 -2 3 14 1 4 14 1 16 5 -2 17 6 -1 15 7 -1 16 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 18 1 12 20 1 13 17 1 13 20 1 20 14 -1 15 19 1 15 20 1 16 19 1 17 18 1 18 19 1', '20 22 H 15.33 -8.64 H 14.57 -12.02 C:18 19.10 -13.46 C:17 16.91 -14.58 C:25 13.01 -12.55 C:24 16.37 -7.69 O 15.07 -13.46 O 12.02 -11.59 C:40 12.84 -9.77 C:32 17.69 -9.70 C:24 13.96 -8.92 C:29 17.96 -11.08 O 16.37 -10.82 C:32 17.69 -13.46 C:72 15.67 -12.20 C:79 13.31 -11.08 C:83 16.37 -9.09 C:50 15.13 -9.70 C:55 14.81 -11.08 C:86 17.09 -12.20 18 1 -2 19 2 -2 3 14 1 4 14 1 16 5 -2 17 6 -1 15 7 -1 16 8 -1 9 11 1 9 16 1 10 12 1 10 17 1 11 18 1 12 20 1 13 17 1 13 20 1 20 14 -1 15 19 1 15 20 1 16 19 1 17 18 1 18 19 1', 'C15H26O3', 254.175, 'C', 'ph63_877_1', 1781, '', '', '1', 7, NULL, NULL),
(9074, 'Orientalol E 6-acetate', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@:5]1([H])[C@H:6](O[C:6001]([CH3:6002])=O)[C@@:7]3([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@:10]2([CH3:14])O3', '[H][C@@]12CC[C@](C)(O)[C@]1([H])[C@H](OC(C)=O)[C@@]3(C(C)C)CC[C@]2(C)O3', '[H][C@@:51]12[CH2:23][CH2:40][C@:79]([CH3:25])(O)[C@:53]1([H])[C@H:72](O[C:171]([CH3:22])=O)[C@@:86]3([CH:33]([CH3:17])[CH3:18])[CH2:30][CH2:31][C@:83]2([CH3:24])O3', '23 25 H 15.35 -8.23 H 14.58 -11.63 C:6002 13.55 -15.02 C:12 16.94 -14.20 C:13 19.14 -13.08 C:15 13.02 -12.16 C:14 16.39 -7.28 O 12.79 -12.92 O 12.02 -11.20 C:3 12.85 -9.37 C:9 17.72 -9.30 C:2 13.97 -8.52 C:8 17.99 -10.69 O 15.09 -13.08 O 16.39 -10.42 C:6001 13.80 -13.63 C:11 17.72 -13.08 C:6 15.69 -11.81 C:4 13.32 -10.69 C:10 16.39 -8.69 C:1 15.15 -9.30 C:5 14.83 -10.69 C:7 17.12 -11.81 21 1 -2 22 2 -2 3 16 1 4 17 1 5 17 1 19 6 -2 20 7 -1 8 16 2 19 9 -1 10 12 1 10 19 1 11 13 1 11 20 1 12 21 1 13 23 1 14 16 1 18 14 -1 15 20 1 15 23 1 23 17 -1 18 22 1 18 23 1 19 22 1 20 21 1 21 22 1', '23 25 H 15.35 -8.23 H 14.58 -11.63 C 13.55 -15.02 C 16.94 -14.20 C 19.14 -13.08 C 13.02 -12.16 C 16.39 -7.28 O 12.79 -12.92 O 12.02 -11.20 C 12.85 -9.37 C 17.72 -9.30 C 13.97 -8.52 C 17.99 -10.69 O 15.09 -13.08 O 16.39 -10.42 C 13.80 -13.63 C 17.72 -13.08 C 15.69 -11.81 C 13.32 -10.69 C 16.39 -8.69 C 15.15 -9.30 C 14.83 -10.69 C 17.12 -11.81 21 1 -2 22 2 -2 3 16 1 4 17 1 5 17 1 19 6 -2 20 7 -1 8 16 2 19 9 -1 10 12 1 10 19 1 11 13 1 11 20 1 12 21 1 13 23 1 14 16 1 18 14 -1 15 20 1 15 23 1 23 17 -1 18 22 1 18 23 1 19 22 1 20 21 1 21 22 1', '23 25 H 15.35 -8.23 H 14.58 -11.63 C:22 13.55 -15.02 C:17 16.94 -14.20 C:18 19.14 -13.08 C:25 13.02 -12.16 C:24 16.39 -7.28 O 12.79 -12.92 O 12.02 -11.20 C:40 12.85 -9.37 C:31 17.72 -9.30 C:23 13.97 -8.52 C:30 17.99 -10.69 O 15.09 -13.08 O 16.39 -10.42 C:171 13.80 -13.63 C:33 17.72 -13.08 C:72 15.69 -11.81 C:79 13.32 -10.69 C:83 16.39 -8.69 C:51 15.15 -9.30 C:53 14.83 -10.69 C:86 17.12 -11.81 21 1 -2 22 2 -2 3 16 1 4 17 1 5 17 1 19 6 -2 20 7 -1 8 16 2 19 9 -1 10 12 1 10 19 1 11 13 1 11 20 1 12 21 1 13 23 1 14 16 1 18 14 -1 15 20 1 15 23 1 23 17 -1 18 22 1 18 23 1 19 22 1 20 21 1 21 22 1', 'C17H28O4', 296.195, 'C', 'ph63_877_1a', 1781, '', '', '1', 7, NULL, NULL),
(9075, 'Orientalol F', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][CH2:3][C:4]([CH3:15])=[C:5]1[C@H:6](O)[C@@:7]3([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@:10]2([CH3:14])O3', '[H][C@@]12CCC(C)=C1[C@H](O)[C@@]3(C(C)C)CC[C@]2(C)O3', '[H][C@@:58]12[CH2:24][CH2:39][C:134]([CH3:15])=[C:133]1[C@H:74](O)[C@@:87]3([CH:32]([CH3:17])[CH3:18])[CH2:29][CH2:32][C@:85]2([CH3:24])O3', '18 20 H 15.35 -8.23 C:15 12.46 -11.79 C:12 16.94 -14.20 C:13 19.15 -13.08 C:14 16.39 -7.28 O 15.09 -13.08 C:3 12.85 -9.37 C:2 13.97 -8.52 C:9 17.72 -9.30 C:8 17.99 -10.69 O 16.39 -10.42 C:4 13.32 -10.69 C:5 14.83 -10.69 C:11 17.72 -13.08 C:6 15.69 -11.81 C:1 15.15 -9.30 C:10 16.39 -8.69 C:7 17.12 -11.81 16 1 -2 2 12 1 3 14 1 4 14 1 17 5 -1 15 6 -1 7 8 1 7 12 1 8 16 1 9 10 1 9 17 1 10 18 1 11 17 1 11 18 1 12 13 2 13 15 1 13 16 1 18 14 -1 15 18 1 16 17 1', '18 20 H 15.35 -8.23 C 12.46 -11.79 C 16.94 -14.20 C 19.15 -13.08 C 16.39 -7.28 O 15.09 -13.08 C 12.85 -9.37 C 13.97 -8.52 C 17.72 -9.30 C 17.99 -10.69 O 16.39 -10.42 C 13.32 -10.69 C 14.83 -10.69 C 17.72 -13.08 C 15.69 -11.81 C 15.15 -9.30 C 16.39 -8.69 C 17.12 -11.81 16 1 -2 2 12 1 3 14 1 4 14 1 17 5 -1 15 6 -1 7 8 1 7 12 1 8 16 1 9 10 1 9 17 1 10 18 1 11 17 1 11 18 1 12 13 2 13 15 1 13 16 1 18 14 -1 15 18 1 16 17 1', '18 20 H 15.35 -8.23 C:15 12.46 -11.79 C:17 16.94 -14.20 C:18 19.15 -13.08 C:24 16.39 -7.28 O 15.09 -13.08 C:39 12.85 -9.37 C:24 13.97 -8.52 C:32 17.72 -9.30 C:29 17.99 -10.69 O 16.39 -10.42 C:134 13.32 -10.69 C:133 14.83 -10.69 C:32 17.72 -13.08 C:74 15.69 -11.81 C:58 15.15 -9.30 C:85 16.39 -8.69 C:87 17.12 -11.81 16 1 -2 2 12 1 3 14 1 4 14 1 17 5 -1 15 6 -1 7 8 1 7 12 1 8 16 1 9 10 1 9 17 1 10 18 1 11 17 1 11 18 1 12 13 2 13 15 1 13 16 1 18 14 -1 15 18 1 16 17 1', 'C15H24O2', 236.167, 'C', 'ph63_877_3', 1781, '', '', '1', 7, NULL, NULL),
(9076, 'Alismoxide', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:5]12[CH:6]=[C:7]([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@@:10]([CH3:14])(O)[C@:1]1([H])[CH2:2][CH2:3][C@@:4]2([CH3:15])O', '[H][C@]12C=C(C(C)C)CC[C@@](C)(O)[C@]1([H])CC[C@@]2(C)O', '[H][C@:50]12[CH:121]=[C:150]([CH:37]([CH3:21])[CH3:22])[CH2:25][CH2:43][C@@:77]([CH3:22])(O)[C@:51]1([H])[CH2:22][CH2:41][C@@:80]2([CH3:23])O', '19 20 H 14.54 -11.90 H 15.32 -8.60 C:12 16.98 -14.53 C:13 19.14 -13.50 C:15 12.94 -12.48 C:14 17.11 -7.72 O 11.94 -11.53 O 15.69 -7.72 C:6 15.69 -12.14 C:8 18.09 -11.02 C:9 17.76 -9.59 C:3 12.74 -9.65 C:2 13.90 -8.75 C:7 17.16 -12.14 C:11 17.76 -13.38 C:4 13.23 -11.02 C:10 16.43 -8.93 C:5 14.80 -11.02 C:1 15.13 -9.59 18 1 -1 19 2 -2 3 15 1 4 15 1 16 5 -1 17 6 -1 16 7 -2 17 8 -2 9 14 2 9 18 1 10 11 1 10 14 1 11 17 1 12 13 1 12 16 1 13 19 1 14 15 1 16 18 1 17 19 1 18 19 1', '19 20 H 14.54 -11.90 H 15.32 -8.60 C 16.98 -14.53 C 19.14 -13.50 C 12.94 -12.48 C 17.11 -7.72 O 11.94 -11.53 O 15.69 -7.72 C 15.69 -12.14 C 18.09 -11.02 C 17.76 -9.59 C 12.74 -9.65 C 13.90 -8.75 C 17.16 -12.14 C 17.76 -13.38 C 13.23 -11.02 C 16.43 -8.93 C 14.80 -11.02 C 15.13 -9.59 18 1 -1 19 2 -2 3 15 1 4 15 1 16 5 -1 17 6 -1 16 7 -2 17 8 -2 9 14 2 9 18 1 10 11 1 10 14 1 11 17 1 12 13 1 12 16 1 13 19 1 14 15 1 16 18 1 17 19 1 18 19 1', '19 20 H 14.54 -11.90 H 15.32 -8.60 C:21 16.98 -14.53 C:22 19.14 -13.50 C:23 12.94 -12.48 C:22 17.11 -7.72 O 11.94 -11.53 O 15.69 -7.72 C:121 15.69 -12.14 C:25 18.09 -11.02 C:43 17.76 -9.59 C:41 12.74 -9.65 C:22 13.90 -8.75 C:150 17.16 -12.14 C:37 17.76 -13.38 C:80 13.23 -11.02 C:77 16.43 -8.93 C:50 14.80 -11.02 C:51 15.13 -9.59 18 1 -1 19 2 -2 3 15 1 4 15 1 16 5 -1 17 6 -1 16 7 -2 17 8 -2 9 14 2 9 18 1 10 11 1 10 14 1 11 17 1 12 13 1 12 16 1 13 19 1 14 15 1 16 18 1 17 19 1 18 19 1', 'C15H26O2', 238.175, 'C', 'ph63_877_4', 1781, '', '', '1', 7, NULL, NULL),
(9077, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[CH:6]=[C:7]([C:11]([CH3:13])([CH3:12])O)[CH2:8][CH2:9][C@@H:10]2[CH3:14]', '[H][C@@]12CC(=O)C(C)=C1C=C(C(C)(C)O)CC[C@@H]2C', '[H][C@@:44]12[CH2:40][C:209](=O)[C:137]([CH3:8])=[C:167]1[CH:118]=[C:160]([C:74]([CH3:29])([CH3:29])O)[CH2:27][CH2:35][C@@H:33]2[CH3:15]', '18 19 H 15.57 -8.59 C:15 12.70 -12.19 C:14 16.63 -7.64 C:13 19.38 -13.43 C:12 17.16 -14.60 O 11.75 -9.36 O 18.56 -14.67 C:6 15.94 -12.19 C:8 18.22 -11.06 C:9 17.91 -9.67 C:2 14.19 -8.86 C:4 13.54 -11.06 C:3 13.08 -9.74 C:7 17.34 -12.19 C:5 15.06 -11.06 C:10 16.63 -9.05 C:11 17.96 -13.43 C:1 15.38 -9.67 18 1 -2 2 12 1 16 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 14 2 8 15 1 9 10 1 9 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 15 2 14 17 1 15 18 1 16 18 1', '18 19 H 15.57 -8.59 C 12.70 -12.19 C 16.63 -7.64 C 19.38 -13.43 C 17.16 -14.60 O 11.75 -9.36 O 18.56 -14.67 C 15.94 -12.19 C 18.22 -11.06 C 17.91 -9.67 C 14.19 -8.86 C 13.54 -11.06 C 13.08 -9.74 C 17.34 -12.19 C 15.06 -11.06 C 16.63 -9.05 C 17.96 -13.43 C 15.38 -9.67 18 1 -2 2 12 1 16 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 14 2 8 15 1 9 10 1 9 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 15 2 14 17 1 15 18 1 16 18 1', '18 19 H 15.57 -8.59 C:8 12.70 -12.19 C:15 16.63 -7.64 C:29 19.38 -13.43 C:29 17.16 -14.60 O 11.75 -9.36 O 18.56 -14.67 C:118 15.94 -12.19 C:27 18.22 -11.06 C:35 17.91 -9.67 C:40 14.19 -8.86 C:137 13.54 -11.06 C:209 13.08 -9.74 C:160 17.34 -12.19 C:167 15.06 -11.06 C:33 16.63 -9.05 C:74 17.96 -13.43 C:44 15.38 -9.67 18 1 -2 2 12 1 16 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 14 2 8 15 1 9 10 1 9 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 15 2 14 17 1 15 18 1 16 18 1', 'C15H22O2', 234.167, 'C', 'ph48_197_1', 1944, '', '', '1', 6, 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
(9078, '8-Desoxyartelin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]1[C:2](=O)[C:3](O)=[C:4]([CH3:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CCC(C)=C1C(=O)C(O)=C(C)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:56]23[CH2:25][CH2:37][C:129]([CH3:22])=[C:154]1[C:189](=O)[C:153](O)=[C:137]([CH3:14])[C@:47]1([H])[C@@:86]2([H])O[C:178](=O)[C@H:41]3[CH3:12]', '22 24 H 17.28 -10.86 H 14.95 -11.59 H 16.43 -10.86 C:14 16.85 -7.03 C:15 12.72 -11.76 C:13 19.39 -13.55 O 16.85 -15.40 O 14.29 -6.94 O 11.80 -8.84 C:9 18.20 -9.16 C:8 18.53 -10.59 O 15.69 -13.11 C:10 16.85 -8.50 C:4 13.61 -10.59 C:12 16.85 -13.94 C:2 14.29 -8.33 C:3 13.13 -9.23 C:1 15.53 -9.16 C:11 18.02 -13.11 C:7 17.59 -11.76 C:5 15.20 -10.59 C:6 16.13 -11.76 20 1 -2 21 2 -2 22 3 -1 4 13 1 5 14 1 19 6 -2 7 15 2 8 16 2 9 17 1 10 11 1 10 13 1 11 20 1 12 15 1 12 22 1 13 18 2 14 17 2 14 21 1 15 19 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 17.28 -10.86 H 14.95 -11.59 H 16.43 -10.86 C 16.85 -7.03 C 12.72 -11.76 C 19.39 -13.55 O 16.85 -15.40 O 14.29 -6.94 O 11.80 -8.84 C 18.20 -9.16 C 18.53 -10.59 O 15.69 -13.11 C 16.85 -8.50 C 13.61 -10.59 C 16.85 -13.94 C 14.29 -8.33 C 13.13 -9.23 C 15.53 -9.16 C 18.02 -13.11 C 17.59 -11.76 C 15.20 -10.59 C 16.13 -11.76 20 1 -2 21 2 -2 22 3 -1 4 13 1 5 14 1 19 6 -2 7 15 2 8 16 2 9 17 1 10 11 1 10 13 1 11 20 1 12 15 1 12 22 1 13 18 2 14 17 2 14 21 1 15 19 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', '22 24 H 17.28 -10.86 H 14.95 -11.59 H 16.43 -10.86 C:22 16.85 -7.03 C:14 12.72 -11.76 C:12 19.39 -13.55 O 16.85 -15.40 O 14.29 -6.94 O 11.80 -8.84 C:37 18.20 -9.16 C:25 18.53 -10.59 O 15.69 -13.11 C:129 16.85 -8.50 C:137 13.61 -10.59 C:178 16.85 -13.94 C:189 14.29 -8.33 C:153 13.13 -9.23 C:154 15.53 -9.16 C:41 18.02 -13.11 C:56 17.59 -11.76 C:47 15.20 -10.59 C:86 16.13 -11.76 20 1 -2 21 2 -2 22 3 -1 4 13 1 5 14 1 19 6 -2 7 15 2 8 16 2 9 17 1 10 11 1 10 13 1 11 20 1 12 15 1 12 22 1 13 18 2 14 17 2 14 21 1 15 19 1 16 17 1 16 18 1 18 21 1 19 20 1 20 22 1 21 22 1', 'C15H18O4', 262.182, 'C', 'ph48_201_1', 1394, '', '', '1', 6, NULL, NULL),
(9079, 'Ixerin Z', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]2[C:2](=O)[C:3](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)=[C:4]([CH3:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(C)=C2C(=O)C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C(C)[C@]2([H])[C@@]3([H])OC(=O)C4=C', '[H][C@@:48]34[CH2:24][CH2:37][C:125]([CH3:22])=[C:153]2[C:189](=O)[C:154](O[C@@H:102]1O[C@H:78]([CH2:62]O)[C@@H:71](O)[C@H:78](O)[C@H:75]1O)=[C:146]([CH3:15])[C@:52]2([H])[C@@:85]3([H])O[C:169](=O)[C:140]4=[CH2:118]', '33 36 H 18.91 -12.56 H 16.56 -13.29 H 18.06 -12.56 C:13 21.02 -15.26 C:14 18.48 -8.72 C:15 14.33 -13.47 O 18.48 -17.12 O 15.91 -8.63 O 16.08 -6.32 O 12.08 -5.15 O 10.08 -7.07 O 10.75 -9.78 C:9 19.82 -10.85 C:106 14.74 -5.92 C:8 20.16 -12.29 O 13.41 -10.54 O 14.07 -8.23 O 17.31 -14.82 C:10 18.48 -10.20 C:11 19.65 -14.82 C:12 18.48 -15.68 C:2 15.91 -10.02 C:4 15.22 -12.29 C:3 14.74 -10.92 C:1 17.16 -10.85 C:105 13.73 -6.88 C:104 12.41 -6.50 C:103 11.41 -7.46 C:102 11.75 -8.81 C:101 13.07 -9.19 C:7 19.23 -13.47 C:5 16.82 -12.29 C:6 17.76 -13.47 31 1 -2 32 2 -2 33 3 -1 4 20 2 5 19 1 6 23 1 7 21 2 8 22 2 9 14 1 27 10 -2 28 11 -1 29 12 -2 13 15 1 13 19 1 26 14 -1 15 31 1 16 24 1 30 16 -1 17 26 1 17 30 1 18 21 1 18 33 1 19 25 2 20 21 1 20 31 1 22 24 1 22 25 1 23 24 2 23 32 1 25 32 1 26 27 1 27 28 1 28 29 1 29 30 1 31 33 1 32 33 1', '33 36 H 18.91 -12.56 H 16.56 -13.29 H 18.06 -12.56 C 21.02 -15.26 C 18.48 -8.72 C 14.33 -13.47 O 18.48 -17.12 O 15.91 -8.63 O 16.08 -6.32 O 12.08 -5.15 O 10.08 -7.07 O 10.75 -9.78 C 19.82 -10.85 C 14.74 -5.92 C 20.16 -12.29 O 13.41 -10.54 O 14.07 -8.23 O 17.31 -14.82 C 18.48 -10.20 C 19.65 -14.82 C 18.48 -15.68 C 15.91 -10.02 C 15.22 -12.29 C 14.74 -10.92 C 17.16 -10.85 C 13.73 -6.88 C 12.41 -6.50 C 11.41 -7.46 C 11.75 -8.81 C 13.07 -9.19 C 19.23 -13.47 C 16.82 -12.29 C 17.76 -13.47 31 1 -2 32 2 -2 33 3 -1 4 20 2 5 19 1 6 23 1 7 21 2 8 22 2 9 14 1 27 10 -2 28 11 -1 29 12 -2 13 15 1 13 19 1 26 14 -1 15 31 1 16 24 1 30 16 -1 17 26 1 17 30 1 18 21 1 18 33 1 19 25 2 20 21 1 20 31 1 22 24 1 22 25 1 23 24 2 23 32 1 25 32 1 26 27 1 27 28 1 28 29 1 29 30 1 31 33 1 32 33 1', '33 36 H 18.91 -12.56 H 16.56 -13.29 H 18.06 -12.56 C:118 21.02 -15.26 C:22 18.48 -8.72 C:15 14.33 -13.47 O 18.48 -17.12 O 15.91 -8.63 O 16.08 -6.32 O 12.08 -5.15 O 10.08 -7.07 O 10.75 -9.78 C:37 19.82 -10.85 C:62 14.74 -5.92 C:24 20.16 -12.29 O 13.41 -10.54 O 14.07 -8.23 O 17.31 -14.82 C:125 18.48 -10.20 C:140 19.65 -14.82 C:169 18.48 -15.68 C:189 15.91 -10.02 C:146 15.22 -12.29 C:154 14.74 -10.92 C:153 17.16 -10.85 C:78 13.73 -6.88 C:71 12.41 -6.50 C:78 11.41 -7.46 C:75 11.75 -8.81 C:102 13.07 -9.19 C:48 19.23 -13.47 C:52 16.82 -12.29 C:85 17.76 -13.47 31 1 -2 32 2 -2 33 3 -1 4 20 2 5 19 1 6 23 1 7 21 2 8 22 2 9 14 1 27 10 -2 28 11 -1 29 12 -2 13 15 1 13 19 1 26 14 -1 15 31 1 16 24 1 30 16 -1 17 26 1 17 30 1 18 21 1 18 33 1 19 25 2 20 21 1 20 31 1 22 24 1 22 25 1 23 24 2 23 32 1 25 32 1 26 27 1 27 28 1 28 29 1 29 30 1 31 33 1 32 33 1', 'C21H26O9', 422.243, 'C', 'ph48_201_2', 1394, '', '', '1', 6, NULL, NULL),
(9080, 'Sieversol', '', 'Lignans', 'Lignans', '7-9-Monoepoxylignans', '[H][C@:108]2([CH2:109]O)[C@H:107]([c:101]1[cH:106][c:105](O[CH3:105001])[c:104](O[CH3:104001])[c:103](O[CH3:103001])[cH:102]1)O[CH2:9][C@@:8]2([H])[CH:7](O)[c:1]4[cH:6][cH:5][c:4]3O[CH2:301]O[c:3]3[cH:2]4', '[H][C@]2(CO)[C@H](c1cc(OC)c(OC)c(OC)c1)OC[C@@]2([H])C(O)c4ccc3OCOc3c4', '[H][C@:55]2([CH2:70]O)[C@H:88]([c:134]1[cH:102][c:153](O[CH3:101])[c:137](O[CH3:56])[c:153](O[CH3:56])[cH:102]1)O[CH2:71][C@@:50]2([H])[CH:82](O)[c:135]4[cH:120][cH:108][c:148]3O[CH2:61]O[c:147]3[cH:107]4', '32 35 H 15.78 -10.47 H 15.78 -6.99 C:105001 14.76 -14.40 C:103001 21.31 -14.54 C:104001 17.97 -16.40 O 14.53 -11.59 O 14.53 -5.91 C:6 12.07 -7.31 C:5 10.83 -8.02 C:2 13.30 -9.46 C:106 16.64 -12.31 C:102 18.99 -11.52 C:109 14.53 -10.16 C:301 10.38 -11.67 C:9 17.15 -7.58 O 16.14 -14.70 O 20.85 -13.19 O 18.92 -15.32 O 9.81 -10.39 O 11.77 -11.52 O 17.97 -8.75 C:1 13.30 -8.02 C:101 17.60 -11.25 C:4 10.83 -9.46 C:3 12.07 -10.16 C:105 17.08 -13.67 C:103 19.43 -12.90 C:104 18.48 -13.96 C:7 14.53 -7.31 C:107 17.15 -9.90 C:108 15.78 -9.46 C:8 15.78 -8.02 31 1 -1 32 2 -1 3 16 1 4 17 1 5 18 1 6 13 1 7 29 1 8 9 1 8 22 2 9 24 2 10 22 1 10 25 2 11 23 1 11 26 2 12 23 2 12 27 1 13 31 1 14 19 1 14 20 1 15 21 1 15 32 1 16 26 1 17 27 1 18 28 1 19 24 1 20 25 1 21 30 1 22 29 1 30 23 -1 24 25 1 26 28 1 27 28 2 29 32 1 30 31 1 31 32 1', '32 35 H 15.78 -10.47 H 15.78 -6.99 C 14.76 -14.40 C 21.31 -14.54 C 17.97 -16.40 O 14.53 -11.59 O 14.53 -5.91 C 12.07 -7.31 C 10.83 -8.02 C 13.30 -9.46 C 16.64 -12.31 C 18.99 -11.52 C 14.53 -10.16 C 10.38 -11.67 C 17.15 -7.58 O 16.14 -14.70 O 20.85 -13.19 O 18.92 -15.32 O 9.81 -10.39 O 11.77 -11.52 O 17.97 -8.75 C 13.30 -8.02 C 17.60 -11.25 C 10.83 -9.46 C 12.07 -10.16 C 17.08 -13.67 C 19.43 -12.90 C 18.48 -13.96 C 14.53 -7.31 C 17.15 -9.90 C 15.78 -9.46 C 15.78 -8.02 31 1 -1 32 2 -1 3 16 1 4 17 1 5 18 1 6 13 1 7 29 1 8 9 1 8 22 2 9 24 2 10 22 1 10 25 2 11 23 1 11 26 2 12 23 2 12 27 1 13 31 1 14 19 1 14 20 1 15 21 1 15 32 1 16 26 1 17 27 1 18 28 1 19 24 1 20 25 1 21 30 1 22 29 1 30 23 -1 24 25 1 26 28 1 27 28 2 29 32 1 30 31 1 31 32 1', '32 35 H 15.78 -10.47 H 15.78 -6.99 C:101 14.76 -14.40 C:56 21.31 -14.54 C:56 17.97 -16.40 O 14.53 -11.59 O 14.53 -5.91 C:120 12.07 -7.31 C:108 10.83 -8.02 C:107 13.30 -9.46 C:102 16.64 -12.31 C:102 18.99 -11.52 C:70 14.53 -10.16 C:61 10.38 -11.67 C:71 17.15 -7.58 O 16.14 -14.70 O 20.85 -13.19 O 18.92 -15.32 O 9.81 -10.39 O 11.77 -11.52 O 17.97 -8.75 C:135 13.30 -8.02 C:134 17.60 -11.25 C:148 10.83 -9.46 C:147 12.07 -10.16 C:153 17.08 -13.67 C:153 19.43 -12.90 C:137 18.48 -13.96 C:82 14.53 -7.31 C:88 17.15 -9.90 C:55 15.78 -9.46 C:50 15.78 -8.02 31 1 -1 32 2 -1 3 16 1 4 17 1 5 18 1 6 13 1 7 29 1 8 9 1 8 22 2 9 24 2 10 22 1 10 25 2 11 23 1 11 26 2 12 23 2 12 27 1 13 31 1 14 19 1 14 20 1 15 21 1 15 32 1 16 26 1 17 27 1 18 28 1 19 24 1 20 25 1 21 30 1 22 29 1 30 23 -1 24 25 1 26 28 1 27 28 2 29 32 1 30 31 1 31 32 1', 'C22H26O8', 418.246, 'C', 'ph49_157_2', 2004, '', '', '1', 6, NULL, NULL),
(9081, '', '3a,4a,10b-Trihydroxy-8a-acetoxy-11bH-guai-1-en-12,6a-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:6]13O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]1([H])[C@@H:8](O[C:8001]([CH3:8002])=O)[CH2:9][C@:10]([CH3:14])(O)[C:1]2=[CH:2][C@@H:3](O)[C@@:4]([CH3:15])(O)[C@@:5]23[H]', '[H][C@]13OC(=O)[C@@H](C)[C@]1([H])[C@@H](OC(C)=O)C[C@](C)(O)C2=C[C@@H](O)[C@@](C)(O)[C@@]23[H]', '[H][C@:77]13O[C:178](=O)[C@@H:41]([CH3:15])[C@:55]1([H])[C@@H:72](O[C:170]([CH3:21])=O)[CH2:45][C@:69]([CH3:30])(O)[C:151]2=[CH:126][C@@H:78](O)[C@@:79]([CH3:21])(O)[C@@:57]23[H]', '27 29 H 14.98 -10.66 H 15.83 -10.66 H 13.50 -11.39 C:8002 20.77 -9.95 C:13 17.99 -13.33 C:14 16.14 -7.08 C:15 11.90 -11.83 O 18.98 -8.27 O 15.41 -15.20 O 10.34 -8.61 O 14.70 -7.08 O 10.88 -10.87 C:2 12.84 -8.10 C:9 16.75 -8.92 O 18.46 -10.66 O 14.25 -12.89 C:8001 19.41 -9.64 C:12 15.41 -13.71 C:1 14.09 -8.92 C:11 16.57 -12.89 C:3 11.68 -8.99 C:8 17.09 -10.37 C:10 15.41 -8.27 C:4 12.16 -10.37 C:6 14.70 -11.52 C:7 16.14 -11.52 C:5 13.76 -10.37 25 1 -1 26 2 -2 27 3 -2 4 17 1 20 5 -2 23 6 -2 24 7 -1 8 17 2 9 18 2 21 10 -2 23 11 -1 24 12 -2 13 19 2 13 21 1 14 22 1 14 23 1 15 17 1 22 15 -2 16 18 1 16 25 1 18 20 1 19 23 1 19 27 1 20 26 1 21 24 1 22 26 1 24 27 1 25 26 1 25 27 1', '27 29 H 14.98 -10.66 H 15.83 -10.66 H 13.50 -11.39 C 20.77 -9.95 C 17.99 -13.33 C 16.14 -7.08 C 11.90 -11.83 O 18.98 -8.27 O 15.41 -15.20 O 10.34 -8.61 O 14.70 -7.08 O 10.88 -10.87 C 12.84 -8.10 C 16.75 -8.92 O 18.46 -10.66 O 14.25 -12.89 C 19.41 -9.64 C 15.41 -13.71 C 14.09 -8.92 C 16.57 -12.89 C 11.68 -8.99 C 17.09 -10.37 C 15.41 -8.27 C 12.16 -10.37 C 14.70 -11.52 C 16.14 -11.52 C 13.76 -10.37 25 1 -1 26 2 -2 27 3 -2 4 17 1 20 5 -2 23 6 -2 24 7 -1 8 17 2 9 18 2 21 10 -2 23 11 -1 24 12 -2 13 19 2 13 21 1 14 22 1 14 23 1 15 17 1 22 15 -2 16 18 1 16 25 1 18 20 1 19 23 1 19 27 1 20 26 1 21 24 1 22 26 1 24 27 1 25 26 1 25 27 1', '27 29 H 14.98 -10.66 H 15.83 -10.66 H 13.50 -11.39 C:21 20.77 -9.95 C:15 17.99 -13.33 C:30 16.14 -7.08 C:21 11.90 -11.83 O 18.98 -8.27 O 15.41 -15.20 O 10.34 -8.61 O 14.70 -7.08 O 10.88 -10.87 C:126 12.84 -8.10 C:45 16.75 -8.92 O 18.46 -10.66 O 14.25 -12.89 C:170 19.41 -9.64 C:178 15.41 -13.71 C:151 14.09 -8.92 C:41 16.57 -12.89 C:78 11.68 -8.99 C:72 17.09 -10.37 C:69 15.41 -8.27 C:79 12.16 -10.37 C:77 14.70 -11.52 C:55 16.14 -11.52 C:57 13.76 -10.37 25 1 -1 26 2 -2 27 3 -2 4 17 1 20 5 -2 23 6 -2 24 7 -1 8 17 2 9 18 2 21 10 -2 23 11 -1 24 12 -2 13 19 2 13 21 1 14 22 1 14 23 1 15 17 1 22 15 -2 16 18 1 16 25 1 18 20 1 19 23 1 19 27 1 20 26 1 21 24 1 22 26 1 24 27 1 25 26 1 25 27 1', 'C17H24O7', 340.202, 'D', 'ph49_157_3', 2004, '', '', '1', 6, NULL, NULL),
(9082, '', '3a,4a,10b-Trihydroxy-8a-acetoxy-11bH-guai-1-en-12,6a-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C@:10]([CH3:14])(O)[C:1]1=[CH:2][C@@H:3](O)[C@@:4]([CH3:15])(O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@](C)(O)C1=C[C@@H](O)[C@@](C)(O)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:52]23[CH2:23][CH2:39][C@:70]([CH3:30])(O)[C:152]1=[CH:127][C@@H:79](O)[C@@:79]([CH3:22])(O)[C@:58]1([H])[C@@:81]2([H])O[C:179](=O)[C@H:41]3[CH3:13]', '23 25 H 17.22 -10.65 H 16.37 -10.65 H 14.89 -11.38 C:13 19.36 -13.33 C:14 17.48 -7.05 C:15 13.28 -11.81 O 16.80 -15.19 O 11.73 -8.59 O 16.09 -7.05 O 12.25 -10.85 C:2 14.23 -8.08 C:9 18.13 -8.91 C:8 18.47 -10.35 O 15.64 -12.89 C:12 16.80 -13.71 C:1 15.48 -8.91 C:11 17.96 -12.89 C:3 13.06 -8.98 C:10 16.80 -8.25 C:4 13.55 -10.35 C:7 17.53 -11.51 C:6 16.09 -11.51 C:5 15.15 -10.35 21 1 -2 22 2 -1 23 3 -2 17 4 -2 19 5 -2 20 6 -1 7 15 2 18 8 -2 19 9 -1 20 10 -2 11 16 2 11 18 1 12 13 1 12 19 1 13 21 1 14 15 1 14 22 1 15 17 1 16 19 1 16 23 1 17 21 1 18 20 1 20 23 1 21 22 1 22 23 1', '23 25 H 17.22 -10.65 H 16.37 -10.65 H 14.89 -11.38 C 19.36 -13.33 C 17.48 -7.05 C 13.28 -11.81 O 16.80 -15.19 O 11.73 -8.59 O 16.09 -7.05 O 12.25 -10.85 C 14.23 -8.08 C 18.13 -8.91 C 18.47 -10.35 O 15.64 -12.89 C 16.80 -13.71 C 15.48 -8.91 C 17.96 -12.89 C 13.06 -8.98 C 16.80 -8.25 C 13.55 -10.35 C 17.53 -11.51 C 16.09 -11.51 C 15.15 -10.35 21 1 -2 22 2 -1 23 3 -2 17 4 -2 19 5 -2 20 6 -1 7 15 2 18 8 -2 19 9 -1 20 10 -2 11 16 2 11 18 1 12 13 1 12 19 1 13 21 1 14 15 1 14 22 1 15 17 1 16 19 1 16 23 1 17 21 1 18 20 1 20 23 1 21 22 1 22 23 1', '23 25 H 17.22 -10.65 H 16.37 -10.65 H 14.89 -11.38 C:13 19.36 -13.33 C:30 17.48 -7.05 C:22 13.28 -11.81 O 16.80 -15.19 O 11.73 -8.59 O 16.09 -7.05 O 12.25 -10.85 C:127 14.23 -8.08 C:39 18.13 -8.91 C:23 18.47 -10.35 O 15.64 -12.89 C:179 16.80 -13.71 C:152 15.48 -8.91 C:41 17.96 -12.89 C:79 13.06 -8.98 C:70 16.80 -8.25 C:79 13.55 -10.35 C:52 17.53 -11.51 C:81 16.09 -11.51 C:58 15.15 -10.35 21 1 -2 22 2 -1 23 3 -2 17 4 -2 19 5 -2 20 6 -1 7 15 2 18 8 -2 19 9 -1 20 10 -2 11 16 2 11 18 1 12 13 1 12 19 1 13 21 1 14 15 1 14 22 1 15 17 1 16 19 1 16 23 1 17 21 1 18 20 1 20 23 1 21 22 1 22 23 1', 'C15H22O5', 282.181, 'D', 'ph49_157_4', 2004, '', '', '1', 6, NULL, NULL),
(9083, '', '3a,4a-Dihydroxy-8a-acetoxy-11bH-guai-1,9-dien-12,6a-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:6]13O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]1([H])[C@@H:8](O[C:8001]([CH3:8002])=O)[CH:9]=[C:10]([CH3:14])[C:1]2=[CH:2][C@@H:3](O)[C@@:4]([CH3:15])(O)[C@@:5]23[H]', '[H][C@]13OC(=O)[C@@H](C)[C@]1([H])[C@@H](OC(C)=O)C=C(C)C2=C[C@@H](O)[C@@](C)(O)[C@@]23[H]', '[H][C@:77]13O[C:178](=O)[C@@H:40]([CH3:15])[C@:52]1([H])[C@@H:73](O[C:169]([CH3:21])=O)[CH:133]=[C:130]([CH3:25])[C:141]2=[CH:129][C@@H:78](O)[C@@:78]([CH3:22])(O)[C@@:58]23[H]', '26 28 H 15.04 -10.75 H 15.89 -10.75 H 13.55 -11.48 C:8002 20.79 -10.05 C:14 15.46 -6.96 C:13 18.03 -13.43 C:15 11.94 -11.92 O 19.00 -8.41 O 15.46 -15.30 O 10.39 -8.70 O 10.92 -10.96 C:9 16.80 -9.01 C:2 12.89 -8.17 O 18.48 -10.75 O 14.30 -12.99 C:8001 19.42 -9.74 C:10 15.46 -8.34 C:12 15.46 -13.82 C:1 14.14 -9.01 C:11 16.62 -12.99 C:3 11.72 -9.08 C:8 17.14 -10.45 C:4 12.21 -10.45 C:6 14.74 -11.61 C:7 16.20 -11.61 C:5 13.80 -10.45 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -2 23 7 -1 8 16 2 9 18 2 21 10 -2 23 11 -2 12 17 2 12 22 1 13 19 2 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 1 18 20 1 19 26 1 20 25 1 21 23 1 22 25 1 23 26 1 24 25 1 24 26 1', '26 28 H 15.04 -10.75 H 15.89 -10.75 H 13.55 -11.48 C 20.79 -10.05 C 15.46 -6.96 C 18.03 -13.43 C 11.94 -11.92 O 19.00 -8.41 O 15.46 -15.30 O 10.39 -8.70 O 10.92 -10.96 C 16.80 -9.01 C 12.89 -8.17 O 18.48 -10.75 O 14.30 -12.99 C 19.42 -9.74 C 15.46 -8.34 C 15.46 -13.82 C 14.14 -9.01 C 16.62 -12.99 C 11.72 -9.08 C 17.14 -10.45 C 12.21 -10.45 C 14.74 -11.61 C 16.20 -11.61 C 13.80 -10.45 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -2 23 7 -1 8 16 2 9 18 2 21 10 -2 23 11 -2 12 17 2 12 22 1 13 19 2 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 1 18 20 1 19 26 1 20 25 1 21 23 1 22 25 1 23 26 1 24 25 1 24 26 1', '26 28 H 15.04 -10.75 H 15.89 -10.75 H 13.55 -11.48 C:21 20.79 -10.05 C:25 15.46 -6.96 C:15 18.03 -13.43 C:22 11.94 -11.92 O 19.00 -8.41 O 15.46 -15.30 O 10.39 -8.70 O 10.92 -10.96 C:133 16.80 -9.01 C:129 12.89 -8.17 O 18.48 -10.75 O 14.30 -12.99 C:169 19.42 -9.74 C:130 15.46 -8.34 C:178 15.46 -13.82 C:141 14.14 -9.01 C:40 16.62 -12.99 C:78 11.72 -9.08 C:73 17.14 -10.45 C:78 12.21 -10.45 C:77 14.74 -11.61 C:52 16.20 -11.61 C:58 13.80 -10.45 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -2 23 7 -1 8 16 2 9 18 2 21 10 -2 23 11 -2 12 17 2 12 22 1 13 19 2 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 1 18 20 1 19 26 1 20 25 1 21 23 1 22 25 1 23 26 1 24 25 1 24 26 1', 'C17H22O6', 322.202, 'D', 'ph49_157_5', 2004, '', '', '1', 6, NULL, NULL),
(9084, '', '2a,4,8a-Trihydroxy-3a-acetoxy-11bH-guai-1(10)-en-12,6a-olide', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:6]13O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]1([H])[C@@H:8](O)[CH2:9][C:10]([CH3:14])=[C:1]2[C@@H:2](O)[C@@H:3](O[C:3001]([CH3:3002])=O)[C@@:4]([CH3:15])(O)[C@@:5]23[H]', '[H][C@]13OC(=O)[C@@H](C)[C@]1([H])[C@@H](O)CC(C)=C2[C@@H](O)[C@@H](OC(C)=O)[C@@](C)(O)[C@@]23[H]', '[H][C@:79]13O[C:178](=O)[C@@H:40]([CH3:15])[C@:54]1([H])[C@@H:71](O)[CH2:42][C:131]([CH3:23])=[C:138]2[C@@H:76](O)[C@@H:82](O[C:170]([CH3:21])=O)[C@@:80]([CH3:22])(O)[C@@:57]23[H]', '27 29 H 17.32 -10.87 H 18.16 -10.87 H 15.84 -11.60 C:3002 10.31 -9.41 C:14 17.74 -7.08 C:13 20.30 -13.54 C:15 14.23 -12.03 O 11.98 -11.15 O 17.74 -15.41 O 20.78 -10.87 O 15.09 -6.88 O 13.21 -11.07 C:9 19.07 -9.13 O 12.66 -8.82 O 16.58 -13.11 C:3001 11.65 -9.79 C:10 17.74 -8.47 C:12 17.74 -13.93 C:1 16.42 -9.13 C:11 18.89 -13.11 C:8 19.41 -10.57 C:2 15.17 -8.29 C:3 14.01 -9.20 C:4 14.49 -10.57 C:6 17.02 -11.73 C:7 18.47 -11.73 C:5 16.08 -10.57 25 1 -1 26 2 -2 27 3 -2 4 16 1 5 17 1 20 6 -2 24 7 -1 8 16 2 9 18 2 21 10 -2 22 11 -2 24 12 -2 13 17 1 13 21 1 14 16 1 23 14 -2 15 18 1 15 25 1 17 19 2 18 20 1 19 22 1 19 27 1 20 26 1 21 26 1 22 23 1 23 24 1 24 27 1 25 26 1 25 27 1', '27 29 H 17.32 -10.87 H 18.16 -10.87 H 15.84 -11.60 C 10.31 -9.41 C 17.74 -7.08 C 20.30 -13.54 C 14.23 -12.03 O 11.98 -11.15 O 17.74 -15.41 O 20.78 -10.87 O 15.09 -6.88 O 13.21 -11.07 C 19.07 -9.13 O 12.66 -8.82 O 16.58 -13.11 C 11.65 -9.79 C 17.74 -8.47 C 17.74 -13.93 C 16.42 -9.13 C 18.89 -13.11 C 19.41 -10.57 C 15.17 -8.29 C 14.01 -9.20 C 14.49 -10.57 C 17.02 -11.73 C 18.47 -11.73 C 16.08 -10.57 25 1 -1 26 2 -2 27 3 -2 4 16 1 5 17 1 20 6 -2 24 7 -1 8 16 2 9 18 2 21 10 -2 22 11 -2 24 12 -2 13 17 1 13 21 1 14 16 1 23 14 -2 15 18 1 15 25 1 17 19 2 18 20 1 19 22 1 19 27 1 20 26 1 21 26 1 22 23 1 23 24 1 24 27 1 25 26 1 25 27 1', '27 29 H 17.32 -10.87 H 18.16 -10.87 H 15.84 -11.60 C:21 10.31 -9.41 C:23 17.74 -7.08 C:15 20.30 -13.54 C:22 14.23 -12.03 O 11.98 -11.15 O 17.74 -15.41 O 20.78 -10.87 O 15.09 -6.88 O 13.21 -11.07 C:42 19.07 -9.13 O 12.66 -8.82 O 16.58 -13.11 C:170 11.65 -9.79 C:131 17.74 -8.47 C:178 17.74 -13.93 C:138 16.42 -9.13 C:40 18.89 -13.11 C:71 19.41 -10.57 C:76 15.17 -8.29 C:82 14.01 -9.20 C:80 14.49 -10.57 C:79 17.02 -11.73 C:54 18.47 -11.73 C:57 16.08 -10.57 25 1 -1 26 2 -2 27 3 -2 4 16 1 5 17 1 20 6 -2 24 7 -1 8 16 2 9 18 2 21 10 -2 22 11 -2 24 12 -2 13 17 1 13 21 1 14 16 1 23 14 -2 15 18 1 15 25 1 17 19 2 18 20 1 19 22 1 19 27 1 20 26 1 21 26 1 22 23 1 23 24 1 24 27 1 25 26 1 25 27 1', 'C17H24O7', 340.202, 'D', 'ph49_157_6', 2004, '', '', '1', 6, NULL, NULL),
(9085, '', '8alpha,7beta,10beta)-11-Hydroxy-4-guaien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[CH2:6][C@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:8][CH2:9][C@@H:10]2[CH3:14]', '[H][C@@]12CC(=O)C(C)=C1C[C@H](C(C)(C)O)CC[C@@H]2C', '[H][C@@:46]12[CH2:41][C:209](=O)[C:138]([CH3:8])=[C:176]1[CH2:34][C@H:42]([C:73]([CH3:27])([CH3:26])O)[CH2:27][CH2:37][C@@H:35]2[CH3:12]', '18 19 H 15.55 -8.58 C:15 12.69 -12.18 C:14 16.62 -7.63 C:12 17.15 -14.59 C:13 19.36 -13.36 O 11.74 -9.36 O 18.55 -14.66 C:9 17.95 -9.67 C:8 18.22 -11.03 C:6 15.92 -12.14 C:2 14.18 -8.86 C:4 13.53 -11.05 C:3 13.07 -9.74 C:5 15.04 -11.03 C:10 16.62 -9.04 C:7 17.33 -12.14 C:11 17.95 -13.41 C:1 15.32 -9.67 18 1 -2 2 12 1 15 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 14 2 14 18 1 15 18 1 16 17 -1', '18 19 H 15.55 -8.58 C 12.69 -12.18 C 16.62 -7.63 C 17.15 -14.59 C 19.36 -13.36 O 11.74 -9.36 O 18.55 -14.66 C 17.95 -9.67 C 18.22 -11.03 C 15.92 -12.14 C 14.18 -8.86 C 13.53 -11.05 C 13.07 -9.74 C 15.04 -11.03 C 16.62 -9.04 C 17.33 -12.14 C 17.95 -13.41 C 15.32 -9.67 18 1 -2 2 12 1 15 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 14 2 14 18 1 15 18 1 16 17 -1', '18 19 H 15.55 -8.58 C:8 12.69 -12.18 C:12 16.62 -7.63 C:27 17.15 -14.59 C:26 19.36 -13.36 O 11.74 -9.36 O 18.55 -14.66 C:37 17.95 -9.67 C:27 18.22 -11.03 C:34 15.92 -12.14 C:41 14.18 -8.86 C:138 13.53 -11.05 C:209 13.07 -9.74 C:176 15.04 -11.03 C:35 16.62 -9.04 C:42 17.33 -12.14 C:73 17.95 -13.41 C:46 15.32 -9.67 18 1 -2 2 12 1 15 3 -1 4 17 1 5 17 1 6 13 2 7 17 1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 13 1 11 18 1 12 13 1 12 14 2 14 18 1 15 18 1 16 17 -1', 'C15H24O2', 236.167, 'C', 'ph49_793_1', 1250, '', '', '1', 6, NULL, NULL),
(9086, '', '(1beta,7beta,10beta)-1,11-Dihydroxy-4-guaien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[CH3:15][C:4]2=[C:5]1[CH2:6][C@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:8][CH2:9][C@H:10]([CH3:14])[C@@:1]1(O)[CH2:2][C:3]2=O', 'CC2=C1C[C@H](C(C)(C)O)CC[C@H](C)[C@@]1(O)CC2=O', '[CH3:8][C:137]2=[C:175]1[CH2:24][C@H:45]([C:74]([CH3:28])([CH3:26])O)[CH2:27][CH2:27][C@H:44]([CH3:18])[C@@:79]1(O)[CH2:50][C:206]2=O', '18 19 C:15 12.75 -12.20 C:14 16.64 -7.70 C:12 17.16 -14.57 C:13 19.34 -13.41 O 11.81 -9.40 O 18.54 -14.64 O 15.61 -8.34 C:9 17.94 -9.71 C:8 18.21 -11.08 C:6 15.95 -12.20 C:2 14.23 -8.92 C:3 13.13 -9.78 C:4 13.58 -11.08 C:5 15.09 -11.08 C:10 16.64 -9.10 C:7 17.33 -12.20 C:11 17.94 -13.41 C:1 15.35 -9.71 1 13 1 15 2 -1 3 17 1 4 17 1 5 12 2 6 17 1 18 7 -1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 12 1 11 18 1 12 13 1 13 14 2 14 18 1 15 18 1 16 17 -1', '18 19 C 12.75 -12.20 C 16.64 -7.70 C 17.16 -14.57 C 19.34 -13.41 O 11.81 -9.40 O 18.54 -14.64 O 15.61 -8.34 C 17.94 -9.71 C 18.21 -11.08 C 15.95 -12.20 C 14.23 -8.92 C 13.13 -9.78 C 13.58 -11.08 C 15.09 -11.08 C 16.64 -9.10 C 17.33 -12.20 C 17.94 -13.41 C 15.35 -9.71 1 13 1 15 2 -1 3 17 1 4 17 1 5 12 2 6 17 1 18 7 -1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 12 1 11 18 1 12 13 1 13 14 2 14 18 1 15 18 1 16 17 -1', '18 19 C:8 12.75 -12.20 C:18 16.64 -7.70 C:28 17.16 -14.57 C:26 19.34 -13.41 O 11.81 -9.40 O 18.54 -14.64 O 15.61 -8.34 C:27 17.94 -9.71 C:27 18.21 -11.08 C:24 15.95 -12.20 C:50 14.23 -8.92 C:206 13.13 -9.78 C:137 13.58 -11.08 C:175 15.09 -11.08 C:44 16.64 -9.10 C:45 17.33 -12.20 C:74 17.94 -13.41 C:79 15.35 -9.71 1 13 1 15 2 -1 3 17 1 4 17 1 5 12 2 6 17 1 18 7 -1 8 9 1 8 15 1 9 16 1 10 14 1 10 16 1 11 12 1 11 18 1 12 13 1 13 14 2 14 18 1 15 18 1 16 17 -1', 'C15H24O3', 252.159, 'C', 'ph49_793_2', 1250, '', '', '1', 6, NULL, NULL),
(9087, '', '(1alpha,6alpha,7beta,10beta)-6,11-Dihydroxy-4-guaien-3-one', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]12[CH2:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[C@@H:6](O)[C@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:8][CH2:9][C@@H:10]2[CH3:14]', '[H][C@@]12CC(=O)C(C)=C1[C@@H](O)[C@H](C(C)(C)O)CC[C@@H]2C', '[H][C@@:43]12[CH2:40][C:211](=O)[C:139]([CH3:7])=[C:174]1[C@@H:70](O)[C@H:53]([C:74]([CH3:29])([CH3:23])O)[CH2:22][CH2:34][C@@H:34]2[CH3:14]', '19 20 H 15.56 -8.57 C:15 12.69 -12.18 C:14 16.63 -7.63 C:12 17.16 -14.59 C:13 19.36 -13.38 O 11.74 -9.35 O 15.33 -13.38 O 18.54 -14.66 C:9 17.94 -9.67 C:8 18.21 -11.05 C:2 14.18 -8.85 C:4 13.53 -11.05 C:3 13.07 -9.74 C:5 15.05 -11.05 C:10 16.63 -9.03 C:6 15.93 -12.18 C:7 17.33 -12.18 C:11 17.94 -13.38 C:1 15.33 -9.67 19 1 -2 2 12 1 15 3 -1 4 18 1 5 18 1 6 13 2 16 7 -2 8 18 1 9 10 1 9 15 1 10 17 1 11 13 1 11 19 1 12 13 1 12 14 2 14 16 1 14 19 1 15 19 1 16 17 1 17 18 -1', '19 20 H 15.56 -8.57 C 12.69 -12.18 C 16.63 -7.63 C 17.16 -14.59 C 19.36 -13.38 O 11.74 -9.35 O 15.33 -13.38 O 18.54 -14.66 C 17.94 -9.67 C 18.21 -11.05 C 14.18 -8.85 C 13.53 -11.05 C 13.07 -9.74 C 15.05 -11.05 C 16.63 -9.03 C 15.93 -12.18 C 17.33 -12.18 C 17.94 -13.38 C 15.33 -9.67 19 1 -2 2 12 1 15 3 -1 4 18 1 5 18 1 6 13 2 16 7 -2 8 18 1 9 10 1 9 15 1 10 17 1 11 13 1 11 19 1 12 13 1 12 14 2 14 16 1 14 19 1 15 19 1 16 17 1 17 18 -1', '19 20 H 15.56 -8.57 C:7 12.69 -12.18 C:14 16.63 -7.63 C:29 17.16 -14.59 C:23 19.36 -13.38 O 11.74 -9.35 O 15.33 -13.38 O 18.54 -14.66 C:34 17.94 -9.67 C:22 18.21 -11.05 C:40 14.18 -8.85 C:139 13.53 -11.05 C:211 13.07 -9.74 C:174 15.05 -11.05 C:34 16.63 -9.03 C:70 15.93 -12.18 C:53 17.33 -12.18 C:74 17.94 -13.38 C:43 15.33 -9.67 19 1 -2 2 12 1 15 3 -1 4 18 1 5 18 1 6 13 2 16 7 -2 8 18 1 9 10 1 9 15 1 10 17 1 11 13 1 11 19 1 12 13 1 12 14 2 14 16 1 14 19 1 15 19 1 16 17 1 17 18 -1', 'C15H24O3', 252.167, 'C', 'ph49_793_3', 1250, '', '', '1', 6, NULL, NULL),
(9088, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH2:14]O)=[C:1]1[C:2](=O)[CH:3]=[C:4]([CH3:15])[C@:5]1([CH2:6]2)O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CCC(CO)=C1C(=O)C=C(C)[C@]1(C2)OC(=O)C3=C', '[H][C@@:39]23[CH2:35][CH2:26][C:158]([CH2:62]O)=[C:137]1[C:195](=O)[CH:136]=[C:172]([CH3:13])[C@:91]1([CH2:33]2)O[C:167](=O)[C:139]3=[CH2:131]', '20 22 H 18.04 -13.06 C:13 17.51 -14.88 C:15 12.77 -12.39 O 14.28 -7.65 O 15.10 -15.22 O 17.96 -7.08 C:3 13.17 -9.90 C:14 16.76 -7.77 C:9 18.04 -9.83 C:8 18.37 -11.23 C:6 16.05 -12.39 O 14.83 -12.70 C:4 13.63 -11.23 C:11 16.83 -13.67 C:2 14.28 -9.02 C:12 15.57 -13.91 C:10 16.76 -9.20 C:1 15.48 -9.83 C:7 17.51 -12.39 C:5 15.16 -11.23 19 1 -2 2 14 2 3 13 1 4 15 2 5 16 2 6 8 1 7 13 2 7 15 1 8 17 1 9 10 1 9 17 1 10 19 1 11 19 1 11 20 1 12 16 1 20 12 -1 13 20 1 14 16 1 14 19 1 15 18 1 17 18 2 18 20 1', '20 22 H 18.04 -13.06 C 17.51 -14.88 C 12.77 -12.39 O 14.28 -7.65 O 15.10 -15.22 O 17.96 -7.08 C 13.17 -9.90 C 16.76 -7.77 C 18.04 -9.83 C 18.37 -11.23 C 16.05 -12.39 O 14.83 -12.70 C 13.63 -11.23 C 16.83 -13.67 C 14.28 -9.02 C 15.57 -13.91 C 16.76 -9.20 C 15.48 -9.83 C 17.51 -12.39 C 15.16 -11.23 19 1 -2 2 14 2 3 13 1 4 15 2 5 16 2 6 8 1 7 13 2 7 15 1 8 17 1 9 10 1 9 17 1 10 19 1 11 19 1 11 20 1 12 16 1 20 12 -1 13 20 1 14 16 1 14 19 1 15 18 1 17 18 2 18 20 1', '20 22 H 18.04 -13.06 C:131 17.51 -14.88 C:13 12.77 -12.39 O 14.28 -7.65 O 15.10 -15.22 O 17.96 -7.08 C:136 13.17 -9.90 C:62 16.76 -7.77 C:26 18.04 -9.83 C:35 18.37 -11.23 C:33 16.05 -12.39 O 14.83 -12.70 C:172 13.63 -11.23 C:139 16.83 -13.67 C:195 14.28 -9.02 C:167 15.57 -13.91 C:158 16.76 -9.20 C:137 15.48 -9.83 C:39 17.51 -12.39 C:91 15.16 -11.23 19 1 -2 2 14 2 3 13 1 4 15 2 5 16 2 6 8 1 7 13 2 7 15 1 8 17 1 9 10 1 9 17 1 10 19 1 11 19 1 11 20 1 12 16 1 20 12 -1 13 20 1 14 16 1 14 19 1 15 18 1 17 18 2 18 20 1', 'C15H16O4', 260.166, 'M', 'ph49_797_1', 2602, '', '', '1', 6, NULL, NULL),
(9089, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]([CH2:14]O[C@@H:1401]1O[C@H:1405]([CH2:1406]O)[C@@H:1404](O)[C@H:1403](O)[C@H:1402]1O)=[C:1]2[C:2](=O)[CH:3]=[C:4]([CH3:15])[C@:5]2([CH2:6]3)O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=C2C(=O)C=C(C)[C@]2(C3)OC(=O)C4=C', '[H][C@@:38]34[CH2:35][CH2:26][C:154]([CH2:68]O[C@@H:105]1O[C@H:78]([CH2:62]O)[C@@H:72](O)[C@H:78](O)[C@H:75]1O)=[C:136]2[C:195](=O)[CH:135]=[C:171]([CH3:12])[C@:90]2([CH2:33]3)O[C:166](=O)[C:138]4=[CH2:131]', '31 34 H 15.84 -13.78 C:13 15.31 -15.59 C:15 10.56 -13.12 O 12.07 -8.37 O 12.89 -15.93 O 19.41 -12.70 O 20.63 -7.81 O 20.61 -10.61 O 18.18 -6.40 C:3 10.96 -10.62 C:1406 18.19 -12.00 C:9 15.84 -10.55 C:14 14.56 -8.50 C:8 16.16 -11.96 C:6 13.85 -13.12 O 15.77 -7.80 O 12.63 -13.42 O 16.98 -9.90 C:4 11.43 -11.96 C:2 12.07 -9.75 C:11 14.63 -14.40 C:12 13.37 -14.63 C:10 14.56 -9.93 C:1 13.27 -10.55 C:1403 19.41 -8.50 C:1404 19.40 -9.90 C:1402 18.19 -7.80 C:1405 18.19 -10.60 C:1401 16.98 -8.50 C:7 15.31 -13.12 C:5 12.95 -11.96 30 1 -2 2 21 2 3 19 1 4 20 2 5 22 2 6 11 1 25 7 -1 26 8 -2 27 9 -2 10 19 2 10 20 1 28 11 -1 12 14 1 12 23 1 13 16 1 13 23 1 14 30 1 15 30 1 15 31 1 29 16 -1 17 22 1 31 17 -1 18 28 1 18 29 1 19 31 1 20 24 1 21 22 1 21 30 1 23 24 2 24 31 1 25 26 1 25 27 1 26 28 1 27 29 1', '31 34 H 15.84 -13.78 C 15.31 -15.59 C 10.56 -13.12 O 12.07 -8.37 O 12.89 -15.93 O 19.41 -12.70 O 20.63 -7.81 O 20.61 -10.61 O 18.18 -6.40 C 10.96 -10.62 C 18.19 -12.00 C 15.84 -10.55 C 14.56 -8.50 C 16.16 -11.96 C 13.85 -13.12 O 15.77 -7.80 O 12.63 -13.42 O 16.98 -9.90 C 11.43 -11.96 C 12.07 -9.75 C 14.63 -14.40 C 13.37 -14.63 C 14.56 -9.93 C 13.27 -10.55 C 19.41 -8.50 C 19.40 -9.90 C 18.19 -7.80 C 18.19 -10.60 C 16.98 -8.50 C 15.31 -13.12 C 12.95 -11.96 30 1 -2 2 21 2 3 19 1 4 20 2 5 22 2 6 11 1 25 7 -1 26 8 -2 27 9 -2 10 19 2 10 20 1 28 11 -1 12 14 1 12 23 1 13 16 1 13 23 1 14 30 1 15 30 1 15 31 1 29 16 -1 17 22 1 31 17 -1 18 28 1 18 29 1 19 31 1 20 24 1 21 22 1 21 30 1 23 24 2 24 31 1 25 26 1 25 27 1 26 28 1 27 29 1', '31 34 H 15.84 -13.78 C:131 15.31 -15.59 C:12 10.56 -13.12 O 12.07 -8.37 O 12.89 -15.93 O 19.41 -12.70 O 20.63 -7.81 O 20.61 -10.61 O 18.18 -6.40 C:135 10.96 -10.62 C:62 18.19 -12.00 C:26 15.84 -10.55 C:68 14.56 -8.50 C:35 16.16 -11.96 C:33 13.85 -13.12 O 15.77 -7.80 O 12.63 -13.42 O 16.98 -9.90 C:171 11.43 -11.96 C:195 12.07 -9.75 C:138 14.63 -14.40 C:166 13.37 -14.63 C:154 14.56 -9.93 C:136 13.27 -10.55 C:78 19.41 -8.50 C:72 19.40 -9.90 C:75 18.19 -7.80 C:78 18.19 -10.60 C:105 16.98 -8.50 C:38 15.31 -13.12 C:90 12.95 -11.96 30 1 -2 2 21 2 3 19 1 4 20 2 5 22 2 6 11 1 25 7 -1 26 8 -2 27 9 -2 10 19 2 10 20 1 28 11 -1 12 14 1 12 23 1 13 16 1 13 23 1 14 30 1 15 30 1 15 31 1 29 16 -1 17 22 1 31 17 -1 18 28 1 18 29 1 19 31 1 20 24 1 21 22 1 21 30 1 23 24 2 24 31 1 25 26 1 25 27 1 26 28 1 27 29 1', 'C21H26O9', 422.227, 'M', 'ph49_797_2', 2602, '', '', '1', 6, NULL, NULL),
(9090, '', '14-Hydroxyhypocretenolide-b-D-glucopyranoside-4'',14”-hydroxyhypocretenoate.', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]56[CH2:8][CH2:9][C:10]([CH2:14]O[C@@H:101]3O[C@H:105]([CH2:106]O)[C@@H:104](O[C:212](=O)[C:211](=[CH2:213])[C@@H:207]2[CH2:208][CH2:209][C:210]([CH2:214]O)=[C:201]1[C:202](=O)[CH:203]=[C:204]([CH3:215])[C@@:205]1(O)[CH2:206]2)[C@H:103](O)[C@H:102]3O)=[C:1]4[C:2](=O)[CH:3]=[C:4]([CH3:15])[C@:5]4([CH2:6]5)O[C:12](=O)[C:11]6=[CH2:13]', '[H][C@@]56CCC(CO[C@@H]3O[C@H](CO)[C@@H](OC(=O)C(=C)[C@@H]2CCC(CO)=C1C(=O)C=C(C)[C@@]1(O)C2)[C@H](O)[C@H]3O)=C4C(=O)C=C(C)[C@]4(C5)OC(=O)C6=C', '[H][C@@:39]56[CH2:34][CH2:26][C:155]([CH2:68]O[C@@H:105]3O[C@H:75]([CH2:62]O)[C@@H:73](O[C:168](=O)[C:147](=[CH2:125])[C@@H:37]2[CH2:29][CH2:29][C:153]([CH2:62]O)=[C:136]1[C:198](=O)[CH:132]=[C:178]([CH3:13])[C@@:80]1(O)[CH2:40]2)[C@H:76](O)[C@H:76]3O)=[C:138]4[C:195](=O)[CH:136]=[C:171]([CH3:13])[C@:91]4([CH2:33]5)O[C:167](=O)[C:139]6=[CH2:131]', '50 55 H 12.65 -12.99 C:213 21.04 -9.09 C:13 12.12 -14.83 C:215 23.81 -12.91 C:15 7.35 -12.33 O 20.73 -16.70 O 8.87 -7.55 O 18.57 -7.69 O 9.70 -15.17 O 17.06 -15.60 O 16.17 -11.88 O 14.99 -5.60 O 17.36 -7.00 O 22.21 -12.09 C:203 22.57 -15.06 C:3 7.75 -9.83 C:214 18.44 -15.50 C:106 14.99 -11.14 C:209 18.20 -13.15 C:9 12.65 -9.76 C:14 11.36 -7.69 C:208 18.50 -11.80 C:8 12.98 -11.16 C:206 21.04 -11.80 C:6 10.65 -12.33 O 12.57 -7.00 O 17.36 -9.83 O 9.43 -12.64 O 13.77 -9.09 C:211 19.77 -9.83 C:204 22.64 -13.67 C:4 8.22 -11.16 C:202 21.23 -15.43 C:2 8.87 -8.95 C:11 11.43 -13.61 C:212 18.57 -9.13 C:12 10.16 -13.85 C:210 19.05 -14.25 C:10 11.36 -9.13 C:201 20.46 -14.25 C:1 10.07 -9.76 C:207 19.77 -11.16 C:102 14.99 -7.00 C:103 16.17 -7.69 C:105 14.99 -9.76 C:101 13.77 -7.69 C:104 16.17 -9.09 C:7 12.12 -12.33 C:205 21.33 -13.15 C:5 9.76 -11.14 48 1 -2 2 30 2 3 35 2 4 31 1 5 32 1 6 33 2 7 34 2 8 36 2 9 37 2 10 17 1 11 18 1 43 12 -2 44 13 -1 49 14 -1 15 31 2 15 33 1 16 32 2 16 34 1 17 38 1 45 18 -1 19 22 1 19 38 1 20 23 1 20 39 1 21 26 1 21 39 1 22 42 1 23 48 1 24 42 1 24 49 1 25 48 1 25 50 1 46 26 -1 27 36 1 47 27 -2 28 37 1 50 28 -1 29 45 1 29 46 1 30 36 1 42 30 -1 31 49 1 32 50 1 33 40 1 34 41 1 35 37 1 35 48 1 38 40 2 39 41 2 40 49 1 41 50 1 43 44 1 43 46 1 44 47 1 45 47 1', '50 55 H 12.65 -12.99 C 21.04 -9.09 C 12.12 -14.83 C 23.81 -12.91 C 7.35 -12.33 O 20.73 -16.70 O 8.87 -7.55 O 18.57 -7.69 O 9.70 -15.17 O 17.06 -15.60 O 16.17 -11.88 O 14.99 -5.60 O 17.36 -7.00 O 22.21 -12.09 C 22.57 -15.06 C 7.75 -9.83 C 18.44 -15.50 C 14.99 -11.14 C 18.20 -13.15 C 12.65 -9.76 C 11.36 -7.69 C 18.50 -11.80 C 12.98 -11.16 C 21.04 -11.80 C 10.65 -12.33 O 12.57 -7.00 O 17.36 -9.83 O 9.43 -12.64 O 13.77 -9.09 C 19.77 -9.83 C 22.64 -13.67 C 8.22 -11.16 C 21.23 -15.43 C 8.87 -8.95 C 11.43 -13.61 C 18.57 -9.13 C 10.16 -13.85 C 19.05 -14.25 C 11.36 -9.13 C 20.46 -14.25 C 10.07 -9.76 C 19.77 -11.16 C 14.99 -7.00 C 16.17 -7.69 C 14.99 -9.76 C 13.77 -7.69 C 16.17 -9.09 C 12.12 -12.33 C 21.33 -13.15 C 9.76 -11.14 48 1 -2 2 30 2 3 35 2 4 31 1 5 32 1 6 33 2 7 34 2 8 36 2 9 37 2 10 17 1 11 18 1 43 12 -2 44 13 -1 49 14 -1 15 31 2 15 33 1 16 32 2 16 34 1 17 38 1 45 18 -1 19 22 1 19 38 1 20 23 1 20 39 1 21 26 1 21 39 1 22 42 1 23 48 1 24 42 1 24 49 1 25 48 1 25 50 1 46 26 -1 27 36 1 47 27 -2 28 37 1 50 28 -1 29 45 1 29 46 1 30 36 1 42 30 -1 31 49 1 32 50 1 33 40 1 34 41 1 35 37 1 35 48 1 38 40 2 39 41 2 40 49 1 41 50 1 43 44 1 43 46 1 44 47 1 45 47 1', '50 55 H 12.65 -12.99 C:125 21.04 -9.09 C:131 12.12 -14.83 C:13 23.81 -12.91 C:13 7.35 -12.33 O 20.73 -16.70 O 8.87 -7.55 O 18.57 -7.69 O 9.70 -15.17 O 17.06 -15.60 O 16.17 -11.88 O 14.99 -5.60 O 17.36 -7.00 O 22.21 -12.09 C:132 22.57 -15.06 C:136 7.75 -9.83 C:62 18.44 -15.50 C:62 14.99 -11.14 C:29 18.20 -13.15 C:26 12.65 -9.76 C:68 11.36 -7.69 C:29 18.50 -11.80 C:34 12.98 -11.16 C:40 21.04 -11.80 C:33 10.65 -12.33 O 12.57 -7.00 O 17.36 -9.83 O 9.43 -12.64 O 13.77 -9.09 C:147 19.77 -9.83 C:178 22.64 -13.67 C:171 8.22 -11.16 C:198 21.23 -15.43 C:195 8.87 -8.95 C:139 11.43 -13.61 C:168 18.57 -9.13 C:167 10.16 -13.85 C:153 19.05 -14.25 C:155 11.36 -9.13 C:136 20.46 -14.25 C:138 10.07 -9.76 C:37 19.77 -11.16 C:76 14.99 -7.00 C:76 16.17 -7.69 C:75 14.99 -9.76 C:105 13.77 -7.69 C:73 16.17 -9.09 C:39 12.12 -12.33 C:80 21.33 -13.15 C:91 9.76 -11.14 48 1 -2 2 30 2 3 35 2 4 31 1 5 32 1 6 33 2 7 34 2 8 36 2 9 37 2 10 17 1 11 18 1 43 12 -2 44 13 -1 49 14 -1 15 31 2 15 33 1 16 32 2 16 34 1 17 38 1 45 18 -1 19 22 1 19 38 1 20 23 1 20 39 1 21 26 1 21 39 1 22 42 1 23 48 1 24 42 1 24 49 1 25 48 1 25 50 1 46 26 -1 27 36 1 47 27 -2 28 37 1 50 28 -1 29 45 1 29 46 1 30 36 1 42 30 -1 31 49 1 32 50 1 33 40 1 34 41 1 35 37 1 35 48 1 38 40 2 39 41 2 40 49 1 41 50 1 43 44 1 43 46 1 44 47 1 45 47 1', 'C36H42O13', 682.385, 'M', 'ph49_797_3', 2602, '', '', '1', 6, NULL, NULL),
(9091, 'Dehydro-costuslactone ', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10](=[CH2:14])[C@:1]1([H])[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CCC(=C)[C@]1([H])CCC(=C)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:48]23[CH2:31][CH2:30][C:140](=[CH2:110])[C@:45]1([H])[CH2:33][CH2:36][C:149](=[CH2:113])[C@:52]1([H])[C@@:85]2([H])O[C:170](=O)[C:151]3=[CH2:120]', '21 23 H 16.81 -10.78 H 15.26 -8.10 H 15.95 -10.78 H 14.45 -11.51 C:14 16.38 -6.89 C:15 12.21 -11.69 C:13 18.96 -13.50 O 16.38 -15.37 C:9 17.74 -9.05 C:3 12.62 -9.12 C:8 18.08 -10.50 C:2 13.79 -8.20 O 15.20 -13.05 C:10 16.38 -8.39 C:4 13.11 -10.50 C:11 17.56 -13.05 C:12 16.38 -13.89 C:7 17.13 -11.69 C:1 15.04 -9.05 C:6 15.65 -11.69 C:5 14.71 -10.50 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 7 16 2 8 17 2 9 11 1 9 14 1 10 12 1 10 15 1 11 18 1 12 19 1 13 17 1 13 20 1 14 19 1 15 21 1 16 17 1 16 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 16.81 -10.78 H 15.26 -8.10 H 15.95 -10.78 H 14.45 -11.51 C 16.38 -6.89 C 12.21 -11.69 C 18.96 -13.50 O 16.38 -15.37 C 17.74 -9.05 C 12.62 -9.12 C 18.08 -10.50 C 13.79 -8.20 O 15.20 -13.05 C 16.38 -8.39 C 13.11 -10.50 C 17.56 -13.05 C 16.38 -13.89 C 17.13 -11.69 C 15.04 -9.05 C 15.65 -11.69 C 14.71 -10.50 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 7 16 2 8 17 2 9 11 1 9 14 1 10 12 1 10 15 1 11 18 1 12 19 1 13 17 1 13 20 1 14 19 1 15 21 1 16 17 1 16 18 1 18 20 1 19 21 1 20 21 1', '21 23 H 16.81 -10.78 H 15.26 -8.10 H 15.95 -10.78 H 14.45 -11.51 C:110 16.38 -6.89 C:113 12.21 -11.69 C:120 18.96 -13.50 O 16.38 -15.37 C:30 17.74 -9.05 C:36 12.62 -9.12 C:31 18.08 -10.50 C:33 13.79 -8.20 O 15.20 -13.05 C:140 16.38 -8.39 C:149 13.11 -10.50 C:151 17.56 -13.05 C:170 16.38 -13.89 C:48 17.13 -11.69 C:45 15.04 -9.05 C:85 15.65 -11.69 C:52 14.71 -10.50 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 7 16 2 8 17 2 9 11 1 9 14 1 10 12 1 10 15 1 11 18 1 12 19 1 13 17 1 13 20 1 14 19 1 15 21 1 16 17 1 16 18 1 18 20 1 19 21 1 20 21 1', 'C15H18O2', 230.191, 'C', 'ph49_801_2', 392, '', '', '1', 6, NULL, NULL),
(9092, '11,13-Epoxydehydrocostuslactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]14[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@:6]3([H])O[C:12](=O)[C@:11]2([CH2:13]O2)[C@:7]3([H])[CH2:8][CH2:9][C:10]4=[CH2:14]', '[H][C@@]14CCC(=C)[C@]1([H])[C@@]3([H])OC(=O)[C@]2(CO2)[C@]3([H])CCC4=C', '[H][C@@:45]14[CH2:37][CH2:35][C:151](=[CH2:110])[C@:51]1([H])[C@@:83]3([H])O[C:180](=O)[C@:60]2([CH2:50]O2)[C@:46]3([H])[CH2:21][CH2:34][C:145]4=[CH2:114]', '22 25 H 15.26 -8.10 H 16.81 -10.78 H 15.95 -10.78 H 14.45 -11.51 C:14 16.38 -6.89 C:15 12.20 -11.69 O 16.38 -15.36 C:3 12.61 -9.11 C:9 17.74 -9.04 C:2 13.79 -8.20 C:8 18.08 -10.50 C:13 18.95 -13.49 O 17.88 -14.42 O 15.20 -13.04 C:10 16.38 -8.38 C:4 13.10 -10.50 C:12 16.38 -13.88 C:1 15.04 -9.04 C:7 17.13 -11.69 C:6 15.65 -11.69 C:5 14.71 -10.50 C:11 17.56 -13.04 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 6 16 2 7 17 2 8 10 1 8 16 1 9 11 1 9 15 1 10 18 1 11 19 1 12 13 1 12 22 1 22 13 -2 14 17 1 14 20 1 15 18 1 16 21 1 17 22 1 18 21 1 19 20 1 19 22 1 20 21 1', '22 25 H 15.26 -8.10 H 16.81 -10.78 H 15.95 -10.78 H 14.45 -11.51 C 16.38 -6.89 C 12.20 -11.69 O 16.38 -15.36 C 12.61 -9.11 C 17.74 -9.04 C 13.79 -8.20 C 18.08 -10.50 C 18.95 -13.49 O 17.88 -14.42 O 15.20 -13.04 C 16.38 -8.38 C 13.10 -10.50 C 16.38 -13.88 C 15.04 -9.04 C 17.13 -11.69 C 15.65 -11.69 C 14.71 -10.50 C 17.56 -13.04 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 6 16 2 7 17 2 8 10 1 8 16 1 9 11 1 9 15 1 10 18 1 11 19 1 12 13 1 12 22 1 22 13 -2 14 17 1 14 20 1 15 18 1 16 21 1 17 22 1 18 21 1 19 20 1 19 22 1 20 21 1', '22 25 H 15.26 -8.10 H 16.81 -10.78 H 15.95 -10.78 H 14.45 -11.51 C:114 16.38 -6.89 C:110 12.20 -11.69 O 16.38 -15.36 C:35 12.61 -9.11 C:34 17.74 -9.04 C:37 13.79 -8.20 C:21 18.08 -10.50 C:50 18.95 -13.49 O 17.88 -14.42 O 15.20 -13.04 C:145 16.38 -8.38 C:151 13.10 -10.50 C:180 16.38 -13.88 C:45 15.04 -9.04 C:46 17.13 -11.69 C:83 15.65 -11.69 C:51 14.71 -10.50 C:60 17.56 -13.04 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 15 2 6 16 2 7 17 2 8 10 1 8 16 1 9 11 1 9 15 1 10 18 1 11 19 1 12 13 1 12 22 1 22 13 -2 14 17 1 14 20 1 15 18 1 16 21 1 17 22 1 18 21 1 19 20 1 19 22 1 20 21 1', 'C15H18O3', 246.19, 'C', 'ph49_801_6', 392, '', '', '1', 6, NULL, NULL),
(9093, '11,13-Epoxysozaluzanin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]14[CH2:2][C@@H:3](O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]3([H])O[C:12](=O)[C@:11]2([CH2:13]O2)[C@:7]3([H])[CH2:8][CH2:9][C:10]4=[CH2:14]', '[H][C@@]14C[C@@H](O)C(=C)[C@]1([H])[C@@]3([H])OC(=O)[C@]2(CO2)[C@]3([H])CCC4=C', '[H][C@@:44]14[CH2:38][C@@H:75](O)[C:154](=[CH2:112])[C@:51]1([H])[C@@:83]3([H])O[C:175](=O)[C@:61]2([CH2:50]O2)[C@:45]3([H])[CH2:29][CH2:35][C:147]4=[CH2:115]', '23 26 H 15.72 -8.11 H 17.27 -10.78 H 16.41 -10.78 H 14.91 -11.51 C:14 16.84 -6.90 C:15 12.66 -11.69 O 16.84 -15.37 O 11.72 -8.73 C:9 18.20 -9.05 C:8 18.54 -10.50 C:13 19.41 -13.50 C:2 14.25 -8.21 O 18.34 -14.43 O 15.66 -13.05 C:10 16.84 -8.39 C:4 13.56 -10.50 C:12 16.84 -13.89 C:3 13.07 -9.12 C:1 15.50 -9.05 C:7 17.59 -11.65 C:6 16.11 -11.69 C:5 15.17 -10.50 C:11 18.02 -13.05 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 16 2 7 17 2 18 8 -2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 18 1 12 19 1 23 13 -2 14 17 1 14 21 1 15 19 1 16 18 1 16 22 1 17 23 1 19 22 1 20 21 1 20 23 1 21 22 1', '23 26 H 15.72 -8.11 H 17.27 -10.78 H 16.41 -10.78 H 14.91 -11.51 C 16.84 -6.90 C 12.66 -11.69 O 16.84 -15.37 O 11.72 -8.73 C 18.20 -9.05 C 18.54 -10.50 C 19.41 -13.50 C 14.25 -8.21 O 18.34 -14.43 O 15.66 -13.05 C 16.84 -8.39 C 13.56 -10.50 C 16.84 -13.89 C 13.07 -9.12 C 15.50 -9.05 C 17.59 -11.65 C 16.11 -11.69 C 15.17 -10.50 C 18.02 -13.05 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 16 2 7 17 2 18 8 -2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 18 1 12 19 1 23 13 -2 14 17 1 14 21 1 15 19 1 16 18 1 16 22 1 17 23 1 19 22 1 20 21 1 20 23 1 21 22 1', '23 26 H 15.72 -8.11 H 17.27 -10.78 H 16.41 -10.78 H 14.91 -11.51 C:115 16.84 -6.90 C:112 12.66 -11.69 O 16.84 -15.37 O 11.72 -8.73 C:35 18.20 -9.05 C:29 18.54 -10.50 C:50 19.41 -13.50 C:38 14.25 -8.21 O 18.34 -14.43 O 15.66 -13.05 C:147 16.84 -8.39 C:154 13.56 -10.50 C:175 16.84 -13.89 C:75 13.07 -9.12 C:44 15.50 -9.05 C:45 17.59 -11.65 C:83 16.11 -11.69 C:51 15.17 -10.50 C:61 18.02 -13.05 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 16 2 7 17 2 18 8 -2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 18 1 12 19 1 23 13 -2 14 17 1 14 21 1 15 19 1 16 18 1 16 22 1 17 23 1 19 22 1 20 21 1 20 23 1 21 22 1', 'C15H18O4', 262.19, 'C', 'ph49_801_7', 392, '', '', '1', 6, NULL, NULL),
(9094, '11,13-Epoxy-3-keto-dehydrocostuslactone', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]14[CH2:2][C:3](=O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]3([H])O[C:12](=O)[C@:11]2([CH2:13]O2)[C@:7]3([H])[CH2:8][CH2:9][C:10]4=[CH2:14]', '[H][C@@]14CC(=O)C(=C)[C@]1([H])[C@@]3([H])OC(=O)[C@]2(CO2)[C@]3([H])CCC4=C', '[H][C@@:43]14[CH2:35][C:210](=O)[C:148](=[CH2:112])[C@:49]1([H])[C@@:85]3([H])O[C:178](=O)[C@:60]2([CH2:51]O2)[C@:43]3([H])[CH2:30][CH2:33][C:145]4=[CH2:118]', '23 26 H 15.72 -8.10 H 17.27 -10.78 H 16.40 -10.78 H 14.91 -11.50 C:14 16.84 -6.89 C:15 12.66 -11.69 O 11.77 -8.72 O 16.84 -15.38 C:9 18.20 -9.04 C:8 18.54 -10.50 C:13 19.41 -13.51 C:2 14.25 -8.20 O 18.34 -14.43 O 15.66 -13.06 C:10 16.84 -8.38 C:3 13.07 -9.11 C:4 13.56 -10.50 C:12 16.84 -13.90 C:1 15.50 -9.04 C:7 17.59 -11.69 C:6 16.10 -11.69 C:5 15.17 -10.50 C:11 18.02 -13.06 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 17 2 7 16 2 8 18 2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 16 1 12 19 1 23 13 -2 14 18 1 14 21 1 15 19 1 16 17 1 17 22 1 18 23 1 19 22 1 20 21 1 20 23 1 21 22 1', '23 26 H 15.72 -8.10 H 17.27 -10.78 H 16.40 -10.78 H 14.91 -11.50 C 16.84 -6.89 C 12.66 -11.69 O 11.77 -8.72 O 16.84 -15.38 C 18.20 -9.04 C 18.54 -10.50 C 19.41 -13.51 C 14.25 -8.20 O 18.34 -14.43 O 15.66 -13.06 C 16.84 -8.38 C 13.07 -9.11 C 13.56 -10.50 C 16.84 -13.90 C 15.50 -9.04 C 17.59 -11.69 C 16.10 -11.69 C 15.17 -10.50 C 18.02 -13.06 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 17 2 7 16 2 8 18 2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 16 1 12 19 1 23 13 -2 14 18 1 14 21 1 15 19 1 16 17 1 17 22 1 18 23 1 19 22 1 20 21 1 20 23 1 21 22 1', '23 26 H 15.72 -8.10 H 17.27 -10.78 H 16.40 -10.78 H 14.91 -11.50 C:118 16.84 -6.89 C:112 12.66 -11.69 O 11.77 -8.72 O 16.84 -15.38 C:33 18.20 -9.04 C:30 18.54 -10.50 C:51 19.41 -13.51 C:35 14.25 -8.20 O 18.34 -14.43 O 15.66 -13.06 C:145 16.84 -8.38 C:210 13.07 -9.11 C:148 13.56 -10.50 C:178 16.84 -13.90 C:43 15.50 -9.04 C:43 17.59 -11.69 C:85 16.10 -11.69 C:49 15.17 -10.50 C:60 18.02 -13.06 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 15 2 6 17 2 7 16 2 8 18 2 9 10 1 9 15 1 10 20 1 11 13 1 11 23 1 12 16 1 12 19 1 23 13 -2 14 18 1 14 21 1 15 19 1 16 17 1 17 22 1 18 23 1 19 22 1 20 21 1 20 23 1 21 22 1', 'C15H16O4', 260.19, 'C', 'ph49_801_8', 392, '', '', '1', 6, NULL, NULL),
(9095, '2-Acetoxy-3a,4a-epoxy-3,4-dihydrokauniolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]2[C@H:2](O[C:2001]([CH3:2002])=O)[C@H:3]1O[C@@:4]1([CH3:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(C)=C2[C@H](OC(C)=O)[C@H]1O[C@@]1(C)[C@]2([H])[C@@]3([H])OC(=O)C4=C', '[H][C@@:54]34[CH2:25][CH2:35][C:143]([CH3:22])=[C:132]2[C@H:74](O[C:171]([CH3:21])=O)[C@H:64]1O[C@@:65]1([CH3:19])[C@:52]2([H])[C@@:81]3([H])O[C:169](=O)[C:139]4=[CH2:118]', '25 28 H 17.23 -11.88 H 16.38 -11.88 H 14.90 -12.59 C:13 19.35 -14.54 C:2002 12.96 -5.91 C:14 16.81 -8.03 C:15 12.68 -12.77 O 11.77 -8.03 O 16.81 -16.40 C:9 18.15 -10.16 C:8 18.49 -11.60 O 14.19 -7.94 O 15.63 -14.10 O 12.19 -11.30 C:2001 12.96 -7.30 C:10 16.81 -9.51 C:11 17.97 -14.10 C:12 16.81 -14.93 C:1 15.47 -10.16 C:2 14.25 -9.34 C:3 13.07 -10.23 C:7 17.55 -12.77 C:6 16.07 -12.77 C:5 15.15 -11.60 C:4 13.57 -11.60 22 1 -2 23 2 -1 24 3 -2 4 17 2 5 15 1 6 16 1 25 7 -1 8 15 2 9 18 2 10 11 1 10 16 1 11 22 1 12 15 1 20 12 -1 13 18 1 13 23 1 21 14 -2 25 14 -2 16 19 2 17 18 1 17 22 1 19 20 1 19 24 1 20 21 1 21 25 1 22 23 1 23 24 1 24 25 1', '25 28 H 17.23 -11.88 H 16.38 -11.88 H 14.90 -12.59 C 19.35 -14.54 C 12.96 -5.91 C 16.81 -8.03 C 12.68 -12.77 O 11.77 -8.03 O 16.81 -16.40 C 18.15 -10.16 C 18.49 -11.60 O 14.19 -7.94 O 15.63 -14.10 O 12.19 -11.30 C 12.96 -7.30 C 16.81 -9.51 C 17.97 -14.10 C 16.81 -14.93 C 15.47 -10.16 C 14.25 -9.34 C 13.07 -10.23 C 17.55 -12.77 C 16.07 -12.77 C 15.15 -11.60 C 13.57 -11.60 22 1 -2 23 2 -1 24 3 -2 4 17 2 5 15 1 6 16 1 25 7 -1 8 15 2 9 18 2 10 11 1 10 16 1 11 22 1 12 15 1 20 12 -1 13 18 1 13 23 1 21 14 -2 25 14 -2 16 19 2 17 18 1 17 22 1 19 20 1 19 24 1 20 21 1 21 25 1 22 23 1 23 24 1 24 25 1', '25 28 H 17.23 -11.88 H 16.38 -11.88 H 14.90 -12.59 C:118 19.35 -14.54 C:21 12.96 -5.91 C:22 16.81 -8.03 C:19 12.68 -12.77 O 11.77 -8.03 O 16.81 -16.40 C:35 18.15 -10.16 C:25 18.49 -11.60 O 14.19 -7.94 O 15.63 -14.10 O 12.19 -11.30 C:171 12.96 -7.30 C:143 16.81 -9.51 C:139 17.97 -14.10 C:169 16.81 -14.93 C:132 15.47 -10.16 C:74 14.25 -9.34 C:64 13.07 -10.23 C:54 17.55 -12.77 C:81 16.07 -12.77 C:52 15.15 -11.60 C:65 13.57 -11.60 22 1 -2 23 2 -1 24 3 -2 4 17 2 5 15 1 6 16 1 25 7 -1 8 15 2 9 18 2 10 11 1 10 16 1 11 22 1 12 15 1 20 12 -1 13 18 1 13 23 1 21 14 -2 25 14 -2 16 19 2 17 18 1 17 22 1 19 20 1 19 24 1 20 21 1 21 25 1 22 23 1 23 24 1 24 25 1', 'C17H20O5', 304.203, 'C', 'ph49_1085_2', 1720, '', '', '1', 6, NULL, NULL),
(9096, 'Eminensin A', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]2[C:2](=O)[C@H:3]1O[C@@:4]1([CH3:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(C)=C2C(=O)[C@H]1O[C@@]1(C)[C@]2([H])[C@@]3([H])OC(=O)C4=C', '[H][C@@:54]34[CH2:25][CH2:37][C:159]([CH3:23])=[C:131]2[C:198](=O)[C@H:63]1O[C@@:62]1([CH3:19])[C@:50]2([H])[C@@:80]3([H])O[C:169](=O)[C:138]4=[CH2:119]', '22 25 H 17.06 -10.85 H 16.21 -10.85 H 14.73 -11.58 C:13 19.17 -13.54 C:14 16.63 -7.04 C:15 12.49 -11.75 O 16.63 -15.40 O 14.08 -6.94 C:9 17.98 -9.14 C:8 18.31 -10.59 O 15.47 -13.09 O 12.02 -10.30 C:10 16.63 -8.49 C:11 17.80 -13.09 C:12 16.63 -13.94 C:2 14.08 -8.32 C:1 15.31 -9.14 C:3 12.89 -9.21 C:7 17.37 -11.75 C:6 15.91 -11.75 C:5 14.99 -10.59 C:4 13.38 -10.59 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 13 1 22 6 -1 7 15 2 8 16 2 9 10 1 9 13 1 10 19 1 11 15 1 11 20 1 18 12 -2 22 12 -2 13 17 2 14 15 1 14 19 1 16 17 1 16 18 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 25 H 17.06 -10.85 H 16.21 -10.85 H 14.73 -11.58 C 19.17 -13.54 C 16.63 -7.04 C 12.49 -11.75 O 16.63 -15.40 O 14.08 -6.94 C 17.98 -9.14 C 18.31 -10.59 O 15.47 -13.09 O 12.02 -10.30 C 16.63 -8.49 C 17.80 -13.09 C 16.63 -13.94 C 14.08 -8.32 C 15.31 -9.14 C 12.89 -9.21 C 17.37 -11.75 C 15.91 -11.75 C 14.99 -10.59 C 13.38 -10.59 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 13 1 22 6 -1 7 15 2 8 16 2 9 10 1 9 13 1 10 19 1 11 15 1 11 20 1 18 12 -2 22 12 -2 13 17 2 14 15 1 14 19 1 16 17 1 16 18 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', '22 25 H 17.06 -10.85 H 16.21 -10.85 H 14.73 -11.58 C:119 19.17 -13.54 C:23 16.63 -7.04 C:19 12.49 -11.75 O 16.63 -15.40 O 14.08 -6.94 C:37 17.98 -9.14 C:25 18.31 -10.59 O 15.47 -13.09 O 12.02 -10.30 C:159 16.63 -8.49 C:138 17.80 -13.09 C:169 16.63 -13.94 C:198 14.08 -8.32 C:131 15.31 -9.14 C:63 12.89 -9.21 C:54 17.37 -11.75 C:80 15.91 -11.75 C:50 14.99 -10.59 C:62 13.38 -10.59 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 13 1 22 6 -1 7 15 2 8 16 2 9 10 1 9 13 1 10 19 1 11 15 1 11 20 1 18 12 -2 22 12 -2 13 17 2 14 15 1 14 19 1 16 17 1 16 18 1 17 21 1 18 22 1 19 20 1 20 21 1 21 22 1', 'C15H16O4', 260.182, 'C', 'ph49_1085_3', 1720, '', '', '1', 6, 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
(9097, 'Tamaulipin B acetate', '', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:15])[C@H:3](O[C:3001]([CH3:3002])=O)[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C@@:7]1([H])[C:11](=[CH2:13])[C:12](=O)O2', '[H][C@@]12C=C(C)[C@H](OC(C)=O)CC=C(C)CC[C@@]1([H])C(=C)C(=O)O2', '[H][C@@:77]12[CH:123]=[C:140]([CH3:16])[C@H:81](O[C:170]([CH3:21])=O)[CH2:32][CH:126]=[C:139]([CH3:16])[CH2:41][CH2:28][C@@:51]1([H])[C:139](=[CH2:120])[C:170](=O)O2', '23 24 H 17.20 -10.91 H 18.12 -10.91 C:13 20.16 -13.71 C:3002 10.97 -7.36 C:14 17.62 -7.36 C:15 13.64 -11.94 O 13.32 -6.74 O 17.62 -15.57 C:1 16.34 -9.38 C:5 16.01 -10.78 C:9 18.90 -9.38 C:2 15.14 -8.56 C:8 19.22 -10.78 O 12.67 -9.08 O 16.45 -13.27 C:3001 12.32 -7.72 C:10 17.62 -8.75 C:4 14.49 -10.78 C:11 18.79 -13.27 C:12 17.62 -14.13 C:3 14.02 -9.45 C:6 16.91 -11.94 C:7 18.33 -11.94 22 1 -1 23 2 -2 3 19 2 4 16 1 5 17 1 6 18 1 7 16 2 8 20 2 9 12 1 9 17 2 10 18 2 10 22 1 11 13 1 11 17 1 12 21 1 13 23 1 14 16 1 21 14 -2 15 20 1 15 22 1 18 21 1 19 20 1 19 23 1 22 23 1', '23 24 H 17.20 -10.91 H 18.12 -10.91 C 20.16 -13.71 C 10.97 -7.36 C 17.62 -7.36 C 13.64 -11.94 O 13.32 -6.74 O 17.62 -15.57 C 16.34 -9.38 C 16.01 -10.78 C 18.90 -9.38 C 15.14 -8.56 C 19.22 -10.78 O 12.67 -9.08 O 16.45 -13.27 C 12.32 -7.72 C 17.62 -8.75 C 14.49 -10.78 C 18.79 -13.27 C 17.62 -14.13 C 14.02 -9.45 C 16.91 -11.94 C 18.33 -11.94 22 1 -1 23 2 -2 3 19 2 4 16 1 5 17 1 6 18 1 7 16 2 8 20 2 9 12 1 9 17 2 10 18 2 10 22 1 11 13 1 11 17 1 12 21 1 13 23 1 14 16 1 21 14 -2 15 20 1 15 22 1 18 21 1 19 20 1 19 23 1 22 23 1', '23 24 H 17.20 -10.91 H 18.12 -10.91 C:120 20.16 -13.71 C:21 10.97 -7.36 C:16 17.62 -7.36 C:16 13.64 -11.94 O 13.32 -6.74 O 17.62 -15.57 C:126 16.34 -9.38 C:123 16.01 -10.78 C:41 18.90 -9.38 C:32 15.14 -8.56 C:28 19.22 -10.78 O 12.67 -9.08 O 16.45 -13.27 C:170 12.32 -7.72 C:139 17.62 -8.75 C:140 14.49 -10.78 C:139 18.79 -13.27 C:170 17.62 -14.13 C:81 14.02 -9.45 C:77 16.91 -11.94 C:51 18.33 -11.94 22 1 -1 23 2 -2 3 19 2 4 16 1 5 17 1 6 18 1 7 16 2 8 20 2 9 12 1 9 17 2 10 18 2 10 22 1 11 13 1 11 17 1 12 21 1 13 23 1 14 16 1 21 14 -2 15 20 1 15 22 1 18 21 1 19 20 1 19 23 1 22 23 1', 'C17H22O4', 290.195, 'C', 'ph49_1085_4', 1720, '', '', '1', 6, NULL, NULL),
(9098, 'Eminensin B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:6]12O[C:12](=O)[C:11](=[CH2:13])[C@:7]1(O)[CH2:8][CH2:9][C@@:10]3([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@:5]23[H]', '[H][C@]12OC(=O)C(=C)[C@]1(O)CC[C@@]3(C)CCC[C@@](C)(O)[C@]23[H]', '[H][C@:83]12O[C:170](=O)[C:142](=[CH2:120])[C@:75]1(O)[CH2:27][CH2:38][C@@:37]3([CH3:19])[CH2:41][CH2:19][CH2:40][C@@:72]([CH3:24])(O)[C@:49]23[H]', '21 23 H 15.62 -10.62 H 14.37 -11.89 C:13 19.31 -11.71 C:15 13.81 -12.79 C:14 14.37 -7.92 O 18.03 -14.38 O 12.43 -12.79 O 16.87 -12.24 C:2 11.84 -9.39 C:3 11.84 -10.86 C:1 13.11 -8.66 C:9 15.62 -8.66 C:8 16.87 -9.39 O 15.92 -13.02 C:11 17.94 -11.89 C:12 17.32 -13.13 C:4 13.11 -11.58 C:6 15.62 -11.58 C:10 14.37 -9.39 C:5 14.37 -10.86 C:7 16.88 -10.86 18 1 -1 20 2 -2 3 15 2 17 4 -1 19 5 -1 6 16 2 17 7 -2 21 8 -2 9 10 1 9 11 1 10 17 1 11 19 1 12 13 1 12 19 1 13 21 1 14 16 1 14 18 1 15 16 1 15 21 1 17 20 1 18 20 1 18 21 1 19 20 1', '21 23 H 15.62 -10.62 H 14.37 -11.89 C 19.31 -11.71 C 13.81 -12.79 C 14.37 -7.92 O 18.03 -14.38 O 12.43 -12.79 O 16.87 -12.24 C 11.84 -9.39 C 11.84 -10.86 C 13.11 -8.66 C 15.62 -8.66 C 16.87 -9.39 O 15.92 -13.02 C 17.94 -11.89 C 17.32 -13.13 C 13.11 -11.58 C 15.62 -11.58 C 14.37 -9.39 C 14.37 -10.86 C 16.88 -10.86 18 1 -1 20 2 -2 3 15 2 17 4 -1 19 5 -1 6 16 2 17 7 -2 21 8 -2 9 10 1 9 11 1 10 17 1 11 19 1 12 13 1 12 19 1 13 21 1 14 16 1 14 18 1 15 16 1 15 21 1 17 20 1 18 20 1 18 21 1 19 20 1', '21 23 H 15.62 -10.62 H 14.37 -11.89 C:120 19.31 -11.71 C:24 13.81 -12.79 C:19 14.37 -7.92 O 18.03 -14.38 O 12.43 -12.79 O 16.87 -12.24 C:19 11.84 -9.39 C:40 11.84 -10.86 C:41 13.11 -8.66 C:38 15.62 -8.66 C:27 16.87 -9.39 O 15.92 -13.02 C:142 17.94 -11.89 C:170 17.32 -13.13 C:72 13.11 -11.58 C:83 15.62 -11.58 C:37 14.37 -9.39 C:49 14.37 -10.86 C:75 16.88 -10.86 18 1 -1 20 2 -2 3 15 2 17 4 -1 19 5 -1 6 16 2 17 7 -2 21 8 -2 9 10 1 9 11 1 10 17 1 11 19 1 12 13 1 12 19 1 13 21 1 14 16 1 14 18 1 15 16 1 15 21 1 17 20 1 18 20 1 18 21 1 19 20 1', 'C15H22O4', 266.174, 'C', 'ph49_1085_5', 1720, '', '', '1', 6, NULL, NULL),
(9099, 'Costic acid methyl ester', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([C:11](=[CH2:12])[C:13](=O)O[CH3:13001])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C:4]2=[CH2:15]', '[H][C@@]12C[C@H](C(=C)C(=O)OC)CC[C@@]1(C)CCCC2=C', '[H][C@@:50]12[CH2:30][C@H:40]([C:146](=[CH2:122])[C:168](=O)O[CH3:52])[CH2:27][CH2:41][C@@:36]1([CH3:16])[CH2:42][CH2:24][CH2:37][C:151]2=[CH2:105]', '19 20 H 13.18 -12.52 C:15 11.95 -13.64 C:12 16.88 -13.64 C:13001 20.46 -11.52 C:14 13.18 -8.66 O 18.03 -10.09 C:2 10.71 -10.09 C:3 10.71 -11.52 C:8 15.70 -10.09 C:1 11.95 -9.37 C:9 14.42 -9.37 C:6 14.42 -12.22 O 19.25 -12.22 C:4 11.95 -12.22 C:11 16.88 -12.22 C:13 18.03 -11.52 C:7 15.70 -11.52 C:5 13.18 -11.52 C:10 13.18 -10.09 18 1 -2 2 14 2 3 15 2 4 13 1 19 5 -1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 17 1 10 19 1 11 19 1 12 17 1 12 18 1 13 16 1 14 18 1 15 16 1 17 15 -1 18 19 1', '19 20 H 13.18 -12.52 C 11.95 -13.64 C 16.88 -13.64 C 20.46 -11.52 C 13.18 -8.66 O 18.03 -10.09 C 10.71 -10.09 C 10.71 -11.52 C 15.70 -10.09 C 11.95 -9.37 C 14.42 -9.37 C 14.42 -12.22 O 19.25 -12.22 C 11.95 -12.22 C 16.88 -12.22 C 18.03 -11.52 C 15.70 -11.52 C 13.18 -11.52 C 13.18 -10.09 18 1 -2 2 14 2 3 15 2 4 13 1 19 5 -1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 17 1 10 19 1 11 19 1 12 17 1 12 18 1 13 16 1 14 18 1 15 16 1 17 15 -1 18 19 1', '19 20 H 13.18 -12.52 C:105 11.95 -13.64 C:122 16.88 -13.64 C:52 20.46 -11.52 C:16 13.18 -8.66 O 18.03 -10.09 C:24 10.71 -10.09 C:37 10.71 -11.52 C:27 15.70 -10.09 C:42 11.95 -9.37 C:41 14.42 -9.37 C:30 14.42 -12.22 O 19.25 -12.22 C:151 11.95 -12.22 C:146 16.88 -12.22 C:168 18.03 -11.52 C:40 15.70 -11.52 C:50 13.18 -11.52 C:36 13.18 -10.09 18 1 -2 2 14 2 3 15 2 4 13 1 19 5 -1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 17 1 10 19 1 11 19 1 12 17 1 12 18 1 13 16 1 14 18 1 15 16 1 17 15 -1 18 19 1', 'C16H24O2', 248.178, 'C', 'ph49_1085_7', 1720, '', '', '1', 6, NULL, NULL),
(9100, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]1[C:2](=O)[C:3](O)=[C:4]([CH3:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[CH:11]3[CH2:13]O[CH3:13001]', '[H][C@@]23CCC(C)=C1C(=O)C(O)=C(C)[C@]1([H])[C@@]2([H])OC(=O)C3COC', '[H][C@@:51]23[CH2:26][CH2:37][C:154]([CH3:22])=[C:129]1[C:189](=O)[C:135](O)=[C:152]([CH3:14])[C@:48]1([H])[C@@:86]2([H])O[C:175](=O)[CH:47]3[CH2:68]O[CH3:59]', '24 26 H 16.43 -10.83 H 14.08 -11.55 H 15.58 -10.83 C:13001 20.16 -15.30 C:14 16.00 -6.99 C:15 11.86 -11.73 O 16.00 -15.36 O 13.43 -6.90 O 10.94 -8.80 C:9 17.34 -9.11 C:13 18.55 -13.52 C:8 17.69 -10.55 O 18.85 -14.87 O 14.82 -13.07 C:10 16.00 -8.46 C:4 12.75 -10.55 C:12 16.00 -13.90 C:2 13.43 -8.28 C:3 12.27 -9.18 C:1 14.67 -9.11 C:11 17.17 -13.07 C:7 16.74 -11.69 C:5 14.34 -10.55 C:6 15.27 -11.73 22 1 -2 23 2 -2 24 3 -1 4 13 1 5 15 1 6 16 1 7 17 2 8 18 2 9 19 1 10 12 1 10 15 1 11 13 1 11 21 1 12 22 1 14 17 1 14 24 1 15 20 2 16 19 2 16 23 1 17 21 1 18 19 1 18 20 1 20 23 1 21 22 1 22 24 1 23 24 1', '24 26 H 16.43 -10.83 H 14.08 -11.55 H 15.58 -10.83 C 20.16 -15.30 C 16.00 -6.99 C 11.86 -11.73 O 16.00 -15.36 O 13.43 -6.90 O 10.94 -8.80 C 17.34 -9.11 C 18.55 -13.52 C 17.69 -10.55 O 18.85 -14.87 O 14.82 -13.07 C 16.00 -8.46 C 12.75 -10.55 C 16.00 -13.90 C 13.43 -8.28 C 12.27 -9.18 C 14.67 -9.11 C 17.17 -13.07 C 16.74 -11.69 C 14.34 -10.55 C 15.27 -11.73 22 1 -2 23 2 -2 24 3 -1 4 13 1 5 15 1 6 16 1 7 17 2 8 18 2 9 19 1 10 12 1 10 15 1 11 13 1 11 21 1 12 22 1 14 17 1 14 24 1 15 20 2 16 19 2 16 23 1 17 21 1 18 19 1 18 20 1 20 23 1 21 22 1 22 24 1 23 24 1', '24 26 H 16.43 -10.83 H 14.08 -11.55 H 15.58 -10.83 C:59 20.16 -15.30 C:22 16.00 -6.99 C:14 11.86 -11.73 O 16.00 -15.36 O 13.43 -6.90 O 10.94 -8.80 C:37 17.34 -9.11 C:68 18.55 -13.52 C:26 17.69 -10.55 O 18.85 -14.87 O 14.82 -13.07 C:154 16.00 -8.46 C:152 12.75 -10.55 C:175 16.00 -13.90 C:189 13.43 -8.28 C:135 12.27 -9.18 C:129 14.67 -9.11 C:47 17.17 -13.07 C:51 16.74 -11.69 C:48 14.34 -10.55 C:86 15.27 -11.73 22 1 -2 23 2 -2 24 3 -1 4 13 1 5 15 1 6 16 1 7 17 2 8 18 2 9 19 1 10 12 1 10 15 1 11 13 1 11 21 1 12 22 1 14 17 1 14 24 1 15 20 2 16 19 2 16 23 1 17 21 1 18 19 1 18 20 1 20 23 1 21 22 1 22 24 1 23 24 1', 'C16H20O5', 292.192, 'C', 'ph49_1085_8', 1720, '', '', '1', 6, NULL, NULL),
(9101, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:1]12[CH2:2][CH2:3][C@@H:4]([CH3:15])[C:5]1=[CH:6][C@H:7]([C:11](=[CH2:13])[CH3:12])[CH2:8][CH2:9][C@H:10]2[CH3:14]', '[H][C@]12CC[C@@H](C)C1=C[C@H](C(=C)C)CC[C@H]2C', '[H][C@:46]12[CH2:30][CH2:34][C@@H:41]([CH3:20])[C:151]1=[CH:122][C@H:47]([C:147](=[CH2:111])[CH3:21])[CH2:26][CH2:33][C@H:34]2[CH3:16]', '16 17 H 15.09 -8.63 C:13 18.89 -13.45 C:12 16.68 -14.62 C:15 12.23 -12.22 C:14 16.15 -7.68 C:6 15.45 -12.22 C:8 17.74 -11.09 C:9 17.43 -9.71 C:3 12.60 -9.78 C:2 13.71 -8.90 C:11 17.48 -13.45 C:5 14.58 -11.09 C:4 13.07 -11.09 C:7 16.86 -12.22 C:10 16.15 -9.09 C:1 14.89 -9.71 16 1 -1 2 11 2 3 11 1 13 4 -2 15 5 -2 6 12 2 6 14 1 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 16 1 14 11 -1 12 13 1 12 16 1 15 16 1', '16 17 H 15.09 -8.63 C 18.89 -13.45 C 16.68 -14.62 C 12.23 -12.22 C 16.15 -7.68 C 15.45 -12.22 C 17.74 -11.09 C 17.43 -9.71 C 12.60 -9.78 C 13.71 -8.90 C 17.48 -13.45 C 14.58 -11.09 C 13.07 -11.09 C 16.86 -12.22 C 16.15 -9.09 C 14.89 -9.71 16 1 -1 2 11 2 3 11 1 13 4 -2 15 5 -2 6 12 2 6 14 1 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 16 1 14 11 -1 12 13 1 12 16 1 15 16 1', '16 17 H 15.09 -8.63 C:111 18.89 -13.45 C:21 16.68 -14.62 C:20 12.23 -12.22 C:16 16.15 -7.68 C:122 15.45 -12.22 C:26 17.74 -11.09 C:33 17.43 -9.71 C:34 12.60 -9.78 C:30 13.71 -8.90 C:147 17.48 -13.45 C:151 14.58 -11.09 C:41 13.07 -11.09 C:47 16.86 -12.22 C:34 16.15 -9.09 C:46 14.89 -9.71 16 1 -1 2 11 2 3 11 1 13 4 -2 15 5 -2 6 12 2 6 14 1 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 16 1 14 11 -1 12 13 1 12 16 1 15 16 1', 'C15H24', 204.168, 'C', 'ph49_1283_1', 1538, '', '', '1', 6, NULL, NULL),
(9102, '', '(1S,4S,7R,10R)-5-Guaien-11,13-diol', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:1]12[CH2:2][CH2:3][C@@H:4]([CH3:15])[C:5]1=[CH:6][C@H:7]([C:11]([CH3:12])(O)[CH2:13]O)[CH2:8][CH2:9][C@H:10]2[CH3:14]', '[H][C@]12CC[C@@H](C)C1=C[C@H](C(C)(O)CO)CC[C@H]2C', '[H][C@:46]12[CH2:30][CH2:34][C@@H:38]([CH3:20])[C:134]1=[CH:110][C@H:49]([C:81]([CH3:21])(O)[CH2:79]O)[CH2:25][CH2:33][C@H:34]2[CH3:15]', '18 19 H 14.72 -8.59 C:15 11.86 -12.19 C:14 15.79 -7.64 C:12 16.32 -14.59 O 19.26 -14.54 O 17.72 -14.66 C:6 15.09 -12.19 C:13 18.53 -13.37 C:9 17.07 -9.67 C:3 12.23 -9.74 C:8 17.38 -11.06 C:2 13.35 -8.86 C:5 14.21 -11.06 C:4 12.70 -11.06 C:10 15.79 -9.05 C:7 16.50 -12.19 C:11 17.12 -13.42 C:1 14.53 -9.67 18 1 -1 14 2 -2 15 3 -2 4 17 1 5 8 1 6 17 1 7 13 2 7 16 1 8 17 1 9 11 1 9 15 1 10 12 1 10 14 1 11 16 1 12 18 1 13 14 1 13 18 1 15 18 1 16 17 -1', '18 19 H 14.72 -8.59 C 11.86 -12.19 C 15.79 -7.64 C 16.32 -14.59 O 19.26 -14.54 O 17.72 -14.66 C 15.09 -12.19 C 18.53 -13.37 C 17.07 -9.67 C 12.23 -9.74 C 17.38 -11.06 C 13.35 -8.86 C 14.21 -11.06 C 12.70 -11.06 C 15.79 -9.05 C 16.50 -12.19 C 17.12 -13.42 C 14.53 -9.67 18 1 -1 14 2 -2 15 3 -2 4 17 1 5 8 1 6 17 1 7 13 2 7 16 1 8 17 1 9 11 1 9 15 1 10 12 1 10 14 1 11 16 1 12 18 1 13 14 1 13 18 1 15 18 1 16 17 -1', '18 19 H 14.72 -8.59 C:20 11.86 -12.19 C:15 15.79 -7.64 C:21 16.32 -14.59 O 19.26 -14.54 O 17.72 -14.66 C:110 15.09 -12.19 C:79 18.53 -13.37 C:33 17.07 -9.67 C:34 12.23 -9.74 C:25 17.38 -11.06 C:30 13.35 -8.86 C:134 14.21 -11.06 C:38 12.70 -11.06 C:34 15.79 -9.05 C:49 16.50 -12.19 C:81 17.12 -13.42 C:46 14.53 -9.67 18 1 -1 14 2 -2 15 3 -2 4 17 1 5 8 1 6 17 1 7 13 2 7 16 1 8 17 1 9 11 1 9 15 1 10 12 1 10 14 1 11 16 1 12 18 1 13 14 1 13 18 1 15 18 1 16 17 -1', 'C15H26O2', 238.167, 'C', 'ph49_1283_2', 1538, '', '', '1', 6, NULL, NULL),
(9103, '', '(1S,4S,7R,10S)-5-Guaien-10,11,13-diol', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:1]12[CH2:2][CH2:3][C@@H:4]([CH3:15])[C:5]1=[CH:6][C@H:7]([C:11]([CH3:12])(O)[CH2:13]O)[CH2:8][CH2:9][C@:10]2([CH3:14])O', '[H][C@]12CC[C@@H](C)C1=C[C@H](C(C)(O)CO)CC[C@]2(C)O', '[H][C@:49]12[CH2:26][CH2:34][C@@H:40]([CH3:20])[C:151]1=[CH:119][C@H:48]([C:76]([CH3:21])(O)[CH2:69]O)[CH2:21][CH2:41][C@:77]2([CH3:26])O', '19 20 H 14.95 -8.55 C:15 11.98 -12.05 C:12 16.47 -14.34 C:14 16.69 -7.64 O 19.17 -14.69 O 17.83 -14.52 O 15.32 -7.64 C:6 15.32 -12.05 C:13 18.62 -13.41 C:3 12.37 -9.53 C:8 17.65 -10.87 C:9 17.33 -9.46 C:2 13.52 -8.65 C:5 14.40 -10.87 C:4 12.85 -10.87 C:7 16.73 -12.05 C:11 17.28 -13.26 C:10 16.01 -8.81 C:1 14.73 -9.46 19 1 -1 15 2 -2 3 17 1 18 4 -2 5 9 1 6 17 1 18 7 -1 8 14 2 8 16 1 9 17 1 10 13 1 10 15 1 11 12 1 11 16 1 12 18 1 13 19 1 14 15 1 14 19 1 16 17 -1 18 19 1', '19 20 H 14.95 -8.55 C 11.98 -12.05 C 16.47 -14.34 C 16.69 -7.64 O 19.17 -14.69 O 17.83 -14.52 O 15.32 -7.64 C 15.32 -12.05 C 18.62 -13.41 C 12.37 -9.53 C 17.65 -10.87 C 17.33 -9.46 C 13.52 -8.65 C 14.40 -10.87 C 12.85 -10.87 C 16.73 -12.05 C 17.28 -13.26 C 16.01 -8.81 C 14.73 -9.46 19 1 -1 15 2 -2 3 17 1 18 4 -2 5 9 1 6 17 1 18 7 -1 8 14 2 8 16 1 9 17 1 10 13 1 10 15 1 11 12 1 11 16 1 12 18 1 13 19 1 14 15 1 14 19 1 16 17 -1 18 19 1', '19 20 H 14.95 -8.55 C:20 11.98 -12.05 C:21 16.47 -14.34 C:26 16.69 -7.64 O 19.17 -14.69 O 17.83 -14.52 O 15.32 -7.64 C:119 15.32 -12.05 C:69 18.62 -13.41 C:34 12.37 -9.53 C:21 17.65 -10.87 C:41 17.33 -9.46 C:26 13.52 -8.65 C:151 14.40 -10.87 C:40 12.85 -10.87 C:48 16.73 -12.05 C:76 17.28 -13.26 C:77 16.01 -8.81 C:49 14.73 -9.46 19 1 -1 15 2 -2 3 17 1 18 4 -2 5 9 1 6 17 1 18 7 -1 8 14 2 8 16 1 9 17 1 10 13 1 10 15 1 11 12 1 11 16 1 12 18 1 13 19 1 14 15 1 14 19 1 16 17 -1 18 19 1', 'C15H26O3', 254.167, 'C', 'ph49_1283_3', 1538, '', '', '1', 6, NULL, NULL),
(9104, '', '(1S,4S,7R,10R)-5-Guaien-13-acetoxy-11-ol', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:1]12[CH2:2][CH2:3][C@@H:4]([CH3:15])[C:5]1=[CH:6][C@H:7]([C:11]([CH3:12])(O)[CH2:13]O[C:13001]([CH3:13002])=O)[CH2:8][CH2:9][C@:10]2([CH3:14])O', '[H][C@]12CC[C@@H](C)C1=C[C@H](C(C)(O)COC(C)=O)CC[C@]2(C)O', '[H][C@:49]12[CH2:26][CH2:33][C@@H:41]([CH3:26])[C:152]1=[CH:119][C@H:48]([C:76]([CH3:21])(O)[CH2:70]O[C:171]([CH3:21])=O)[CH2:21][CH2:41][C@:77]2([CH3:20])O', '22 23 H 13.73 -8.60 C:13002 20.40 -11.35 C:15 10.75 -12.11 C:12 15.26 -14.39 C:14 15.53 -7.68 O 20.16 -13.73 O 16.62 -14.56 O 14.11 -7.68 C:6 14.11 -12.11 C:3 11.14 -9.57 C:8 16.44 -10.92 C:9 16.07 -9.51 C:2 12.29 -8.70 C:13 17.40 -13.45 O 18.21 -12.32 C:13001 19.59 -12.46 C:5 13.19 -10.92 C:4 11.62 -10.92 C:7 15.53 -12.11 C:11 16.07 -13.29 C:10 14.80 -8.86 C:1 13.51 -9.51 22 1 -1 2 16 1 18 3 -2 4 20 1 21 5 -2 6 16 2 7 20 1 21 8 -1 9 17 2 9 19 1 10 13 1 10 18 1 11 12 1 11 19 1 12 21 1 13 22 1 14 15 1 14 20 1 15 16 1 17 18 1 17 22 1 19 20 -1 21 22 1', '22 23 H 13.73 -8.60 C 20.40 -11.35 C 10.75 -12.11 C 15.26 -14.39 C 15.53 -7.68 O 20.16 -13.73 O 16.62 -14.56 O 14.11 -7.68 C 14.11 -12.11 C 11.14 -9.57 C 16.44 -10.92 C 16.07 -9.51 C 12.29 -8.70 C 17.40 -13.45 O 18.21 -12.32 C 19.59 -12.46 C 13.19 -10.92 C 11.62 -10.92 C 15.53 -12.11 C 16.07 -13.29 C 14.80 -8.86 C 13.51 -9.51 22 1 -1 2 16 1 18 3 -2 4 20 1 21 5 -2 6 16 2 7 20 1 21 8 -1 9 17 2 9 19 1 10 13 1 10 18 1 11 12 1 11 19 1 12 21 1 13 22 1 14 15 1 14 20 1 15 16 1 17 18 1 17 22 1 19 20 -1 21 22 1', '22 23 H 13.73 -8.60 C:21 20.40 -11.35 C:26 10.75 -12.11 C:21 15.26 -14.39 C:20 15.53 -7.68 O 20.16 -13.73 O 16.62 -14.56 O 14.11 -7.68 C:119 14.11 -12.11 C:33 11.14 -9.57 C:21 16.44 -10.92 C:41 16.07 -9.51 C:26 12.29 -8.70 C:70 17.40 -13.45 O 18.21 -12.32 C:171 19.59 -12.46 C:152 13.19 -10.92 C:41 11.62 -10.92 C:48 15.53 -12.11 C:76 16.07 -13.29 C:77 14.80 -8.86 C:49 13.51 -9.51 22 1 -1 2 16 1 18 3 -2 4 20 1 21 5 -2 6 16 2 7 20 1 21 8 -1 9 17 2 9 19 1 10 13 1 10 18 1 11 12 1 11 19 1 12 21 1 13 22 1 14 15 1 14 20 1 15 16 1 17 18 1 17 22 1 19 20 -1 21 22 1', 'C17H28O4', 296.187, 'C', 'ph49_1283_4', 1538, '', '', '1', 6, NULL, NULL),
(9105, '', '(1R,3S,4S,5S,6S,7R,8S)-4beta-(chloromethyl)3beta,4alpha-dihydroxy-8alpha-(3-formyl-2-methyl-prope-noyloxy)-1alphaH,5alphaH,6betaH,7alphaH-guai-10(14),', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][C@H:3](O)[C@:4](O)([CH2:15]Cl)[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:8001](=O)[C:8002]([CH3:8201])=[CH:8003][CH:8004]=O)[CH2:9][C:10]3=[CH2:14]', '[H][C@@]13C[C@H](O)[C@](O)(CCl)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](OC(=O)C(C)=CC=O)CC3=C', '[H][C@@:48]13[CH2:40][C@H:76](O)[C@:85](O)([CH2:50]Cl)[C@:58]1([H])[C@@:77]2([H])O[C:170](=O)[C:138](=[CH2:122])[C@:47]2([H])[C@@H:74](O[C:167](=O)[C:130]([CH3:13])=[CH:133][CH:193]=O)[CH2:35][C:144]3=[CH2:117]', '32 34 H 12.67 -8.01 H 13.36 -10.73 H 14.22 -10.73 H 11.85 -11.47 C:14 13.79 -6.89 C:13 16.38 -13.46 C:8201 19.61 -11.34 O 21.95 -10.63 O 17.36 -8.37 O 13.79 -15.35 O 8.64 -8.66 O 9.18 -10.94 Cl 8.90 -12.38 C:8004 21.50 -9.29 C:8003 20.13 -8.97 C:15 10.22 -11.91 C:9 15.14 -8.97 C:2 11.18 -8.11 O 16.85 -10.73 O 12.60 -13.02 C:10 13.79 -8.29 C:8002 19.18 -10.01 C:11 14.96 -13.02 C:8001 17.80 -9.71 C:12 13.79 -13.85 C:3 10.00 -9.04 C:8 15.48 -10.43 C:1 12.44 -8.97 C:6 13.06 -11.60 C:7 14.53 -11.60 C:5 12.10 -10.43 C:4 10.49 -10.43 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 23 2 7 22 1 8 14 2 9 24 2 10 25 2 26 11 -1 32 12 -2 13 16 1 14 15 1 15 22 2 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 25 1 20 29 1 21 28 1 22 24 1 23 25 1 23 30 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', '32 34 H 12.67 -8.01 H 13.36 -10.73 H 14.22 -10.73 H 11.85 -11.47 C 13.79 -6.89 C 16.38 -13.46 C 19.61 -11.34 O 21.95 -10.63 O 17.36 -8.37 O 13.79 -15.35 O 8.64 -8.66 O 9.18 -10.94 Cl 8.90 -12.38 C 21.50 -9.29 C 20.13 -8.97 C 10.22 -11.91 C 15.14 -8.97 C 11.18 -8.11 O 16.85 -10.73 O 12.60 -13.02 C 13.79 -8.29 C 19.18 -10.01 C 14.96 -13.02 C 17.80 -9.71 C 13.79 -13.85 C 10.00 -9.04 C 15.48 -10.43 C 12.44 -8.97 C 13.06 -11.60 C 14.53 -11.60 C 12.10 -10.43 C 10.49 -10.43 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 23 2 7 22 1 8 14 2 9 24 2 10 25 2 26 11 -1 32 12 -2 13 16 1 14 15 1 15 22 2 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 25 1 20 29 1 21 28 1 22 24 1 23 25 1 23 30 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', '32 34 H 12.67 -8.01 H 13.36 -10.73 H 14.22 -10.73 H 11.85 -11.47 C:117 13.79 -6.89 C:122 16.38 -13.46 C:13 19.61 -11.34 O 21.95 -10.63 O 17.36 -8.37 O 13.79 -15.35 O 8.64 -8.66 O 9.18 -10.94 Cl 8.90 -12.38 C:193 21.50 -9.29 C:133 20.13 -8.97 C:50 10.22 -11.91 C:35 15.14 -8.97 C:40 11.18 -8.11 O 16.85 -10.73 O 12.60 -13.02 C:144 13.79 -8.29 C:130 19.18 -10.01 C:138 14.96 -13.02 C:167 17.80 -9.71 C:170 13.79 -13.85 C:76 10.00 -9.04 C:74 15.48 -10.43 C:48 12.44 -8.97 C:77 13.06 -11.60 C:47 14.53 -11.60 C:58 12.10 -10.43 C:85 10.49 -10.43 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 23 2 7 22 1 8 14 2 9 24 2 10 25 2 26 11 -1 32 12 -2 13 16 1 14 15 1 15 22 2 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 25 1 20 29 1 21 28 1 22 24 1 23 25 1 23 30 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', 'C20H23ClO7', 410.694, 'M', 'ph49_1733_1', 2537, '', '', '1', 6, NULL, NULL),
(9106, '', '(1R,3S,4S,5S,6S,7R,8S)-4b-(chloromethyl)-3beta,4alpha-dihydroxy,8alpha-(sarracenoyloxy)-1alphaH, 5alphaH,6betaH,7alphaH-guai-10(14),11(13)-dien-6,12-o', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:1]13[CH2:2][C@H:3](O)[C@:4](O)([CH2:15]Cl)[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:8001](=O)[C:8002](=[CH:8003][CH3:8004])[CH2:8201]O)[CH2:9][C:10]3=[CH2:14]', '[H][C@@]13C[C@H](O)[C@](O)(CCl)[C@]1([H])[C@@]2([H])OC(=O)C(=C)[C@]2([H])[C@@H](OC(=O)C(=CC)CO)CC3=C', '[H][C@@:48]13[CH2:40][C@H:77](O)[C@:85](O)([CH2:50]Cl)[C@:59]1([H])[C@@:77]2([H])O[C:171](=O)[C:139](=[CH2:122])[C@:47]2([H])[C@@H:75](O[C:167](=O)[C:132](=[CH:142][CH3:14])[CH2:56]O)[CH2:36][C:145]3=[CH2:117]', '32 34 H 13.19 -8.05 H 13.88 -10.76 H 14.74 -10.76 H 12.37 -11.50 C:14 14.31 -6.92 C:13 16.90 -13.47 C:8004 21.99 -9.32 O 14.31 -15.36 O 17.88 -8.40 O 21.47 -11.63 O 9.17 -8.69 O 9.71 -10.97 Cl 9.42 -12.41 C:8003 20.63 -9.00 C:8201 20.10 -11.38 C:15 10.74 -11.94 C:9 15.66 -9.00 C:2 11.70 -8.15 O 17.36 -10.76 O 13.13 -13.03 C:10 14.31 -8.33 C:11 15.48 -13.03 C:12 14.31 -13.86 C:8001 18.31 -9.74 C:8002 19.68 -10.04 C:3 10.52 -9.07 C:8 16.00 -10.46 C:1 12.96 -9.00 C:6 13.58 -11.63 C:7 15.05 -11.63 C:5 12.62 -10.46 C:4 11.01 -10.46 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 22 2 7 14 1 8 23 2 9 24 2 10 15 1 26 11 -1 32 12 -2 13 16 1 14 25 2 15 25 1 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 23 1 20 29 1 21 28 1 22 23 1 22 30 1 24 25 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', '32 34 H 13.19 -8.05 H 13.88 -10.76 H 14.74 -10.76 H 12.37 -11.50 C 14.31 -6.92 C 16.90 -13.47 C 21.99 -9.32 O 14.31 -15.36 O 17.88 -8.40 O 21.47 -11.63 O 9.17 -8.69 O 9.71 -10.97 Cl 9.42 -12.41 C 20.63 -9.00 C 20.10 -11.38 C 10.74 -11.94 C 15.66 -9.00 C 11.70 -8.15 O 17.36 -10.76 O 13.13 -13.03 C 14.31 -8.33 C 15.48 -13.03 C 14.31 -13.86 C 18.31 -9.74 C 19.68 -10.04 C 10.52 -9.07 C 16.00 -10.46 C 12.96 -9.00 C 13.58 -11.63 C 15.05 -11.63 C 12.62 -10.46 C 11.01 -10.46 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 22 2 7 14 1 8 23 2 9 24 2 10 15 1 26 11 -1 32 12 -2 13 16 1 14 25 2 15 25 1 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 23 1 20 29 1 21 28 1 22 23 1 22 30 1 24 25 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', '32 34 H 13.19 -8.05 H 13.88 -10.76 H 14.74 -10.76 H 12.37 -11.50 C:117 14.31 -6.92 C:122 16.90 -13.47 C:14 21.99 -9.32 O 14.31 -15.36 O 17.88 -8.40 O 21.47 -11.63 O 9.17 -8.69 O 9.71 -10.97 Cl 9.42 -12.41 C:142 20.63 -9.00 C:56 20.10 -11.38 C:50 10.74 -11.94 C:36 15.66 -9.00 C:40 11.70 -8.15 O 17.36 -10.76 O 13.13 -13.03 C:145 14.31 -8.33 C:139 15.48 -13.03 C:171 14.31 -13.86 C:167 18.31 -9.74 C:132 19.68 -10.04 C:77 10.52 -9.07 C:75 16.00 -10.46 C:48 12.96 -9.00 C:77 13.58 -11.63 C:47 15.05 -11.63 C:59 12.62 -10.46 C:85 11.01 -10.46 28 1 -2 29 2 -1 30 3 -2 31 4 -2 5 21 2 6 22 2 7 14 1 8 23 2 9 24 2 10 15 1 26 11 -1 32 12 -2 13 16 1 14 25 2 15 25 1 32 16 -1 17 21 1 17 27 1 18 26 1 18 28 1 19 24 1 27 19 -2 20 23 1 20 29 1 21 28 1 22 23 1 22 30 1 24 25 1 26 32 1 27 30 1 28 31 1 29 30 1 29 31 1 31 32 1', 'C20H25ClO7', 412.694, 'M', 'ph49_1733_2', 2537, '', '', '1', 6, NULL, NULL),
(9107, 'Elypeotriol', 'Eudesm-4(15)-ene-3,7,11-triol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@:7](O)([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:4]2=[CH2:15]', '[H][C@@]12C[C@](O)(C(C)(C)O)CC[C@@]1(C)CC[C@@H](O)C2=C', '[H][C@@:38]12[CH2:29][C@:75](O)([C:76]([CH3:25])([CH3:25])O)[CH2:27][CH2:36][C@@:35]1([CH3:15])[CH2:35][CH2:30][C@@H:74](O)[C:152]2=[CH2:109]', '19 20 H 14.95 -12.49 C:15 13.71 -13.61 C:12 18.65 -13.59 C:13 19.86 -11.50 C:14 14.95 -8.62 O 11.26 -12.18 O 19.86 -12.89 O 17.43 -12.88 C:2 12.47 -10.05 C:1 13.71 -9.33 C:9 16.18 -9.33 C:8 17.43 -10.05 C:6 16.18 -12.19 C:4 13.71 -12.19 C:3 12.47 -11.48 C:11 18.65 -12.19 C:5 14.95 -11.48 C:10 14.95 -10.05 C:7 17.43 -11.48 17 1 -2 2 14 2 3 16 1 4 16 1 18 5 -1 15 6 -2 7 16 1 19 8 -2 9 10 1 9 15 1 10 18 1 11 12 1 11 18 1 12 19 1 13 17 1 13 19 1 14 15 1 14 17 1 19 16 -1 17 18 1', '19 20 H 14.95 -12.49 C 13.71 -13.61 C 18.65 -13.59 C 19.86 -11.50 C 14.95 -8.62 O 11.26 -12.18 O 19.86 -12.89 O 17.43 -12.88 C 12.47 -10.05 C 13.71 -9.33 C 16.18 -9.33 C 17.43 -10.05 C 16.18 -12.19 C 13.71 -12.19 C 12.47 -11.48 C 18.65 -12.19 C 14.95 -11.48 C 14.95 -10.05 C 17.43 -11.48 17 1 -2 2 14 2 3 16 1 4 16 1 18 5 -1 15 6 -2 7 16 1 19 8 -2 9 10 1 9 15 1 10 18 1 11 12 1 11 18 1 12 19 1 13 17 1 13 19 1 14 15 1 14 17 1 19 16 -1 17 18 1', '19 20 H 14.95 -12.49 C:109 13.71 -13.61 C:25 18.65 -13.59 C:25 19.86 -11.50 C:15 14.95 -8.62 O 11.26 -12.18 O 19.86 -12.89 O 17.43 -12.88 C:30 12.47 -10.05 C:35 13.71 -9.33 C:36 16.18 -9.33 C:27 17.43 -10.05 C:29 16.18 -12.19 C:152 13.71 -12.19 C:74 12.47 -11.48 C:76 18.65 -12.19 C:38 14.95 -11.48 C:35 14.95 -10.05 C:75 17.43 -11.48 17 1 -2 2 14 2 3 16 1 4 16 1 18 5 -1 15 6 -2 7 16 1 19 8 -2 9 10 1 9 15 1 10 18 1 11 12 1 11 18 1 12 19 1 13 17 1 13 19 1 14 15 1 14 17 1 19 16 -1 17 18 1', 'C15H26O3', 254.167, 'C', 'ph49_2371_1', 2271, '', '', '1', 6, NULL, NULL),
(9108, '3alpha,4alpha-Epoxyrupicolin-A', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:6]13O[C:12](=O)[C:11](=[CH2:13])[C@:7]1([H])[C@@H:8](O)[CH:9]=[C:10]([CH3:14])[C@:1]4(O)[CH2:2][C@H:3]2O[C@@:4]2([CH3:15])[C@:5]34[H]', '[H][C@]13OC(=O)C(=C)[C@]1([H])[C@@H](O)C=C(C)[C@]4(O)C[C@H]2O[C@@]2(C)[C@]34[H]', '[H][C@:75]13O[C:169](=O)[C:136](=[CH2:126])[C@:52]1([H])[C@@H:71](O)[CH:127]=[C:137]([CH3:25])[C@:81]4(O)[CH2:42][C@H:63]2O[C@@:67]2([CH3:20])[C@:61]34[H]', '23 26 H 15.94 -10.83 H 16.79 -10.83 H 14.46 -11.55 C:13 18.90 -13.51 C:14 16.37 -6.98 C:15 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C:9 17.71 -9.11 C:2 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C:10 16.37 -8.45 C:11 17.53 -13.07 C:12 16.37 -13.90 C:8 18.05 -10.55 C:3 12.64 -9.18 C:6 15.65 -11.72 C:7 17.11 -11.68 C:5 14.72 -10.55 C:4 13.13 -10.55 C:1 15.04 -9.11 19 1 -1 20 2 -2 21 3 -2 4 15 2 5 14 1 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 2 10 17 1 11 18 1 11 23 1 12 16 1 12 19 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 20 1 17 20 1 18 22 1 19 20 1 19 21 1 21 22 1 21 23 1', '23 26 H 15.94 -10.83 H 16.79 -10.83 H 14.46 -11.55 C 18.90 -13.51 C 16.37 -6.98 C 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C 17.71 -9.11 C 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C 16.37 -8.45 C 17.53 -13.07 C 16.37 -13.90 C 18.05 -10.55 C 12.64 -9.18 C 15.65 -11.72 C 17.11 -11.68 C 14.72 -10.55 C 13.13 -10.55 C 15.04 -9.11 19 1 -1 20 2 -2 21 3 -2 4 15 2 5 14 1 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 2 10 17 1 11 18 1 11 23 1 12 16 1 12 19 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 20 1 17 20 1 18 22 1 19 20 1 19 21 1 21 22 1 21 23 1', '23 26 H 15.94 -10.83 H 16.79 -10.83 H 14.46 -11.55 C:126 18.90 -13.51 C:25 16.37 -6.98 C:20 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C:127 17.71 -9.11 C:42 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C:137 16.37 -8.45 C:136 17.53 -13.07 C:169 16.37 -13.90 C:71 18.05 -10.55 C:63 12.64 -9.18 C:75 15.65 -11.72 C:52 17.11 -11.68 C:61 14.72 -10.55 C:67 13.13 -10.55 C:81 15.04 -9.11 19 1 -1 20 2 -2 21 3 -2 4 15 2 5 14 1 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 2 10 17 1 11 18 1 11 23 1 12 16 1 12 19 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 20 1 17 20 1 18 22 1 19 20 1 19 21 1 21 22 1 21 23 1', 'C15H18O5', 278.181, 'C', 'ph49_2371_6', 2271, '', '', '1', 6, NULL, NULL),
(9109, '3alpha,4alpha-Epoxyrupicolin-B', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:7]14[C:11](=[CH2:13])[C:12](=O)O[C@:6]1([H])[C@@:5]3([H])[C@:4]2([CH3:15])O[C@@H:3]2[CH2:2][C@@:1]3(O)[C:10](=[CH2:14])[CH2:9][C@@H:8]4O', '[H][C@]14C(=C)C(=O)O[C@]1([H])[C@@]3([H])[C@]2(C)O[C@@H]2C[C@@]3(O)C(=C)C[C@@H]4O', '[H][C@:50]14[C:137](=[CH2:123])[C:169](=O)O[C@:75]1([H])[C@@:61]3([H])[C@:71]2([CH3:19])O[C@@H:64]2[CH2:41][C@@:82]3(O)[C:142](=[CH2:117])[CH2:39][C@@H:71]4O', '23 26 H 16.79 -10.83 H 15.94 -10.83 H 14.46 -11.55 C:14 16.37 -6.98 C:13 18.90 -13.51 C:15 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C:9 17.71 -9.11 C:2 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C:10 16.37 -8.45 C:11 17.53 -13.07 C:12 16.37 -13.90 C:8 18.05 -10.55 C:3 12.64 -9.18 C:7 17.11 -11.68 C:6 15.65 -11.72 C:5 14.72 -10.55 C:4 13.13 -10.55 C:1 15.04 -9.11 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 1 10 17 1 11 18 1 11 23 1 12 16 1 12 20 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 19 1 17 19 1 18 22 1 19 20 1 20 21 1 21 22 1 21 23 1', '23 26 H 16.79 -10.83 H 15.94 -10.83 H 14.46 -11.55 C 16.37 -6.98 C 18.90 -13.51 C 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C 17.71 -9.11 C 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C 16.37 -8.45 C 17.53 -13.07 C 16.37 -13.90 C 18.05 -10.55 C 12.64 -9.18 C 17.11 -11.68 C 15.65 -11.72 C 14.72 -10.55 C 13.13 -10.55 C 15.04 -9.11 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 1 10 17 1 11 18 1 11 23 1 12 16 1 12 20 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 19 1 17 19 1 18 22 1 19 20 1 20 21 1 21 22 1 21 23 1', '23 26 H 16.79 -10.83 H 15.94 -10.83 H 14.46 -11.55 C:117 16.37 -6.98 C:123 18.90 -13.51 C:19 12.24 -11.72 O 16.37 -15.36 O 19.40 -10.83 O 15.35 -7.75 C:39 17.71 -9.11 C:41 13.81 -8.28 O 15.20 -13.07 O 11.75 -10.25 C:142 16.37 -8.45 C:137 17.53 -13.07 C:169 16.37 -13.90 C:71 18.05 -10.55 C:64 12.64 -9.18 C:50 17.11 -11.68 C:75 15.65 -11.72 C:61 14.72 -10.55 C:71 13.13 -10.55 C:82 15.04 -9.11 19 1 -2 20 2 -1 21 3 -2 4 14 2 5 15 2 22 6 -1 7 16 2 17 8 -2 23 9 -2 10 14 1 10 17 1 11 18 1 11 23 1 12 16 1 12 20 1 18 13 -2 22 13 -2 14 23 1 15 16 1 15 19 1 17 19 1 18 22 1 19 20 1 20 21 1 21 22 1 21 23 1', 'C15H18O5', 278.181, 'C', 'ph49_2371_7', 2271, '', '', '1', 6, NULL, NULL),
(9110, 'Crithmifolide', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10]2([CH3:14])O[CH:2](O)[CH:3]1O[C:4]1([CH3:15])[C@@:5]([H])([C:1]2=O)[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC2(C)OC(O)C1OC1(C)[C@@]([H])(C2=O)[C@@]3([H])OC(=O)C4=C', '[H][C@@:46]34[CH2:24][CH2:41][C:83]2([CH3:20])O[CH:90](O)[CH:65]1O[C:63]1([CH3:24])[C@@:64]([H])([C:208]2=O)[C@@:81]3([H])O[C:169](=O)[C:138]4=[CH2:121]', '24 27 H 17.00 -10.86 H 16.16 -10.89 H 14.69 -11.61 C:13 19.09 -13.54 C:14 17.30 -7.33 C:15 12.49 -11.79 O 16.58 -15.37 O 14.38 -8.71 O 13.28 -6.89 C:8 18.22 -10.60 C:9 17.89 -9.16 O 15.43 -13.11 O 15.87 -7.34 O 11.99 -10.33 C:11 17.71 -13.11 C:12 16.58 -13.92 C:1 15.28 -9.16 C:2 13.77 -8.19 C:3 12.89 -9.23 C:7 17.30 -11.75 C:10 16.58 -8.52 C:6 15.87 -11.75 C:5 14.95 -10.60 C:4 13.37 -10.60 20 1 -2 22 2 -1 23 3 -2 4 15 2 5 21 1 6 24 1 7 16 2 8 17 2 9 18 1 10 11 1 10 20 1 11 21 1 12 16 1 12 22 1 13 18 1 13 21 1 14 19 1 14 24 1 15 16 1 15 20 1 17 21 1 17 23 1 18 19 1 19 24 1 20 22 1 22 23 1 23 24 1', '24 27 H 17.00 -10.86 H 16.16 -10.89 H 14.69 -11.61 C 19.09 -13.54 C 17.30 -7.33 C 12.49 -11.79 O 16.58 -15.37 O 14.38 -8.71 O 13.28 -6.89 C 18.22 -10.60 C 17.89 -9.16 O 15.43 -13.11 O 15.87 -7.34 O 11.99 -10.33 C 17.71 -13.11 C 16.58 -13.92 C 15.28 -9.16 C 13.77 -8.19 C 12.89 -9.23 C 17.30 -11.75 C 16.58 -8.52 C 15.87 -11.75 C 14.95 -10.60 C 13.37 -10.60 20 1 -2 22 2 -1 23 3 -2 4 15 2 5 21 1 6 24 1 7 16 2 8 17 2 9 18 1 10 11 1 10 20 1 11 21 1 12 16 1 12 22 1 13 18 1 13 21 1 14 19 1 14 24 1 15 16 1 15 20 1 17 21 1 17 23 1 18 19 1 19 24 1 20 22 1 22 23 1 23 24 1', '24 27 H 17.00 -10.86 H 16.16 -10.89 H 14.69 -11.61 C:121 19.09 -13.54 C:20 17.30 -7.33 C:24 12.49 -11.79 O 16.58 -15.37 O 14.38 -8.71 O 13.28 -6.89 C:24 18.22 -10.60 C:41 17.89 -9.16 O 15.43 -13.11 O 15.87 -7.34 O 11.99 -10.33 C:138 17.71 -13.11 C:169 16.58 -13.92 C:208 15.28 -9.16 C:90 13.77 -8.19 C:65 12.89 -9.23 C:46 17.30 -11.75 C:83 16.58 -8.52 C:81 15.87 -11.75 C:64 14.95 -10.60 C:63 13.37 -10.60 20 1 -2 22 2 -1 23 3 -2 4 15 2 5 21 1 6 24 1 7 16 2 8 17 2 9 18 1 10 11 1 10 20 1 11 21 1 12 16 1 12 22 1 13 18 1 13 21 1 14 19 1 14 24 1 15 16 1 15 20 1 17 21 1 17 23 1 18 19 1 19 24 1 20 22 1 22 23 1 23 24 1', 'C15H18O6', 294.181, 'C', 'ph49_2429_1', 2272, '', '', '1', 6, NULL, NULL),
(9111, '', '6b-(2''-Methylbutanoyloxy)-10b-hydroxy-8b-methoxyeremophil-7(11)-en-12,8a-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH3:6004][CH2:6003][CH:6002]([CH3:6201])[C:6001](=O)O[C@@H:6]2[C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O[CH3:8001])[CH2:9][C@@:10]3(O)[CH2:1][CH2:2][CH2:3][C@H:4]([CH3:15])[C@@:5]23[CH3:14]', 'CCC(C)C(=O)O[C@@H]2C1=C(C)C(=O)O[C@@]1(OC)C[C@@]3(O)CCC[C@H](C)[C@@]23C', '[CH3:12][CH2:26][CH:41]([CH3:17])[C:176](=O)O[C@@H:71]2[C:150]1=[C:131]([CH3:9])[C:170](=O)O[C@@:106]1(O[CH3:51])[CH2:42][C@@:74]3(O)[CH2:34][CH2:22][CH2:30][C@H:33]([CH3:17])[C@@:48]23[CH3:10]', '27 29 C:6004 18.66 -14.62 C:8001 17.46 -6.94 C:13 18.00 -12.17 C:6201 15.03 -15.31 C:15 12.60 -12.51 C:14 13.79 -11.80 O 19.77 -9.71 O 17.46 -12.51 O 13.79 -7.61 C:6003 17.46 -15.31 C:2 11.35 -9.00 C:3 11.35 -10.42 C:1 12.60 -8.31 C:9 15.03 -8.31 O 16.25 -7.61 O 15.03 -12.51 O 17.58 -8.57 C:11 17.58 -10.85 C:12 18.40 -9.71 C:6001 16.25 -13.21 C:7 16.25 -10.42 C:6002 16.25 -14.62 C:4 12.60 -11.13 C:6 15.03 -11.13 C:10 13.79 -9.00 C:5 13.79 -10.42 C:8 16.25 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -1 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', '27 29 C 18.66 -14.62 C 17.46 -6.94 C 18.00 -12.17 C 15.03 -15.31 C 12.60 -12.51 C 13.79 -11.80 O 19.77 -9.71 O 17.46 -12.51 O 13.79 -7.61 C 17.46 -15.31 C 11.35 -9.00 C 11.35 -10.42 C 12.60 -8.31 C 15.03 -8.31 O 16.25 -7.61 O 15.03 -12.51 O 17.58 -8.57 C 17.58 -10.85 C 18.40 -9.71 C 16.25 -13.21 C 16.25 -10.42 C 16.25 -14.62 C 12.60 -11.13 C 15.03 -11.13 C 13.79 -9.00 C 13.79 -10.42 C 16.25 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -1 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', '27 29 C:12 18.66 -14.62 C:51 17.46 -6.94 C:9 18.00 -12.17 C:17 15.03 -15.31 C:17 12.60 -12.51 C:10 13.79 -11.80 O 19.77 -9.71 O 17.46 -12.51 O 13.79 -7.61 C:26 17.46 -15.31 C:22 11.35 -9.00 C:30 11.35 -10.42 C:34 12.60 -8.31 C:42 15.03 -8.31 O 16.25 -7.61 O 15.03 -12.51 O 17.58 -8.57 C:131 17.58 -10.85 C:170 18.40 -9.71 C:176 16.25 -13.21 C:150 16.25 -10.42 C:41 16.25 -14.62 C:33 12.60 -11.13 C:71 15.03 -11.13 C:74 13.79 -9.00 C:48 13.79 -10.42 C:106 16.25 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -1 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', 'C21H32O6', 380.221, 'C', 'pm03_356_3', 1301, '', '', '1', 27, NULL, NULL),
(9112, '', '6b-(2''-Methylbutanoyloxy)-10b-hydroxy-8a-methoxyeremophil-7(11)-en-12,8b-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH3:6004][CH2:6003][CH:6002]([CH3:6201])[C:6001](=O)O[C@@H:6]2[C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@:8]1(O[CH3:8001])[CH2:9][C@@:10]3(O)[CH2:1][CH2:2][CH2:3][C@H:4]([CH3:15])[C@@:5]23[CH3:14]', 'CCC(C)C(=O)O[C@@H]2C1=C(C)C(=O)O[C@]1(OC)C[C@@]3(O)CCC[C@H](C)[C@@]23C', '[CH3:12][CH2:26][CH:41]([CH3:17])[C:176](=O)O[C@@H:72]2[C:155]1=[C:126]([CH3:9])[C:171](=O)O[C@:104]1(O[CH3:50])[CH2:48][C@@:74]3(O)[CH2:35][CH2:16][CH2:28][C@H:32]([CH3:17])[C@@:48]23[CH3:14]', '27 29 C:6004 18.69 -14.62 C:8001 17.47 -6.94 C:13 18.01 -12.19 C:6201 15.05 -15.32 C:15 12.61 -12.52 C:14 13.80 -11.81 O 19.78 -9.72 O 17.47 -12.52 O 13.80 -7.61 C:6003 17.47 -15.32 C:2 11.37 -9.00 C:3 11.37 -10.41 C:1 12.61 -8.32 C:9 15.05 -8.32 O 16.26 -7.61 O 15.05 -12.52 O 17.57 -8.58 C:11 17.57 -10.85 C:12 18.41 -9.72 C:6001 16.26 -13.22 C:7 16.26 -10.41 C:6002 16.26 -14.62 C:4 12.61 -11.12 C:6 15.05 -11.12 C:10 13.80 -9.00 C:5 13.80 -10.41 C:8 16.26 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -2 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', '27 29 C 18.69 -14.62 C 17.47 -6.94 C 18.01 -12.19 C 15.05 -15.32 C 12.61 -12.52 C 13.80 -11.81 O 19.78 -9.72 O 17.47 -12.52 O 13.80 -7.61 C 17.47 -15.32 C 11.37 -9.00 C 11.37 -10.41 C 12.61 -8.32 C 15.05 -8.32 O 16.26 -7.61 O 15.05 -12.52 O 17.57 -8.58 C 17.57 -10.85 C 18.41 -9.72 C 16.26 -13.22 C 16.26 -10.41 C 16.26 -14.62 C 12.61 -11.12 C 15.05 -11.12 C 13.80 -9.00 C 13.80 -10.41 C 16.26 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -2 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', '27 29 C:12 18.69 -14.62 C:50 17.47 -6.94 C:9 18.01 -12.19 C:17 15.05 -15.32 C:17 12.61 -12.52 C:14 13.80 -11.81 O 19.78 -9.72 O 17.47 -12.52 O 13.80 -7.61 C:26 17.47 -15.32 C:16 11.37 -9.00 C:28 11.37 -10.41 C:35 12.61 -8.32 C:48 15.05 -8.32 O 16.26 -7.61 O 15.05 -12.52 O 17.57 -8.58 C:126 17.57 -10.85 C:171 18.41 -9.72 C:176 16.26 -13.22 C:155 16.26 -10.41 C:41 16.26 -14.62 C:32 12.61 -11.12 C:72 15.05 -11.12 C:74 13.80 -9.00 C:48 13.80 -10.41 C:104 16.26 -9.00 1 10 1 2 15 1 3 18 1 4 22 1 23 5 -1 26 6 -1 7 19 2 8 20 2 25 9 -1 10 22 1 11 12 1 11 13 1 12 23 1 13 25 1 14 25 1 14 27 1 27 15 -2 16 20 1 24 16 -1 17 19 1 17 27 1 18 19 1 18 21 2 20 22 1 21 24 1 21 27 1 23 26 1 24 26 1 25 26 1', 'C21H32O6', 380.221, 'C', 'pm03_356_5', 1301, '', '', '1', 27, NULL, NULL),
(9113, '', '6b-[2''-Methylbutanoyloxy]-3b-acetoxy-8b,10b-dihydroxyeremophil-7(11)-en-12,8-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH3:6004][CH2:6003][CH:6002]([CH3:6201])[C:6001](=O)O[C@@H:6]2[C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O)[CH2:9][C@@:10]3(O)[CH2:1][CH2:2][C@H:3](O[C:3001]([CH3:3002])=O)[C@H:4]([CH3:15])[C@@:5]23[CH3:14]', 'CCC(C)C(=O)O[C@@H]2C1=C(C)C(=O)O[C@@]1(O)C[C@@]3(O)CC[C@H](OC(C)=O)[C@H](C)[C@@]23C', '[CH3:12][CH2:26][CH:41]([CH3:16])[C:176](=O)O[C@@H:71]2[C:151]1=[C:129]([CH3:9])[C:171](=O)O[C@@:103]1(O)[CH2:43][C@@:74]3(O)[CH2:30][CH2:27][C@H:73](O[C:170]([CH3:21])=O)[C@H:36]([CH3:13])[C@@:47]23[CH3:13]', '30 32 C:6004 19.20 -15.68 C:3002 9.58 -10.12 C:13 19.81 -11.18 C:6201 16.79 -14.29 C:15 14.38 -11.51 C:14 15.59 -10.81 O 10.78 -8.02 O 21.61 -8.67 O 19.20 -11.51 O 15.59 -6.57 O 17.99 -6.57 C:6003 19.20 -14.29 C:2 13.18 -7.96 C:1 14.38 -7.29 C:9 16.79 -7.29 O 12.00 -10.12 O 16.79 -11.51 O 19.37 -7.57 C:3001 10.78 -9.41 C:11 19.37 -9.82 C:12 20.22 -8.67 C:6001 17.99 -12.21 C:7 17.99 -9.41 C:6002 17.99 -13.60 C:4 14.38 -10.12 C:3 13.18 -9.41 C:6 16.79 -10.12 C:10 15.59 -7.96 C:8 17.99 -7.96 C:5 15.59 -9.41 1 12 1 2 19 1 3 20 1 4 24 1 25 5 -1 30 6 -1 7 19 2 8 21 2 9 22 2 28 10 -1 29 11 -1 12 24 1 13 14 1 13 26 1 14 28 1 15 28 1 15 29 1 16 19 1 26 16 -1 17 22 1 27 17 -1 18 21 1 18 29 1 20 21 1 20 23 2 22 24 1 23 27 1 23 29 1 25 26 1 25 30 1 27 30 1 28 30 1', '30 32 C 19.20 -15.68 C 9.58 -10.12 C 19.81 -11.18 C 16.79 -14.29 C 14.38 -11.51 C 15.59 -10.81 O 10.78 -8.02 O 21.61 -8.67 O 19.20 -11.51 O 15.59 -6.57 O 17.99 -6.57 C 19.20 -14.29 C 13.18 -7.96 C 14.38 -7.29 C 16.79 -7.29 O 12.00 -10.12 O 16.79 -11.51 O 19.37 -7.57 C 10.78 -9.41 C 19.37 -9.82 C 20.22 -8.67 C 17.99 -12.21 C 17.99 -9.41 C 17.99 -13.60 C 14.38 -10.12 C 13.18 -9.41 C 16.79 -10.12 C 15.59 -7.96 C 17.99 -7.96 C 15.59 -9.41 1 12 1 2 19 1 3 20 1 4 24 1 25 5 -1 30 6 -1 7 19 2 8 21 2 9 22 2 28 10 -1 29 11 -1 12 24 1 13 14 1 13 26 1 14 28 1 15 28 1 15 29 1 16 19 1 26 16 -1 17 22 1 27 17 -1 18 21 1 18 29 1 20 21 1 20 23 2 22 24 1 23 27 1 23 29 1 25 26 1 25 30 1 27 30 1 28 30 1', '30 32 C:12 19.20 -15.68 C:21 9.58 -10.12 C:9 19.81 -11.18 C:16 16.79 -14.29 C:13 14.38 -11.51 C:13 15.59 -10.81 O 10.78 -8.02 O 21.61 -8.67 O 19.20 -11.51 O 15.59 -6.57 O 17.99 -6.57 C:26 19.20 -14.29 C:27 13.18 -7.96 C:30 14.38 -7.29 C:43 16.79 -7.29 O 12.00 -10.12 O 16.79 -11.51 O 19.37 -7.57 C:170 10.78 -9.41 C:129 19.37 -9.82 C:171 20.22 -8.67 C:176 17.99 -12.21 C:151 17.99 -9.41 C:41 17.99 -13.60 C:36 14.38 -10.12 C:73 13.18 -9.41 C:71 16.79 -10.12 C:74 15.59 -7.96 C:103 17.99 -7.96 C:47 15.59 -9.41 1 12 1 2 19 1 3 20 1 4 24 1 25 5 -1 30 6 -1 7 19 2 8 21 2 9 22 2 28 10 -1 29 11 -1 12 24 1 13 14 1 13 26 1 14 28 1 15 28 1 15 29 1 16 19 1 26 16 -1 17 22 1 27 17 -1 18 21 1 18 29 1 20 21 1 20 23 2 22 24 1 23 27 1 23 29 1 25 26 1 25 30 1 27 30 1 28 30 1', 'C22H32O8', 424.231, 'C', 'pm06_567_1', 2485, '', '', '1', 27, NULL, NULL),
(9114, '', '3a,4a-Epoxy-6a-(2''-methylacryloyl)oxy-8a-methoxyeremophil-7(11)-en-8b,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[H][C@:10]24[CH2:1][CH2:2][C@H:3]1O[C@@:4]1([CH3:15])[C@@:5]2([CH3:14])[C@@H:6](O[C:6001](=O)[C:6002](=[CH2:6003])[CH3:6201])[C:7]3=[C:11]([CH3:13])[C:12](=O)O[C@:8]3(O[CH3:8001])[CH2:9]4', '[H][C@]24CC[C@H]1O[C@@]1(C)[C@@]2(C)[C@@H](OC(=O)C(=C)C)C3=C(C)C(=O)O[C@]3(OC)C4', '[H][C@:35]24[CH2:26][CH2:23][C@H:61]1O[C@@:60]1([CH3:16])[C@@:46]2([CH3:12])[C@@H:71](O[C:167](=O)[C:136](=[CH2:127])[CH3:18])[C:153]3=[C:127]([CH3:10])[C:171](=O)O[C@:106]3(O[CH3:50])[CH2:41]4', '27 30 H 13.79 -7.86 C:6003 15.08 -15.34 C:8001 17.47 -6.93 C:6201 17.53 -15.34 C:13 18.01 -12.19 C:15 12.50 -12.53 C:14 13.82 -11.84 O 17.53 -12.52 O 19.82 -9.72 C:2 11.30 -9.00 C:1 12.50 -8.28 C:9 15.08 -8.28 O 16.30 -7.62 O 15.08 -12.54 O 17.53 -8.58 O 11.30 -11.80 C:6002 16.30 -14.64 C:11 17.53 -10.85 C:6001 16.30 -13.23 C:12 18.42 -9.72 C:7 16.30 -10.43 C:3 11.30 -10.43 C:6 15.08 -11.13 C:10 13.79 -9.00 C:4 12.50 -11.13 C:8 16.30 -9.00 C:5 13.79 -10.43 24 1 -1 2 17 2 3 13 1 4 17 1 5 18 1 25 6 -1 27 7 -1 8 19 2 9 20 2 10 11 1 10 22 1 11 24 1 12 24 1 12 26 1 26 13 -2 14 19 1 23 14 -2 15 20 1 15 26 1 22 16 -2 25 16 -2 17 19 1 18 20 1 18 21 2 21 23 1 21 26 1 22 25 1 23 27 1 24 27 1 25 27 1', '27 30 H 13.79 -7.86 C 15.08 -15.34 C 17.47 -6.93 C 17.53 -15.34 C 18.01 -12.19 C 12.50 -12.53 C 13.82 -11.84 O 17.53 -12.52 O 19.82 -9.72 C 11.30 -9.00 C 12.50 -8.28 C 15.08 -8.28 O 16.30 -7.62 O 15.08 -12.54 O 17.53 -8.58 O 11.30 -11.80 C 16.30 -14.64 C 17.53 -10.85 C 16.30 -13.23 C 18.42 -9.72 C 16.30 -10.43 C 11.30 -10.43 C 15.08 -11.13 C 13.79 -9.00 C 12.50 -11.13 C 16.30 -9.00 C 13.79 -10.43 24 1 -1 2 17 2 3 13 1 4 17 1 5 18 1 25 6 -1 27 7 -1 8 19 2 9 20 2 10 11 1 10 22 1 11 24 1 12 24 1 12 26 1 26 13 -2 14 19 1 23 14 -2 15 20 1 15 26 1 22 16 -2 25 16 -2 17 19 1 18 20 1 18 21 2 21 23 1 21 26 1 22 25 1 23 27 1 24 27 1 25 27 1', '27 30 H 13.79 -7.86 C:127 15.08 -15.34 C:50 17.47 -6.93 C:18 17.53 -15.34 C:10 18.01 -12.19 C:16 12.50 -12.53 C:12 13.82 -11.84 O 17.53 -12.52 O 19.82 -9.72 C:23 11.30 -9.00 C:26 12.50 -8.28 C:41 15.08 -8.28 O 16.30 -7.62 O 15.08 -12.54 O 17.53 -8.58 O 11.30 -11.80 C:136 16.30 -14.64 C:127 17.53 -10.85 C:167 16.30 -13.23 C:171 18.42 -9.72 C:153 16.30 -10.43 C:61 11.30 -10.43 C:71 15.08 -11.13 C:35 13.79 -9.00 C:60 12.50 -11.13 C:106 16.30 -9.00 C:46 13.79 -10.43 24 1 -1 2 17 2 3 13 1 4 17 1 5 18 1 25 6 -1 27 7 -1 8 19 2 9 20 2 10 11 1 10 22 1 11 24 1 12 24 1 12 26 1 26 13 -2 14 19 1 23 14 -2 15 20 1 15 26 1 22 16 -2 25 16 -2 17 19 1 18 20 1 18 21 2 21 23 1 21 26 1 22 25 1 23 27 1 24 27 1 25 27 1', 'C20H26O6', 362.218, 'C', 'pm07_585_1', 2576, '', '', '1', 27, NULL, NULL),
(9115, '', '3a,4a-Epoxy-6a-(2-methyl acryl oyl )oxy-8a-ethoxyeremophil-7(11)-en-8b, 12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[H][C@:10]24[CH2:1][CH2:2][C@H:3]1O[C@@:4]1([CH3:15])[C@@:5]2([CH3:14])[C@@H:6](O[C:6001](=O)[C:6002](=[CH2:6003])[CH3:6201])[C:7]3=[C:11]([CH3:13])[C:12](=O)O[C@:8]3(O[CH2:8001][CH3:8002])[CH2:9]4', '[H][C@]24CC[C@H]1O[C@@]1(C)[C@@]2(C)[C@@H](OC(=O)C(=C)C)C3=C(C)C(=O)O[C@]3(OCC)C4', '[H][C@:35]24[CH2:26][CH2:23][C@H:61]1O[C@@:60]1([CH3:16])[C@@:47]2([CH3:12])[C@@H:71](O[C:167](=O)[C:136](=[CH2:127])[CH3:18])[C:154]3=[C:127]([CH3:10])[C:171](=O)O[C@:106]3(O[CH2:59][CH3:15])[CH2:41]4', '28 31 H 13.80 -8.60 C:6003 15.10 -16.07 C:8002 17.48 -6.26 C:6201 17.53 -16.07 C:13 18.03 -12.95 C:15 12.52 -13.29 C:14 13.83 -12.60 O 17.53 -13.28 O 19.85 -10.47 C:8001 17.48 -7.67 C:2 11.32 -9.74 C:1 12.52 -9.02 C:9 15.10 -9.02 O 16.31 -8.36 O 15.10 -13.30 O 17.53 -9.32 O 11.32 -12.56 C:6002 16.31 -15.37 C:11 17.53 -11.61 C:6001 16.31 -13.99 C:12 18.44 -10.47 C:7 16.31 -11.19 C:3 11.32 -11.19 C:6 15.10 -11.89 C:10 13.80 -9.74 C:4 12.52 -11.89 C:8 16.31 -9.74 C:5 13.80 -11.19 25 1 -1 2 18 2 3 10 1 4 18 1 5 19 1 26 6 -1 28 7 -1 8 20 2 9 21 2 10 14 1 11 12 1 11 23 1 12 25 1 13 25 1 13 27 1 27 14 -2 15 20 1 24 15 -2 16 21 1 16 27 1 23 17 -2 26 17 -2 18 20 1 19 21 1 19 22 2 22 24 1 22 27 1 23 26 1 24 28 1 25 28 1 26 28 1', '28 31 H 13.80 -8.60 C 15.10 -16.07 C 17.48 -6.26 C 17.53 -16.07 C 18.03 -12.95 C 12.52 -13.29 C 13.83 -12.60 O 17.53 -13.28 O 19.85 -10.47 C 17.48 -7.67 C 11.32 -9.74 C 12.52 -9.02 C 15.10 -9.02 O 16.31 -8.36 O 15.10 -13.30 O 17.53 -9.32 O 11.32 -12.56 C 16.31 -15.37 C 17.53 -11.61 C 16.31 -13.99 C 18.44 -10.47 C 16.31 -11.19 C 11.32 -11.19 C 15.10 -11.89 C 13.80 -9.74 C 12.52 -11.89 C 16.31 -9.74 C 13.80 -11.19 25 1 -1 2 18 2 3 10 1 4 18 1 5 19 1 26 6 -1 28 7 -1 8 20 2 9 21 2 10 14 1 11 12 1 11 23 1 12 25 1 13 25 1 13 27 1 27 14 -2 15 20 1 24 15 -2 16 21 1 16 27 1 23 17 -2 26 17 -2 18 20 1 19 21 1 19 22 2 22 24 1 22 27 1 23 26 1 24 28 1 25 28 1 26 28 1', '28 31 H 13.80 -8.60 C:127 15.10 -16.07 C:15 17.48 -6.26 C:18 17.53 -16.07 C:10 18.03 -12.95 C:16 12.52 -13.29 C:12 13.83 -12.60 O 17.53 -13.28 O 19.85 -10.47 C:59 17.48 -7.67 C:23 11.32 -9.74 C:26 12.52 -9.02 C:41 15.10 -9.02 O 16.31 -8.36 O 15.10 -13.30 O 17.53 -9.32 O 11.32 -12.56 C:136 16.31 -15.37 C:127 17.53 -11.61 C:167 16.31 -13.99 C:171 18.44 -10.47 C:154 16.31 -11.19 C:61 11.32 -11.19 C:71 15.10 -11.89 C:35 13.80 -9.74 C:60 12.52 -11.89 C:106 16.31 -9.74 C:47 13.80 -11.19 25 1 -1 2 18 2 3 10 1 4 18 1 5 19 1 26 6 -1 28 7 -1 8 20 2 9 21 2 10 14 1 11 12 1 11 23 1 12 25 1 13 25 1 13 27 1 27 14 -2 15 20 1 24 15 -2 16 21 1 16 27 1 23 17 -2 26 17 -2 18 20 1 19 21 1 19 22 2 22 24 1 22 27 1 23 26 1 24 28 1 25 28 1 26 28 1', 'C21H28O6', 376.229, 'C', 'pm07_585_2', 2576, '', '', '1', 27, NULL, NULL),
(9116, '', '(11S)-4alpha-Bromo-3-oxoeudesm-1-eno-12,6alpha-lactone', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH:1]=[CH:2][C:3](=O)[C@@:4]([CH3:15])(Br)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH3:13]', '[H][C@@]23CC[C@@]1(C)C=CC(=O)[C@@](C)(Br)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3C', '[H][C@@:53]23[CH2:23][CH2:39][C@@:40]1([CH3:22])[CH:158]=[CH:126][C:193](=O)[C@@:61]([CH3:24])(Br)[C@:57]1([H])[C@@:79]2([H])O[C:178](=O)[C@H:41]3[CH3:13]', '22 24 H 18.28 -10.40 H 15.46 -11.97 H 14.88 -11.86 C:13 19.96 -11.52 C:15 14.29 -12.75 C:14 14.88 -7.84 O 11.12 -11.52 O 18.66 -14.42 Br 12.89 -12.75 C:2 12.33 -9.31 C:1 13.60 -8.59 C:9 16.16 -8.59 C:8 17.47 -9.31 O 16.47 -13.02 C:3 12.33 -10.80 C:12 17.92 -13.13 C:11 18.54 -11.86 C:4 13.60 -11.55 C:10 14.88 -9.31 C:7 17.47 -10.80 C:6 16.16 -11.52 C:5 14.88 -10.80 20 1 -2 21 2 -1 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.28 -10.40 H 15.46 -11.97 H 14.88 -11.86 C 19.96 -11.52 C 14.29 -12.75 C 14.88 -7.84 O 11.12 -11.52 O 18.66 -14.42 Br 12.89 -12.75 C 12.33 -9.31 C 13.60 -8.59 C 16.16 -8.59 C 17.47 -9.31 O 16.47 -13.02 C 12.33 -10.80 C 17.92 -13.13 C 18.54 -11.86 C 13.60 -11.55 C 14.88 -9.31 C 17.47 -10.80 C 16.16 -11.52 C 14.88 -10.80 20 1 -2 21 2 -1 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', '22 24 H 18.28 -10.40 H 15.46 -11.97 H 14.88 -11.86 C:13 19.96 -11.52 C:24 14.29 -12.75 C:22 14.88 -7.84 O 11.12 -11.52 O 18.66 -14.42 Br 12.89 -12.75 C:126 12.33 -9.31 C:158 13.60 -8.59 C:39 16.16 -8.59 C:23 17.47 -9.31 O 16.47 -13.02 C:193 12.33 -10.80 C:178 17.92 -13.13 C:41 18.54 -11.86 C:61 13.60 -11.55 C:40 14.88 -9.31 C:53 17.47 -10.80 C:79 16.16 -11.52 C:57 14.88 -10.80 20 1 -2 21 2 -1 22 3 -2 17 4 -2 18 5 -1 19 6 -1 7 15 2 8 16 2 18 9 -2 10 11 2 10 15 1 11 19 1 12 13 1 12 19 1 13 20 1 14 16 1 14 21 1 15 18 1 16 17 1 17 20 1 18 22 1 19 22 1 20 21 1 21 22 1', 'C15H19BrO3', 327.087, 'C', 'np03_588_3b', 879, '', '', '1', 24, NULL, NULL),
(9117, 'Tessaric acid', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([C:13](=O)O)[C@@H:7]2[CH2:8][CH2:9][C:10]1=[CH:1][C:2](=O)[CH2:3][C@H:4]([CH3:15])[C@@:5]1([CH3:14])[CH2:6]2', 'C=C(C(=O)O)[C@@H]2CCC1=CC(=O)C[C@H](C)[C@@]1(C)C2', '[CH2:124]=[C:170]([C:178](=O)O)[C@@H:37]2[CH2:30][CH2:43][C:146]1=[CH:126][C:202](=O)[CH2:41][C@H:34]([CH3:16])[C@@:42]1([CH3:19])[CH2:30]2', '18 19 C:12 17.97 -13.23 C:15 13.14 -13.23 C:14 14.32 -12.54 O 19.18 -9.77 O 10.71 -9.06 O 20.38 -11.88 C:1 13.14 -9.02 C:9 15.54 -9.02 C:8 16.78 -9.74 C:3 11.90 -11.15 C:6 15.54 -11.85 C:13 19.18 -11.17 C:11 17.97 -11.85 C:2 11.90 -9.74 C:10 14.32 -9.74 C:4 13.14 -11.85 C:7 16.78 -11.15 C:5 14.32 -11.15 1 13 2 16 2 -1 18 3 -1 4 12 2 5 14 2 6 12 1 7 14 1 7 15 2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 17 1 11 18 1 12 13 1 17 13 -1 15 18 1 16 18 1', '18 19 C 17.97 -13.23 C 13.14 -13.23 C 14.32 -12.54 O 19.18 -9.77 O 10.71 -9.06 O 20.38 -11.88 C 13.14 -9.02 C 15.54 -9.02 C 16.78 -9.74 C 11.90 -11.15 C 15.54 -11.85 C 19.18 -11.17 C 17.97 -11.85 C 11.90 -9.74 C 14.32 -9.74 C 13.14 -11.85 C 16.78 -11.15 C 14.32 -11.15 1 13 2 16 2 -1 18 3 -1 4 12 2 5 14 2 6 12 1 7 14 1 7 15 2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 17 1 11 18 1 12 13 1 17 13 -1 15 18 1 16 18 1', '18 19 C:124 17.97 -13.23 C:16 13.14 -13.23 C:19 14.32 -12.54 O 19.18 -9.77 O 10.71 -9.06 O 20.38 -11.88 C:126 13.14 -9.02 C:43 15.54 -9.02 C:30 16.78 -9.74 C:41 11.90 -11.15 C:30 15.54 -11.85 C:178 19.18 -11.17 C:170 17.97 -11.85 C:202 11.90 -9.74 C:146 14.32 -9.74 C:34 13.14 -11.85 C:37 16.78 -11.15 C:42 14.32 -11.15 1 13 2 16 2 -1 18 3 -1 4 12 2 5 14 2 6 12 1 7 14 1 7 15 2 8 9 1 8 15 1 9 17 1 10 14 1 10 16 1 11 17 1 11 18 1 12 13 1 17 13 -1 15 18 1 16 18 1', 'C15H20O3', 248.159, 'M', 'np03_1078_4', 2587, '', '', '1', 24, 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
(9118, '3,5,11(13)-Trieneudesma-12-oic acid', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([C:13](=O)O)[C@H:7]2[CH:6]=[C:5]1[C:4]([CH3:15])=[CH:3][CH2:2][CH2:1][C@:10]1([CH3:14])[CH2:9][CH2:8]2', 'C=C(C(=O)O)[C@H]2C=C1C(C)=CCC[C@]1(C)CC2', '[CH2:126]=[C:145]([C:173](=O)O)[C@H:39]2[CH:122]=[C:143]1[C:131]([CH3:20])=[CH:125][CH2:23][CH2:37][C@:31]1([CH3:23])[CH2:38][CH2:26]2', '17 18 C:12 17.37 -13.59 C:15 12.55 -13.60 C:14 13.72 -8.71 O 18.58 -10.14 O 19.78 -12.25 C:3 11.32 -11.52 C:6 14.94 -12.22 C:2 11.32 -10.11 C:8 16.17 -10.11 C:1 12.55 -9.39 C:9 14.94 -9.39 C:4 12.55 -12.22 C:13 18.58 -11.54 C:11 17.37 -12.22 C:5 13.72 -11.52 C:7 16.17 -11.52 C:10 13.72 -10.11 1 14 2 2 12 1 17 3 -1 4 13 2 5 13 1 6 8 1 6 12 2 7 15 2 7 16 1 8 10 1 9 11 1 9 16 1 10 17 1 11 17 1 12 15 1 13 14 1 16 14 -1 15 17 1', '17 18 C 17.37 -13.59 C 12.55 -13.60 C 13.72 -8.71 O 18.58 -10.14 O 19.78 -12.25 C 11.32 -11.52 C 14.94 -12.22 C 11.32 -10.11 C 16.17 -10.11 C 12.55 -9.39 C 14.94 -9.39 C 12.55 -12.22 C 18.58 -11.54 C 17.37 -12.22 C 13.72 -11.52 C 16.17 -11.52 C 13.72 -10.11 1 14 2 2 12 1 17 3 -1 4 13 2 5 13 1 6 8 1 6 12 2 7 15 2 7 16 1 8 10 1 9 11 1 9 16 1 10 17 1 11 17 1 12 15 1 13 14 1 16 14 -1 15 17 1', '17 18 C:126 17.37 -13.59 C:20 12.55 -13.60 C:23 13.72 -8.71 O 18.58 -10.14 O 19.78 -12.25 C:125 11.32 -11.52 C:122 14.94 -12.22 C:23 11.32 -10.11 C:26 16.17 -10.11 C:37 12.55 -9.39 C:38 14.94 -9.39 C:131 12.55 -12.22 C:173 18.58 -11.54 C:145 17.37 -12.22 C:143 13.72 -11.52 C:39 16.17 -11.52 C:31 13.72 -10.11 1 14 2 2 12 1 17 3 -1 4 13 2 5 13 1 6 8 1 6 12 2 7 15 2 7 16 1 8 10 1 9 11 1 9 16 1 10 17 1 11 17 1 12 15 1 13 14 1 16 14 -1 15 17 1', 'C15H20O2', 232.159, 'C', 'np03_1078_5', 2587, '', '', '1', 24, NULL, NULL),
(9120, 'Petasone B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH3:12][C:11]([CH3:13])=[C:7]1[CH2:6][C@@:5]2([CH3:14])[C:10](=[CH:9][C:8]1=O)[CH2:1][CH2:2][C@@H:3](O[C:3002](=O)[CH:3003]=[CH:3004]S([CH3:3005])=O)[C@@H:4]2[CH3:15]', 'CC(C)=C1C[C@@]2(C)C(=CC1=O)CC[C@@H](OC(=O)C=CS(C)=O)[C@@H]2C', '[CH3:23][C:144]([CH3:22])=[C:127]1[CH2:41][C@@:42]2([CH3:17])[C:164](=[CH:127][C:192]1=O)[CH2:30][CH2:31][C@@H:75](O[C:163](=O)[CH:126]=[CH:151]S([CH3:40])=O)[C@@H:46]2[CH3:11]', '24 25 C:12 22.82 -11.13 C:13 21.60 -13.23 C:15 16.74 -13.23 C:3005 8.27 -11.15 C:14 17.99 -12.54 O 13.11 -9.74 O 21.58 -9.02 O 9.48 -13.25 C:3003 11.90 -11.84 C:3004 10.69 -11.15 C:9 19.18 -9.03 C:1 16.74 -9.03 C:2 15.53 -9.72 C:6 19.18 -11.83 O 14.32 -11.83 C:11 21.60 -11.83 C:3002 13.11 -11.14 C:8 20.39 -9.72 C:10 17.96 -9.72 C:7 20.39 -11.13 C:4 16.74 -11.83 C:3 15.53 -11.13 S 9.48 -11.85 C:5 17.96 -11.13 1 16 1 2 16 1 21 3 -1 4 23 1 24 5 -1 6 17 2 7 18 2 8 23 2 9 10 2 9 17 1 10 23 1 11 18 1 11 19 2 12 13 1 12 19 1 13 22 1 14 20 1 14 24 1 15 17 1 22 15 -2 16 20 2 18 20 1 19 24 1 21 22 1 21 24 1', '24 25 C 22.82 -11.13 C 21.60 -13.23 C 16.74 -13.23 C 8.27 -11.15 C 17.99 -12.54 O 13.11 -9.74 O 21.58 -9.02 O 9.48 -13.25 C 11.90 -11.84 C 10.69 -11.15 C 19.18 -9.03 C 16.74 -9.03 C 15.53 -9.72 C 19.18 -11.83 O 14.32 -11.83 C 21.60 -11.83 C 13.11 -11.14 C 20.39 -9.72 C 17.96 -9.72 C 20.39 -11.13 C 16.74 -11.83 C 15.53 -11.13 S 9.48 -11.85 C 17.96 -11.13 1 16 1 2 16 1 21 3 -1 4 23 1 24 5 -1 6 17 2 7 18 2 8 23 2 9 10 2 9 17 1 10 23 1 11 18 1 11 19 2 12 13 1 12 19 1 13 22 1 14 20 1 14 24 1 15 17 1 22 15 -2 16 20 2 18 20 1 19 24 1 21 22 1 21 24 1', '24 25 C:23 22.82 -11.13 C:22 21.60 -13.23 C:11 16.74 -13.23 C:40 8.27 -11.15 C:17 17.99 -12.54 O 13.11 -9.74 O 21.58 -9.02 O 9.48 -13.25 C:126 11.90 -11.84 C:151 10.69 -11.15 C:127 19.18 -9.03 C:30 16.74 -9.03 C:31 15.53 -9.72 C:41 19.18 -11.83 O 14.32 -11.83 C:144 21.60 -11.83 C:163 13.11 -11.14 C:192 20.39 -9.72 C:164 17.96 -9.72 C:127 20.39 -11.13 C:46 16.74 -11.83 C:75 15.53 -11.13 S 9.48 -11.85 C:42 17.96 -11.13 1 16 1 2 16 1 21 3 -1 4 23 1 24 5 -1 6 17 2 7 18 2 8 23 2 9 10 2 9 17 1 10 23 1 11 18 1 11 19 2 12 13 1 12 19 1 13 22 1 14 20 1 14 24 1 15 17 1 22 15 -2 16 20 2 18 20 1 19 24 1 21 22 1 21 24 1', 'C19H26O4S', 350.267, 'C', 'np98_887_2', 1327, '', '', '1', 31, NULL, NULL),
(9126, '', 'Muurolane-4b,5b,10b-triol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:1]12[CH2:2][CH2:3][C@:4]([CH3:14])(O)[C@H:5](O)[C@@:6]1([H])[C@H:7]([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C@:10]2([CH3:15])O', '[H][C@]12CC[C@](C)(O)[C@H](O)[C@@]1([H])[C@H](C(C)C)CC[C@]2(C)O', '[H][C@:42]12[CH2:20][CH2:35][C@:72]([CH3:29])(O)[C@H:72](O)[C@@:42]1([H])[C@H:38]([CH:27]([CH3:22])[CH3:15])[CH2:20][CH2:35][C@:72]2([CH3:30])O', '20 21 H 16.24 -8.82 H 16.24 -12.39 C:13 18.75 -14.26 C:12 16.24 -14.26 C:14 13.02 -12.55 C:15 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C:8 18.75 -11.35 C:9 18.75 -9.91 C:3 13.73 -9.91 C:2 14.99 -9.18 C:11 17.49 -13.54 C:5 14.99 -12.08 C:7 17.49 -12.08 C:4 13.73 -11.35 C:10 17.49 -9.18 C:1 16.24 -9.91 C:6 16.24 -11.35 19 1 -1 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -1 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', '20 21 H 16.24 -8.82 H 16.24 -12.39 C 18.75 -14.26 C 16.24 -14.26 C 13.02 -12.55 C 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C 18.75 -11.35 C 18.75 -9.91 C 13.73 -9.91 C 14.99 -9.18 C 17.49 -13.54 C 14.99 -12.08 C 17.49 -12.08 C 13.73 -11.35 C 17.49 -9.18 C 16.24 -9.91 C 16.24 -11.35 19 1 -1 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -1 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', '20 21 H 16.24 -8.82 H 16.24 -12.39 C:22 18.75 -14.26 C:15 16.24 -14.26 C:29 13.02 -12.55 C:30 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C:20 18.75 -11.35 C:35 18.75 -9.91 C:35 13.73 -9.91 C:20 14.99 -9.18 C:27 17.49 -13.54 C:72 14.99 -12.08 C:38 17.49 -12.08 C:72 13.73 -11.35 C:72 17.49 -9.18 C:42 16.24 -9.91 C:42 16.24 -11.35 19 1 -1 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -1 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', 'C15H28O3', 256.175, 'C', 'cpb03_986_5', 1222, '', '', '1', 2, NULL, NULL),
(9127, '', 'Acetyloxy-7-isopropyl-4,10-dimethylbicyclo[4.4.0]dec-4-en-10-ol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[CH:5]=[C:4]([CH3:14])[C@H:3](O[C:3001]([CH3:3002])=O)[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(C)[C@H](OC(C)=O)C[C@@]1([H])[C@@](C)(O)CC[C@@H]2C(C)C', '[H][C@:38]12[CH:127]=[C:133]([CH3:19])[C@H:74](O[C:171]([CH3:21])=O)[CH2:24][C@@:39]1([H])[C@@:71]([CH3:27])(O)[CH2:34][CH2:21][C@@H:44]2[CH:26]([CH3:22])[CH3:21]', '22 23 H 16.81 -12.83 H 16.81 -9.28 C:3002 11.85 -7.58 C:14 13.06 -12.52 C:13 19.32 -14.68 C:12 16.81 -14.68 C:15 18.76 -8.43 O 14.31 -7.59 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 O 13.06 -9.66 C:3001 13.06 -8.28 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 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -2 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', '22 23 H 16.81 -12.83 H 16.81 -9.28 C 11.85 -7.58 C 13.06 -12.52 C 19.32 -14.68 C 16.81 -14.68 C 18.76 -8.43 O 14.31 -7.59 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 O 13.06 -9.66 C 13.06 -8.28 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 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -2 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', '22 23 H 16.81 -12.83 H 16.81 -9.28 C:21 11.85 -7.58 C:19 13.06 -12.52 C:22 19.32 -14.68 C:21 16.81 -14.68 C:27 18.76 -8.43 O 14.31 -7.59 O 17.35 -8.43 C:127 15.58 -12.52 C:21 19.32 -11.78 C:34 19.32 -10.35 C:24 15.58 -9.66 O 13.06 -9.66 C:171 13.06 -8.28 C:133 14.31 -11.78 C:26 18.05 -13.96 C:74 14.31 -10.35 C:44 18.05 -12.52 C:71 18.05 -9.66 C:38 16.81 -11.78 C:39 16.81 -10.35 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -2 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', 'C17H28O3', 280.196, 'C', 'cnc02_154_6', 2310, '', '', '3', 2, NULL, NULL),
(9128, '', '3-Acetyloxy-7-isopropyl-4,10-dimethylbicyclo[4.4.0]dec-4-en-10-ol', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[CH:5]=[C:4]([CH3:14])[C@@H:3](O[C:3001]([CH3:3002])=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](OC(C)=O)C[C@@]1([H])[C@@](C)(O)CC[C@@H]2C(C)C', '[H][C@:37]12[CH:131]=[C:132]([CH3:15])[C@@H:70](O[C:9999]([CH3:21])=O)[CH2:25][C@@:40]1([H])[C@@:72]([CH3:28])(O)[CH2:35][CH2:21][C@@H:43]2[CH:27]([CH3:21])[CH3:22]', '22 23 H 16.81 -12.83 H 16.81 -9.28 C:3002 11.85 -7.58 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 14.31 -7.59 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 O 13.06 -9.66 C:3001 13.06 -8.28 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 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -1 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', '22 23 H 16.81 -12.83 H 16.81 -9.28 C 11.85 -7.58 C 13.06 -12.52 C 16.81 -14.68 C 19.32 -14.68 C 18.76 -8.43 O 14.31 -7.59 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 O 13.06 -9.66 C 13.06 -8.28 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 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -1 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', '22 23 H 16.81 -12.83 H 16.81 -9.28 C:21 11.85 -7.58 C:15 13.06 -12.52 C:21 16.81 -14.68 C:22 19.32 -14.68 C:28 18.76 -8.43 O 14.31 -7.59 O 17.35 -8.43 C:131 15.58 -12.52 C:21 19.32 -11.78 C:35 19.32 -10.35 C:25 15.58 -9.66 O 13.06 -9.66 C 13.06 -8.28 C:132 14.31 -11.78 C:27 18.05 -13.96 C:70 14.31 -10.35 C:43 18.05 -12.52 C:72 18.05 -9.66 C:37 16.81 -11.78 C:40 16.81 -10.35 21 1 -2 22 2 -2 3 15 1 4 16 1 5 17 1 6 17 1 20 7 -2 8 15 2 20 9 -1 10 16 2 10 21 1 11 12 1 11 19 1 12 20 1 13 18 1 13 22 1 14 15 1 18 14 -1 16 18 1 19 17 -2 19 21 1 20 22 1 21 22 1', 'C17H28O3', 280.196, 'C', 'cnc02_154_5', 2310, '', '', '3', 2, NULL, NULL),
(9129, '', 'Isopropyl-1,7-dimethyl-11-oxatricyclo[6.2.1.05,10]undec-6-ene', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@:6]12[CH:5]=[C:4]([CH3:14])[C@H:3]3[CH2:2][C@@:1]1([H])[C@@:10]([CH3:15])([CH2:9][CH2:8][C@@H:7]2[CH:11]([CH3:13])[CH3:12])O3', '[H][C@]12C=C(C)[C@H]3C[C@@]1([H])[C@@](C)(CC[C@@H]2C(C)C)O3', '[H][C@:39]12[CH:127]=[C:140]([CH3:21])[C@H:77]3[CH2:35][C@@:39]1([H])[C@@:82]([CH3:30])([CH2:31][CH2:19][C@@H:45]2[CH:25]([CH3:21])[CH3:21])O3', '18 20 H 16.15 -12.43 H 16.16 -9.08 C:14 12.68 -12.14 C:13 18.46 -14.15 C:12 16.15 -14.15 C:15 17.29 -8.13 C:5 15.00 -12.14 C:8 18.46 -11.47 C:9 18.46 -10.14 C:2 15.00 -9.47 O 16.89 -10.89 C:4 13.84 -11.47 C:11 17.30 -13.48 C:3 13.84 -10.14 C:7 17.30 -12.14 C:6 16.15 -11.47 C:10 17.30 -9.47 C:1 16.15 -10.14 16 1 -2 18 2 -2 3 12 1 4 13 1 5 13 1 17 6 -2 7 12 2 7 16 1 8 9 1 8 15 1 9 17 1 10 14 1 10 18 1 14 11 -1 11 17 1 12 14 1 15 13 -2 15 16 1 16 18 1 17 18 1', '18 20 H 16.15 -12.43 H 16.16 -9.08 C 12.68 -12.14 C 18.46 -14.15 C 16.15 -14.15 C 17.29 -8.13 C 15.00 -12.14 C 18.46 -11.47 C 18.46 -10.14 C 15.00 -9.47 O 16.89 -10.89 C 13.84 -11.47 C 17.30 -13.48 C 13.84 -10.14 C 17.30 -12.14 C 16.15 -11.47 C 17.30 -9.47 C 16.15 -10.14 16 1 -2 18 2 -2 3 12 1 4 13 1 5 13 1 17 6 -2 7 12 2 7 16 1 8 9 1 8 15 1 9 17 1 10 14 1 10 18 1 14 11 -1 11 17 1 12 14 1 15 13 -2 15 16 1 16 18 1 17 18 1', '18 20 H 16.15 -12.43 H 16.16 -9.08 C:21 12.68 -12.14 C:21 18.46 -14.15 C:21 16.15 -14.15 C:30 17.29 -8.13 C:127 15.00 -12.14 C:19 18.46 -11.47 C:31 18.46 -10.14 C:35 15.00 -9.47 O 16.89 -10.89 C:140 13.84 -11.47 C:25 17.30 -13.48 C:77 13.84 -10.14 C:45 17.30 -12.14 C:39 16.15 -11.47 C:82 17.30 -9.47 C:39 16.15 -10.14 16 1 -2 18 2 -2 3 12 1 4 13 1 5 13 1 17 6 -2 7 12 2 7 16 1 8 9 1 8 15 1 9 17 1 10 14 1 10 18 1 14 11 -1 11 17 1 12 14 1 15 13 -2 15 16 1 16 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'cnc02_154_7', 2310, '', '', '3', 2, NULL, NULL),
(9130, '', '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]([CH3:13])[CH3:12]', '[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:129]=[C:135]([CH3:15])[C@H:68](O)[CH2:28][C@@:43]1([H])[C@@:72]([CH3:28])(O)[CH2:35][CH2:21][C@@H:40]2[CH:27]([CH3:22])[CH3:21]', '19 20 H 16.19 -12.44 H 16.19 -8.89 C:14 12.44 -12.13 C:13 18.70 -14.29 C:12 16.19 -14.29 C:15 18.14 -8.04 O 12.44 -9.27 O 16.73 -8.04 C:5 14.95 -12.13 C:8 18.70 -11.39 C:9 18.70 -9.96 C:2 14.95 -9.27 C:4 13.69 -11.39 C:11 17.43 -13.57 C:3 13.69 -9.96 C:7 17.43 -12.13 C:10 17.43 -9.27 C:6 16.19 -11.39 C:1 16.19 -9.96 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 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 16.19 -12.44 H 16.19 -8.89 C 12.44 -12.13 C 18.70 -14.29 C 16.19 -14.29 C 18.14 -8.04 O 12.44 -9.27 O 16.73 -8.04 C 14.95 -12.13 C 18.70 -11.39 C 18.70 -9.96 C 14.95 -9.27 C 13.69 -11.39 C 17.43 -13.57 C 13.69 -9.96 C 17.43 -12.13 C 17.43 -9.27 C 16.19 -11.39 C 16.19 -9.96 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 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 16.19 -12.44 H 16.19 -8.89 C:15 12.44 -12.13 C:22 18.70 -14.29 C:21 16.19 -14.29 C:28 18.14 -8.04 O 12.44 -9.27 O 16.73 -8.04 C:129 14.95 -12.13 C:21 18.70 -11.39 C:35 18.70 -9.96 C:28 14.95 -9.27 C:135 13.69 -11.39 C:27 17.43 -13.57 C:68 13.69 -9.96 C:40 17.43 -12.13 C:72 17.43 -9.27 C:37 16.19 -11.39 C:43 16.19 -9.96 18 1 -2 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 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_9', 2310, '', '', '3', 2, NULL, NULL),
(9131, '', '1-Hydroxycadinan-3-en-5-one', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C:5](=O)[C:4]([CH3:14])=[CH:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12C(=O)C(C)=CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:56]12[C:201](=O)[C:136]([CH3:16])=[CH:137][CH2:40][C@@:77]1(O)[C@H:43]([CH3:14])[CH2:29][CH2:23][C@H:37]2[CH:28]([CH3:16])[CH3:22]', '18 19 H 16.16 -12.54 C:14 12.45 -12.24 C:12 16.16 -14.38 C:13 18.63 -14.38 C:15 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:3 13.70 -10.10 C:9 18.63 -10.10 C:8 18.63 -11.51 C:2 14.94 -9.39 C:4 13.70 -11.51 C:5 14.94 -12.24 C:11 17.39 -13.67 C:10 17.39 -9.39 C:7 17.39 -12.24 C:6 16.16 -11.51 C:1 16.16 -10.10 17 1 -1 2 12 1 3 14 1 4 14 1 15 5 -2 6 13 2 18 7 -2 8 11 1 8 12 2 9 10 1 9 15 1 10 16 1 11 18 1 12 13 1 13 17 1 16 14 -1 15 18 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C 12.45 -12.24 C 16.16 -14.38 C 18.63 -14.38 C 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C 13.70 -10.10 C 18.63 -10.10 C 18.63 -11.51 C 14.94 -9.39 C 13.70 -11.51 C 14.94 -12.24 C 17.39 -13.67 C 17.39 -9.39 C 17.39 -12.24 C 16.16 -11.51 C 16.16 -10.10 17 1 -1 2 12 1 3 14 1 4 14 1 15 5 -2 6 13 2 18 7 -2 8 11 1 8 12 2 9 10 1 9 15 1 10 16 1 11 18 1 12 13 1 13 17 1 16 14 -1 15 18 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C:16 12.45 -12.24 C:16 16.16 -14.38 C:22 18.63 -14.38 C:14 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:137 13.70 -10.10 C:29 18.63 -10.10 C:23 18.63 -11.51 C:40 14.94 -9.39 C:136 13.70 -11.51 C:201 14.94 -12.24 C:28 17.39 -13.67 C:43 17.39 -9.39 C:37 17.39 -12.24 C:56 16.16 -11.51 C:77 16.16 -10.10 17 1 -1 2 12 1 3 14 1 4 14 1 15 5 -2 6 13 2 18 7 -2 8 11 1 8 12 2 9 10 1 9 15 1 10 16 1 11 18 1 12 13 1 13 17 1 16 14 -1 15 18 1 16 17 1 17 18 1', 'C15H24O2', 236.167, 'A', 'np04_1644_1', 2098, '', '', '1', 2, NULL, NULL),
(9132, '', 'Cadinan-3-ene-1,5-diol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C@H:5](O)[C:4]([CH3:14])=[CH:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12[C@H](O)C(C)=CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:52]12[C@H:73](O)[C:138]([CH3:20])=[CH:120][CH2:38][C@@:74]1(O)[C@H:42]([CH3:15])[CH2:31][CH2:25][C@H:45]2[CH:28]([CH3:17])[CH3:23]', '18 19 H 16.16 -12.54 C:14 12.45 -12.24 C:12 16.16 -14.38 C:13 18.63 -14.38 C:15 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:3 13.70 -10.10 C:2 14.94 -9.39 C:9 18.63 -10.10 C:8 18.63 -11.51 C:4 13.70 -11.51 C:11 17.39 -13.67 C:10 17.39 -9.39 C:5 14.94 -12.24 C:7 17.39 -12.24 C:6 16.16 -11.51 C:1 16.16 -10.10 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C 12.45 -12.24 C 16.16 -14.38 C 18.63 -14.38 C 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C 13.70 -10.10 C 14.94 -9.39 C 18.63 -10.10 C 18.63 -11.51 C 13.70 -11.51 C 17.39 -13.67 C 17.39 -9.39 C 14.94 -12.24 C 17.39 -12.24 C 16.16 -11.51 C 16.16 -10.10 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C:20 12.45 -12.24 C:17 16.16 -14.38 C:23 18.63 -14.38 C:15 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:120 13.70 -10.10 C:38 14.94 -9.39 C:31 18.63 -10.10 C:25 18.63 -11.51 C:138 13.70 -11.51 C:28 17.39 -13.67 C:42 17.39 -9.39 C:73 14.94 -12.24 C:45 17.39 -12.24 C:52 16.16 -11.51 C:74 16.16 -10.10 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', 'C15H26O2', 238.167, 'A', 'np04_1644_2', 2098, '', '', '1', 2, NULL, NULL),
(9133, '', 'Cadinan-3-ene-1,5-diol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C@@H:5](O)[C:4]([CH3:14])=[CH:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12[C@@H](O)C(C)=CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:45]12[C@@H:87](O)[C:135]([CH3:20])=[CH:124][CH2:38][C@@:74]1(O)[C@H:42]([CH3:15])[CH2:31][CH2:25][C@H:44]2[CH:28]([CH3:16])[CH3:23]', '18 19 H 16.18 -12.52 C:14 12.43 -12.21 C:12 16.18 -14.38 C:13 18.68 -14.38 C:15 17.43 -7.88 O 14.95 -13.61 O 16.18 -8.65 C:3 13.69 -10.05 C:2 14.95 -9.33 C:9 18.68 -10.05 C:8 18.68 -11.48 C:4 13.69 -11.48 C:11 17.43 -13.66 C:10 17.43 -9.33 C:5 14.95 -12.21 C:7 17.43 -12.21 C:6 16.18 -11.48 C:1 16.18 -10.05 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -1 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.18 -12.52 C 12.43 -12.21 C 16.18 -14.38 C 18.68 -14.38 C 17.43 -7.88 O 14.95 -13.61 O 16.18 -8.65 C 13.69 -10.05 C 14.95 -9.33 C 18.68 -10.05 C 18.68 -11.48 C 13.69 -11.48 C 17.43 -13.66 C 17.43 -9.33 C 14.95 -12.21 C 17.43 -12.21 C 16.18 -11.48 C 16.18 -10.05 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -1 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.18 -12.52 C:20 12.43 -12.21 C:16 16.18 -14.38 C:23 18.68 -14.38 C:15 17.43 -7.88 O 14.95 -13.61 O 16.18 -8.65 C:124 13.69 -10.05 C:38 14.95 -9.33 C:31 18.68 -10.05 C:25 18.68 -11.48 C:135 13.69 -11.48 C:28 17.43 -13.66 C:42 17.43 -9.33 C:87 14.95 -12.21 C:44 17.43 -12.21 C:45 16.18 -11.48 C:74 16.18 -10.05 17 1 -1 2 12 1 3 13 1 4 13 1 14 5 -2 15 6 -1 18 7 -2 8 9 1 8 12 2 9 18 1 10 11 1 10 14 1 11 16 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', 'C15H26O2', 238.167, 'A', 'np04_1644_3', 2098, '', '', '1', 2, NULL, NULL),
(9134, '', 'Cadinan-4(11)-ene-1,5-diol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C@H:5](O)[C:4](=[CH2:14])[CH2:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12[C@H](O)C(=C)CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:51]12[C@H:73](O)[C:152](=[CH2:108])[CH2:26][CH2:39][C@@:74]1(O)[C@H:43]([CH3:15])[CH2:31][CH2:25][C@H:38]2[CH:26]([CH3:15])[CH3:22]', '18 19 H 16.16 -12.54 C:14 12.45 -12.24 C:12 16.16 -14.38 C:13 18.63 -14.38 C:15 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:3 13.70 -10.10 C:9 18.63 -10.10 C:8 18.63 -11.51 C:2 14.94 -9.39 C:4 13.70 -11.51 C:11 17.39 -13.67 C:10 17.39 -9.39 C:5 14.94 -12.24 C:7 17.39 -12.24 C:6 16.16 -11.51 C:1 16.16 -10.10 17 1 -1 2 12 2 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 11 1 8 12 1 9 10 1 9 14 1 10 16 1 11 18 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C 12.45 -12.24 C 16.16 -14.38 C 18.63 -14.38 C 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C 13.70 -10.10 C 18.63 -10.10 C 18.63 -11.51 C 14.94 -9.39 C 13.70 -11.51 C 17.39 -13.67 C 17.39 -9.39 C 14.94 -12.24 C 17.39 -12.24 C 16.16 -11.51 C 16.16 -10.10 17 1 -1 2 12 2 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 11 1 8 12 1 9 10 1 9 14 1 10 16 1 11 18 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', '18 19 H 16.16 -12.54 C:108 12.45 -12.24 C:15 16.16 -14.38 C:22 18.63 -14.38 C:15 17.39 -7.96 O 14.94 -13.62 O 16.16 -8.72 C:26 13.70 -10.10 C:31 18.63 -10.10 C:25 18.63 -11.51 C:39 14.94 -9.39 C:152 13.70 -11.51 C:26 17.39 -13.67 C:43 17.39 -9.39 C:73 14.94 -12.24 C:38 17.39 -12.24 C:51 16.16 -11.51 C:74 16.16 -10.10 17 1 -1 2 12 2 3 13 1 4 13 1 14 5 -2 15 6 -2 18 7 -2 8 11 1 8 12 1 9 10 1 9 14 1 10 16 1 11 18 1 12 15 1 16 13 -1 14 18 1 15 17 1 16 17 1 17 18 1', 'C15H26O2', 238.167, 'A', 'np04_1644_4', 2098, '', '', '1', 2, NULL, NULL),
(9135, '', 'Cadinan-4(11)-ene-1,5,12-triol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C@@H:5](O)[C:4](=[CH2:14])[CH2:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[C:11]([CH3:13])([CH3:12])O', '[H][C@@]12[C@@H](O)C(=C)CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)(C)O', '[H][C@@:60]12[C@@H:77](O)[C:151](=[CH2:101])[CH2:31][CH2:39][C@@:72]1(O)[C@H:42]([CH3:14])[CH2:32][CH2:27][C@H:47]2[C:83]([CH3:25])([CH3:31])O', '19 20 H 16.17 -12.17 C:14 12.46 -11.86 C:15 17.40 -7.58 C:13 18.64 -14.01 C:12 16.17 -14.01 O 14.95 -13.24 O 17.40 -14.68 O 16.17 -8.34 C:3 13.71 -9.72 C:9 18.64 -9.72 C:8 18.64 -11.14 C:2 14.95 -9.01 C:4 13.71 -11.14 C:10 17.40 -9.01 C:5 14.95 -11.86 C:7 17.40 -11.86 C:11 17.40 -13.29 C:6 16.17 -11.14 C:1 16.17 -9.72 18 1 -1 2 13 2 14 3 -2 4 17 1 5 17 1 15 6 -1 7 17 1 19 8 -2 9 12 1 9 13 1 10 11 1 10 14 1 11 16 1 12 19 1 13 15 1 14 19 1 15 18 1 16 17 -1 16 18 1 18 19 1', '19 20 H 16.17 -12.17 C 12.46 -11.86 C 17.40 -7.58 C 18.64 -14.01 C 16.17 -14.01 O 14.95 -13.24 O 17.40 -14.68 O 16.17 -8.34 C 13.71 -9.72 C 18.64 -9.72 C 18.64 -11.14 C 14.95 -9.01 C 13.71 -11.14 C 17.40 -9.01 C 14.95 -11.86 C 17.40 -11.86 C 17.40 -13.29 C 16.17 -11.14 C 16.17 -9.72 18 1 -1 2 13 2 14 3 -2 4 17 1 5 17 1 15 6 -1 7 17 1 19 8 -2 9 12 1 9 13 1 10 11 1 10 14 1 11 16 1 12 19 1 13 15 1 14 19 1 15 18 1 16 17 -1 16 18 1 18 19 1', '19 20 H 16.17 -12.17 C:101 12.46 -11.86 C:14 17.40 -7.58 C:25 18.64 -14.01 C:31 16.17 -14.01 O 14.95 -13.24 O 17.40 -14.68 O 16.17 -8.34 C:31 13.71 -9.72 C:32 18.64 -9.72 C:27 18.64 -11.14 C:39 14.95 -9.01 C:151 13.71 -11.14 C:42 17.40 -9.01 C:77 14.95 -11.86 C:47 17.40 -11.86 C:83 17.40 -13.29 C:60 16.17 -11.14 C:72 16.17 -9.72 18 1 -1 2 13 2 14 3 -2 4 17 1 5 17 1 15 6 -1 7 17 1 19 8 -2 9 12 1 9 13 1 10 11 1 10 14 1 11 16 1 12 19 1 13 15 1 14 19 1 15 18 1 16 17 -1 16 18 1 18 19 1', 'C15H26O3', 254.167, 'A', 'np04_1644_5', 2098, '', '', '1', 2, NULL, NULL),
(9136, '', 'Cadinan-1,4,5-triol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[C@H:5](O)[C@:4]([CH3:14])(O)[CH2:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12[C@H](O)[C@](C)(O)CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:44]12[C@H:74](O)[C@:72]([CH3:28])(O)[CH2:29][CH2:33][C@@:75]1(O)[C@H:42]([CH3:15])[CH2:31][CH2:25][C@H:38]2[CH:26]([CH3:15])[CH3:22]', '19 20 H 16.27 -12.55 C:12 16.27 -14.41 C:13 18.77 -14.41 C:15 17.52 -7.90 C:14 13.05 -12.71 O 15.03 -13.64 O 12.37 -11.49 O 16.27 -8.67 C:9 18.77 -10.07 C:8 18.77 -11.49 C:3 13.77 -10.07 C:2 15.03 -9.35 C:11 17.52 -13.69 C:10 17.52 -9.35 C:5 15.03 -12.24 C:7 17.52 -12.24 C:4 13.77 -11.51 C:6 16.27 -11.49 C:1 16.27 -10.07 18 1 -1 2 13 1 3 13 1 14 4 -2 17 5 -1 15 6 -2 17 7 -2 19 8 -2 9 10 1 9 14 1 10 16 1 11 12 1 11 17 1 12 19 1 16 13 -1 14 19 1 15 17 1 15 18 1 16 18 1 18 19 1', '19 20 H 16.27 -12.55 C 16.27 -14.41 C 18.77 -14.41 C 17.52 -7.90 C 13.05 -12.71 O 15.03 -13.64 O 12.37 -11.49 O 16.27 -8.67 C 18.77 -10.07 C 18.77 -11.49 C 13.77 -10.07 C 15.03 -9.35 C 17.52 -13.69 C 17.52 -9.35 C 15.03 -12.24 C 17.52 -12.24 C 13.77 -11.51 C 16.27 -11.49 C 16.27 -10.07 18 1 -1 2 13 1 3 13 1 14 4 -2 17 5 -1 15 6 -2 17 7 -2 19 8 -2 9 10 1 9 14 1 10 16 1 11 12 1 11 17 1 12 19 1 16 13 -1 14 19 1 15 17 1 15 18 1 16 18 1 18 19 1', '19 20 H 16.27 -12.55 C:15 16.27 -14.41 C:22 18.77 -14.41 C:15 17.52 -7.90 C:28 13.05 -12.71 O 15.03 -13.64 O 12.37 -11.49 O 16.27 -8.67 C:31 18.77 -10.07 C:25 18.77 -11.49 C:29 13.77 -10.07 C:33 15.03 -9.35 C:26 17.52 -13.69 C:42 17.52 -9.35 C:74 15.03 -12.24 C:38 17.52 -12.24 C:72 13.77 -11.51 C:44 16.27 -11.49 C:75 16.27 -10.07 18 1 -1 2 13 1 3 13 1 14 4 -2 17 5 -1 15 6 -2 17 7 -2 19 8 -2 9 10 1 9 14 1 10 16 1 11 12 1 11 17 1 12 19 1 16 13 -1 14 19 1 15 17 1 15 18 1 16 18 1 18 19 1', 'C15H28O3', 256.167, 'A', 'np04_1644_6', 2098, '', '', '1', 2, NULL, NULL),
(9137, '', '11-Oxocadinan-4-en-1-ol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH:5]=[C:4]([CH:14]=O)[CH2:3][CH2:2][C@@:1]1(O)[C@H:10]([CH3:15])[CH2:9][CH2:8][C@H:7]2[CH:11]([CH3:12])[CH3:13]', '[H][C@@]12C=C(C=O)CC[C@@]1(O)[C@H](C)CC[C@H]2C(C)C', '[H][C@@:48]12[CH:150]=[C:142]([CH:195]=O)[CH2:19][CH2:32][C@@:71]1(O)[C@H:41]([CH3:15])[CH2:31][CH2:25][C@H:40]2[CH:27]([CH3:22])[CH3:15]', '18 19 H 16.16 -12.53 C:12 16.16 -14.37 C:13 18.63 -14.37 C:15 17.39 -7.93 O 12.46 -13.57 O 16.16 -8.69 C:14 12.46 -12.19 C:5 14.93 -12.19 C:3 13.68 -10.08 C:9 18.63 -10.08 C:8 18.63 -11.50 C:2 14.93 -9.37 C:4 13.68 -11.50 C:11 17.39 -13.66 C:10 17.39 -9.37 C:7 17.39 -12.19 C:6 16.16 -11.50 C:1 16.16 -10.08 17 1 -1 2 14 1 3 14 1 15 4 -2 5 7 2 18 6 -2 7 13 1 8 13 2 8 17 1 9 12 1 9 13 1 10 11 1 10 15 1 11 16 1 12 18 1 16 14 -1 15 18 1 16 17 1 17 18 1', '18 19 H 16.16 -12.53 C 16.16 -14.37 C 18.63 -14.37 C 17.39 -7.93 O 12.46 -13.57 O 16.16 -8.69 C 12.46 -12.19 C 14.93 -12.19 C 13.68 -10.08 C 18.63 -10.08 C 18.63 -11.50 C 14.93 -9.37 C 13.68 -11.50 C 17.39 -13.66 C 17.39 -9.37 C 17.39 -12.19 C 16.16 -11.50 C 16.16 -10.08 17 1 -1 2 14 1 3 14 1 15 4 -2 5 7 2 18 6 -2 7 13 1 8 13 2 8 17 1 9 12 1 9 13 1 10 11 1 10 15 1 11 16 1 12 18 1 16 14 -1 15 18 1 16 17 1 17 18 1', '18 19 H 16.16 -12.53 C:22 16.16 -14.37 C:15 18.63 -14.37 C:15 17.39 -7.93 O 12.46 -13.57 O 16.16 -8.69 C:195 12.46 -12.19 C:150 14.93 -12.19 C:19 13.68 -10.08 C:31 18.63 -10.08 C:25 18.63 -11.50 C:32 14.93 -9.37 C:142 13.68 -11.50 C:27 17.39 -13.66 C:41 17.39 -9.37 C:40 17.39 -12.19 C:48 16.16 -11.50 C:71 16.16 -10.08 17 1 -1 2 14 1 3 14 1 15 4 -2 5 7 2 18 6 -2 7 13 1 8 13 2 8 17 1 9 12 1 9 13 1 10 11 1 10 15 1 11 16 1 12 18 1 16 14 -1 15 18 1 16 17 1 17 18 1', 'C15H24O2', 236.167, 'A', 'np04_1644_7', 2098, '', '', '1', 2, NULL, NULL),
(9138, 'Xenotorin A', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][CH2:3][C@H:4]([CH3:14])[CH2:5][C@@:6]1([H])[C@H:7]([C:11](=[CH2:12])[CH3:13])[C@H:8](O)[CH:9]=[C:10]2[CH3:15]', '[H][C@@]12CC[C@H](C)C[C@@]1([H])[C@H](C(=C)C)[C@H](O)C=C2C', '[H][C@@:47]12[CH2:24][CH2:32][C@H:28]([CH3:18])[CH2:36][C@@:30]1([H])[C@H:53]([C:145](=[CH2:113])[CH3:24])[C@H:65](O)[CH:123]=[C:142]2[CH3:21]', '18 19 H 15.61 -8.96 H 15.61 -12.51 C:12 15.61 -14.37 C:13 18.10 -14.37 C:15 16.85 -7.87 C:14 11.86 -12.20 O 19.33 -12.20 C:9 18.10 -10.04 C:3 13.12 -10.04 C:2 14.37 -9.32 C:5 14.37 -12.20 C:11 16.85 -13.65 C:10 16.85 -9.32 C:4 13.12 -11.47 C:8 18.10 -11.47 C:7 16.85 -12.20 C:1 15.61 -10.04 C:6 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 14 6 -1 15 7 -1 8 13 2 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 18 1 16 12 -1 13 17 1 15 16 1 16 18 1 17 18 1', '18 19 H 15.61 -8.96 H 15.61 -12.51 C 15.61 -14.37 C 18.10 -14.37 C 16.85 -7.87 C 11.86 -12.20 O 19.33 -12.20 C 18.10 -10.04 C 13.12 -10.04 C 14.37 -9.32 C 14.37 -12.20 C 16.85 -13.65 C 16.85 -9.32 C 13.12 -11.47 C 18.10 -11.47 C 16.85 -12.20 C 15.61 -10.04 C 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 14 6 -1 15 7 -1 8 13 2 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 18 1 16 12 -1 13 17 1 15 16 1 16 18 1 17 18 1', '18 19 H 15.61 -8.96 H 15.61 -12.51 C:113 15.61 -14.37 C:24 18.10 -14.37 C:21 16.85 -7.87 C:18 11.86 -12.20 O 19.33 -12.20 C:123 18.10 -10.04 C:32 13.12 -10.04 C:24 14.37 -9.32 C:36 14.37 -12.20 C:145 16.85 -13.65 C:142 16.85 -9.32 C:28 13.12 -11.47 C:65 18.10 -11.47 C:53 16.85 -12.20 C:47 15.61 -10.04 C:30 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 14 6 -1 15 7 -1 8 13 2 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 18 1 16 12 -1 13 17 1 15 16 1 16 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'np02_1853_1', 553, '', '', '1', 2, NULL, NULL),
(9139, 'Xenotorin B', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][CH2:3][C@H:4]([CH3:14])[CH2:5][C@@:6]1([H])[C@H:7]([C:11](=[CH2:12])[CH3:13])[C:8](=O)[CH:9]=[C:10]2[CH3:15]', '[H][C@@]12CC[C@H](C)C[C@@]1([H])[C@H](C(=C)C)C(=O)C=C2C', '[H][C@@:46]12[CH2:24][CH2:32][C@H:27]([CH3:18])[CH2:37][C@@:37]1([H])[C@H:62]([C:141](=[CH2:117])[CH3:19])[C:199](=O)[CH:127]=[C:164]2[CH3:22]', '18 19 H 15.61 -8.96 H 15.61 -12.51 C:12 15.61 -14.37 C:13 18.10 -14.37 C:15 16.85 -7.87 C:14 11.86 -12.20 O 19.33 -12.20 C:9 18.10 -10.04 C:3 13.12 -10.04 C:2 14.37 -9.32 C:5 14.37 -12.20 C:11 16.85 -13.65 C:10 16.85 -9.32 C:8 18.10 -11.47 C:4 13.12 -11.47 C:7 16.85 -12.20 C:1 15.61 -10.04 C:6 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 15 6 -1 7 14 2 8 13 2 8 14 1 9 10 1 9 15 1 10 17 1 11 15 1 11 18 1 16 12 -1 13 17 1 14 16 1 16 18 1 17 18 1', '18 19 H 15.61 -8.96 H 15.61 -12.51 C 15.61 -14.37 C 18.10 -14.37 C 16.85 -7.87 C 11.86 -12.20 O 19.33 -12.20 C 18.10 -10.04 C 13.12 -10.04 C 14.37 -9.32 C 14.37 -12.20 C 16.85 -13.65 C 16.85 -9.32 C 18.10 -11.47 C 13.12 -11.47 C 16.85 -12.20 C 15.61 -10.04 C 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 15 6 -1 7 14 2 8 13 2 8 14 1 9 10 1 9 15 1 10 17 1 11 15 1 11 18 1 16 12 -1 13 17 1 14 16 1 16 18 1 17 18 1', '18 19 H 15.61 -8.96 H 15.61 -12.51 C:117 15.61 -14.37 C:19 18.10 -14.37 C:22 16.85 -7.87 C:18 11.86 -12.20 O 19.33 -12.20 C:127 18.10 -10.04 C:32 13.12 -10.04 C:24 14.37 -9.32 C:37 14.37 -12.20 C:141 16.85 -13.65 C:164 16.85 -9.32 C:199 18.10 -11.47 C:27 13.12 -11.47 C:62 16.85 -12.20 C:46 15.61 -10.04 C:37 15.61 -11.47 17 1 -2 18 2 -1 3 12 2 4 12 1 5 13 1 15 6 -1 7 14 2 8 13 2 8 14 1 9 10 1 9 15 1 10 17 1 11 15 1 11 18 1 16 12 -1 13 17 1 14 16 1 16 18 1 17 18 1', 'C15H22O', 218.176, 'C', 'np02_1853_2', 553, '', '', '1', 2, NULL, NULL),
(9140, 'Xenotorin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH2:5][C@@H:4]([CH3:14])[CH2:3][CH2:2][C@@:1]1([H])[C@@:10]([CH3:15])(O)[CH:9]=[CH:8][C@H:7]2[C:11](=[CH2:12])[CH3:13]', '[H][C@@]12C[C@@H](C)CC[C@@]1([H])[C@@](C)(O)C=C[C@H]2C(=C)C', '[H][C@@:29]12[CH2:37][C@@H:27]([CH3:18])[CH2:31][CH2:19][C@@:48]1([H])[C@@:69]([CH3:27])(O)[CH:135]=[CH:133][C@H:53]2[C:147](=[CH2:113])[CH3:19]', '18 19 H 16.22 -12.44 H 16.22 -8.88 C:12 16.22 -14.30 C:13 18.73 -14.30 C:14 12.46 -12.13 C:15 18.17 -8.03 O 16.77 -8.03 C:8 18.73 -11.39 C:9 18.73 -9.96 C:3 13.72 -9.96 C:2 14.97 -9.24 C:5 14.97 -12.13 C:11 17.47 -13.58 C:4 13.72 -11.39 C:7 17.47 -12.13 C:10 17.47 -9.24 C:6 16.22 -11.39 C:1 16.22 -9.96 17 1 -1 18 2 -2 3 13 2 4 13 1 14 5 -1 16 6 -2 16 7 -1 8 9 2 8 15 1 9 16 1 10 11 1 10 14 1 11 18 1 12 14 1 12 17 1 15 13 -1 15 17 1 16 18 1 17 18 1', '18 19 H 16.22 -12.44 H 16.22 -8.88 C 16.22 -14.30 C 18.73 -14.30 C 12.46 -12.13 C 18.17 -8.03 O 16.77 -8.03 C 18.73 -11.39 C 18.73 -9.96 C 13.72 -9.96 C 14.97 -9.24 C 14.97 -12.13 C 17.47 -13.58 C 13.72 -11.39 C 17.47 -12.13 C 17.47 -9.24 C 16.22 -11.39 C 16.22 -9.96 17 1 -1 18 2 -2 3 13 2 4 13 1 14 5 -1 16 6 -2 16 7 -1 8 9 2 8 15 1 9 16 1 10 11 1 10 14 1 11 18 1 12 14 1 12 17 1 15 13 -1 15 17 1 16 18 1 17 18 1', '18 19 H 16.22 -12.44 H 16.22 -8.88 C:113 16.22 -14.30 C:19 18.73 -14.30 C:18 12.46 -12.13 C:27 18.17 -8.03 O 16.77 -8.03 C:133 18.73 -11.39 C:135 18.73 -9.96 C:31 13.72 -9.96 C:19 14.97 -9.24 C:37 14.97 -12.13 C:147 17.47 -13.58 C:27 13.72 -11.39 C:53 17.47 -12.13 C:69 17.47 -9.24 C:29 16.22 -11.39 C:48 16.22 -9.96 17 1 -1 18 2 -2 3 13 2 4 13 1 14 5 -1 16 6 -2 16 7 -1 8 9 2 8 15 1 9 16 1 10 11 1 10 14 1 11 18 1 12 14 1 12 17 1 15 13 -1 15 17 1 16 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'np02_1853_3', 553, '', '', '1', 2, NULL, NULL),
(9141, 'Xenotorin D', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]13[CH2:5][C@@H:4]([CH3:14])[CH2:3][CH2:2][C@@:1]1([H])[C@@:10]2([CH3:15])O[C@H:9]2[C@@H:8](O)[C@H:7]3[C:11](=[CH2:12])[CH3:13]', '[H][C@@]13C[C@@H](C)CC[C@@]1([H])[C@@]2(C)O[C@H]2[C@@H](O)[C@H]3C(=C)C', '[H][C@@:26]13[CH2:36][C@@H:28]([CH3:18])[CH2:32][CH2:22][C@@:47]1([H])[C@@:63]2([CH3:21])O[C@H:63]2[C@@H:67](O)[C@H:54]3[C:144](=[CH2:114])[CH3:23]', '19 21 H 15.60 -12.40 H 15.60 -8.84 C:12 15.60 -14.25 C:13 18.11 -14.25 C:14 11.86 -12.09 C:15 16.15 -7.99 O 19.32 -12.02 C:3 13.12 -9.92 C:2 14.35 -9.20 C:5 14.35 -12.09 O 18.11 -8.51 C:11 16.85 -13.53 C:4 13.12 -11.35 C:8 18.11 -11.35 C:9 18.11 -9.92 C:7 16.85 -12.09 C:6 15.60 -11.35 C:1 15.60 -9.92 C:10 16.85 -9.20 17 1 -1 18 2 -2 3 12 2 4 12 1 13 5 -1 19 6 -2 14 7 -1 8 9 1 8 13 1 9 18 1 10 13 1 10 17 1 15 11 -1 11 19 1 16 12 -1 14 15 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 21 H 15.60 -12.40 H 15.60 -8.84 C 15.60 -14.25 C 18.11 -14.25 C 11.86 -12.09 C 16.15 -7.99 O 19.32 -12.02 C 13.12 -9.92 C 14.35 -9.20 C 14.35 -12.09 O 18.11 -8.51 C 16.85 -13.53 C 13.12 -11.35 C 18.11 -11.35 C 18.11 -9.92 C 16.85 -12.09 C 15.60 -11.35 C 15.60 -9.92 C 16.85 -9.20 17 1 -1 18 2 -2 3 12 2 4 12 1 13 5 -1 19 6 -2 14 7 -1 8 9 1 8 13 1 9 18 1 10 13 1 10 17 1 15 11 -1 11 19 1 16 12 -1 14 15 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', '19 21 H 15.60 -12.40 H 15.60 -8.84 C:114 15.60 -14.25 C:23 18.11 -14.25 C:18 11.86 -12.09 C:21 16.15 -7.99 O 19.32 -12.02 C:32 13.12 -9.92 C:22 14.35 -9.20 C:36 14.35 -12.09 O 18.11 -8.51 C:144 16.85 -13.53 C:28 13.12 -11.35 C:67 18.11 -11.35 C:63 18.11 -9.92 C:54 16.85 -12.09 C:26 15.60 -11.35 C:47 15.60 -9.92 C:63 16.85 -9.20 17 1 -1 18 2 -2 3 12 2 4 12 1 13 5 -1 19 6 -2 14 7 -1 8 9 1 8 13 1 9 18 1 10 13 1 10 17 1 15 11 -1 11 19 1 16 12 -1 14 15 1 14 16 1 15 19 1 16 17 1 17 18 1 18 19 1', 'C15H24O2', 236.175, 'C', 'np02_1853_4', 553, '', '', '1', 2, NULL, NULL),
(9142, 'Xenotorin E', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH2:5][C@@H:4]([CH3:14])[CH2:3][CH2:2][C@@:1]1(O)[C:10]([CH3:15])=[CH:9][C:8](=O)[C@H:7]2[C:11](=[CH2:12])[CH3:13]', '[H][C@@]12C[C@@H](C)CC[C@@]1(O)C(C)=CC(=O)[C@H]2C(=C)C', '[H][C@@:37]12[CH2:32][C@@H:25]([CH3:22])[CH2:30][CH2:29][C@@:84]1(O)[C:165]([CH3:18])=[CH:129][C:198](=O)[C@H:57]2[C:141](=[CH2:117])[CH3:18]', '18 19 H 15.57 -12.53 C:12 15.57 -14.38 C:13 18.08 -14.38 C:15 16.82 -7.92 C:14 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C:9 18.08 -10.05 C:3 13.08 -10.05 C:2 14.31 -9.33 C:5 14.31 -12.22 C:11 16.82 -13.66 C:10 16.82 -9.33 C:8 18.08 -11.48 C:4 13.08 -11.48 C:7 16.82 -12.22 C:6 15.57 -11.48 C:1 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -2 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', '18 19 H 15.57 -12.53 C 15.57 -14.38 C 18.08 -14.38 C 16.82 -7.92 C 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C 18.08 -10.05 C 13.08 -10.05 C 14.31 -9.33 C 14.31 -12.22 C 16.82 -13.66 C 16.82 -9.33 C 18.08 -11.48 C 13.08 -11.48 C 16.82 -12.22 C 15.57 -11.48 C 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -2 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', '18 19 H 15.57 -12.53 C:117 15.57 -14.38 C:18 18.08 -14.38 C:18 16.82 -7.92 C:22 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C:129 18.08 -10.05 C:30 13.08 -10.05 C:29 14.31 -9.33 C:32 14.31 -12.22 C:141 16.82 -13.66 C:165 16.82 -9.33 C:198 18.08 -11.48 C:25 13.08 -11.48 C:57 16.82 -12.22 C:37 15.57 -11.48 C:84 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -2 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', 'C15H22O2', 234.167, 'C', 'np02_1853_5', 553, '', '', '1', 2, NULL, NULL),
(9143, 'Xenotorin F', '', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[H][C@@:6]12[CH2:5][C@@H:4]([CH3:14])[CH2:3][CH2:2][C@:1]1(O)[C:10]([CH3:15])=[CH:9][C:8](=O)[C@H:7]2[C:11](=[CH2:12])[CH3:13]', '[H][C@@]12C[C@@H](C)CC[C@]1(O)C(C)=CC(=O)[C@H]2C(=C)C', '[H][C@@:38]12[CH2:31][C@@H:26]([CH3:17])[CH2:26][CH2:29][C@:70]1(O)[C:162]([CH3:19])=[CH:128][C:199](=O)[C@H:56]2[C:140](=[CH2:117])[CH3:18]', '18 19 H 15.57 -12.53 C:12 15.57 -14.38 C:13 18.08 -14.38 C:15 16.82 -7.92 C:14 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C:9 18.08 -10.05 C:3 13.08 -10.05 C:2 14.31 -9.33 C:5 14.31 -12.22 C:11 16.82 -13.66 C:10 16.82 -9.33 C:8 18.08 -11.48 C:4 13.08 -11.48 C:7 16.82 -12.22 C:6 15.57 -11.48 C:1 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -1 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', '18 19 H 15.57 -12.53 C 15.57 -14.38 C 18.08 -14.38 C 16.82 -7.92 C 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C 18.08 -10.05 C 13.08 -10.05 C 14.31 -9.33 C 14.31 -12.22 C 16.82 -13.66 C 16.82 -9.33 C 18.08 -11.48 C 13.08 -11.48 C 16.82 -12.22 C 15.57 -11.48 C 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -1 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', '18 19 H 15.57 -12.53 C:117 15.57 -14.38 C:18 18.08 -14.38 C:19 16.82 -7.92 C:17 11.82 -12.22 O 19.29 -12.15 O 15.57 -8.65 C:128 18.08 -10.05 C:26 13.08 -10.05 C:29 14.31 -9.33 C:31 14.31 -12.22 C:140 16.82 -13.66 C:162 16.82 -9.33 C:199 18.08 -11.48 C:26 13.08 -11.48 C:56 16.82 -12.22 C:38 15.57 -11.48 C:70 15.57 -10.05 17 1 -1 2 12 2 3 12 1 4 13 1 15 5 -1 6 14 2 18 7 -1 8 13 2 8 14 1 9 10 1 9 15 1 10 18 1 11 15 1 11 17 1 16 12 -1 13 18 1 14 16 1 16 17 1 17 18 1', 'C15H22O2', 234.167, 'C', 'np02_1853_6', 553, '', '', '1', 2, NULL, NULL),
(9144, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[CH3:13002][CH2:13001]O[CH2:13][C:11]3=[C:7]1[C@@H:8](O[C:8001]([CH3:8002])=O)[CH2:9][C@@:10]([CH3:15])(O[C:10001]([CH3:10002])=O)[C@@:1]2(O)[CH2:2][CH2:3][C@@:4]([CH3:14])(O)[C@H:5](O[C:5001]([CH3:5002])=O)[C@@:6]12O[C:12]3=O', 'CCOCC3=C1[C@@H](OC(C)=O)C[C@@](C)(OC(C)=O)[C@@]2(O)CC[C@@](C)(O)[C@H](OC(C)=O)[C@@]12OC3=O', '[CH3:15][CH2:67]O[CH2:62][C:131]3=[C:157]1[C@@H:67](O[C:171]([CH3:20])=O)[CH2:34][C@@:84]([CH3:20])(O[C:170]([CH3:21])=O)[C@@:77]2(O)[CH2:31][CH2:36][C@@:73]([CH3:24])(O)[C@H:77](O[C:169]([CH3:23])=O)[C@@:92]12O[C:171]3=O', '34 36 C:13002 16.85 -16.74 C:8002 20.41 -12.57 C:5002 11.25 -13.04 C:10002 19.70 -5.55 C:14 11.51 -9.63 C:15 15.96 -6.51 O 17.97 -12.61 O 10.70 -10.87 O 19.45 -7.96 O 14.54 -13.34 O 11.99 -10.95 O 15.43 -7.31 C:13001 17.42 -15.48 C:3 12.91 -8.41 C:2 14.18 -7.68 C:13 17.19 -13.08 C:9 17.97 -8.41 O 16.61 -14.36 O 19.18 -10.51 O 13.19 -11.57 O 17.49 -6.54 O 14.54 -11.18 C:8001 19.18 -11.90 C:5001 11.79 -11.74 C:10001 18.88 -6.68 C:12 15.17 -12.09 C:11 16.38 -11.95 C:7 16.69 -10.58 C:8 17.97 -9.84 C:5 14.18 -10.58 C:4 12.91 -9.84 C:10 16.69 -7.68 C:1 15.43 -8.41 C:6 15.43 -9.84 1 13 1 2 23 1 3 24 1 4 25 1 31 5 -1 32 6 -1 7 23 2 8 24 2 9 25 2 10 26 2 31 11 -2 33 12 -1 13 18 1 14 15 1 14 31 1 15 33 1 16 18 1 16 27 1 17 29 1 17 32 1 19 23 1 29 19 -2 20 24 1 30 20 -1 21 25 1 32 21 -2 22 26 1 34 22 -1 26 27 1 27 28 2 28 29 1 28 34 1 30 31 1 30 34 1 32 33 1 33 34 1', '34 36 C 16.85 -16.74 C 20.41 -12.57 C 11.25 -13.04 C 19.70 -5.55 C 11.51 -9.63 C 15.96 -6.51 O 17.97 -12.61 O 10.70 -10.87 O 19.45 -7.96 O 14.54 -13.34 O 11.99 -10.95 O 15.43 -7.31 C 17.42 -15.48 C 12.91 -8.41 C 14.18 -7.68 C 17.19 -13.08 C 17.97 -8.41 O 16.61 -14.36 O 19.18 -10.51 O 13.19 -11.57 O 17.49 -6.54 O 14.54 -11.18 C 19.18 -11.90 C 11.79 -11.74 C 18.88 -6.68 C 15.17 -12.09 C 16.38 -11.95 C 16.69 -10.58 C 17.97 -9.84 C 14.18 -10.58 C 12.91 -9.84 C 16.69 -7.68 C 15.43 -8.41 C 15.43 -9.84 1 13 1 2 23 1 3 24 1 4 25 1 31 5 -1 32 6 -1 7 23 2 8 24 2 9 25 2 10 26 2 31 11 -2 33 12 -1 13 18 1 14 15 1 14 31 1 15 33 1 16 18 1 16 27 1 17 29 1 17 32 1 19 23 1 29 19 -2 20 24 1 30 20 -1 21 25 1 32 21 -2 22 26 1 34 22 -1 26 27 1 27 28 2 28 29 1 28 34 1 30 31 1 30 34 1 32 33 1 33 34 1', '34 36 C:15 16.85 -16.74 C:20 20.41 -12.57 C:23 11.25 -13.04 C:21 19.70 -5.55 C:24 11.51 -9.63 C:20 15.96 -6.51 O 17.97 -12.61 O 10.70 -10.87 O 19.45 -7.96 O 14.54 -13.34 O 11.99 -10.95 O 15.43 -7.31 C:67 17.42 -15.48 C:36 12.91 -8.41 C:31 14.18 -7.68 C:62 17.19 -13.08 C:34 17.97 -8.41 O 16.61 -14.36 O 19.18 -10.51 O 13.19 -11.57 O 17.49 -6.54 O 14.54 -11.18 C:171 19.18 -11.90 C:169 11.79 -11.74 C:170 18.88 -6.68 C:171 15.17 -12.09 C:131 16.38 -11.95 C:157 16.69 -10.58 C:67 17.97 -9.84 C:77 14.18 -10.58 C:73 12.91 -9.84 C:84 16.69 -7.68 C:77 15.43 -8.41 C:92 15.43 -9.84 1 13 1 2 23 1 3 24 1 4 25 1 31 5 -1 32 6 -1 7 23 2 8 24 2 9 25 2 10 26 2 31 11 -2 33 12 -1 13 18 1 14 15 1 14 31 1 15 33 1 16 18 1 16 27 1 17 29 1 17 32 1 19 23 1 29 19 -2 20 24 1 30 20 -1 21 25 1 32 21 -2 22 26 1 34 22 -1 26 27 1 27 28 2 28 29 1 28 34 1 30 31 1 30 34 1 32 33 1 33 34 1', 'C23H32O11', 484.24, 'C', 'cpb01_1359_1', 1843, '', '', '1', 2, NULL, NULL),
(9145, '15-Acetoxy-T-muurolol', '', 'Terpenoids', 'Sesquiterpenoids', 'Muurolanes', '[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@@:34]12[CH:130]=[C:132]([CH2:69]O[C:171]([CH3:21])=O)[CH2:27][CH2:20][C@:46]1([H])[C@@:72]([CH3:29])(O)[CH2:35][CH2:19][C@H:44]2[CH:27]([CH3:15])[CH3:22]', '22 23 H 17.99 -12.42 H 17.99 -8.87 C:14002 10.59 -11.43 C:12 17.99 -14.28 C:13 20.50 -14.28 C:15 19.94 -8.02 O 11.86 -13.53 O 18.54 -8.02 C:5 16.75 -12.11 C:3 15.50 -9.95 C:8 20.50 -11.36 C:14 14.24 -12.11 C:2 16.75 -9.23 C:9 20.50 -9.95 O 13.01 -11.41 C:14001 11.86 -12.13 C:4 15.50 -11.36 C:11 19.24 -13.56 C:7 19.24 -12.11 C:10 19.24 -9.23 C:6 17.99 -11.36 C:1 17.99 -9.95 21 1 -1 22 2 -1 3 16 1 4 18 1 5 18 1 20 6 -2 7 16 2 20 8 -1 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 17.99 -12.42 H 17.99 -8.87 C 10.59 -11.43 C 17.99 -14.28 C 20.50 -14.28 C 19.94 -8.02 O 11.86 -13.53 O 18.54 -8.02 C 16.75 -12.11 C 15.50 -9.95 C 20.50 -11.36 C 14.24 -12.11 C 16.75 -9.23 C 20.50 -9.95 O 13.01 -11.41 C 11.86 -12.13 C 15.50 -11.36 C 19.24 -13.56 C 19.24 -12.11 C 19.24 -9.23 C 17.99 -11.36 C 17.99 -9.95 21 1 -1 22 2 -1 3 16 1 4 18 1 5 18 1 20 6 -2 7 16 2 20 8 -1 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 17.99 -12.42 H 17.99 -8.87 C:21 10.59 -11.43 C:15 17.99 -14.28 C:22 20.50 -14.28 C:29 19.94 -8.02 O 11.86 -13.53 O 18.54 -8.02 C:130 16.75 -12.11 C:27 15.50 -9.95 C:19 20.50 -11.36 C:69 14.24 -12.11 C:20 16.75 -9.23 C:35 20.50 -9.95 O 13.01 -11.41 C:171 11.86 -12.13 C:132 15.50 -11.36 C:27 19.24 -13.56 C:44 19.24 -12.11 C:72 19.24 -9.23 C:34 17.99 -11.36 C:46 17.99 -9.95 21 1 -1 22 2 -1 3 16 1 4 18 1 5 18 1 20 6 -2 7 16 2 20 8 -1 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', 'cpb03_986_1', 1222, '', '', '1', 2, NULL, NULL),
(9146, 'Isokhusinodiol', '', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:6]12[CH:5]=[C:4]([CH3:14])[CH2:3][C@H:2](O)[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[C@H](O)[C@@]1([H])[C@@](C)(O)CC[C@H]2C(C)C', '[H][C@@:38]12[CH:124]=[C:132]([CH3:23])[CH2:42][C@H:71](O)[C@@:54]1([H])[C@@:71]([CH3:32])(O)[CH2:41][CH2:19][C@H:45]2[CH:27]([CH3:15])[CH3:22]', '19 20 H 16.21 -12.49 H 16.21 -8.93 C:14 12.45 -12.18 C:12 16.21 -14.35 C:13 18.72 -14.35 C:15 18.17 -8.08 O 14.97 -7.89 O 16.77 -8.08 C:5 14.97 -12.18 C:8 18.72 -11.45 C:9 18.72 -10.01 C:3 13.71 -10.01 C:4 13.71 -11.45 C:11 17.47 -13.63 C:2 14.97 -9.29 C:7 17.47 -12.18 C:10 17.47 -9.29 C:6 16.21 -11.45 C:1 16.21 -10.01 18 1 -1 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 13 1 12 15 1 16 14 -1 15 19 1 16 18 1 17 19 1 18 19 1', '19 20 H 16.21 -12.49 H 16.21 -8.93 C 12.45 -12.18 C 16.21 -14.35 C 18.72 -14.35 C 18.17 -8.08 O 14.97 -7.89 O 16.77 -8.08 C 14.97 -12.18 C 18.72 -11.45 C 18.72 -10.01 C 13.71 -10.01 C 13.71 -11.45 C 17.47 -13.63 C 14.97 -9.29 C 17.47 -12.18 C 17.47 -9.29 C 16.21 -11.45 C 16.21 -10.01 18 1 -1 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 13 1 12 15 1 16 14 -1 15 19 1 16 18 1 17 19 1 18 19 1', '19 20 H 16.21 -12.49 H 16.21 -8.93 C:23 12.45 -12.18 C:15 16.21 -14.35 C:22 18.72 -14.35 C:32 18.17 -8.08 O 14.97 -7.89 O 16.77 -8.08 C:124 14.97 -12.18 C:19 18.72 -11.45 C:41 18.72 -10.01 C:42 13.71 -10.01 C:132 13.71 -11.45 C:27 17.47 -13.63 C:71 14.97 -9.29 C:45 17.47 -12.18 C:71 17.47 -9.29 C:38 16.21 -11.45 C:54 16.21 -10.01 18 1 -1 19 2 -2 3 13 1 4 14 1 5 14 1 17 6 -2 15 7 -2 17 8 -1 9 13 2 9 18 1 10 11 1 10 16 1 11 17 1 12 13 1 12 15 1 16 14 -1 15 19 1 16 18 1 17 19 1 18 19 1', 'C15H26O2', 238.175, 'C', 'cpb03_986_2', 1222, '', '', '1', 2, NULL, NULL),
(9147, '', 'Cadin-10(14)-ene-4b,5a -diol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][CH2:3][C@:4]([CH3:14])(O)[C@@H:5](O)[C@@:6]1([H])[C@H:7]([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C:10]2=[CH2:15]', '[H][C@@]12CC[C@](C)(O)[C@@H](O)[C@@]1([H])[C@H](C(C)C)CCC2=C', '[H][C@@:38]12[CH2:24][CH2:32][C@:72]([CH3:28])(O)[C@@H:73](O)[C@@:44]1([H])[C@H:43]([CH:26]([CH3:22])[CH3:15])[CH2:26][CH2:36][C:153]2=[CH2:105]', '19 20 H 16.29 -9.01 H 16.29 -12.56 C:15 17.53 -7.91 C:13 18.79 -14.43 C:12 16.29 -14.43 C:14 13.07 -12.72 O 15.07 -13.65 O 12.39 -11.30 C:9 18.79 -10.09 C:8 18.79 -11.52 C:2 15.07 -9.37 C:3 13.79 -10.09 C:10 17.53 -9.37 C:11 17.53 -13.71 C:5 15.05 -12.25 C:7 17.53 -12.25 C:1 16.29 -10.09 C:4 13.79 -11.52 C:6 16.29 -11.52 17 1 -2 19 2 -1 3 13 2 4 14 1 5 14 1 18 6 -2 15 7 -2 18 8 -1 9 10 1 9 13 1 10 16 1 11 12 1 11 17 1 12 18 1 13 17 1 16 14 -1 15 18 1 15 19 1 16 19 1 17 19 1', '19 20 H 16.29 -9.01 H 16.29 -12.56 C 17.53 -7.91 C 18.79 -14.43 C 16.29 -14.43 C 13.07 -12.72 O 15.07 -13.65 O 12.39 -11.30 C 18.79 -10.09 C 18.79 -11.52 C 15.07 -9.37 C 13.79 -10.09 C 17.53 -9.37 C 17.53 -13.71 C 15.05 -12.25 C 17.53 -12.25 C 16.29 -10.09 C 13.79 -11.52 C 16.29 -11.52 17 1 -2 19 2 -1 3 13 2 4 14 1 5 14 1 18 6 -2 15 7 -2 18 8 -1 9 10 1 9 13 1 10 16 1 11 12 1 11 17 1 12 18 1 13 17 1 16 14 -1 15 18 1 15 19 1 16 19 1 17 19 1', '19 20 H 16.29 -9.01 H 16.29 -12.56 C:105 17.53 -7.91 C:22 18.79 -14.43 C:15 16.29 -14.43 C:28 13.07 -12.72 O 15.07 -13.65 O 12.39 -11.30 C:36 18.79 -10.09 C:26 18.79 -11.52 C:24 15.07 -9.37 C:32 13.79 -10.09 C:153 17.53 -9.37 C:26 17.53 -13.71 C:73 15.05 -12.25 C:43 17.53 -12.25 C:38 16.29 -10.09 C:72 13.79 -11.52 C:44 16.29 -11.52 17 1 -2 19 2 -1 3 13 2 4 14 1 5 14 1 18 6 -2 15 7 -2 18 8 -1 9 10 1 9 13 1 10 16 1 11 12 1 11 17 1 12 18 1 13 17 1 16 14 -1 15 18 1 15 19 1 16 19 1 17 19 1', 'C15H26O2', 238.175, 'C', 'cpb03_986_3', 1222, '', '', '1', 2, 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
(9148, '', 'Cadinane-4b,5a,10b-triol', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][CH2:3][C@:4]([CH3:14])(O)[C@@H:5](O)[C@@:6]1([H])[C@H:7]([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@:10]2([CH3:15])O', '[H][C@@]12CC[C@](C)(O)[C@@H](O)[C@@]1([H])[C@H](C(C)C)CC[C@]2(C)O', '[H][C@@:42]12[CH2:20][CH2:32][C@:71]([CH3:28])(O)[C@@H:73](O)[C@@:37]1([H])[C@H:42]([CH:26]([CH3:16])[CH3:22])[CH2:19][CH2:40][C@:71]2([CH3:29])O', '20 21 H 16.24 -8.82 H 16.24 -12.39 C:12 16.24 -14.26 C:13 18.75 -14.26 C:14 13.02 -12.55 C:15 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C:8 18.75 -11.35 C:9 18.75 -9.91 C:3 13.73 -9.91 C:2 15.00 -9.18 C:11 17.49 -13.54 C:5 14.99 -12.08 C:7 17.49 -12.08 C:4 13.73 -11.35 C:10 17.49 -9.18 C:1 16.24 -9.91 C:6 16.24 -11.35 19 1 -2 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -2 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', '20 21 H 16.24 -8.82 H 16.24 -12.39 C 16.24 -14.26 C 18.75 -14.26 C 13.02 -12.55 C 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C 18.75 -11.35 C 18.75 -9.91 C 13.73 -9.91 C 15.00 -9.18 C 17.49 -13.54 C 14.99 -12.08 C 17.49 -12.08 C 13.73 -11.35 C 17.49 -9.18 C 16.24 -9.91 C 16.24 -11.35 19 1 -2 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -2 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', '20 21 H 16.24 -8.82 H 16.24 -12.39 C:16 16.24 -14.26 C:22 18.75 -14.26 C:28 13.02 -12.55 C:29 18.18 -7.98 O 15.00 -13.48 O 12.34 -11.13 O 16.78 -7.98 C:19 18.75 -11.35 C:40 18.75 -9.91 C:32 13.73 -9.91 C:20 15.00 -9.18 C:26 17.49 -13.54 C:73 14.99 -12.08 C:42 17.49 -12.08 C:71 13.73 -11.35 C:71 17.49 -9.18 C:42 16.24 -9.91 C:37 16.24 -11.35 19 1 -2 20 2 -1 3 14 1 4 14 1 17 5 -2 18 6 -2 15 7 -2 17 8 -1 18 9 -1 10 11 1 10 16 1 11 18 1 12 13 1 12 17 1 13 19 1 16 14 -1 15 17 1 15 20 1 16 20 1 18 19 1 19 20 1', 'C15H28O3', 256.175, 'C', 'cpb03_986_4', 1222, '', '', '1', 2, NULL, NULL),
(9150, '', '', 'Aromatics', 'Stilbenes', '', '[CH3:103002]O[c:103]2[cH:104][cH:105][cH:106][c:101]([CH2:92][CH2:91][c:1]1[cH:2][cH:3][c:4](O[CH3:4001])[c:5](O[CH3:5001])[cH:6]1)[cH:102]2', 'COc2cccc(CCc1ccc(OC)c(OC)c1)c2', '[CH3:37]O[c:129]2[cH:111][cH:56][cH:56][c:160]([CH2:114][CH2:143][c:134]1[cH:112][cH:149][c:147](O[CH3:55])[c:111](O[CH3:38])[cH:120]1)[cH:121]2', '20 21 C:103002 21.60 -7.10 C:4001 10.69 -13.39 C:5001 10.69 -12.00 C:105 21.60 -11.30 C:106 20.39 -12.00 C:104 21.60 -9.90 C:2 15.55 -13.40 C:3 14.34 -14.10 C:102 19.18 -9.90 C:6 14.34 -11.30 C:92 17.96 -12.00 C:91 16.75 -11.30 O 20.39 -7.80 O 11.90 -14.10 O 11.90 -11.30 C:101 19.18 -11.30 C:1 15.55 -12.00 C:103 20.39 -9.20 C:4 13.12 -13.40 C:5 13.12 -12.00 1 13 1 2 14 1 3 15 1 4 5 1 4 6 2 5 16 2 6 18 1 7 8 2 7 17 1 8 19 1 9 16 1 9 18 2 10 17 2 10 20 1 11 12 1 11 16 1 12 17 1 13 18 1 14 19 1 15 20 1 19 20 2', '20 21 C 21.60 -7.10 C 10.69 -13.39 C 10.69 -12.00 C 21.60 -11.30 C 20.39 -12.00 C 21.60 -9.90 C 15.55 -13.40 C 14.34 -14.10 C 19.18 -9.90 C 14.34 -11.30 C 17.96 -12.00 C 16.75 -11.30 O 20.39 -7.80 O 11.90 -14.10 O 11.90 -11.30 C 19.18 -11.30 C 15.55 -12.00 C 20.39 -9.20 C 13.12 -13.40 C 13.12 -12.00 1 13 1 2 14 1 3 15 1 4 5 1 4 6 2 5 16 2 6 18 1 7 8 2 7 17 1 8 19 1 9 16 1 9 18 2 10 17 2 10 20 1 11 12 1 11 16 1 12 17 1 13 18 1 14 19 1 15 20 1 19 20 2', '20 21 C:37 21.60 -7.10 C:55 10.69 -13.39 C:38 10.69 -12.00 C:56 21.60 -11.30 C:56 20.39 -12.00 C:111 21.60 -9.90 C:112 15.55 -13.40 C:149 14.34 -14.10 C:121 19.18 -9.90 C:120 14.34 -11.30 C:114 17.96 -12.00 C:143 16.75 -11.30 O 20.39 -7.80 O 11.90 -14.10 O 11.90 -11.30 C:160 19.18 -11.30 C:134 15.55 -12.00 C:129 20.39 -9.20 C:147 13.12 -13.40 C:111 13.12 -12.00 1 13 1 2 14 1 3 15 1 4 5 1 4 6 2 5 16 2 6 18 1 7 8 2 7 17 1 8 19 1 9 16 1 9 18 2 10 17 2 10 20 1 11 12 1 11 16 1 12 17 1 13 18 1 14 19 1 15 20 1 19 20 2', 'C17H20O3', 272.18, 'C', 'ph59_205_7', 172, '', '', '1', 1, NULL, NULL),
(9151, '', '7-Epi-gamma-Eudesmol-2''-O-acetyl-b-D-fucopyranoside', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:102002][C:102001](=O)O[C@@H:102]1[C@@H:103](O)[C@@H:104](O)[C@@H:105]([CH3:106])O[C@H:101]1O[C:11]([CH3:13])([CH3:12])[C@@H:7]3[CH2:8][CH2:9][C@:10]2([CH3:14])[CH2:1][CH2:2][CH2:3][C:4]([CH3:15])=[C:5]2[CH2:6]3', 'CC(=O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]1OC(C)(C)[C@@H]3CC[C@]2(C)CCCC(C)=C2C3', '[CH3:21][C:170](=O)O[C@@H:74]1[C@@H:73](O)[C@@H:73](O)[C@@H:71]([CH3:17])O[C@H:96]1O[C:81]([CH3:26])([CH3:27])[C@@H:45]3[CH2:23][CH2:25][C@:35]2([CH3:20])[CH2:40][CH2:20][CH2:33][C:135]([CH3:23])=[C:125]2[CH2:39]3', '29 31 C:102002 21.62 -11.89 C:15 10.73 -11.21 C:106 14.41 -14.66 C:13 16.81 -9.10 C:12 15.61 -11.21 C:14 11.96 -6.27 O 20.42 -13.98 O 16.81 -16.05 O 19.22 -14.66 C:2 9.50 -7.68 C:3 9.50 -9.10 C:8 14.41 -7.68 C:1 10.73 -6.97 C:9 13.18 -6.97 C:6 13.23 -9.80 O 19.22 -11.89 O 15.61 -12.59 O 16.81 -10.51 C:102001 20.42 -12.59 C:4 10.73 -9.80 C:5 11.96 -9.10 C:105 15.61 -13.98 C:7 14.41 -9.10 C:104 16.81 -14.66 C:103 18.01 -13.98 C:101 16.81 -11.89 C:102 18.01 -12.59 C:11 15.61 -9.80 C:10 11.96 -7.68 1 19 1 2 20 1 22 3 -1 4 28 1 5 28 1 29 6 -2 7 19 2 24 8 -1 25 9 -1 10 11 1 10 13 1 11 20 1 12 14 1 12 23 1 13 29 1 14 29 1 15 21 1 15 23 1 16 19 1 27 16 -2 17 22 1 17 26 1 26 18 -1 18 28 1 20 21 2 21 29 1 22 24 1 23 28 -1 24 25 1 25 27 1 26 27 1', '29 31 C 21.62 -11.89 C 10.73 -11.21 C 14.41 -14.66 C 16.81 -9.10 C 15.61 -11.21 C 11.96 -6.27 O 20.42 -13.98 O 16.81 -16.05 O 19.22 -14.66 C 9.50 -7.68 C 9.50 -9.10 C 14.41 -7.68 C 10.73 -6.97 C 13.18 -6.97 C 13.23 -9.80 O 19.22 -11.89 O 15.61 -12.59 O 16.81 -10.51 C 20.42 -12.59 C 10.73 -9.80 C 11.96 -9.10 C 15.61 -13.98 C 14.41 -9.10 C 16.81 -14.66 C 18.01 -13.98 C 16.81 -11.89 C 18.01 -12.59 C 15.61 -9.80 C 11.96 -7.68 1 19 1 2 20 1 22 3 -1 4 28 1 5 28 1 29 6 -2 7 19 2 24 8 -1 25 9 -1 10 11 1 10 13 1 11 20 1 12 14 1 12 23 1 13 29 1 14 29 1 15 21 1 15 23 1 16 19 1 27 16 -2 17 22 1 17 26 1 26 18 -1 18 28 1 20 21 2 21 29 1 22 24 1 23 28 -1 24 25 1 25 27 1 26 27 1', '29 31 C:21 21.62 -11.89 C:23 10.73 -11.21 C:17 14.41 -14.66 C:26 16.81 -9.10 C:27 15.61 -11.21 C:20 11.96 -6.27 O 20.42 -13.98 O 16.81 -16.05 O 19.22 -14.66 C:20 9.50 -7.68 C:33 9.50 -9.10 C:23 14.41 -7.68 C:40 10.73 -6.97 C:25 13.18 -6.97 C:39 13.23 -9.80 O 19.22 -11.89 O 15.61 -12.59 O 16.81 -10.51 C:170 20.42 -12.59 C:135 10.73 -9.80 C:125 11.96 -9.10 C:71 15.61 -13.98 C:45 14.41 -9.10 C:73 16.81 -14.66 C:73 18.01 -13.98 C:96 16.81 -11.89 C:74 18.01 -12.59 C:81 15.61 -9.80 C:35 11.96 -7.68 1 19 1 2 20 1 22 3 -1 4 28 1 5 28 1 29 6 -2 7 19 2 24 8 -1 25 9 -1 10 11 1 10 13 1 11 20 1 12 14 1 12 23 1 13 29 1 14 29 1 15 21 1 15 23 1 16 19 1 27 16 -2 17 22 1 17 26 1 26 18 -1 18 28 1 20 21 2 21 29 1 22 24 1 23 28 -1 24 25 1 25 27 1 26 27 1', 'C23H38O6', 410.242, 'A', 'np97_1026_2', 178, '', '', '1', 22, NULL, NULL),
(9152, '', '4,5-Dioxo-10-epi-4,5-seco-gamma-eudesmol 2''-D-fucopyranoside', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4](=O)[CH2:3][CH2:2][CH2:1][C@@:10]2([CH3:14])[CH2:9][CH2:8][C@@H:7]([C:11]([CH3:13])([CH3:12])O[C@@H:101]1O[C@H:105]([CH3:106])[C@H:104](O)[C@H:103](O)[C@H:102]1O[C:102001]([CH3:102002])=O)[CH2:6][C:5]2=O', 'CC(=O)CCC[C@@]2(C)CC[C@@H](C(C)(C)O[C@@H]1O[C@H](C)[C@H](O)[C@H](O)[C@H]1OC(C)=O)CC2=O', '[CH3:30][C:208](=O)[CH2:44][CH2:37][CH2:19][C@@:48]2([CH3:25])[CH2:39][CH2:22][C@@H:50]([C:79]([CH3:22])([CH3:23])O[C@@H:96]1O[C@H:71]([CH3:17])[C@H:73](O)[C@H:73](O)[C@H:73]1O[C:170]([CH3:21])=O)[CH2:40][C:215]2=O', '31 32 C:15 8.29 -9.05 C:102002 22.84 -11.84 C:106 15.61 -14.62 C:13 18.01 -9.05 C:12 16.81 -11.14 C:14 13.15 -6.22 O 9.48 -11.14 O 21.64 -13.93 O 11.92 -9.74 O 18.01 -16.02 O 20.42 -14.62 C:2 10.68 -7.63 C:3 10.68 -9.05 C:8 15.61 -7.63 C:1 11.92 -6.92 C:9 14.36 -6.92 C:6 14.41 -9.74 O 20.42 -11.84 O 16.81 -12.54 O 18.01 -10.45 C:4 9.48 -9.74 C:102001 21.64 -12.54 C:5 13.15 -9.05 C:105 16.81 -13.93 C:7 15.61 -9.05 C:104 18.01 -14.62 C:103 19.21 -13.93 C:101 18.01 -11.84 C:102 19.21 -12.54 C:11 16.81 -9.74 C:10 13.15 -7.63 1 21 1 2 22 1 24 3 -1 4 30 1 5 30 1 31 6 -2 7 21 2 8 22 2 9 23 2 26 10 -1 27 11 -1 12 13 1 12 15 1 13 21 1 14 16 1 14 25 1 31 15 -1 16 31 1 17 23 1 17 25 1 18 22 1 29 18 -2 19 24 1 19 28 1 28 20 -1 20 30 1 23 31 1 24 26 1 25 30 -1 26 27 1 27 29 1 28 29 1', '31 32 C 8.29 -9.05 C 22.84 -11.84 C 15.61 -14.62 C 18.01 -9.05 C 16.81 -11.14 C 13.15 -6.22 O 9.48 -11.14 O 21.64 -13.93 O 11.92 -9.74 O 18.01 -16.02 O 20.42 -14.62 C 10.68 -7.63 C 10.68 -9.05 C 15.61 -7.63 C 11.92 -6.92 C 14.36 -6.92 C 14.41 -9.74 O 20.42 -11.84 O 16.81 -12.54 O 18.01 -10.45 C 9.48 -9.74 C 21.64 -12.54 C 13.15 -9.05 C 16.81 -13.93 C 15.61 -9.05 C 18.01 -14.62 C 19.21 -13.93 C 18.01 -11.84 C 19.21 -12.54 C 16.81 -9.74 C 13.15 -7.63 1 21 1 2 22 1 24 3 -1 4 30 1 5 30 1 31 6 -2 7 21 2 8 22 2 9 23 2 26 10 -1 27 11 -1 12 13 1 12 15 1 13 21 1 14 16 1 14 25 1 31 15 -1 16 31 1 17 23 1 17 25 1 18 22 1 29 18 -2 19 24 1 19 28 1 28 20 -1 20 30 1 23 31 1 24 26 1 25 30 -1 26 27 1 27 29 1 28 29 1', '31 32 C:30 8.29 -9.05 C:21 22.84 -11.84 C:17 15.61 -14.62 C:22 18.01 -9.05 C:23 16.81 -11.14 C:25 13.15 -6.22 O 9.48 -11.14 O 21.64 -13.93 O 11.92 -9.74 O 18.01 -16.02 O 20.42 -14.62 C:37 10.68 -7.63 C:44 10.68 -9.05 C:22 15.61 -7.63 C:19 11.92 -6.92 C:39 14.36 -6.92 C:40 14.41 -9.74 O 20.42 -11.84 O 16.81 -12.54 O 18.01 -10.45 C:208 9.48 -9.74 C:170 21.64 -12.54 C:215 13.15 -9.05 C:71 16.81 -13.93 C:50 15.61 -9.05 C:73 18.01 -14.62 C:73 19.21 -13.93 C:96 18.01 -11.84 C:73 19.21 -12.54 C:79 16.81 -9.74 C:48 13.15 -7.63 1 21 1 2 22 1 24 3 -1 4 30 1 5 30 1 31 6 -2 7 21 2 8 22 2 9 23 2 26 10 -1 27 11 -1 12 13 1 12 15 1 13 21 1 14 16 1 14 25 1 31 15 -1 16 31 1 17 23 1 17 25 1 18 22 1 29 18 -2 19 24 1 19 28 1 28 20 -1 20 30 1 23 31 1 24 26 1 25 30 -1 26 27 1 27 29 1 28 29 1', 'C23H38O8', 442.241, 'A', 'np97_1026_3', 178, '', '', '1', 22, NULL, NULL),
(9153, '', '4,5-Dioxo-10-epi-4,5-seco-gamma-eudesmol 2''-D-fucopyranoside triacetate', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4](=O)[CH2:3][CH2:2][CH2:1][C@@:10]2([CH3:14])[CH2:9][CH2:8][C@@H:7]([C:11]([CH3:13])([CH3:12])O[C@@H:101]1O[C@H:105]([CH3:106])[C@H:104](O[C:104001]([CH3:104002])=O)[C@H:103](O[C:103001]([CH3:103002])=O)[C@H:102]1O[C:102001]([CH3:102002])=O)[CH2:6][C:5]2=O', 'CC(=O)CCC[C@@]2(C)CC[C@@H](C(C)(C)O[C@@H]1O[C@H](C)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O)CC2=O', '[CH3:30][C:216](=O)[CH2:44][CH2:36][CH2:18][C@@:48]2([CH3:25])[CH2:38][CH2:21][C@@H:50]([C:79]([CH3:22])([CH3:23])O[C@@H:96]1O[C@H:69]([CH3:16])[C@H:72](O[C:170]([CH3:21])=O)[C@H:70](O[C:171]([CH3:21])=O)[C@H:69]1O[C:169]([CH3:21])=O)[CH2:39][C:209]2=O', '37 38 C:15 8.29 -8.05 C:104002 16.79 -17.10 C:102002 22.85 -10.84 C:103002 21.66 -15.69 C:106 15.58 -13.61 C:13 18.00 -8.05 C:12 16.79 -10.14 C:14 13.15 -5.21 O 9.49 -10.14 O 15.58 -14.99 O 21.66 -12.92 O 19.21 -15.69 O 11.93 -8.74 C:2 10.69 -6.63 C:3 10.69 -8.05 C:8 15.58 -6.63 C:1 11.93 -5.91 C:9 14.35 -5.91 C:6 14.40 -8.74 O 18.00 -14.99 O 20.43 -10.84 O 20.43 -13.61 O 16.79 -11.54 O 18.00 -9.45 C:4 9.49 -8.74 C:104001 16.79 -15.69 C:102001 21.66 -11.54 C:103001 20.43 -14.99 C:5 13.15 -8.05 C:105 16.79 -12.92 C:7 15.58 -8.05 C:101 18.00 -10.84 C:104 18.00 -13.61 C:102 19.21 -11.54 C:103 19.21 -12.92 C:11 16.79 -8.74 C:10 13.15 -6.63 1 25 1 2 26 1 3 27 1 4 28 1 30 5 -1 6 36 1 7 36 1 37 8 -2 9 25 2 10 26 2 11 27 2 12 28 2 13 29 2 14 15 1 14 17 1 15 25 1 16 18 1 16 31 1 37 17 -1 18 37 1 19 29 1 19 31 1 20 26 1 33 20 -1 21 27 1 34 21 -2 22 28 1 35 22 -1 23 30 1 23 32 1 32 24 -1 24 36 1 29 37 1 30 33 1 31 36 -1 32 34 1 33 35 1 34 35 1', '37 38 C 8.29 -8.05 C 16.79 -17.10 C 22.85 -10.84 C 21.66 -15.69 C 15.58 -13.61 C 18.00 -8.05 C 16.79 -10.14 C 13.15 -5.21 O 9.49 -10.14 O 15.58 -14.99 O 21.66 -12.92 O 19.21 -15.69 O 11.93 -8.74 C 10.69 -6.63 C 10.69 -8.05 C 15.58 -6.63 C 11.93 -5.91 C 14.35 -5.91 C 14.40 -8.74 O 18.00 -14.99 O 20.43 -10.84 O 20.43 -13.61 O 16.79 -11.54 O 18.00 -9.45 C 9.49 -8.74 C 16.79 -15.69 C 21.66 -11.54 C 20.43 -14.99 C 13.15 -8.05 C 16.79 -12.92 C 15.58 -8.05 C 18.00 -10.84 C 18.00 -13.61 C 19.21 -11.54 C 19.21 -12.92 C 16.79 -8.74 C 13.15 -6.63 1 25 1 2 26 1 3 27 1 4 28 1 30 5 -1 6 36 1 7 36 1 37 8 -2 9 25 2 10 26 2 11 27 2 12 28 2 13 29 2 14 15 1 14 17 1 15 25 1 16 18 1 16 31 1 37 17 -1 18 37 1 19 29 1 19 31 1 20 26 1 33 20 -1 21 27 1 34 21 -2 22 28 1 35 22 -1 23 30 1 23 32 1 32 24 -1 24 36 1 29 37 1 30 33 1 31 36 -1 32 34 1 33 35 1 34 35 1', '37 38 C:30 8.29 -8.05 C:21 16.79 -17.10 C:21 22.85 -10.84 C:21 21.66 -15.69 C:16 15.58 -13.61 C:22 18.00 -8.05 C:23 16.79 -10.14 C:25 13.15 -5.21 O 9.49 -10.14 O 15.58 -14.99 O 21.66 -12.92 O 19.21 -15.69 O 11.93 -8.74 C:36 10.69 -6.63 C:44 10.69 -8.05 C:21 15.58 -6.63 C:18 11.93 -5.91 C:38 14.35 -5.91 C:39 14.40 -8.74 O 18.00 -14.99 O 20.43 -10.84 O 20.43 -13.61 O 16.79 -11.54 O 18.00 -9.45 C:216 9.49 -8.74 C:170 16.79 -15.69 C:169 21.66 -11.54 C:171 20.43 -14.99 C:209 13.15 -8.05 C:69 16.79 -12.92 C:50 15.58 -8.05 C:96 18.00 -10.84 C:72 18.00 -13.61 C:69 19.21 -11.54 C:70 19.21 -12.92 C:79 16.79 -8.74 C:48 13.15 -6.63 1 25 1 2 26 1 3 27 1 4 28 1 30 5 -1 6 36 1 7 36 1 37 8 -2 9 25 2 10 26 2 11 27 2 12 28 2 13 29 2 14 15 1 14 17 1 15 25 1 16 18 1 16 31 1 37 17 -1 18 37 1 19 29 1 19 31 1 20 26 1 33 20 -1 21 27 1 34 21 -2 22 28 1 35 22 -1 23 30 1 23 32 1 32 24 -1 24 36 1 29 37 1 30 33 1 31 36 -1 32 34 1 33 35 1 34 35 1', 'C27H42O10', 526.283, 'C', 'np97_1026_3a', 178, '', '', '1', 22, NULL, NULL),
(9154, 'Achillin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10]([CH3:14])=[C:1]1[C:2](=O)[CH:3]=[C:4]([CH3:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@@H:11]3[CH3:13]', '[H][C@@]23CCC(C)=C1C(=O)C=C(C)[C@]1([H])[C@@]2([H])OC(=O)[C@@H]3C', '[H][C@@:52]23[CH2:24][CH2:38][C:152]([CH3:22])=[C:132]1[C:196](=O)[CH:136]=[C:170]([CH3:20])[C@:53]1([H])[C@@:84]2([H])O[C:180](=O)[C@@H:39]3[CH3:11]', '21 23 H 17.31 -10.29 H 14.99 -11.03 H 16.46 -10.29 C:15 12.78 -11.21 C:14 16.88 -6.52 C:13 19.43 -12.98 O 14.34 -6.35 O 16.88 -14.83 C:3 13.18 -8.62 C:9 18.21 -8.56 C:8 18.55 -10.00 O 15.74 -12.55 C:4 13.67 -10.00 C:10 16.88 -7.90 C:2 14.34 -7.73 C:12 16.88 -13.36 C:1 15.58 -8.56 C:11 18.04 -12.55 C:7 17.61 -11.21 C:5 15.24 -10.00 C:6 16.17 -11.21 19 1 -2 20 2 -2 21 3 -1 4 13 1 5 14 1 18 6 -1 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 17.31 -10.29 H 14.99 -11.03 H 16.46 -10.29 C 12.78 -11.21 C 16.88 -6.52 C 19.43 -12.98 O 14.34 -6.35 O 16.88 -14.83 C 13.18 -8.62 C 18.21 -8.56 C 18.55 -10.00 O 15.74 -12.55 C 13.67 -10.00 C 16.88 -7.90 C 14.34 -7.73 C 16.88 -13.36 C 15.58 -8.56 C 18.04 -12.55 C 17.61 -11.21 C 15.24 -10.00 C 16.17 -11.21 19 1 -2 20 2 -2 21 3 -1 4 13 1 5 14 1 18 6 -1 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', '21 23 H 17.31 -10.29 H 14.99 -11.03 H 16.46 -10.29 C:20 12.78 -11.21 C:22 16.88 -6.52 C:11 19.43 -12.98 O 14.34 -6.35 O 16.88 -14.83 C:136 13.18 -8.62 C:38 18.21 -8.56 C:24 18.55 -10.00 O 15.74 -12.55 C:170 13.67 -10.00 C:152 16.88 -7.90 C:196 14.34 -7.73 C:180 16.88 -13.36 C:132 15.58 -8.56 C:39 18.04 -12.55 C:52 17.61 -11.21 C:53 15.24 -10.00 C:84 16.17 -11.21 19 1 -2 20 2 -2 21 3 -1 4 13 1 5 14 1 18 6 -1 7 15 2 8 16 2 9 13 2 9 15 1 10 11 1 10 14 1 11 19 1 12 16 1 12 21 1 13 20 1 14 17 2 15 17 1 16 18 1 17 20 1 18 19 1 19 21 1 20 21 1', 'C15H18O3', 246.183, 'C', '342-1', 1681, '', '', '1', 14, NULL, NULL),
(9155, '1a8a-Epoxiosmitopsin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:6]12O[C:12](=O)[C:11](=[CH2:13])[C@:7]1([H])[C@H:8]4[CH2:9][C@H:10]([CH3:14])[C@@:1]3([CH2:2][CH2:3][C:4]([CH3:15])=[C:5]23)O4', '[H][C@@]12OC(=O)C(=C)[C@]1([H])[C@H]4C[C@H](C)[C@@]3(CCC(C)=C23)O4', '[H][C@@:71]12O[C:171](=O)[C:137](=[CH2:124])[C@:44]1([H])[C@H:76]4[CH2:33][C@H:41]([CH3:14])[C@@:95]3([CH2:32][CH2:35][C:148]([CH3:14])=[C:128]23)O4', '20 23 H 16.49 -10.24 H 17.33 -10.24 C:13 19.37 -12.85 C:15 12.93 -11.12 C:14 16.92 -6.52 O 16.92 -14.64 C:3 13.32 -8.64 C:2 14.42 -7.77 C:9 18.22 -8.58 O 15.78 -12.43 O 17.04 -9.59 C:4 13.78 -9.97 C:11 18.04 -12.43 C:12 16.92 -13.21 C:5 15.32 -9.97 C:10 16.92 -7.95 C:8 18.55 -9.97 C:6 16.22 -11.12 C:7 17.63 -11.12 C:1 15.63 -8.58 18 1 -2 19 2 -2 3 13 2 4 12 1 16 5 -1 6 14 2 7 8 1 7 12 1 8 20 1 9 16 1 9 17 1 10 14 1 10 18 1 17 11 -2 20 11 -2 12 15 2 13 14 1 13 19 1 15 18 1 15 20 1 16 20 1 17 19 1 18 19 1', '20 23 H 16.49 -10.24 H 17.33 -10.24 C 19.37 -12.85 C 12.93 -11.12 C 16.92 -6.52 O 16.92 -14.64 C 13.32 -8.64 C 14.42 -7.77 C 18.22 -8.58 O 15.78 -12.43 O 17.04 -9.59 C 13.78 -9.97 C 18.04 -12.43 C 16.92 -13.21 C 15.32 -9.97 C 16.92 -7.95 C 18.55 -9.97 C 16.22 -11.12 C 17.63 -11.12 C 15.63 -8.58 18 1 -2 19 2 -2 3 13 2 4 12 1 16 5 -1 6 14 2 7 8 1 7 12 1 8 20 1 9 16 1 9 17 1 10 14 1 10 18 1 17 11 -2 20 11 -2 12 15 2 13 14 1 13 19 1 15 18 1 15 20 1 16 20 1 17 19 1 18 19 1', '20 23 H 16.49 -10.24 H 17.33 -10.24 C:124 19.37 -12.85 C:14 12.93 -11.12 C:14 16.92 -6.52 O 16.92 -14.64 C:35 13.32 -8.64 C:32 14.42 -7.77 C:33 18.22 -8.58 O 15.78 -12.43 O 17.04 -9.59 C:148 13.78 -9.97 C:137 18.04 -12.43 C:171 16.92 -13.21 C:128 15.32 -9.97 C:41 16.92 -7.95 C:76 18.55 -9.97 C:71 16.22 -11.12 C:44 17.63 -11.12 C:95 15.63 -8.58 18 1 -2 19 2 -2 3 13 2 4 12 1 16 5 -1 6 14 2 7 8 1 7 12 1 8 20 1 9 16 1 9 17 1 10 14 1 10 18 1 17 11 -2 20 11 -2 12 15 2 13 14 1 13 19 1 15 18 1 15 20 1 16 20 1 17 19 1 18 19 1', 'C15H18O3', 246.175, 'C', '343-1', 233, '', '', '1', 14, NULL, NULL),
(9156, 'Estafietin', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]34[CH2:8][CH2:9][C:10](=[CH2:14])[C@:1]2([H])[CH2:2][C@H:3]1O[C@@:4]1([CH3:15])[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C:11]4=[CH2:13]', '[H][C@@]34CCC(=C)[C@]2([H])C[C@H]1O[C@@]1(C)[C@]2([H])[C@@]3([H])OC(=O)C4=C', '[H][C@@:44]34[CH2:29][CH2:29][C:147](=[CH2:114])[C@:45]2([H])[CH2:33][C@H:62]1O[C@@:65]1([CH3:19])[C@:51]2([H])[C@@:79]3([H])O[C:168](=O)[C:140]4=[CH2:118]', '22 25 H 17.61 -10.17 H 16.07 -7.47 H 16.75 -10.17 H 15.25 -10.91 C:14 17.18 -6.35 C:13 19.76 -12.89 C:15 13.00 -11.09 O 17.18 -14.77 C:9 18.52 -8.41 C:8 18.86 -9.87 C:2 14.59 -7.57 O 16.01 -12.45 O 12.51 -9.58 C:10 17.18 -7.75 C:11 18.34 -12.45 C:12 17.18 -13.28 C:3 13.41 -8.48 C:7 17.92 -11.09 C:1 15.85 -8.41 C:6 16.46 -11.09 C:5 15.51 -9.87 C:4 13.90 -9.87 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 22 7 -1 8 16 2 9 10 1 9 14 1 10 18 1 11 17 1 11 19 1 12 16 1 12 20 1 17 13 -2 13 22 1 14 19 1 15 16 1 15 18 1 17 22 1 18 20 1 19 21 1 20 21 1 21 22 1', '22 25 H 17.61 -10.17 H 16.07 -7.47 H 16.75 -10.17 H 15.25 -10.91 C 17.18 -6.35 C 19.76 -12.89 C 13.00 -11.09 O 17.18 -14.77 C 18.52 -8.41 C 18.86 -9.87 C 14.59 -7.57 O 16.01 -12.45 O 12.51 -9.58 C 17.18 -7.75 C 18.34 -12.45 C 17.18 -13.28 C 13.41 -8.48 C 17.92 -11.09 C 15.85 -8.41 C 16.46 -11.09 C 15.51 -9.87 C 13.90 -9.87 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 22 7 -1 8 16 2 9 10 1 9 14 1 10 18 1 11 17 1 11 19 1 12 16 1 12 20 1 17 13 -2 13 22 1 14 19 1 15 16 1 15 18 1 17 22 1 18 20 1 19 21 1 20 21 1 21 22 1', '22 25 H 17.61 -10.17 H 16.07 -7.47 H 16.75 -10.17 H 15.25 -10.91 C:114 17.18 -6.35 C:118 19.76 -12.89 C:19 13.00 -11.09 O 17.18 -14.77 C:29 18.52 -8.41 C:29 18.86 -9.87 C:33 14.59 -7.57 O 16.01 -12.45 O 12.51 -9.58 C:147 17.18 -7.75 C:140 18.34 -12.45 C:168 17.18 -13.28 C:62 13.41 -8.48 C:44 17.92 -11.09 C:45 15.85 -8.41 C:79 16.46 -11.09 C:51 15.51 -9.87 C:65 13.90 -9.87 18 1 -2 19 2 -2 20 3 -1 21 4 -2 5 14 2 6 15 2 22 7 -1 8 16 2 9 10 1 9 14 1 10 18 1 11 17 1 11 19 1 12 16 1 12 20 1 17 13 -2 13 22 1 14 19 1 15 16 1 15 18 1 17 22 1 18 20 1 19 21 1 20 21 1 21 22 1', 'C15H18O3', 246.19, 'B', '343-2', 857, '', '', '1', 14, NULL, NULL),
(9157, 'Xerantholide', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@:8]23[CH2:9][C@H:10]([CH3:14])[C@:1]1([H])[CH2:2][C:3](=O)[C:4]([CH3:15])=[C:5]1[CH2:6][C@:7]2([H])[C:11](=[CH2:13])[C:12](=O)O3', '[H][C@]23C[C@H](C)[C@]1([H])CC(=O)C(C)=C1C[C@]2([H])C(=C)C(=O)O3', '[H][C@:81]23[CH2:42][C@H:33]([CH3:13])[C@:44]1([H])[CH2:40][C:207](=O)[C:140]([CH3:8])=[C:170]1[CH2:30][C@:45]2([H])[C:139](=[CH2:120])[C:170](=O)O3', '21 23 H 18.41 -10.31 H 14.89 -8.50 H 16.38 -13.01 C:13 17.07 -14.74 C:15 11.93 -12.25 C:14 16.03 -7.58 O 10.98 -9.29 O 20.11 -13.87 C:2 13.46 -8.79 C:6 15.27 -12.25 C:9 17.36 -9.63 O 18.95 -11.58 C:11 17.58 -13.39 C:3 12.32 -9.70 C:4 12.80 -11.09 C:12 18.95 -13.01 C:5 14.37 -11.09 C:10 16.03 -8.98 C:8 17.69 -11.09 C:1 14.69 -9.63 C:7 16.77 -12.25 19 1 -1 20 2 -2 21 3 -2 4 13 2 5 15 1 18 6 -1 7 14 2 8 16 2 9 14 1 9 20 1 10 17 1 10 21 1 11 18 1 11 19 1 12 16 1 12 19 1 13 16 1 13 21 1 14 15 1 15 17 2 17 20 1 18 20 1 19 21 1', '21 23 H 18.41 -10.31 H 14.89 -8.50 H 16.38 -13.01 C 17.07 -14.74 C 11.93 -12.25 C 16.03 -7.58 O 10.98 -9.29 O 20.11 -13.87 C 13.46 -8.79 C 15.27 -12.25 C 17.36 -9.63 O 18.95 -11.58 C 17.58 -13.39 C 12.32 -9.70 C 12.80 -11.09 C 18.95 -13.01 C 14.37 -11.09 C 16.03 -8.98 C 17.69 -11.09 C 14.69 -9.63 C 16.77 -12.25 19 1 -1 20 2 -2 21 3 -2 4 13 2 5 15 1 18 6 -1 7 14 2 8 16 2 9 14 1 9 20 1 10 17 1 10 21 1 11 18 1 11 19 1 12 16 1 12 19 1 13 16 1 13 21 1 14 15 1 15 17 2 17 20 1 18 20 1 19 21 1', '21 23 H 18.41 -10.31 H 14.89 -8.50 H 16.38 -13.01 C:120 17.07 -14.74 C:8 11.93 -12.25 C:13 16.03 -7.58 O 10.98 -9.29 O 20.11 -13.87 C:40 13.46 -8.79 C:30 15.27 -12.25 C:42 17.36 -9.63 O 18.95 -11.58 C:139 17.58 -13.39 C:207 12.32 -9.70 C:140 12.80 -11.09 C:170 18.95 -13.01 C:170 14.37 -11.09 C:33 16.03 -8.98 C:81 17.69 -11.09 C:44 14.69 -9.63 C:45 16.77 -12.25 19 1 -1 20 2 -2 21 3 -2 4 13 2 5 15 1 18 6 -1 7 14 2 8 16 2 9 14 1 9 20 1 10 17 1 10 21 1 11 18 1 11 19 1 12 16 1 12 19 1 13 16 1 13 21 1 14 15 1 15 17 2 17 20 1 18 20 1 19 21 1', 'C15H18O3', 246.183, 'C', '345-1', 1528, '', '', '1', 14, NULL, NULL),
(9158, 'Zaluzanin C', '', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[H][C@@:7]23[CH2:8][CH2:9][C:10](=[CH2:14])[C@:1]1([H])[CH2:2][C@H:3](O)[C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CCC(=C)[C@]1([H])C[C@H](O)C(=C)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:50]23[CH2:31][CH2:34][C:140](=[CH2:111])[C@:44]1([H])[CH2:39][C@H:74](O)[C:148](=[CH2:114])[C@:46]1([H])[C@@:84]2([H])O[C:170](=O)[C:153]3=[CH2:120]', '22 24 H 17.82 -10.21 H 16.26 -7.54 H 16.95 -10.21 H 15.45 -10.94 C:14 17.39 -6.33 C:13 19.95 -12.94 C:15 13.21 -11.12 O 17.39 -14.80 O 12.27 -8.15 C:9 18.75 -8.47 C:8 19.09 -9.93 C:2 14.79 -7.63 O 16.20 -12.49 C:10 17.39 -7.81 C:12 17.39 -13.32 C:11 18.57 -12.49 C:4 14.11 -9.93 C:3 13.62 -8.54 C:7 18.14 -11.12 C:1 16.04 -8.47 C:6 16.65 -11.12 C:5 15.71 -9.93 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.82 -10.21 H 16.26 -7.54 H 16.95 -10.21 H 15.45 -10.94 C 17.39 -6.33 C 19.95 -12.94 C 13.21 -11.12 O 17.39 -14.80 O 12.27 -8.15 C 18.75 -8.47 C 19.09 -9.93 C 14.79 -7.63 O 16.20 -12.49 C 17.39 -7.81 C 17.39 -13.32 C 18.57 -12.49 C 14.11 -9.93 C 13.62 -8.54 C 18.14 -11.12 C 16.04 -8.47 C 16.65 -11.12 C 15.71 -9.93 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', '22 24 H 17.82 -10.21 H 16.26 -7.54 H 16.95 -10.21 H 15.45 -10.94 C:111 17.39 -6.33 C:120 19.95 -12.94 C:114 13.21 -11.12 O 17.39 -14.80 O 12.27 -8.15 C:34 18.75 -8.47 C:31 19.09 -9.93 C:39 14.79 -7.63 O 16.20 -12.49 C:140 17.39 -7.81 C:170 17.39 -13.32 C:153 18.57 -12.49 C:148 14.11 -9.93 C:74 13.62 -8.54 C:50 18.14 -11.12 C:44 16.04 -8.47 C:84 16.65 -11.12 C:46 15.71 -9.93 19 1 -2 20 2 -2 21 3 -1 22 4 -2 5 14 2 6 16 2 7 17 2 8 15 2 18 9 -1 10 11 1 10 14 1 11 19 1 12 18 1 12 20 1 13 15 1 13 21 1 14 20 1 15 16 1 16 19 1 17 18 1 17 22 1 19 21 1 20 22 1 21 22 1', 'C15H18O3', 246.19, 'C', '345-2', 101, '', '', '1', 14, NULL, NULL),
(9159, 'Junceol A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:11002][C:11001](=O)O[C:11]([CH3:13])([CH3:12])[C@H:7]2[CH:6]=[C:5]1[C@@H:4]([CH3:15])[CH2:3][CH2:2][C@@H:1](O)[C@:10]1([CH3:14])[CH2:9][CH2:8]2', 'CC(=O)OC(C)(C)[C@H]2C=C1[C@@H](C)CC[C@@H](O)[C@]1(C)CC2', '[CH3:23][C:171](=O)O[C:85]([CH3:24])([CH3:24])[C@H:43]2[CH:123]=[C:148]1[C@@H:39]([CH3:22])[CH2:31][CH2:27][C@@H:78](O)[C@:40]1([CH3:21])[CH2:20][CH2:35]2', '20 21 C:11002 20.84 -13.30 C:15 12.27 -14.00 C:13 17.22 -14.00 C:12 18.41 -11.86 C:14 13.50 -9.00 O 19.63 -11.20 O 12.27 -8.29 C:6 14.73 -12.59 C:3 11.03 -11.86 C:2 11.03 -10.42 C:8 15.99 -10.42 C:9 14.73 -9.69 O 18.41 -13.30 C:11001 19.63 -12.59 C:5 13.50 -11.86 C:4 12.27 -12.59 C:1 12.27 -9.69 C:7 15.99 -11.86 C:11 17.22 -12.59 C:10 13.50 -10.42 1 14 1 16 2 -1 3 19 1 4 19 1 20 5 -1 6 14 2 17 7 -1 8 15 2 8 18 1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 20 1 13 14 1 13 19 1 15 16 1 15 20 1 17 20 1 18 19 -1', '20 21 C 20.84 -13.30 C 12.27 -14.00 C 17.22 -14.00 C 18.41 -11.86 C 13.50 -9.00 O 19.63 -11.20 O 12.27 -8.29 C 14.73 -12.59 C 11.03 -11.86 C 11.03 -10.42 C 15.99 -10.42 C 14.73 -9.69 O 18.41 -13.30 C 19.63 -12.59 C 13.50 -11.86 C 12.27 -12.59 C 12.27 -9.69 C 15.99 -11.86 C 17.22 -12.59 C 13.50 -10.42 1 14 1 16 2 -1 3 19 1 4 19 1 20 5 -1 6 14 2 17 7 -1 8 15 2 8 18 1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 20 1 13 14 1 13 19 1 15 16 1 15 20 1 17 20 1 18 19 -1', '20 21 C:23 20.84 -13.30 C:22 12.27 -14.00 C:24 17.22 -14.00 C:24 18.41 -11.86 C:21 13.50 -9.00 O 19.63 -11.20 O 12.27 -8.29 C:123 14.73 -12.59 C:31 11.03 -11.86 C:27 11.03 -10.42 C:35 15.99 -10.42 C:20 14.73 -9.69 O 18.41 -13.30 C:171 19.63 -12.59 C:148 13.50 -11.86 C:39 12.27 -12.59 C:78 12.27 -9.69 C:43 15.99 -11.86 C:85 17.22 -12.59 C:40 13.50 -10.42 1 14 1 16 2 -1 3 19 1 4 19 1 20 5 -1 6 14 2 17 7 -1 8 15 2 8 18 1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 20 1 13 14 1 13 19 1 15 16 1 15 20 1 17 20 1 18 19 -1', 'C17H28O3', 280.18, 'C', 'np01_1241_1', 381, '', '', '1', 20, NULL, NULL),
(9160, 'Tubipolide A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:8]23[CH2:9][C@:10]1([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]([CH2:15]O[C:15001]([CH3:15002])=O)[C@:5]1([H])[CH2:6][C:7]2=[C:11]([CH3:13])[C:12](=O)O3', '[H][C@]23C[C@]1(C)C=CC=C(COC(C)=O)[C@]1([H])CC2=C(C)C(=O)O3', '[H][C@:78]23[CH2:45][C@:37]1([CH3:25])[CH:134]=[CH:124][CH:121]=[C:137]([CH2:66]O[C:171]([CH3:21])=O)[C@:43]1([H])[CH2:27][C:160]2=[C:120]([CH3:8])[C:175](=O)O3', '23 25 H 17.46 -7.06 H 14.92 -10.56 C:15002 11.22 -14.49 C:13 19.26 -11.29 C:14 14.92 -6.63 O 13.63 -14.52 O 21.08 -8.81 C:2 12.43 -8.08 C:3 12.43 -9.54 C:1 13.63 -7.36 C:15 13.63 -11.67 C:6 16.21 -10.28 C:9 16.21 -7.36 O 12.43 -12.38 O 18.81 -7.67 C:15001 12.43 -13.80 C:11 18.81 -9.95 C:12 19.64 -8.81 C:4 13.63 -10.28 C:7 17.46 -9.54 C:10 14.92 -8.08 C:8 17.46 -8.08 C:5 14.92 -9.54 22 1 -1 23 2 -2 3 16 1 4 17 1 21 5 -2 6 16 2 7 18 2 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 23 1 13 21 1 13 22 1 14 16 1 15 18 1 15 22 1 17 18 1 17 20 2 19 23 1 20 22 1 21 23 1', '23 25 H 17.46 -7.06 H 14.92 -10.56 C 11.22 -14.49 C 19.26 -11.29 C 14.92 -6.63 O 13.63 -14.52 O 21.08 -8.81 C 12.43 -8.08 C 12.43 -9.54 C 13.63 -7.36 C 13.63 -11.67 C 16.21 -10.28 C 16.21 -7.36 O 12.43 -12.38 O 18.81 -7.67 C 12.43 -13.80 C 18.81 -9.95 C 19.64 -8.81 C 13.63 -10.28 C 17.46 -9.54 C 14.92 -8.08 C 17.46 -8.08 C 14.92 -9.54 22 1 -1 23 2 -2 3 16 1 4 17 1 21 5 -2 6 16 2 7 18 2 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 23 1 13 21 1 13 22 1 14 16 1 15 18 1 15 22 1 17 18 1 17 20 2 19 23 1 20 22 1 21 23 1', '23 25 H 17.46 -7.06 H 14.92 -10.56 C:21 11.22 -14.49 C:8 19.26 -11.29 C:25 14.92 -6.63 O 13.63 -14.52 O 21.08 -8.81 C:124 12.43 -8.08 C:121 12.43 -9.54 C:134 13.63 -7.36 C:66 13.63 -11.67 C:27 16.21 -10.28 C:45 16.21 -7.36 O 12.43 -12.38 O 18.81 -7.67 C:171 12.43 -13.80 C:120 18.81 -9.95 C:175 19.64 -8.81 C:137 13.63 -10.28 C:160 17.46 -9.54 C:37 14.92 -8.08 C:78 17.46 -8.08 C:43 14.92 -9.54 22 1 -1 23 2 -2 3 16 1 4 17 1 21 5 -2 6 16 2 7 18 2 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 23 1 13 21 1 13 22 1 14 16 1 15 18 1 15 22 1 17 18 1 17 20 2 19 23 1 20 22 1 21 23 1', 'C17H20O4', 288.195, 'C', 'np01_1430_1', 551, '', '', '1', 20, NULL, NULL),
(9161, 'Tubipolide B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:8]23[CH2:9][C@:10]1([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]([CH3:15])[C@:5]1([H])[CH2:6][C:7]2=[C:11]([CH3:13])[C:12](=O)O3', '[H][C@]23C[C@]1(C)C=CC=C(C)[C@]1([H])CC2=C(C)C(=O)O3', '[H][C@:79]23[CH2:27][C@:37]1([CH3:25])[CH:131]=[CH:124][CH:118]=[C:140]([CH3:22])[C@:48]1([H])[CH2:46][C:161]2=[C:111]([CH3:8])[C:176](=O)O3', '19 21 H 16.27 -9.03 H 13.73 -12.53 C:15 12.48 -13.66 C:13 18.07 -13.27 C:14 13.73 -8.60 O 19.90 -10.78 C:2 11.24 -10.05 C:3 11.24 -11.51 C:1 12.48 -9.33 C:6 15.01 -12.22 C:9 15.01 -9.33 O 17.62 -9.64 C:4 12.48 -12.22 C:11 17.62 -11.92 C:12 18.46 -10.78 C:7 16.27 -11.51 C:10 13.73 -10.05 C:8 16.27 -10.05 C:5 13.73 -11.51 18 1 -1 19 2 -2 3 13 1 4 14 1 17 5 -2 6 15 2 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 19 1 11 17 1 11 18 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 19 1', '19 21 H 16.27 -9.03 H 13.73 -12.53 C 12.48 -13.66 C 18.07 -13.27 C 13.73 -8.60 O 19.90 -10.78 C 11.24 -10.05 C 11.24 -11.51 C 12.48 -9.33 C 15.01 -12.22 C 15.01 -9.33 O 17.62 -9.64 C 12.48 -12.22 C 17.62 -11.92 C 18.46 -10.78 C 16.27 -11.51 C 13.73 -10.05 C 16.27 -10.05 C 13.73 -11.51 18 1 -1 19 2 -2 3 13 1 4 14 1 17 5 -2 6 15 2 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 19 1 11 17 1 11 18 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 19 1', '19 21 H 16.27 -9.03 H 13.73 -12.53 C:22 12.48 -13.66 C:8 18.07 -13.27 C:25 13.73 -8.60 O 19.90 -10.78 C:124 11.24 -10.05 C:118 11.24 -11.51 C:131 12.48 -9.33 C:46 15.01 -12.22 C:27 15.01 -9.33 O 17.62 -9.64 C:140 12.48 -12.22 C:111 17.62 -11.92 C:176 18.46 -10.78 C:161 16.27 -11.51 C:37 13.73 -10.05 C:79 16.27 -10.05 C:48 13.73 -11.51 18 1 -1 19 2 -2 3 13 1 4 14 1 17 5 -2 6 15 2 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 19 1 11 17 1 11 18 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 19 1', 'C15H18O2', 230.175, 'C', 'np01_1430_2', 551, '', '', '1', 20, NULL, NULL),
(9162, 'Tubipolide C', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O)[CH2:9][C@@:10]2([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]3[CH2:15]O[C:15001]([CH3:15002])=O', '[H][C@@]23CC1=C(C)C(=O)O[C@@]1(O)C[C@@]2(C)C=CC=C3COC(C)=O', '[H][C@@:45]23[CH2:26][C:159]1=[C:121]([CH3:8])[C:173](=O)O[C@@:103]1(O)[CH2:49][C@@:37]2([CH3:25])[CH:9999]=[CH:121][CH:122]=[C:134]3[CH2:66]O[C:171]([CH3:21])=O', '23 25 H 14.92 -10.54 C:15002 11.28 -14.47 C:13 19.19 -11.28 C:14 14.92 -6.67 O 13.70 -14.47 O 20.97 -8.84 O 17.40 -6.67 C:2 12.48 -8.12 C:3 12.48 -9.54 C:1 13.70 -7.40 C:15 13.70 -11.68 C:6 16.18 -10.27 C:9 16.18 -7.40 O 12.48 -12.38 O 18.75 -7.70 C:15001 12.48 -13.77 C:11 18.75 -9.94 C:12 19.57 -8.84 C:4 13.70 -10.27 C:7 17.40 -9.54 C:10 14.92 -8.12 C:5 14.92 -9.54 C:8 17.40 -8.12 22 1 -2 2 16 1 3 17 1 21 4 -1 5 16 2 6 18 2 23 7 -1 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 22 1 13 21 1 13 23 1 14 16 1 15 18 1 15 23 1 17 18 1 17 20 2 19 22 1 20 23 1 21 22 1', '23 25 H 14.92 -10.54 C 11.28 -14.47 C 19.19 -11.28 C 14.92 -6.67 O 13.70 -14.47 O 20.97 -8.84 O 17.40 -6.67 C 12.48 -8.12 C 12.48 -9.54 C 13.70 -7.40 C 13.70 -11.68 C 16.18 -10.27 C 16.18 -7.40 O 12.48 -12.38 O 18.75 -7.70 C 12.48 -13.77 C 18.75 -9.94 C 19.57 -8.84 C 13.70 -10.27 C 17.40 -9.54 C 14.92 -8.12 C 14.92 -9.54 C 17.40 -8.12 22 1 -2 2 16 1 3 17 1 21 4 -1 5 16 2 6 18 2 23 7 -1 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 22 1 13 21 1 13 23 1 14 16 1 15 18 1 15 23 1 17 18 1 17 20 2 19 22 1 20 23 1 21 22 1', '23 25 H 14.92 -10.54 C:21 11.28 -14.47 C:8 19.19 -11.28 C:25 14.92 -6.67 O 13.70 -14.47 O 20.97 -8.84 O 17.40 -6.67 C:121 12.48 -8.12 C:122 12.48 -9.54 C 13.70 -7.40 C:66 13.70 -11.68 C:26 16.18 -10.27 C:49 16.18 -7.40 O 12.48 -12.38 O 18.75 -7.70 C:171 12.48 -13.77 C:121 18.75 -9.94 C:173 19.57 -8.84 C:134 13.70 -10.27 C:159 17.40 -9.54 C:37 14.92 -8.12 C:45 14.92 -9.54 C:103 17.40 -8.12 22 1 -2 2 16 1 3 17 1 21 4 -1 5 16 2 6 18 2 23 7 -1 8 9 1 8 10 2 9 19 2 10 21 1 11 14 1 11 19 1 12 20 1 12 22 1 13 21 1 13 23 1 14 16 1 15 18 1 15 23 1 17 18 1 17 20 2 19 22 1 20 23 1 21 22 1', 'C17H20O5', 304.187, 'C', 'np01_1430_3', 551, 'error in paper: C-1 at 37.2', '', '1', 20, NULL, NULL),
(9163, 'Tubipolide D', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O)[CH2:9][C@:10]2([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]3[CH3:15]', '[H][C@@]23CC1=C(C)C(=O)O[C@@]1(O)C[C@]2(C)C=CC=C3C', '[H][C@@:49]23[CH2:25][C:159]1=[C:121]([CH3:8])[C:172](=O)O[C@@:103]1(O)[CH2:49][C@:37]2([CH3:26])[CH:133]=[CH:122][CH:118]=[C:137]3[CH3:22]', '19 21 H 13.73 -12.54 C:15 12.50 -13.67 C:13 18.02 -13.28 C:14 13.73 -8.66 O 19.82 -10.82 O 16.24 -8.73 C:2 11.27 -10.10 C:3 11.27 -11.54 C:1 12.50 -9.39 C:6 15.00 -12.24 C:9 15.00 -9.39 O 17.58 -9.69 C:4 12.50 -12.24 C:11 17.58 -11.94 C:12 18.41 -10.82 C:7 16.24 -11.54 C:10 13.73 -10.10 C:5 13.73 -11.54 C:8 16.24 -10.10 18 1 -2 2 13 1 3 14 1 17 4 -2 5 15 2 19 6 -1 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 18 1 11 17 1 11 19 1 12 15 1 12 19 1 13 18 1 14 15 1 14 16 2 16 19 1 17 18 1', '19 21 H 13.73 -12.54 C 12.50 -13.67 C 18.02 -13.28 C 13.73 -8.66 O 19.82 -10.82 O 16.24 -8.73 C 11.27 -10.10 C 11.27 -11.54 C 12.50 -9.39 C 15.00 -12.24 C 15.00 -9.39 O 17.58 -9.69 C 12.50 -12.24 C 17.58 -11.94 C 18.41 -10.82 C 16.24 -11.54 C 13.73 -10.10 C 13.73 -11.54 C 16.24 -10.10 18 1 -2 2 13 1 3 14 1 17 4 -2 5 15 2 19 6 -1 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 18 1 11 17 1 11 19 1 12 15 1 12 19 1 13 18 1 14 15 1 14 16 2 16 19 1 17 18 1', '19 21 H 13.73 -12.54 C:22 12.50 -13.67 C:8 18.02 -13.28 C:26 13.73 -8.66 O 19.82 -10.82 O 16.24 -8.73 C:122 11.27 -10.10 C:118 11.27 -11.54 C:133 12.50 -9.39 C:25 15.00 -12.24 C:49 15.00 -9.39 O 17.58 -9.69 C:137 12.50 -12.24 C:121 17.58 -11.94 C:172 18.41 -10.82 C:159 16.24 -11.54 C:37 13.73 -10.10 C:49 13.73 -11.54 C:103 16.24 -10.10 18 1 -2 2 13 1 3 14 1 17 4 -2 5 15 2 19 6 -1 7 8 1 7 9 2 8 13 2 9 17 1 10 16 1 10 18 1 11 17 1 11 19 1 12 15 1 12 19 1 13 18 1 14 15 1 14 16 2 16 19 1 17 18 1', 'C15H18O3', 246.167, 'C', 'np01_1430_4', 551, '', '', '1', 20, NULL, NULL),
(9164, 'Tubipolide E', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O)[CH2:9][C@:10]2([CH3:14])[CH:1]=[CH:2]O[CH:3]=[C:4]3[CH3:15]', '[H][C@@]23CC1=C(C)C(=O)O[C@@]1(O)C[C@]2(C)C=COC=C3C', '[H][C@@:54]23[CH2:28][C:160]1=[C:122]([CH3:8])[C:172](=O)O[C@@:103]1(O)[CH2:51][C@:39]2([CH3:31])[CH:112]=[CH:140]O[CH:140]=[C:118]3[CH3:22]', '20 22 H 14.70 -12.23 C:15 13.61 -13.11 C:13 18.82 -12.60 C:14 14.70 -8.03 O 20.68 -10.13 O 17.13 -8.03 C:2 12.23 -8.87 C:1 13.61 -8.56 C:3 12.23 -11.39 C:6 15.91 -11.53 C:9 15.91 -8.73 O 11.62 -10.13 O 18.43 -9.00 C:4 13.61 -11.70 C:11 18.43 -11.26 C:12 19.28 -10.13 C:7 17.13 -10.83 C:10 14.70 -9.43 C:5 14.70 -10.83 C:8 17.13 -9.43 19 1 -2 2 14 1 3 15 1 18 4 -2 5 16 2 20 6 -1 7 8 2 7 12 1 8 18 1 9 12 1 9 14 2 10 17 1 10 19 1 11 18 1 11 20 1 13 16 1 13 20 1 14 19 1 15 16 1 15 17 2 17 20 1 18 19 1', '20 22 H 14.70 -12.23 C 13.61 -13.11 C 18.82 -12.60 C 14.70 -8.03 O 20.68 -10.13 O 17.13 -8.03 C 12.23 -8.87 C 13.61 -8.56 C 12.23 -11.39 C 15.91 -11.53 C 15.91 -8.73 O 11.62 -10.13 O 18.43 -9.00 C 13.61 -11.70 C 18.43 -11.26 C 19.28 -10.13 C 17.13 -10.83 C 14.70 -9.43 C 14.70 -10.83 C 17.13 -9.43 19 1 -2 2 14 1 3 15 1 18 4 -2 5 16 2 20 6 -1 7 8 2 7 12 1 8 18 1 9 12 1 9 14 2 10 17 1 10 19 1 11 18 1 11 20 1 13 16 1 13 20 1 14 19 1 15 16 1 15 17 2 17 20 1 18 19 1', '20 22 H 14.70 -12.23 C:22 13.61 -13.11 C:8 18.82 -12.60 C:31 14.70 -8.03 O 20.68 -10.13 O 17.13 -8.03 C:140 12.23 -8.87 C:112 13.61 -8.56 C:140 12.23 -11.39 C:28 15.91 -11.53 C:51 15.91 -8.73 O 11.62 -10.13 O 18.43 -9.00 C:118 13.61 -11.70 C:122 18.43 -11.26 C:172 19.28 -10.13 C:160 17.13 -10.83 C:39 14.70 -9.43 C:54 14.70 -10.83 C:103 17.13 -9.43 19 1 -2 2 14 1 3 15 1 18 4 -2 5 16 2 20 6 -1 7 8 2 7 12 1 8 18 1 9 12 1 9 14 2 10 17 1 10 19 1 11 18 1 11 20 1 13 16 1 13 20 1 14 19 1 15 16 1 15 17 2 17 20 1 18 19 1', 'C15H18O4', 262.166, 'C', 'np01_1430_5', 551, '', '', '1', 20, NULL, NULL),
(9165, 'Tubipolide F', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@:10]2([CH3:14])[CH:1]=[CH:2]O[CH:3]=[C:4]3[CH3:15]', '[H][C@@]23Cc1c(C)c(=O)oc1=C[C@]2(C)C=COC=C3C', '[H][C@@:50]23[CH2:26][c:148]1[c:121]([CH3:9])[c:171](=O)o[c:149]1=[CH:117][C@:40]2([CH3:31])[CH:110]=[CH:139]O[CH:139]=[C:119]3[CH3:21]', '19 21 H 14.70 -12.23 C:15 13.61 -13.11 C:13 18.82 -12.60 C:14 14.70 -8.03 O 20.68 -10.13 C:2 12.23 -8.87 C:1 13.61 -8.56 C:3 12.23 -11.39 C:9 15.91 -8.73 C:6 15.91 -11.53 O 11.62 -10.13 O 18.43 -9.00 C:4 13.61 -11.70 C:11 18.43 -11.26 C:7 17.13 -10.83 C:12 19.28 -10.13 C:8 17.13 -9.43 C:10 14.70 -9.43 C:5 14.70 -10.83 19 1 -2 2 13 1 3 14 1 18 4 -2 5 16 2 6 7 2 6 11 1 7 18 1 8 11 1 8 13 2 9 17 2 9 18 1 10 15 1 10 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 19 1', '19 21 H 14.70 -12.23 C 13.61 -13.11 C 18.82 -12.60 C 14.70 -8.03 O 20.68 -10.13 C 12.23 -8.87 C 13.61 -8.56 C 12.23 -11.39 C 15.91 -8.73 C 15.91 -11.53 O 11.62 -10.13 O 18.43 -9.00 C 13.61 -11.70 C 18.43 -11.26 C 17.13 -10.83 C 19.28 -10.13 C 17.13 -9.43 C 14.70 -9.43 C 14.70 -10.83 19 1 -2 2 13 1 3 14 1 18 4 -2 5 16 2 6 7 2 6 11 1 7 18 1 8 11 1 8 13 2 9 17 2 9 18 1 10 15 1 10 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 19 1', '19 21 H 14.70 -12.23 C:21 13.61 -13.11 C:9 18.82 -12.60 C:31 14.70 -8.03 O 20.68 -10.13 C:139 12.23 -8.87 C:110 13.61 -8.56 C:139 12.23 -11.39 C:117 15.91 -8.73 C:26 15.91 -11.53 O 11.62 -10.13 O 18.43 -9.00 C:119 13.61 -11.70 C:121 18.43 -11.26 C:148 17.13 -10.83 C:171 19.28 -10.13 C:149 17.13 -9.43 C:40 14.70 -9.43 C:50 14.70 -10.83 19 1 -2 2 13 1 3 14 1 18 4 -2 5 16 2 6 7 2 6 11 1 7 18 1 8 11 1 8 13 2 9 17 2 9 18 1 10 15 1 10 19 1 12 16 1 12 17 1 13 19 1 14 15 2 14 16 1 15 17 1 18 19 1', 'C15H16O3', 244.167, 'C', 'np01_1430_6', 551, '', '', '1', 20, NULL, NULL),
(9166, 'Tubipolide G', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@:10]2([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]3[CH2:15]O[C:15001]([CH3:15002])=O', '[H][C@@]23Cc1c(C)c(=O)oc1=C[C@]2(C)C=CC=C3COC(C)=O', '[H][C@@:41]23[CH2:24][c:149]1[c:121]([CH3:9])[c:171](=O)o[c:147]1=[CH:113][C@:37]2([CH3:25])[CH:132]=[CH:132][CH:121]=[C:135]3[CH2:66]O[C:171]([CH3:21])=O', '22 24 H 14.33 -11.14 C:15002 10.68 -15.06 C:13 18.61 -11.87 C:14 14.33 -7.26 O 13.10 -15.06 O 20.42 -9.41 C:2 11.89 -8.69 C:3 11.89 -10.13 C:1 13.10 -7.98 C:9 15.59 -7.98 C:15 13.10 -12.26 C:6 15.59 -10.86 O 11.89 -12.96 O 18.17 -8.29 C:15001 11.89 -14.36 C:4 13.10 -10.86 C:11 18.17 -10.54 C:7 16.84 -10.13 C:12 19.00 -9.41 C:8 16.84 -8.69 C:10 14.33 -8.69 C:5 14.33 -10.13 22 1 -2 2 15 1 3 17 1 21 4 -2 5 15 2 6 19 2 7 8 1 7 9 2 8 16 2 9 21 1 10 20 2 10 21 1 11 13 1 11 16 1 12 18 1 12 22 1 13 15 1 14 19 1 14 20 1 16 22 1 17 18 2 17 19 1 18 20 1 21 22 1', '22 24 H 14.33 -11.14 C 10.68 -15.06 C 18.61 -11.87 C 14.33 -7.26 O 13.10 -15.06 O 20.42 -9.41 C 11.89 -8.69 C 11.89 -10.13 C 13.10 -7.98 C 15.59 -7.98 C 13.10 -12.26 C 15.59 -10.86 O 11.89 -12.96 O 18.17 -8.29 C 11.89 -14.36 C 13.10 -10.86 C 18.17 -10.54 C 16.84 -10.13 C 19.00 -9.41 C 16.84 -8.69 C 14.33 -8.69 C 14.33 -10.13 22 1 -2 2 15 1 3 17 1 21 4 -2 5 15 2 6 19 2 7 8 1 7 9 2 8 16 2 9 21 1 10 20 2 10 21 1 11 13 1 11 16 1 12 18 1 12 22 1 13 15 1 14 19 1 14 20 1 16 22 1 17 18 2 17 19 1 18 20 1 21 22 1', '22 24 H 14.33 -11.14 C:21 10.68 -15.06 C:9 18.61 -11.87 C:25 14.33 -7.26 O 13.10 -15.06 O 20.42 -9.41 C:132 11.89 -8.69 C:121 11.89 -10.13 C:132 13.10 -7.98 C:113 15.59 -7.98 C:66 13.10 -12.26 C:24 15.59 -10.86 O 11.89 -12.96 O 18.17 -8.29 C:171 11.89 -14.36 C:135 13.10 -10.86 C:121 18.17 -10.54 C:149 16.84 -10.13 C:171 19.00 -9.41 C:147 16.84 -8.69 C:37 14.33 -8.69 C:41 14.33 -10.13 22 1 -2 2 15 1 3 17 1 21 4 -2 5 15 2 6 19 2 7 8 1 7 9 2 8 16 2 9 21 1 10 20 2 10 21 1 11 13 1 11 16 1 12 18 1 12 22 1 13 15 1 14 19 1 14 20 1 16 22 1 17 18 2 17 19 1 18 20 1 21 22 1', 'C17H18O4', 286.187, 'C', 'np01_1430_7', 551, '', '', '1', 20, NULL, NULL),
(9167, 'Tubipolide A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@:7](O)([CH:11](O)[C:12]([CH3:13])=O)[C:8](=O)[CH2:9][C@:10]1([CH3:14])[CH:1]=[CH:2][CH:3]=[C:4]2[CH2:15]O[C:15001]([CH3:15002])=O', '[H][C@@]12C[C@@](O)(C(O)C(C)=O)C(=O)C[C@]1(C)C=CC=C2COC(C)=O', '[H][C@@:40]12[CH2:38][C@@:81](O)([CH:79](O)[C:206]([CH3:28])=O)[C:208](=O)[CH2:49][C@:42]1([CH3:26])[CH:134]=[CH:124][CH:122]=[C:135]2[CH2:66]O[C:171]([CH3:21])=O', '24 25 H 14.32 -11.15 C:15002 10.67 -15.02 C:13 20.45 -10.85 C:14 14.32 -7.28 O 13.09 -15.04 O 19.26 -8.71 O 18.03 -7.98 O 18.03 -12.23 O 16.84 -11.53 C:2 11.88 -8.71 C:3 11.88 -10.12 C:1 13.09 -7.98 C:15 13.10 -12.23 C:9 15.57 -7.98 C:6 15.57 -10.85 O 11.88 -12.93 C:15001 11.88 -14.33 C:12 19.26 -10.12 C:8 16.84 -8.71 C:4 13.09 -10.85 C:11 18.03 -10.85 C:10 14.32 -8.71 C:5 14.32 -10.12 C:7 16.84 -10.12 23 1 -2 2 17 1 3 18 1 22 4 -2 5 17 2 6 18 2 7 19 2 8 21 1 24 9 -1 10 11 1 10 12 2 11 20 2 12 22 1 13 16 1 13 20 1 14 19 1 14 22 1 15 23 1 15 24 1 16 17 1 18 21 1 19 24 1 20 23 1 21 24 1 22 23 1', '24 25 H 14.32 -11.15 C 10.67 -15.02 C 20.45 -10.85 C 14.32 -7.28 O 13.09 -15.04 O 19.26 -8.71 O 18.03 -7.98 O 18.03 -12.23 O 16.84 -11.53 C 11.88 -8.71 C 11.88 -10.12 C 13.09 -7.98 C 13.10 -12.23 C 15.57 -7.98 C 15.57 -10.85 O 11.88 -12.93 C 11.88 -14.33 C 19.26 -10.12 C 16.84 -8.71 C 13.09 -10.85 C 18.03 -10.85 C 14.32 -8.71 C 14.32 -10.12 C 16.84 -10.12 23 1 -2 2 17 1 3 18 1 22 4 -2 5 17 2 6 18 2 7 19 2 8 21 1 24 9 -1 10 11 1 10 12 2 11 20 2 12 22 1 13 16 1 13 20 1 14 19 1 14 22 1 15 23 1 15 24 1 16 17 1 18 21 1 19 24 1 20 23 1 21 24 1 22 23 1', '24 25 H 14.32 -11.15 C:21 10.67 -15.02 C:28 20.45 -10.85 C:26 14.32 -7.28 O 13.09 -15.04 O 19.26 -8.71 O 18.03 -7.98 O 18.03 -12.23 O 16.84 -11.53 C:124 11.88 -8.71 C:122 11.88 -10.12 C:134 13.09 -7.98 C:66 13.10 -12.23 C:49 15.57 -7.98 C:38 15.57 -10.85 O 11.88 -12.93 C:171 11.88 -14.33 C:206 19.26 -10.12 C:208 16.84 -8.71 C:135 13.09 -10.85 C:79 18.03 -10.85 C:42 14.32 -8.71 C:40 14.32 -10.12 C:81 16.84 -10.12 23 1 -2 2 17 1 3 18 1 22 4 -2 5 17 2 6 18 2 7 19 2 8 21 1 24 9 -1 10 11 1 10 12 2 11 20 2 12 22 1 13 16 1 13 20 1 14 19 1 14 22 1 15 23 1 15 24 1 16 17 1 18 21 1 19 24 1 20 23 1 21 24 1 22 23 1', 'C17H22O6', 322.186, 'C', 'np01_1430_8', 551, '', '', '1', 20, NULL, NULL),
(9168, '', 'rel-1S,2S-Epoxy-4R-furanogermacr-10(15)-en-6-one', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:14]=[C:10]2[CH2:9][c:8]1o[cH:12][c:11]([CH3:13])[c:7]1[C:6](=O)[CH2:5][C@H:4]([CH3:15])[CH2:3][C@@H:2]3O[C@@H:1]23', 'C=C2Cc1occ(C)c1C(=O)C[C@H](C)C[C@@H]3O[C@@H]23', '[CH2:110]=[C:141]2[CH2:33][c:157]1o[cH:139][c:118]([CH3:10])[c:123]1[C:201](=O)[CH2:53][C@H:29]([CH3:24])[CH2:40][C@@H:61]3O[C@@H:60]23', '18 20 C:14 16.07 -7.70 C:13 17.06 -14.62 C:15 12.18 -12.19 O 14.77 -13.43 C:12 18.88 -12.94 C:9 17.33 -9.71 C:5 14.50 -11.08 C:3 12.55 -9.78 O 14.92 -8.30 O 18.94 -11.54 C:10 16.07 -9.09 C:6 15.37 -12.19 C:11 17.54 -13.32 C:8 17.64 -11.08 C:7 16.77 -12.19 C:4 13.01 -11.08 C:2 13.65 -8.91 C:1 14.82 -9.71 1 11 2 2 13 1 16 3 -2 4 12 2 5 10 1 5 13 2 6 11 1 6 14 1 7 12 1 7 16 1 8 16 1 8 17 1 17 9 -2 18 9 -1 10 14 1 11 18 1 12 15 1 13 15 1 14 15 2 17 18 1', '18 20 C 16.07 -7.70 C 17.06 -14.62 C 12.18 -12.19 O 14.77 -13.43 C 18.88 -12.94 C 17.33 -9.71 C 14.50 -11.08 C 12.55 -9.78 O 14.92 -8.30 O 18.94 -11.54 C 16.07 -9.09 C 15.37 -12.19 C 17.54 -13.32 C 17.64 -11.08 C 16.77 -12.19 C 13.01 -11.08 C 13.65 -8.91 C 14.82 -9.71 1 11 2 2 13 1 16 3 -2 4 12 2 5 10 1 5 13 2 6 11 1 6 14 1 7 12 1 7 16 1 8 16 1 8 17 1 17 9 -2 18 9 -1 10 14 1 11 18 1 12 15 1 13 15 1 14 15 2 17 18 1', '18 20 C:110 16.07 -7.70 C:10 17.06 -14.62 C:24 12.18 -12.19 O 14.77 -13.43 C:139 18.88 -12.94 C:33 17.33 -9.71 C:53 14.50 -11.08 C:40 12.55 -9.78 O 14.92 -8.30 O 18.94 -11.54 C:141 16.07 -9.09 C:201 15.37 -12.19 C:118 17.54 -13.32 C:157 17.64 -11.08 C:123 16.77 -12.19 C:29 13.01 -11.08 C:61 13.65 -8.91 C:60 14.82 -9.71 1 11 2 2 13 1 16 3 -2 4 12 2 5 10 1 5 13 2 6 11 1 6 14 1 7 12 1 7 16 1 8 16 1 8 17 1 17 9 -2 18 9 -1 10 14 1 11 18 1 12 15 1 13 15 1 14 15 2 17 18 1', 'C15H18O3', 246.159, 'C', 'np01_1460_1', 2599, '', '', '1', 20, NULL, NULL),
(9169, '', 'rel-2R-Methyl-5S-acetoxy-4R-furanogermacr-1(10)Zen-6-one', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH3:2001]O[C@H:2]2[CH:1]=[C:10]([CH3:14])[CH2:9][c:8]1o[cH:12][c:11]([CH3:13])[c:7]1[C:6](=O)[C@@H:5](O[C:5001]([CH3:5002])=O)[C@H:4]([CH3:15])[CH2:3]2', 'CO[C@H]2C=C(C)Cc1occ(C)c1C(=O)[C@@H](OC(C)=O)[C@H](C)C2', '[CH3:57]O[C@H:77]2[CH:130]=[C:120]([CH3:15])[CH2:35][c:158]1o[cH:140][c:118]([CH3:11])[c:124]1[C:192](=O)[C@@H:77](O[C:172]([CH3:21])=O)[C@H:32]([CH3:24])[CH2:40]2', '23 24 C:2001 12.63 -6.47 C:5002 14.81 -14.75 C:14 17.23 -7.78 C:13 19.45 -13.72 C:15 13.57 -12.39 O 12.75 -13.46 O 15.85 -13.61 C:1 14.89 -8.04 C:12 19.83 -11.21 C:9 16.36 -9.93 C:3 13.29 -10.03 O 12.47 -7.84 O 14.89 -12.31 O 19.02 -10.11 C:5001 14.15 -13.46 C:10 16.14 -8.65 C:6 16.36 -12.31 C:11 19.02 -12.39 C:8 17.69 -10.53 C:7 17.69 -11.93 C:4 14.15 -11.12 C:2 13.57 -8.65 C:5 15.62 -11.12 1 12 1 2 15 1 3 16 1 4 18 1 21 5 -2 6 15 2 7 17 2 8 16 2 8 22 1 9 14 1 9 18 2 10 16 1 10 19 1 11 21 1 11 22 1 22 12 -1 13 15 1 23 13 -1 14 19 1 17 20 1 17 23 1 18 20 1 19 20 2 21 23 1', '23 24 C 12.63 -6.47 C 14.81 -14.75 C 17.23 -7.78 C 19.45 -13.72 C 13.57 -12.39 O 12.75 -13.46 O 15.85 -13.61 C 14.89 -8.04 C 19.83 -11.21 C 16.36 -9.93 C 13.29 -10.03 O 12.47 -7.84 O 14.89 -12.31 O 19.02 -10.11 C 14.15 -13.46 C 16.14 -8.65 C 16.36 -12.31 C 19.02 -12.39 C 17.69 -10.53 C 17.69 -11.93 C 14.15 -11.12 C 13.57 -8.65 C 15.62 -11.12 1 12 1 2 15 1 3 16 1 4 18 1 21 5 -2 6 15 2 7 17 2 8 16 2 8 22 1 9 14 1 9 18 2 10 16 1 10 19 1 11 21 1 11 22 1 22 12 -1 13 15 1 23 13 -1 14 19 1 17 20 1 17 23 1 18 20 1 19 20 2 21 23 1', '23 24 C:57 12.63 -6.47 C:21 14.81 -14.75 C:15 17.23 -7.78 C:11 19.45 -13.72 C:24 13.57 -12.39 O 12.75 -13.46 O 15.85 -13.61 C:130 14.89 -8.04 C:140 19.83 -11.21 C:35 16.36 -9.93 C:40 13.29 -10.03 O 12.47 -7.84 O 14.89 -12.31 O 19.02 -10.11 C:172 14.15 -13.46 C:120 16.14 -8.65 C:192 16.36 -12.31 C:118 19.02 -12.39 C:158 17.69 -10.53 C:124 17.69 -11.93 C:32 14.15 -11.12 C:77 13.57 -8.65 C:77 15.62 -11.12 1 12 1 2 15 1 3 16 1 4 18 1 21 5 -2 6 15 2 7 17 2 8 16 2 8 22 1 9 14 1 9 18 2 10 16 1 10 19 1 11 21 1 11 22 1 22 12 -1 13 15 1 23 13 -1 14 19 1 17 20 1 17 23 1 18 20 1 19 20 2 21 23 1', 'C18H24O5', 320.19, 'C', 'np01_1460_2', 2599, '', '', '1', 20, NULL, NULL),
(9170, 'Neolitacumone A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][C:7]1=[C:11]([CH3:13])[C:12](=O)O[C@@:8]1(O)[CH2:9][C@@:10]2([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@@]23CC1=C(C)C(=O)O[C@@]1(O)C[C@@]2(C)[C@H](O)CCC3=C', '[H][C@@:51]23[CH2:25][C:163]1=[C:123]([CH3:88])[C:174](=O)O[C@@:106]1(O)[CH2:49][C@@:42]2([CH3:11])[C@H:79](O)[CH2:32][CH2:35][C:149]3=[CH2:108]', '20 22 H 13.73 -12.82 C:15 12.50 -13.94 C:13 18.02 -13.56 C:14 13.73 -8.96 O 19.82 -11.09 O 12.50 -8.29 O 16.25 -8.96 C:3 11.27 -11.82 C:2 11.27 -10.37 C:6 14.99 -12.52 C:9 14.99 -9.67 O 17.59 -9.97 C:4 12.50 -12.52 C:11 17.59 -12.21 C:12 18.42 -11.09 C:7 16.25 -11.82 C:1 12.50 -9.67 C:5 13.73 -11.82 C:10 13.73 -10.37 C:8 16.25 -10.37 18 1 -2 2 13 2 3 14 1 19 4 -1 5 15 2 17 6 -1 20 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 18 1 11 19 1 11 20 1 12 15 1 12 20 1 13 18 1 14 15 1 14 16 2 16 20 1 17 19 1 18 19 1', '20 22 H 13.73 -12.82 C 12.50 -13.94 C 18.02 -13.56 C 13.73 -8.96 O 19.82 -11.09 O 12.50 -8.29 O 16.25 -8.96 C 11.27 -11.82 C 11.27 -10.37 C 14.99 -12.52 C 14.99 -9.67 O 17.59 -9.97 C 12.50 -12.52 C 17.59 -12.21 C 18.42 -11.09 C 16.25 -11.82 C 12.50 -9.67 C 13.73 -11.82 C 13.73 -10.37 C 16.25 -10.37 18 1 -2 2 13 2 3 14 1 19 4 -1 5 15 2 17 6 -1 20 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 18 1 11 19 1 11 20 1 12 15 1 12 20 1 13 18 1 14 15 1 14 16 2 16 20 1 17 19 1 18 19 1', '20 22 H 13.73 -12.82 C:108 12.50 -13.94 C:8 18.02 -13.56 C:11 13.73 -8.96 O 19.82 -11.09 O 12.50 -8.29 O 16.25 -8.96 C:35 11.27 -11.82 C:32 11.27 -10.37 C:25 14.99 -12.52 C:49 14.99 -9.67 O 17.59 -9.97 C:149 12.50 -12.52 C:123 17.59 -12.21 C:174 18.42 -11.09 C:163 16.25 -11.82 C:79 12.50 -9.67 C:51 13.73 -11.82 C:42 13.73 -10.37 C:106 16.25 -10.37 18 1 -2 2 13 2 3 14 1 19 4 -1 5 15 2 17 6 -1 20 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 18 1 11 19 1 11 20 1 12 15 1 12 20 1 13 18 1 14 15 1 14 16 2 16 20 1 17 19 1 18 19 1', 'C15H20O4', 264.166, 'C', 'np02_255_1', 335, '', '', '1', 20, 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
(9171, 'Neolitacumone B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:8]23[CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[CH2:6][C:7]2=[C:11]([CH3:13])[C:12](=O)O3', '[H][C@]23C[C@@]1(C)[C@H](O)CCC(=C)[C@]1([H])CC2=C(C)C(=O)O3', '[H][C@:78]23[CH2:44][C@@:41]1([CH3:10])[C@H:78](O)[CH2:30][CH2:34][C:147](=[CH2:108])[C@:48]1([H])[CH2:25][C:163]2=[C:120]([CH3:8])[C:175](=O)O3', '20 22 H 16.28 -9.37 H 13.73 -12.87 C:15 12.48 -14.00 C:13 18.07 -13.61 C:14 13.73 -8.95 O 19.89 -11.12 O 12.48 -8.27 C:3 11.24 -11.85 C:2 11.24 -10.39 C:6 15.01 -12.56 C:9 15.01 -9.67 O 17.63 -9.97 C:4 12.48 -12.56 C:11 17.63 -12.25 C:12 18.47 -11.12 C:7 16.28 -11.85 C:1 12.48 -9.67 C:8 16.28 -10.39 C:5 13.73 -11.85 C:10 13.73 -10.39 18 1 -1 19 2 -2 3 13 2 4 14 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 19 1 11 18 1 11 20 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 20 1 19 20 1', '20 22 H 16.28 -9.37 H 13.73 -12.87 C 12.48 -14.00 C 18.07 -13.61 C 13.73 -8.95 O 19.89 -11.12 O 12.48 -8.27 C 11.24 -11.85 C 11.24 -10.39 C 15.01 -12.56 C 15.01 -9.67 O 17.63 -9.97 C 12.48 -12.56 C 17.63 -12.25 C 18.47 -11.12 C 16.28 -11.85 C 12.48 -9.67 C 16.28 -10.39 C 13.73 -11.85 C 13.73 -10.39 18 1 -1 19 2 -2 3 13 2 4 14 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 19 1 11 18 1 11 20 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 20 1 19 20 1', '20 22 H 16.28 -9.37 H 13.73 -12.87 C:108 12.48 -14.00 C:8 18.07 -13.61 C:10 13.73 -8.95 O 19.89 -11.12 O 12.48 -8.27 C:34 11.24 -11.85 C:30 11.24 -10.39 C:25 15.01 -12.56 C:44 15.01 -9.67 O 17.63 -9.97 C:147 12.48 -12.56 C:120 17.63 -12.25 C:175 18.47 -11.12 C:163 16.28 -11.85 C:78 12.48 -9.67 C:78 16.28 -10.39 C:48 13.73 -11.85 C:41 13.73 -10.39 18 1 -1 19 2 -2 3 13 2 4 14 1 20 5 -1 6 15 2 17 7 -1 8 9 1 8 13 1 9 17 1 10 16 1 10 19 1 11 18 1 11 20 1 12 15 1 12 18 1 13 19 1 14 15 1 14 16 2 16 18 1 17 20 1 19 20 1', 'C15H20O3', 248.175, 'C', 'np02_255_2', 335, '', '', '1', 20, NULL, NULL),
(9172, 'Neolitacumone C', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[CH2:6][c:7]1[c:11]([CH3:13])[c:12](=O)o[c:8]1=[CH:9][C@@:10]2([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C:4]3=[CH2:15]', '[H][C@@]23Cc1c(C)c(=O)oc1=C[C@@]2(C)[C@H](O)CCC3=C', '[H][C@@:46]23[CH2:22][c:148]1[c:120]([CH3:8])[c:172](=O)o[c:149]1=[CH:116][C@@:43]2([CH3:13])[C@H:74](O)[CH2:31][CH2:34][C:146]3=[CH2:109]', '19 21 H 13.77 -12.86 C:15 12.54 -13.98 C:13 18.05 -13.59 C:14 13.77 -8.98 O 19.84 -11.14 O 12.54 -8.30 C:9 15.04 -9.70 C:3 11.32 -11.86 C:2 11.32 -10.41 C:6 15.04 -12.56 O 17.61 -9.99 C:4 12.54 -12.56 C:11 17.61 -12.25 C:7 16.29 -11.86 C:12 18.44 -11.14 C:8 16.29 -10.41 C:1 12.54 -9.70 C:5 13.77 -11.86 C:10 13.77 -10.41 18 1 -2 2 12 2 3 13 1 19 4 -1 5 15 2 17 6 -1 7 16 2 7 19 1 8 9 1 8 12 1 9 17 1 10 14 1 10 18 1 11 15 1 11 16 1 12 18 1 13 14 2 13 15 1 14 16 1 17 19 1 18 19 1', '19 21 H 13.77 -12.86 C 12.54 -13.98 C 18.05 -13.59 C 13.77 -8.98 O 19.84 -11.14 O 12.54 -8.30 C 15.04 -9.70 C 11.32 -11.86 C 11.32 -10.41 C 15.04 -12.56 O 17.61 -9.99 C 12.54 -12.56 C 17.61 -12.25 C 16.29 -11.86 C 18.44 -11.14 C 16.29 -10.41 C 12.54 -9.70 C 13.77 -11.86 C 13.77 -10.41 18 1 -2 2 12 2 3 13 1 19 4 -1 5 15 2 17 6 -1 7 16 2 7 19 1 8 9 1 8 12 1 9 17 1 10 14 1 10 18 1 11 15 1 11 16 1 12 18 1 13 14 2 13 15 1 14 16 1 17 19 1 18 19 1', '19 21 H 13.77 -12.86 C:109 12.54 -13.98 C:8 18.05 -13.59 C:13 13.77 -8.98 O 19.84 -11.14 O 12.54 -8.30 C:116 15.04 -9.70 C:34 11.32 -11.86 C:31 11.32 -10.41 C:22 15.04 -12.56 O 17.61 -9.99 C:146 12.54 -12.56 C:120 17.61 -12.25 C:148 16.29 -11.86 C:172 18.44 -11.14 C:149 16.29 -10.41 C:74 12.54 -9.70 C:46 13.77 -11.86 C:43 13.77 -10.41 18 1 -2 2 12 2 3 13 1 19 4 -1 5 15 2 17 6 -1 7 16 2 7 19 1 8 9 1 8 12 1 9 17 1 10 14 1 10 18 1 11 15 1 11 16 1 12 18 1 13 14 2 13 15 1 14 16 1 17 19 1 18 19 1', 'C15H18O3', 246.167, 'C', 'np02_255_3', 335, '', '', '1', 20, NULL, NULL),
(9173, 'Neolitacumone', '', 'Alkaloids', 'Isoquinolines', '', 'O[c:105]4[cH:104][cH:103][c:102]([CH2:101][c:1]2n[cH:3][cH:4][c:4001]3[cH:5][c:6]1O[CH2:201]O[c:7]1[cH:8][c:8001]23)[cH:107][cH:106]4', 'Oc4ccc(Cc2nccc3cc1OCOc1cc23)cc4', 'O[c:157]4[cH:116][cH:130][c:131]([CH2:42][c:159]2n[cH:142][cH:120][c:135]3[cH:102][c:151]1O[CH2:103]O[c:149]1[cH:102][c:124]23)[cH:130][cH:116]4', '21 24 O 13.54 -7.07 C:3 19.61 -13.35 C:104 14.75 -9.17 C:106 15.96 -7.07 C:103 15.96 -9.86 C:107 17.17 -7.76 C:4 18.38 -14.05 C:5 15.96 -14.05 C:8 15.96 -11.24 C:201 12.59 -12.64 C:101 18.38 -9.86 N 19.61 -11.94 O 13.42 -13.78 O 13.42 -11.51 C:105 14.75 -7.76 C:102 17.17 -9.17 C:6 14.75 -13.35 C:7 14.75 -11.94 C:1 18.38 -11.24 C:4001 17.17 -13.35 C:8001 17.17 -11.94 1 15 1 2 7 2 2 12 1 3 5 1 3 15 2 4 6 2 4 15 1 5 16 2 6 16 1 7 20 1 8 17 2 8 20 1 9 18 2 9 21 1 10 13 1 10 14 1 11 16 1 11 19 1 12 19 2 13 17 1 14 18 1 17 18 1 19 21 1 20 21 2', '21 24 O 13.54 -7.07 C 19.61 -13.35 C 14.75 -9.17 C 15.96 -7.07 C 15.96 -9.86 C 17.17 -7.76 C 18.38 -14.05 C 15.96 -14.05 C 15.96 -11.24 C 12.59 -12.64 C 18.38 -9.86 N 19.61 -11.94 O 13.42 -13.78 O 13.42 -11.51 C 14.75 -7.76 C 17.17 -9.17 C 14.75 -13.35 C 14.75 -11.94 C 18.38 -11.24 C 17.17 -13.35 C 17.17 -11.94 1 15 1 2 7 2 2 12 1 3 5 1 3 15 2 4 6 2 4 15 1 5 16 2 6 16 1 7 20 1 8 17 2 8 20 1 9 18 2 9 21 1 10 13 1 10 14 1 11 16 1 11 19 1 12 19 2 13 17 1 14 18 1 17 18 1 19 21 1 20 21 2', '21 24 O 13.54 -7.07 C:142 19.61 -13.35 C:116 14.75 -9.17 C:116 15.96 -7.07 C:130 15.96 -9.86 C:130 17.17 -7.76 C:120 18.38 -14.05 C:102 15.96 -14.05 C:102 15.96 -11.24 C:103 12.59 -12.64 C:42 18.38 -9.86 N 19.61 -11.94 O 13.42 -13.78 O 13.42 -11.51 C:157 14.75 -7.76 C:131 17.17 -9.17 C:151 14.75 -13.35 C:149 14.75 -11.94 C:159 18.38 -11.24 C:135 17.17 -13.35 C:124 17.17 -11.94 1 15 1 2 7 2 2 12 1 3 5 1 3 15 2 4 6 2 4 15 1 5 16 2 6 16 1 7 20 1 8 17 2 8 20 1 9 18 2 9 21 1 10 13 1 10 14 1 11 16 1 11 19 1 12 19 2 13 17 1 14 18 1 17 18 1 19 21 1 20 21 2', 'C17H13NO3', 279.187, 'P', 'np02_255_5', 335, '', '', '1', 20, NULL, NULL),
(9174, '', '(2R)-Dihydroxy-3,10-epoxy-8-isobutyloxygermacra-11-(13)-en-6,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Germacranes', '[CH2:13]=[C:11]2[C:12](=O)O[C@@H:6]3[CH2:5][C@H:4]([CH3:15])[C@:3]1(O)O[C@@:10]([CH3:14])([CH2:1][C@H:2]1O)[CH2:9][C@@H:8](O[C:8001](=O)[CH:8002]([CH3:82001])[CH3:8003])[C@@H:7]23', 'C=C2C(=O)O[C@@H]3C[C@H](C)[C@]1(O)O[C@@](C)(C[C@H]1O)C[C@@H](OC(=O)C(C)C)[C@@H]23', '[CH2:123]=[C:139]2[C:172](=O)O[C@@H:83]3[CH2:40][C@H:41]([CH3:20])[C@:109]1(O)O[C@@:78]([CH3:28])([CH2:49][C@H:75]1O)[CH2:44][C@@H:71](O[C:178](=O)[CH:35]([CH3:19])[CH3:19])[C@@H:49]23', '26 28 C:13 19.13 -9.70 C:82001 15.93 -5.78 C:8003 18.08 -6.77 C:15 14.95 -15.34 C:14 13.40 -9.70 O 20.89 -12.24 O 14.78 -8.18 O 11.40 -13.86 O 13.80 -14.80 C:5 16.34 -13.98 C:1 12.44 -11.45 C:9 14.95 -10.49 O 18.70 -13.40 O 16.92 -9.26 O 14.67 -12.24 C:11 18.70 -11.06 C:12 19.53 -12.24 C:8001 16.14 -8.18 C:8002 16.72 -6.90 C:4 14.95 -13.98 C:2 12.44 -13.00 C:6 17.33 -13.00 C:8 16.34 -10.49 C:7 17.33 -11.45 C:10 13.80 -11.06 C:3 13.80 -13.40 1 16 2 2 19 1 3 19 1 20 4 -2 25 5 -2 6 17 2 7 18 2 21 8 -2 26 9 -2 10 20 1 10 22 1 11 21 1 11 25 1 12 23 1 12 25 1 13 17 1 22 13 -2 14 18 1 23 14 -1 15 25 1 15 26 1 16 17 1 24 16 -1 18 19 1 20 26 1 21 26 1 22 24 1 23 24 1', '26 28 C 19.13 -9.70 C 15.93 -5.78 C 18.08 -6.77 C 14.95 -15.34 C 13.40 -9.70 O 20.89 -12.24 O 14.78 -8.18 O 11.40 -13.86 O 13.80 -14.80 C 16.34 -13.98 C 12.44 -11.45 C 14.95 -10.49 O 18.70 -13.40 O 16.92 -9.26 O 14.67 -12.24 C 18.70 -11.06 C 19.53 -12.24 C 16.14 -8.18 C 16.72 -6.90 C 14.95 -13.98 C 12.44 -13.00 C 17.33 -13.00 C 16.34 -10.49 C 17.33 -11.45 C 13.80 -11.06 C 13.80 -13.40 1 16 2 2 19 1 3 19 1 20 4 -2 25 5 -2 6 17 2 7 18 2 21 8 -2 26 9 -2 10 20 1 10 22 1 11 21 1 11 25 1 12 23 1 12 25 1 13 17 1 22 13 -2 14 18 1 23 14 -1 15 25 1 15 26 1 16 17 1 24 16 -1 18 19 1 20 26 1 21 26 1 22 24 1 23 24 1', '26 28 C:123 19.13 -9.70 C:19 15.93 -5.78 C:19 18.08 -6.77 C:20 14.95 -15.34 C:28 13.40 -9.70 O 20.89 -12.24 O 14.78 -8.18 O 11.40 -13.86 O 13.80 -14.80 C:40 16.34 -13.98 C:49 12.44 -11.45 C:44 14.95 -10.49 O 18.70 -13.40 O 16.92 -9.26 O 14.67 -12.24 C:139 18.70 -11.06 C:172 19.53 -12.24 C:178 16.14 -8.18 C:35 16.72 -6.90 C:41 14.95 -13.98 C:75 12.44 -13.00 C:83 17.33 -13.00 C:71 16.34 -10.49 C:49 17.33 -11.45 C:78 13.80 -11.06 C:109 13.80 -13.40 1 16 2 2 19 1 3 19 1 20 4 -2 25 5 -2 6 17 2 7 18 2 21 8 -2 26 9 -2 10 20 1 10 22 1 11 21 1 11 25 1 12 23 1 12 25 1 13 17 1 22 13 -2 14 18 1 23 14 -1 15 25 1 15 26 1 16 17 1 24 16 -1 18 19 1 20 26 1 21 26 1 22 24 1 23 24 1', 'C19H28O7', 368.199, 'M', 'np02_532_1', 774, '', '', '1', 20, NULL, NULL),
(9175, '', '(1R,3S,4S)-3-Acetoxy-1,4-dihydroxy-8-isobutyloxyeudesm-11(13)-en-6,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:7]13[C:11](=[CH2:13])[C:12](=O)O[C@:6]1([H])[C@@:5]2([H])[C@:4]([CH3:15])(O)[C@@H:3](O[C:3001]([CH3:3002])=O)[CH2:2][C@@H:1](O)[C@:10]2([CH3:14])[CH2:9][C@H:8]3O[C:8001](=O)[CH:8002]([CH3:8003])[CH3:8201]', '[H][C@]13C(=C)C(=O)O[C@]1([H])[C@@]2([H])[C@](C)(O)[C@@H](OC(C)=O)C[C@@H](O)[C@]2(C)C[C@H]3OC(=O)C(C)C', '[H][C@:53]13[C:133](=[CH2:121])[C:169](=O)O[C@:76]1([H])[C@@:55]2([H])[C@:74]([CH3:19])(O)[C@@H:76](O[C:171]([CH3:21])=O)[CH2:33][C@@H:76](O)[C@:42]2([CH3:16])[CH2:43][C@H:66]3O[C:176](=O)[CH:34]([CH3:19])[CH3:19]', '32 34 H 18.06 -11.62 H 16.81 -10.32 H 15.53 -11.62 C:13 20.54 -11.29 C:3002 9.34 -11.29 C:8003 22.89 -9.01 C:8201 21.68 -6.98 C:15 14.91 -12.51 C:14 15.53 -7.62 O 10.54 -9.18 O 19.25 -14.17 O 20.47 -10.50 O 14.23 -6.98 O 13.50 -12.51 C:2 12.98 -9.09 C:9 16.81 -8.37 O 11.77 -11.29 O 19.25 -8.37 O 17.12 -12.77 C:3001 10.54 -10.58 C:11 19.15 -11.62 C:12 18.54 -12.87 C:8001 20.47 -9.09 C:8002 21.68 -8.37 C:1 14.23 -8.37 C:3 12.98 -10.58 C:8 18.06 -9.09 C:7 18.06 -10.58 C:6 16.81 -11.29 C:4 14.23 -11.29 C:10 15.53 -9.09 C:5 15.53 -10.58 28 1 -2 29 2 -1 32 3 -2 4 21 2 5 20 1 6 24 1 7 24 1 30 8 -1 31 9 -1 10 20 2 11 22 2 12 23 2 25 13 -1 30 14 -2 15 25 1 15 26 1 16 27 1 16 31 1 17 20 1 26 17 -1 18 23 1 27 18 -1 19 22 1 19 29 1 21 22 1 21 28 1 23 24 1 25 31 1 26 30 1 27 28 1 28 29 1 29 32 1 30 32 1 31 32 1', '32 34 H 18.06 -11.62 H 16.81 -10.32 H 15.53 -11.62 C 20.54 -11.29 C 9.34 -11.29 C 22.89 -9.01 C 21.68 -6.98 C 14.91 -12.51 C 15.53 -7.62 O 10.54 -9.18 O 19.25 -14.17 O 20.47 -10.50 O 14.23 -6.98 O 13.50 -12.51 C 12.98 -9.09 C 16.81 -8.37 O 11.77 -11.29 O 19.25 -8.37 O 17.12 -12.77 C 10.54 -10.58 C 19.15 -11.62 C 18.54 -12.87 C 20.47 -9.09 C 21.68 -8.37 C 14.23 -8.37 C 12.98 -10.58 C 18.06 -9.09 C 18.06 -10.58 C 16.81 -11.29 C 14.23 -11.29 C 15.53 -9.09 C 15.53 -10.58 28 1 -2 29 2 -1 32 3 -2 4 21 2 5 20 1 6 24 1 7 24 1 30 8 -1 31 9 -1 10 20 2 11 22 2 12 23 2 25 13 -1 30 14 -2 15 25 1 15 26 1 16 27 1 16 31 1 17 20 1 26 17 -1 18 23 1 27 18 -1 19 22 1 19 29 1 21 22 1 21 28 1 23 24 1 25 31 1 26 30 1 27 28 1 28 29 1 29 32 1 30 32 1 31 32 1', '32 34 H 18.06 -11.62 H 16.81 -10.32 H 15.53 -11.62 C:121 20.54 -11.29 C:21 9.34 -11.29 C:19 22.89 -9.01 C:19 21.68 -6.98 C:19 14.91 -12.51 C:16 15.53 -7.62 O 10.54 -9.18 O 19.25 -14.17 O 20.47 -10.50 O 14.23 -6.98 O 13.50 -12.51 C:33 12.98 -9.09 C:43 16.81 -8.37 O 11.77 -11.29 O 19.25 -8.37 O 17.12 -12.77 C:171 10.54 -10.58 C:133 19.15 -11.62 C:169 18.54 -12.87 C:176 20.47 -9.09 C:34 21.68 -8.37 C:76 14.23 -8.37 C:76 12.98 -10.58 C:66 18.06 -9.09 C:53 18.06 -10.58 C:76 16.81 -11.29 C:74 14.23 -11.29 C:42 15.53 -9.09 C:55 15.53 -10.58 28 1 -2 29 2 -1 32 3 -2 4 21 2 5 20 1 6 24 1 7 24 1 30 8 -1 31 9 -1 10 20 2 11 22 2 12 23 2 25 13 -1 30 14 -2 15 25 1 15 26 1 16 27 1 16 31 1 17 20 1 26 17 -1 18 23 1 27 18 -1 19 22 1 19 29 1 21 22 1 21 28 1 23 24 1 25 31 1 26 30 1 27 28 1 28 29 1 29 32 1 30 32 1 31 32 1', 'C21H30O8', 410.244, 'C', 'np02_532_2', 774, '', '', '1', 20, NULL, NULL),
(9176, ' 3a-Acetoxydiversifolol', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@H:7]([CH:11]=[CH:12][C:13](=O)O[CH3:13001])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][C@@H:3](O[C:3001]([CH3:3002])=O)[C@@:4]2([CH3:15])O', '[H][C@@]12C[C@H](C=CC(=O)OC)CC[C@@]1(C)CC[C@@H](OC(C)=O)[C@@]2(C)O', '[H][C@@:49]12[CH2:26][C@H:41]([CH:119]=[CH:154][C:168](=O)O[CH3:52])[CH2:27][CH2:44][C@@:34]1([CH3:18])[CH2:34][CH2:22][C@@H:77](O[C:171]([CH3:21])=O)[C@@:72]2([CH3:21])O', '24 25 H 14.81 -11.85 C:13001 23.49 -11.65 C:3002 8.77 -11.72 C:15 14.21 -12.84 C:14 14.81 -8.08 O 9.96 -9.58 O 21.06 -13.05 O 12.82 -12.84 C:12 19.82 -10.93 C:11 18.58 -11.65 C:8 17.32 -9.49 C:2 12.35 -9.49 C:9 16.10 -8.77 C:1 13.56 -8.77 C:6 16.10 -11.65 O 22.26 -10.93 O 11.18 -11.65 C:3001 9.96 -10.98 C:13 21.06 -11.65 C:7 17.32 -10.93 C:3 12.35 -10.93 C:4 13.56 -11.65 C:10 14.81 -9.49 C:5 14.81 -10.93 24 1 -2 2 16 1 3 18 1 22 4 -1 23 5 -1 6 18 2 7 19 2 22 8 -2 9 10 2 9 19 1 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 23 1 14 23 1 15 20 1 15 24 1 16 19 1 17 18 1 21 17 -2 21 22 1 22 24 1 23 24 1', '24 25 H 14.81 -11.85 C 23.49 -11.65 C 8.77 -11.72 C 14.21 -12.84 C 14.81 -8.08 O 9.96 -9.58 O 21.06 -13.05 O 12.82 -12.84 C 19.82 -10.93 C 18.58 -11.65 C 17.32 -9.49 C 12.35 -9.49 C 16.10 -8.77 C 13.56 -8.77 C 16.10 -11.65 O 22.26 -10.93 O 11.18 -11.65 C 9.96 -10.98 C 21.06 -11.65 C 17.32 -10.93 C 12.35 -10.93 C 13.56 -11.65 C 14.81 -9.49 C 14.81 -10.93 24 1 -2 2 16 1 3 18 1 22 4 -1 23 5 -1 6 18 2 7 19 2 22 8 -2 9 10 2 9 19 1 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 23 1 14 23 1 15 20 1 15 24 1 16 19 1 17 18 1 21 17 -2 21 22 1 22 24 1 23 24 1', '24 25 H 14.81 -11.85 C:52 23.49 -11.65 C:21 8.77 -11.72 C:21 14.21 -12.84 C:18 14.81 -8.08 O 9.96 -9.58 O 21.06 -13.05 O 12.82 -12.84 C:154 19.82 -10.93 C:119 18.58 -11.65 C:27 17.32 -9.49 C:22 12.35 -9.49 C:44 16.10 -8.77 C:34 13.56 -8.77 C:26 16.10 -11.65 O 22.26 -10.93 O 11.18 -11.65 C:171 9.96 -10.98 C:168 21.06 -11.65 C:41 17.32 -10.93 C:77 12.35 -10.93 C:72 13.56 -11.65 C:34 14.81 -9.49 C:49 14.81 -10.93 24 1 -2 2 16 1 3 18 1 22 4 -1 23 5 -1 6 18 2 7 19 2 22 8 -2 9 10 2 9 19 1 20 10 -1 11 13 1 11 20 1 12 14 1 12 21 1 13 23 1 14 23 1 15 20 1 15 24 1 16 19 1 17 18 1 21 17 -2 21 22 1 22 24 1 23 24 1', 'C18H28O5', 324.198, 'C', 'np02_532_3', 774, '', '', '1', 20, NULL, NULL),
(9177, '', '(4R*,5R*,7S*,10R*)-Eudesm-11-en-4-ylamine hydrochloride', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]2([CH3:15])[NH3+]', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)CCC[C@@]2(C)N', '[H][C@@:46]12[CH2:23][C@@H:39]([C:146](=[CH2:112])[CH3:23])[CH2:23][CH2:40][C@@:35]1([CH3:19])[CH2:40][CH2:18][CH2:39][C@@:58]2([CH3:19])[NH3+]', '17 18 H 14.83 -11.94 C:12 18.59 -13.03 C:13 19.82 -10.92 C:15 14.30 -12.84 C:14 14.83 -8.10 N+ 12.89 -12.84 C:2 12.39 -9.50 C:8 17.35 -9.50 C:3 12.39 -10.92 C:1 13.60 -8.77 C:9 16.12 -8.77 C:6 16.12 -11.63 C:11 18.59 -11.63 C:7 17.35 -10.92 C:4 13.60 -11.63 C:5 14.83 -10.92 C:10 14.83 -9.50 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', '17 18 H 14.83 -11.94 C 18.59 -13.03 C 19.82 -10.92 C 14.30 -12.84 C 14.83 -8.10 N+ 12.89 -12.84 C 12.39 -9.50 C 17.35 -9.50 C 12.39 -10.92 C 13.60 -8.77 C 16.12 -8.77 C 16.12 -11.63 C 18.59 -11.63 C 17.35 -10.92 C 13.60 -11.63 C 14.83 -10.92 C 14.83 -9.50 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', '17 18 H 14.83 -11.94 C:112 18.59 -13.03 C:23 19.82 -10.92 C:19 14.30 -12.84 C:19 14.83 -8.10 N+ 12.89 -12.84 C:18 12.39 -9.50 C:23 17.35 -9.50 C:39 12.39 -10.92 C:40 13.60 -8.77 C:40 16.12 -8.77 C:23 16.12 -11.63 C:146 18.59 -11.63 C:39 17.35 -10.92 C:58 13.60 -11.63 C:46 14.83 -10.92 C:35 14.83 -9.50 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', 'C15H27N', 221.175, 'C', 'np02_851_1', 1788, '', '', '1', 20, NULL, NULL),
(9178, '', '(4R*,5R*,7S*,10R*)-4-Aminoeudesm-11-ene', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]2([CH3:15])N', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)CCC[C@@]2(C)N', '[H][C@@:50]12[CH2:23][C@@H:40]([C:147](=[CH2:111])[CH3:22])[CH2:24][CH2:42][C@@:35]1([CH3:19])[CH2:41][CH2:20][CH2:45][C@@:51]2([CH3:23])N', '17 18 H 14.82 -11.98 C:12 18.61 -13.07 C:13 19.84 -10.96 C:15 14.28 -12.86 C:14 14.82 -8.13 N 12.89 -12.86 C:2 12.41 -9.53 C:8 17.35 -9.53 C:3 12.41 -10.96 C:1 13.60 -8.79 C:9 16.08 -8.79 C:6 16.08 -11.67 C:11 18.61 -11.67 C:7 17.35 -10.96 C:4 13.60 -11.67 C:5 14.82 -10.96 C:10 14.82 -9.53 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', '17 18 H 14.82 -11.98 C 18.61 -13.07 C 19.84 -10.96 C 14.28 -12.86 C 14.82 -8.13 N 12.89 -12.86 C 12.41 -9.53 C 17.35 -9.53 C 12.41 -10.96 C 13.60 -8.79 C 16.08 -8.79 C 16.08 -11.67 C 18.61 -11.67 C 17.35 -10.96 C 13.60 -11.67 C 14.82 -10.96 C 14.82 -9.53 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', '17 18 H 14.82 -11.98 C:111 18.61 -13.07 C:22 19.84 -10.96 C:23 14.28 -12.86 C:19 14.82 -8.13 N 12.89 -12.86 C:20 12.41 -9.53 C:24 17.35 -9.53 C:45 12.41 -10.96 C:41 13.60 -8.79 C:42 16.08 -8.79 C:23 16.08 -11.67 C:147 18.61 -11.67 C:40 17.35 -10.96 C:51 13.60 -11.67 C:50 14.82 -10.96 C:35 14.82 -9.53 16 1 -2 2 13 2 3 13 1 15 4 -1 17 5 -1 15 6 -2 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 17 1 11 17 1 12 14 1 12 16 1 14 13 -2 15 16 1 16 17 1', 'C15H27N', 221.175, 'C+C', 'np02_851_2', 1788, '', '', '1', 20, NULL, NULL),
(9179, '', '(4R*,5R*,7S*,10R*)-4-Isocyanatoeudesm-11-ene', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]2([CH3:15])[N+]#[CH:4001]', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)CCC[C@@]2(C)N#C', '[H][C@@:47]12[CH2:23][C@@H:39]([C:146](=[CH2:111])[CH3:23])[CH2:23][CH2:41][C@@:35]1([CH3:19])[CH2:41][CH2:18][CH2:42][C@@:61]2([CH3:22])[N+]#[CH:9999]', '18 19 H 14.93 -11.44 C:4001 12.30 -13.54 C:12 18.66 -12.55 C:13 19.91 -10.42 C:14 14.93 -7.59 C:15 14.41 -12.34 C:2 12.51 -8.98 C:8 17.42 -8.98 C:1 13.72 -8.25 C:3 12.51 -10.42 C:9 16.16 -8.25 C:6 16.16 -11.13 N+ 13.01 -12.34 C:11 18.66 -11.13 C:7 17.42 -10.42 C:5 14.93 -10.42 C:10 14.93 -8.98 C:4 13.72 -11.13 16 1 -2 2 13 3 3 14 2 4 14 1 17 5 -1 18 6 -1 7 9 1 7 10 1 8 11 1 8 15 1 9 17 1 10 18 1 11 17 1 12 15 1 12 16 1 18 13 -2 15 14 -2 16 17 1 16 18 1', '18 19 H 14.93 -11.44 C 12.30 -13.54 C 18.66 -12.55 C 19.91 -10.42 C 14.93 -7.59 C 14.41 -12.34 C 12.51 -8.98 C 17.42 -8.98 C 13.72 -8.25 C 12.51 -10.42 C 16.16 -8.25 C 16.16 -11.13 N+ 13.01 -12.34 C 18.66 -11.13 C 17.42 -10.42 C 14.93 -10.42 C 14.93 -8.98 C 13.72 -11.13 16 1 -2 2 13 3 3 14 2 4 14 1 17 5 -1 18 6 -1 7 9 1 7 10 1 8 11 1 8 15 1 9 17 1 10 18 1 11 17 1 12 15 1 12 16 1 18 13 -2 15 14 -2 16 17 1 16 18 1', '18 19 H 14.93 -11.44 C 12.30 -13.54 C:111 18.66 -12.55 C:23 19.91 -10.42 C:19 14.93 -7.59 C:22 14.41 -12.34 C:18 12.51 -8.98 C:23 17.42 -8.98 C:41 13.72 -8.25 C:42 12.51 -10.42 C:41 16.16 -8.25 C:23 16.16 -11.13 N+ 13.01 -12.34 C:146 18.66 -11.13 C:39 17.42 -10.42 C:47 14.93 -10.42 C:35 14.93 -8.98 C:61 13.72 -11.13 16 1 -2 2 13 3 3 14 2 4 14 1 17 5 -1 18 6 -1 7 9 1 7 10 1 8 11 1 8 15 1 9 17 1 10 18 1 11 17 1 12 15 1 12 16 1 18 13 -2 15 14 -2 16 17 1 16 18 1', 'C16H26N', 232.186, 'C', 'np02_851_3', 1788, '', '', '1', 20, NULL, NULL),
(9180, '', '(4R*,5R*,7S*,10R*)-4-Formamidoeudesm-11-ene', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[CH2:6][C@@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@@:4]2([CH3:15])N[CH:4001]=O', '[H][C@@]12C[C@@H](C(=C)C)CC[C@@]1(C)CCC[C@@]2(C)NC=O', '[H][C@@:48]12[CH2:23][C@@H:39]([C:146](=[CH2:111])[CH3:23])[CH2:24][CH2:41][C@@:35]1([CH3:19])[CH2:41][CH2:19][CH2:43][C@@:56]2([CH3:21])N[CH:9999]=O', '19 20 H 14.84 -10.84 C:12 18.59 -11.94 C:13 19.82 -9.81 C:14 14.84 -7.01 C:15 14.31 -11.74 O 12.89 -14.16 C:4001 13.60 -12.96 C:2 12.42 -8.38 C:8 17.36 -8.38 C:1 13.60 -7.66 C:9 16.12 -7.66 C:3 12.42 -9.81 C:6 16.12 -10.53 N 12.89 -11.74 C:11 18.59 -10.53 C:7 17.36 -9.81 C:5 14.84 -9.81 C:10 14.84 -8.38 C:4 13.60 -10.53 17 1 -2 2 15 2 3 15 1 18 4 -1 19 5 -1 6 7 2 7 14 1 8 10 1 8 12 1 9 11 1 9 16 1 10 18 1 11 18 1 12 19 1 13 16 1 13 17 1 19 14 -2 16 15 -2 17 18 1 17 19 1', '19 20 H 14.84 -10.84 C 18.59 -11.94 C 19.82 -9.81 C 14.84 -7.01 C 14.31 -11.74 O 12.89 -14.16 C 13.60 -12.96 C 12.42 -8.38 C 17.36 -8.38 C 13.60 -7.66 C 16.12 -7.66 C 12.42 -9.81 C 16.12 -10.53 N 12.89 -11.74 C 18.59 -10.53 C 17.36 -9.81 C 14.84 -9.81 C 14.84 -8.38 C 13.60 -10.53 17 1 -2 2 15 2 3 15 1 18 4 -1 19 5 -1 6 7 2 7 14 1 8 10 1 8 12 1 9 11 1 9 16 1 10 18 1 11 18 1 12 19 1 13 16 1 13 17 1 19 14 -2 16 15 -2 17 18 1 17 19 1', '19 20 H 14.84 -10.84 C:111 18.59 -11.94 C:23 19.82 -9.81 C:19 14.84 -7.01 C:21 14.31 -11.74 O 12.89 -14.16 C 13.60 -12.96 C:19 12.42 -8.38 C:24 17.36 -8.38 C:41 13.60 -7.66 C:41 16.12 -7.66 C:43 12.42 -9.81 C:23 16.12 -10.53 N 12.89 -11.74 C:146 18.59 -10.53 C:39 17.36 -9.81 C:48 14.84 -9.81 C:35 14.84 -8.38 C:56 13.60 -10.53 17 1 -2 2 15 2 3 15 1 18 4 -1 19 5 -1 6 7 2 7 14 1 8 10 1 8 12 1 9 11 1 9 16 1 10 18 1 11 18 1 12 19 1 13 16 1 13 17 1 19 14 -2 16 15 -2 17 18 1 17 19 1', 'C16H27NO', 249.185, 'C', 'np02_851_4', 1788, '', '', '1', 20, NULL, NULL),
(9181, '', '11-Formamido-7b-H-eudesm-5-ene', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C@H:4]1[CH2:3][CH2:2][CH2:1][C@:10]2([CH3:14])[CH2:9][CH2:8][C@H:7]([C:11]([CH3:13])([CH3:12])N[CH:11001]=O)[CH:6]=[C:5]12', 'C[C@H]1CCC[C@]2(C)CC[C@H](C(C)(C)NC=O)C=C12', '[CH3:22][C@H:39]1[CH2:33][CH2:18][CH2:41][C@:34]2([CH3:25])[CH2:39][CH2:20][C@H:45]([C:56]([CH3:27])([CH3:27])N[CH:163]=O)[CH:119]=[C:152]12', '18 19 C:15 12.55 -12.88 C:13 18.61 -10.79 C:12 17.39 -12.88 C:14 13.76 -7.98 O 19.82 -14.28 C:11001 18.61 -13.58 C:6 14.97 -11.48 C:2 11.33 -9.38 C:3 11.33 -10.79 C:8 16.19 -9.38 C:1 12.55 -8.68 C:9 14.97 -8.68 N 18.61 -12.18 C:5 13.76 -10.79 C:4 12.55 -11.48 C:7 16.19 -10.79 C:11 17.39 -11.48 C:10 13.76 -9.38 15 1 -1 2 17 1 3 17 1 18 4 -1 5 6 2 6 13 1 7 14 2 7 16 1 8 9 1 8 11 1 9 15 1 10 12 1 10 16 1 11 18 1 12 18 1 13 17 1 14 15 1 14 18 1 16 17 -2', '18 19 C 12.55 -12.88 C 18.61 -10.79 C 17.39 -12.88 C 13.76 -7.98 O 19.82 -14.28 C 18.61 -13.58 C 14.97 -11.48 C 11.33 -9.38 C 11.33 -10.79 C 16.19 -9.38 C 12.55 -8.68 C 14.97 -8.68 N 18.61 -12.18 C 13.76 -10.79 C 12.55 -11.48 C 16.19 -10.79 C 17.39 -11.48 C 13.76 -9.38 15 1 -1 2 17 1 3 17 1 18 4 -1 5 6 2 6 13 1 7 14 2 7 16 1 8 9 1 8 11 1 9 15 1 10 12 1 10 16 1 11 18 1 12 18 1 13 17 1 14 15 1 14 18 1 16 17 -2', '18 19 C:22 12.55 -12.88 C:27 18.61 -10.79 C:27 17.39 -12.88 C:25 13.76 -7.98 O 19.82 -14.28 C:163 18.61 -13.58 C:119 14.97 -11.48 C:18 11.33 -9.38 C:33 11.33 -10.79 C:20 16.19 -9.38 C:41 12.55 -8.68 C:39 14.97 -8.68 N 18.61 -12.18 C:152 13.76 -10.79 C:39 12.55 -11.48 C:45 16.19 -10.79 C:56 17.39 -11.48 C:34 13.76 -9.38 15 1 -1 2 17 1 3 17 1 18 4 -1 5 6 2 6 13 1 7 14 2 7 16 1 8 9 1 8 11 1 9 15 1 10 12 1 10 16 1 11 18 1 12 18 1 13 17 1 14 15 1 14 18 1 16 17 -2', 'C16H27NO', 249.177, 'C', 'np02_851_10', 1788, '', '', '1', 20, NULL, NULL),
(9182, '', '6beta-Acetoxy-11,12-epoxy-4beta-hydroxyeudesman-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]23[C@H:6](O[C:6001]([CH3:6002])=O)[C@H:7]([C:11]1([CH3:13])[CH2:12]O1)[CH2:8][CH2:9][C@@:10]2([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@:4]3([CH3:15])O', '[H][C@@]23[C@H](OC(C)=O)[C@H](C1(C)CO1)CC[C@@]2(C)C(=O)CC[C@]3(C)O', '[H][C@@:54]23[C@H:70](O[C:171]([CH3:22])=O)[C@H:47]([C:57]1([CH3:21])[CH2:51]O1)[CH2:18][CH2:34][C@@:48]2([CH3:21])[C:215](=O)[CH2:34][CH2:42][C@:72]3([CH3:29])O', '23 25 H 14.36 -11.69 C:6002 16.71 -15.15 C:15 13.93 -12.55 C:13 19.31 -10.67 C:14 14.36 -7.77 O 17.77 -13.21 O 13.15 -7.09 O 12.53 -12.65 C:2 11.84 -9.22 C:8 16.86 -9.22 C:3 11.84 -10.67 C:9 15.61 -8.49 C:12 18.10 -12.65 O 19.31 -12.03 O 15.61 -13.01 C:6001 16.71 -13.72 C:1 13.15 -8.49 C:7 16.86 -10.67 C:6 15.61 -11.39 C:4 13.15 -11.39 C:11 18.10 -11.39 C:10 14.36 -9.22 C:5 14.36 -10.67 23 1 -2 2 16 1 20 3 -2 4 21 1 22 5 -1 6 16 2 7 17 2 20 8 -1 9 11 1 9 17 1 10 12 1 10 18 1 11 20 1 12 22 1 13 14 1 13 21 1 14 21 1 15 16 1 19 15 -1 17 22 1 18 19 1 18 21 -1 19 23 1 20 23 1 22 23 1', '23 25 H 14.36 -11.69 C 16.71 -15.15 C 13.93 -12.55 C 19.31 -10.67 C 14.36 -7.77 O 17.77 -13.21 O 13.15 -7.09 O 12.53 -12.65 C 11.84 -9.22 C 16.86 -9.22 C 11.84 -10.67 C 15.61 -8.49 C 18.10 -12.65 O 19.31 -12.03 O 15.61 -13.01 C 16.71 -13.72 C 13.15 -8.49 C 16.86 -10.67 C 15.61 -11.39 C 13.15 -11.39 C 18.10 -11.39 C 14.36 -9.22 C 14.36 -10.67 23 1 -2 2 16 1 20 3 -2 4 21 1 22 5 -1 6 16 2 7 17 2 20 8 -1 9 11 1 9 17 1 10 12 1 10 18 1 11 20 1 12 22 1 13 14 1 13 21 1 14 21 1 15 16 1 19 15 -1 17 22 1 18 19 1 18 21 -1 19 23 1 20 23 1 22 23 1', '23 25 H 14.36 -11.69 C:22 16.71 -15.15 C:29 13.93 -12.55 C:21 19.31 -10.67 C:21 14.36 -7.77 O 17.77 -13.21 O 13.15 -7.09 O 12.53 -12.65 C:34 11.84 -9.22 C:18 16.86 -9.22 C:42 11.84 -10.67 C:34 15.61 -8.49 C:51 18.10 -12.65 O 19.31 -12.03 O 15.61 -13.01 C:171 16.71 -13.72 C:215 13.15 -8.49 C:47 16.86 -10.67 C:70 15.61 -11.39 C:72 13.15 -11.39 C:57 18.10 -11.39 C:48 14.36 -9.22 C:54 14.36 -10.67 23 1 -2 2 16 1 20 3 -2 4 21 1 22 5 -1 6 16 2 7 17 2 20 8 -1 9 11 1 9 17 1 10 12 1 10 18 1 11 20 1 12 22 1 13 14 1 13 21 1 14 21 1 15 16 1 19 15 -1 17 22 1 18 19 1 18 21 -1 19 23 1 20 23 1 22 23 1', 'C17H26O5', 310.187, 'C', 'np02_1011_5', 702, '', '', '1', 20, NULL, NULL),
(9183, '', '(11S)-4beta,6beta,11,12-Tetrahydroxyeudesman-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]2([C@:11]([CH3:13])(O)[CH2:12]O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@:5]1([H])[C@@H:6]2O', '[H][C@@]2([C@](C)(O)CO)CC[C@@]1(C)C(=O)CC[C@](C)(O)[C@]1([H])[C@@H]2O', '[H][C@@:50]2([C@:74]([CH3:25])(O)[CH2:67]O)[CH2:18][CH2:35][C@@:48]1([CH3:22])[C:216](=O)[CH2:35][CH2:41][C@:73]([CH3:30])(O)[C@:53]1([H])[C@@H:69]2O', '22 23 H 16.79 -12.72 H 14.34 -12.53 C:13 19.30 -11.51 C:15 13.84 -13.45 C:14 14.34 -8.65 O 13.11 -7.96 O 19.30 -14.35 O 15.54 -13.64 O 19.30 -12.93 O 12.45 -13.45 C:12 18.06 -13.64 C:2 11.84 -10.09 C:3 11.84 -11.51 C:8 16.79 -10.09 C:9 15.54 -9.36 C:1 13.11 -9.36 C:6 15.54 -12.22 C:11 18.06 -12.22 C:4 13.11 -12.22 C:7 16.79 -11.51 C:10 14.34 -10.09 C:5 14.34 -11.51 20 1 -2 22 2 -2 3 18 1 19 4 -2 21 5 -1 6 16 2 7 11 1 17 8 -1 18 9 -2 19 10 -1 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', '22 23 H 16.79 -12.72 H 14.34 -12.53 C 19.30 -11.51 C 13.84 -13.45 C 14.34 -8.65 O 13.11 -7.96 O 19.30 -14.35 O 15.54 -13.64 O 19.30 -12.93 O 12.45 -13.45 C 18.06 -13.64 C 11.84 -10.09 C 11.84 -11.51 C 16.79 -10.09 C 15.54 -9.36 C 13.11 -9.36 C 15.54 -12.22 C 18.06 -12.22 C 13.11 -12.22 C 16.79 -11.51 C 14.34 -10.09 C 14.34 -11.51 20 1 -2 22 2 -2 3 18 1 19 4 -2 21 5 -1 6 16 2 7 11 1 17 8 -1 18 9 -2 19 10 -1 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', '22 23 H 16.79 -12.72 H 14.34 -12.53 C:25 19.30 -11.51 C:30 13.84 -13.45 C:22 14.34 -8.65 O 13.11 -7.96 O 19.30 -14.35 O 15.54 -13.64 O 19.30 -12.93 O 12.45 -13.45 C:67 18.06 -13.64 C:35 11.84 -10.09 C:41 11.84 -11.51 C:18 16.79 -10.09 C:35 15.54 -9.36 C:216 13.11 -9.36 C:69 15.54 -12.22 C:74 18.06 -12.22 C:73 13.11 -12.22 C:50 16.79 -11.51 C:48 14.34 -10.09 C:53 14.34 -11.51 20 1 -2 22 2 -2 3 18 1 19 4 -2 21 5 -1 6 16 2 7 11 1 17 8 -1 18 9 -2 19 10 -1 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', 'C15H26O5', 286.173, 'C', 'np02_1011_8', 702, '', '', '1', 20, NULL, NULL),
(9184, '', '6beta-Acetoxy-4a-hydroxyeudesm-11-en-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C@H:6](O[C:6001]([CH3:6002])=O)[C@H:7]([C:11](=[CH2:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@@:4]2([CH3:15])O', '[H][C@@]12[C@H](OC(C)=O)[C@H](C(=C)C)CC[C@@]1(C)C(=O)CC[C@@]2(C)O', '[H][C@@:54]12[C@H:69](O[C:171]([CH3:22])=O)[C@H:50]([C:146](=[CH2:111])[CH3:23])[CH2:21][CH2:35][C@@:47]1([CH3:21])[C:215](=O)[CH2:36][CH2:41][C@@:71]2([CH3:25])O', '22 23 H 14.35 -11.70 C:12 18.08 -12.72 C:13 19.31 -10.70 C:6002 16.68 -15.15 C:15 13.84 -12.63 C:14 14.35 -7.81 O 17.75 -13.22 O 13.11 -7.13 O 12.44 -12.63 C:2 11.84 -9.26 C:8 16.84 -9.26 C:3 11.84 -10.70 C:9 15.59 -8.53 O 15.59 -13.02 C:11 18.08 -11.40 C:6001 16.68 -13.73 C:1 13.11 -8.53 C:7 16.84 -10.70 C:6 15.59 -11.40 C:4 13.11 -11.40 C:10 14.35 -9.26 C:5 14.35 -10.70 22 1 -2 2 15 2 3 15 1 4 16 1 20 5 -1 21 6 -1 7 16 2 8 17 2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 16 1 19 14 -1 18 15 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 23 H 14.35 -11.70 C 18.08 -12.72 C 19.31 -10.70 C 16.68 -15.15 C 13.84 -12.63 C 14.35 -7.81 O 17.75 -13.22 O 13.11 -7.13 O 12.44 -12.63 C 11.84 -9.26 C 16.84 -9.26 C 11.84 -10.70 C 15.59 -8.53 O 15.59 -13.02 C 18.08 -11.40 C 16.68 -13.73 C 13.11 -8.53 C 16.84 -10.70 C 15.59 -11.40 C 13.11 -11.40 C 14.35 -9.26 C 14.35 -10.70 22 1 -2 2 15 2 3 15 1 4 16 1 20 5 -1 21 6 -1 7 16 2 8 17 2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 16 1 19 14 -1 18 15 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 23 H 14.35 -11.70 C:111 18.08 -12.72 C:23 19.31 -10.70 C:22 16.68 -15.15 C:25 13.84 -12.63 C:21 14.35 -7.81 O 17.75 -13.22 O 13.11 -7.13 O 12.44 -12.63 C:36 11.84 -9.26 C:21 16.84 -9.26 C:41 11.84 -10.70 C:35 15.59 -8.53 O 15.59 -13.02 C:146 18.08 -11.40 C:171 16.68 -13.73 C:215 13.11 -8.53 C:50 16.84 -10.70 C:69 15.59 -11.40 C:71 13.11 -11.40 C:47 14.35 -9.26 C:54 14.35 -10.70 22 1 -2 2 15 2 3 15 1 4 16 1 20 5 -1 21 6 -1 7 16 2 8 17 2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 16 1 19 14 -1 18 15 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', 'C17H26O4', 294.187, 'C', 'np02_1011_9', 702, '', '', '1', 20, NULL, NULL),
(9185, '', '6b-Acetoxy-1a,4a-dihydroxyeudesmane', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C@H:6](O[C:6001]([CH3:6002])=O)[C@H:7]([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][C@@:10]1([CH3:14])[C@@H:1](O)[CH2:2][CH2:3][C@@:4]2([CH3:15])O', '[H][C@@]12[C@H](OC(C)=O)[C@H](C(C)C)CC[C@@]1(C)[C@@H](O)CC[C@@]2(C)O', '[H][C@@:50]12[C@H:70](O[C:172]([CH3:22])=O)[C@H:50]([CH:29]([CH3:22])[CH3:21])[CH2:21][CH2:37][C@@:39]1([CH3:21])[C@@H:74](O)[CH2:27][CH2:37][C@@:72]2([CH3:25])O', '22 23 H 14.39 -11.74 C:6002 16.71 -15.18 C:12 18.10 -12.77 C:13 19.29 -10.72 C:15 13.88 -12.67 C:14 14.39 -7.84 O 17.77 -13.27 O 13.15 -7.15 O 12.48 -12.67 C:2 11.88 -9.29 C:8 16.87 -9.29 C:3 11.88 -10.72 C:9 15.63 -8.55 O 15.63 -13.07 C:6001 16.71 -13.76 C:11 18.10 -11.44 C:1 13.15 -8.55 C:7 16.87 -10.72 C:6 15.63 -11.44 C:4 13.15 -11.44 C:10 14.39 -9.29 C:5 14.39 -10.72 22 1 -2 2 15 1 3 16 1 4 16 1 20 5 -1 21 6 -1 7 15 2 17 8 -2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 15 1 19 14 -1 18 16 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 23 H 14.39 -11.74 C 16.71 -15.18 C 18.10 -12.77 C 19.29 -10.72 C 13.88 -12.67 C 14.39 -7.84 O 17.77 -13.27 O 13.15 -7.15 O 12.48 -12.67 C 11.88 -9.29 C 16.87 -9.29 C 11.88 -10.72 C 15.63 -8.55 O 15.63 -13.07 C 16.71 -13.76 C 18.10 -11.44 C 13.15 -8.55 C 16.87 -10.72 C 15.63 -11.44 C 13.15 -11.44 C 14.39 -9.29 C 14.39 -10.72 22 1 -2 2 15 1 3 16 1 4 16 1 20 5 -1 21 6 -1 7 15 2 17 8 -2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 15 1 19 14 -1 18 16 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', '22 23 H 14.39 -11.74 C:22 16.71 -15.18 C:22 18.10 -12.77 C:21 19.29 -10.72 C:25 13.88 -12.67 C:21 14.39 -7.84 O 17.77 -13.27 O 13.15 -7.15 O 12.48 -12.67 C:27 11.88 -9.29 C:21 16.87 -9.29 C:37 11.88 -10.72 C:37 15.63 -8.55 O 15.63 -13.07 C:172 16.71 -13.76 C:29 18.10 -11.44 C:74 13.15 -8.55 C:50 16.87 -10.72 C:70 15.63 -11.44 C:72 13.15 -11.44 C:39 14.39 -9.29 C:50 14.39 -10.72 22 1 -2 2 15 1 3 16 1 4 16 1 20 5 -1 21 6 -1 7 15 2 17 8 -2 20 9 -2 10 12 1 10 17 1 11 13 1 11 18 1 12 20 1 13 21 1 14 15 1 19 14 -1 18 16 -1 17 21 1 18 19 1 19 22 1 20 22 1 21 22 1', 'C17H30O4', 298.187, 'C', 'np02_1011_10', 702, '', '', '1', 20, NULL, NULL),
(9186, '', '6b-Acetoxy-4a8a-dihydroxyeudesman-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C@H:6](O[C:6001]([CH3:6002])=O)[C@H:7]([CH:11]([CH3:13])[CH3:12])[C@@H:8](O)[CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@@:4]2([CH3:15])O', '[H][C@@]12[C@H](OC(C)=O)[C@H](C(C)C)[C@@H](O)C[C@@]1(C)C(=O)CC[C@@]2(C)O', '[H][C@@:55]12[C@H:72](O[C:172]([CH3:22])=O)[C@H:54]([CH:28]([CH3:20])[CH3:22])[C@@H:66](O)[CH2:46][C@@:48]1([CH3:21])[C:213](=O)[CH2:35][CH2:41][C@@:70]2([CH3:24])O', '23 24 H 14.93 -11.16 C:6002 17.25 -14.61 C:13 19.88 -10.15 C:12 18.66 -12.18 C:15 14.42 -12.09 C:14 14.93 -7.27 O 18.32 -12.68 O 13.69 -6.59 O 18.66 -8.05 O 13.02 -12.09 C:2 12.42 -8.73 C:3 12.42 -10.15 C:9 16.17 -7.99 O 16.17 -12.48 C:6001 17.25 -13.19 C:1 13.69 -7.99 C:11 18.66 -10.86 C:8 17.41 -8.73 C:6 16.17 -10.86 C:7 17.41 -10.15 C:4 13.69 -10.86 C:10 14.93 -8.73 C:5 14.93 -10.15 23 1 -2 2 15 1 3 17 1 4 17 1 21 5 -1 22 6 -1 7 15 2 8 16 2 18 9 -2 21 10 -2 11 12 1 11 16 1 12 21 1 13 18 1 13 22 1 14 15 1 19 14 -1 16 22 1 20 17 -1 18 20 1 19 20 1 19 23 1 21 23 1 22 23 1', '23 24 H 14.93 -11.16 C 17.25 -14.61 C 19.88 -10.15 C 18.66 -12.18 C 14.42 -12.09 C 14.93 -7.27 O 18.32 -12.68 O 13.69 -6.59 O 18.66 -8.05 O 13.02 -12.09 C 12.42 -8.73 C 12.42 -10.15 C 16.17 -7.99 O 16.17 -12.48 C 17.25 -13.19 C 13.69 -7.99 C 18.66 -10.86 C 17.41 -8.73 C 16.17 -10.86 C 17.41 -10.15 C 13.69 -10.86 C 14.93 -8.73 C 14.93 -10.15 23 1 -2 2 15 1 3 17 1 4 17 1 21 5 -1 22 6 -1 7 15 2 8 16 2 18 9 -2 21 10 -2 11 12 1 11 16 1 12 21 1 13 18 1 13 22 1 14 15 1 19 14 -1 16 22 1 20 17 -1 18 20 1 19 20 1 19 23 1 21 23 1 22 23 1', '23 24 H 14.93 -11.16 C:22 17.25 -14.61 C:20 19.88 -10.15 C:22 18.66 -12.18 C:24 14.42 -12.09 C:21 14.93 -7.27 O 18.32 -12.68 O 13.69 -6.59 O 18.66 -8.05 O 13.02 -12.09 C:35 12.42 -8.73 C:41 12.42 -10.15 C:46 16.17 -7.99 O 16.17 -12.48 C:172 17.25 -13.19 C:213 13.69 -7.99 C:28 18.66 -10.86 C:66 17.41 -8.73 C:72 16.17 -10.86 C:54 17.41 -10.15 C:70 13.69 -10.86 C:48 14.93 -8.73 C:55 14.93 -10.15 23 1 -2 2 15 1 3 17 1 4 17 1 21 5 -1 22 6 -1 7 15 2 8 16 2 18 9 -2 21 10 -2 11 12 1 11 16 1 12 21 1 13 18 1 13 22 1 14 15 1 19 14 -1 16 22 1 20 17 -1 18 20 1 19 20 1 19 23 1 21 23 1 22 23 1', 'C17H28O5', 312.187, 'C', 'np02_1011_11', 702, '', '', '1', 20, NULL, NULL),
(9187, '', '6b-Acetoxy-4a,11-dihydroxyeudesman-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]2([C:11]([CH3:13])([CH3:12])O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@:5]1([H])[C@@H:6]2O[C:6001]([CH3:6002])=O', '[H][C@@]2(C(C)(C)O)CC[C@@]1(C)C(=O)CC[C@@](C)(O)[C@]1([H])[C@@H]2OC(C)=O', '[H][C@@:52]2([C:72]([CH3:29])([CH3:27])O)[CH2:19][CH2:36][C@@:47]1([CH3:21])[C:214](=O)[CH2:35][CH2:41][C@@:70]([CH3:25])(O)[C@:55]1([H])[C@@H:70]2O[C:173]([CH3:22])=O', '24 25 H 17.41 -11.31 H 14.91 -11.12 C:6002 17.25 -14.59 C:13 19.89 -10.11 C:12 18.66 -12.15 C:15 14.39 -12.06 C:14 14.91 -7.21 O 18.32 -12.65 O 13.66 -6.53 O 19.89 -11.52 O 12.98 -12.06 C:2 12.38 -8.67 C:3 12.38 -10.11 C:8 17.41 -8.67 C:9 16.15 -7.94 O 16.15 -12.45 C:6001 17.25 -13.17 C:1 13.66 -7.94 C:6 16.15 -10.82 C:11 18.66 -10.82 C:4 13.66 -10.82 C:7 17.41 -10.11 C:10 14.91 -8.67 C:5 14.91 -10.11 22 1 -2 24 2 -2 3 17 1 4 20 1 5 20 1 21 6 -1 23 7 -1 8 17 2 9 18 2 10 20 1 21 11 -2 12 13 1 12 18 1 13 21 1 14 15 1 14 22 1 15 23 1 16 17 1 19 16 -1 18 23 1 19 22 1 19 24 1 20 22 1 21 24 1 23 24 1', '24 25 H 17.41 -11.31 H 14.91 -11.12 C 17.25 -14.59 C 19.89 -10.11 C 18.66 -12.15 C 14.39 -12.06 C 14.91 -7.21 O 18.32 -12.65 O 13.66 -6.53 O 19.89 -11.52 O 12.98 -12.06 C 12.38 -8.67 C 12.38 -10.11 C 17.41 -8.67 C 16.15 -7.94 O 16.15 -12.45 C 17.25 -13.17 C 13.66 -7.94 C 16.15 -10.82 C 18.66 -10.82 C 13.66 -10.82 C 17.41 -10.11 C 14.91 -8.67 C 14.91 -10.11 22 1 -2 24 2 -2 3 17 1 4 20 1 5 20 1 21 6 -1 23 7 -1 8 17 2 9 18 2 10 20 1 21 11 -2 12 13 1 12 18 1 13 21 1 14 15 1 14 22 1 15 23 1 16 17 1 19 16 -1 18 23 1 19 22 1 19 24 1 20 22 1 21 24 1 23 24 1', '24 25 H 17.41 -11.31 H 14.91 -11.12 C:22 17.25 -14.59 C:29 19.89 -10.11 C:27 18.66 -12.15 C:25 14.39 -12.06 C:21 14.91 -7.21 O 18.32 -12.65 O 13.66 -6.53 O 19.89 -11.52 O 12.98 -12.06 C:35 12.38 -8.67 C:41 12.38 -10.11 C:19 17.41 -8.67 C:36 16.15 -7.94 O 16.15 -12.45 C:173 17.25 -13.17 C:214 13.66 -7.94 C:70 16.15 -10.82 C:72 18.66 -10.82 C:70 13.66 -10.82 C:52 17.41 -10.11 C:47 14.91 -8.67 C:55 14.91 -10.11 22 1 -2 24 2 -2 3 17 1 4 20 1 5 20 1 21 6 -1 23 7 -1 8 17 2 9 18 2 10 20 1 21 11 -2 12 13 1 12 18 1 13 21 1 14 15 1 14 22 1 15 23 1 16 17 1 19 16 -1 18 23 1 19 22 1 19 24 1 20 22 1 21 24 1 23 24 1', 'C17H28O5', 312.195, 'C', 'np02_1011_12', 702, '', '', '1', 20, NULL, NULL),
(9188, '', '(11S)-12-Acetoxy-4a,6b,11- trihydroxyeudesman-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]2([C@:11]([CH3:13])(O)[CH2:12]O[C:12001]([CH3:12002])=O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@:5]1([H])[C@@H:6]2O', '[H][C@@]2([C@](C)(O)COC(C)=O)CC[C@@]1(C)C(=O)CC[C@@](C)(O)[C@]1([H])[C@@H]2O', '[H][C@@:47]2([C@:75]([CH3:24])(O)[CH2:70]O[C:171]([CH3:21])=O)[CH2:17][CH2:36][C@@:47]1([CH3:21])[C:216](=O)[CH2:36][CH2:41][C@@:72]([CH3:26])(O)[C@:56]1([H])[C@@H:68]2O', '25 26 H 16.25 -11.68 H 13.75 -11.50 C:12002 19.90 -15.42 C:13 18.68 -10.48 C:15 13.23 -12.42 C:14 13.75 -7.60 O 17.48 -15.42 O 12.51 -6.89 O 14.97 -12.59 O 18.68 -11.90 O 11.83 -12.42 C:2 11.26 -9.03 C:3 11.26 -10.48 C:8 16.25 -9.03 C:9 14.97 -8.31 C:12 17.48 -12.59 O 18.68 -13.31 C:12001 18.68 -14.72 C:1 12.51 -8.31 C:6 14.97 -11.20 C:11 17.48 -11.20 C:4 12.51 -11.20 C:7 16.25 -10.48 C:10 13.75 -9.03 C:5 13.75 -10.48 23 1 -2 25 2 -2 3 18 1 4 21 1 22 5 -1 24 6 -1 7 18 2 8 19 2 20 9 -1 21 10 -2 22 11 -2 12 13 1 12 19 1 13 22 1 14 15 1 14 23 1 15 24 1 16 17 1 16 21 1 17 18 1 19 24 1 20 23 1 20 25 1 21 23 1 22 25 1 24 25 1', '25 26 H 16.25 -11.68 H 13.75 -11.50 C 19.90 -15.42 C 18.68 -10.48 C 13.23 -12.42 C 13.75 -7.60 O 17.48 -15.42 O 12.51 -6.89 O 14.97 -12.59 O 18.68 -11.90 O 11.83 -12.42 C 11.26 -9.03 C 11.26 -10.48 C 16.25 -9.03 C 14.97 -8.31 C 17.48 -12.59 O 18.68 -13.31 C 18.68 -14.72 C 12.51 -8.31 C 14.97 -11.20 C 17.48 -11.20 C 12.51 -11.20 C 16.25 -10.48 C 13.75 -9.03 C 13.75 -10.48 23 1 -2 25 2 -2 3 18 1 4 21 1 22 5 -1 24 6 -1 7 18 2 8 19 2 20 9 -1 21 10 -2 22 11 -2 12 13 1 12 19 1 13 22 1 14 15 1 14 23 1 15 24 1 16 17 1 16 21 1 17 18 1 19 24 1 20 23 1 20 25 1 21 23 1 22 25 1 24 25 1', '25 26 H 16.25 -11.68 H 13.75 -11.50 C:21 19.90 -15.42 C:24 18.68 -10.48 C:26 13.23 -12.42 C:21 13.75 -7.60 O 17.48 -15.42 O 12.51 -6.89 O 14.97 -12.59 O 18.68 -11.90 O 11.83 -12.42 C:36 11.26 -9.03 C:41 11.26 -10.48 C:17 16.25 -9.03 C:36 14.97 -8.31 C:70 17.48 -12.59 O 18.68 -13.31 C:171 18.68 -14.72 C:216 12.51 -8.31 C:68 14.97 -11.20 C:75 17.48 -11.20 C:72 12.51 -11.20 C:47 16.25 -10.48 C:47 13.75 -9.03 C:56 13.75 -10.48 23 1 -2 25 2 -2 3 18 1 4 21 1 22 5 -1 24 6 -1 7 18 2 8 19 2 20 9 -1 21 10 -2 22 11 -2 12 13 1 12 19 1 13 22 1 14 15 1 14 23 1 15 24 1 16 17 1 16 21 1 17 18 1 19 24 1 20 23 1 20 25 1 21 23 1 22 25 1 24 25 1', 'C17H28O6', 328.194, 'C', 'np02_1011_13', 702, '', '', '1', 20, NULL, NULL),
(9189, '', '1b,4a,6b,8a,11-Pentahydroxyeudesmane', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[C@H:6](O)[C@H:7]([C:11]([CH3:13])([CH3:12])O)[C@@H:8](O)[CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C@@:4]2([CH3:15])O', '[H][C@@]12[C@H](O)[C@H](C(C)(C)O)[C@@H](O)C[C@@]1(C)[C@H](O)CC[C@@]2(C)O', '[H][C@@:56]12[C@H:68](O)[C@H:59]([C:74]([CH3:29])([CH3:27])O)[C@@H:66](O)[CH2:52][C@@:41]1([CH3:16])[C@H:80](O)[CH2:29][CH2:43][C@@:72]2([CH3:25])O', '21 22 H 14.92 -12.30 C:13 19.82 -11.27 C:12 18.63 -13.39 C:15 14.42 -13.22 C:14 14.92 -8.42 O 18.63 -9.14 O 13.70 -7.75 O 16.15 -13.39 O 19.82 -12.70 O 13.03 -13.22 C:2 12.44 -9.86 C:3 12.44 -11.27 C:9 16.15 -9.14 C:8 17.40 -9.86 C:1 13.70 -9.14 C:6 16.15 -12.00 C:7 17.40 -11.27 C:11 18.63 -12.00 C:4 13.70 -12.00 C:10 14.92 -9.86 C:5 14.92 -11.27 21 1 -2 2 18 1 3 18 1 19 4 -1 20 5 -1 14 6 -2 15 7 -1 16 8 -1 9 18 1 19 10 -2 11 12 1 11 15 1 12 19 1 13 14 1 13 20 1 14 17 1 15 20 1 16 17 1 16 21 1 17 18 -1 19 21 1 20 21 1', '21 22 H 14.92 -12.30 C 19.82 -11.27 C 18.63 -13.39 C 14.42 -13.22 C 14.92 -8.42 O 18.63 -9.14 O 13.70 -7.75 O 16.15 -13.39 O 19.82 -12.70 O 13.03 -13.22 C 12.44 -9.86 C 12.44 -11.27 C 16.15 -9.14 C 17.40 -9.86 C 13.70 -9.14 C 16.15 -12.00 C 17.40 -11.27 C 18.63 -12.00 C 13.70 -12.00 C 14.92 -9.86 C 14.92 -11.27 21 1 -2 2 18 1 3 18 1 19 4 -1 20 5 -1 14 6 -2 15 7 -1 16 8 -1 9 18 1 19 10 -2 11 12 1 11 15 1 12 19 1 13 14 1 13 20 1 14 17 1 15 20 1 16 17 1 16 21 1 17 18 -1 19 21 1 20 21 1', '21 22 H 14.92 -12.30 C:29 19.82 -11.27 C:27 18.63 -13.39 C:25 14.42 -13.22 C:16 14.92 -8.42 O 18.63 -9.14 O 13.70 -7.75 O 16.15 -13.39 O 19.82 -12.70 O 13.03 -13.22 C:29 12.44 -9.86 C:43 12.44 -11.27 C:52 16.15 -9.14 C:66 17.40 -9.86 C:80 13.70 -9.14 C:68 16.15 -12.00 C:59 17.40 -11.27 C:74 18.63 -12.00 C:72 13.70 -12.00 C:41 14.92 -9.86 C:56 14.92 -11.27 21 1 -2 2 18 1 3 18 1 19 4 -1 20 5 -1 14 6 -2 15 7 -1 16 8 -1 9 18 1 19 10 -2 11 12 1 11 15 1 12 19 1 13 14 1 13 20 1 14 17 1 15 20 1 16 17 1 16 21 1 17 18 -1 19 21 1 20 21 1', 'C15H28O5', 288.165, 'A', 'np02_1011_14', 702, '', '', '1', 20, NULL, NULL),
(9190, '', '4b,11a-Dihydroxy-1-oxoeudesman-6b,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@:4]([CH3:15])(O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@@:11]3([CH3:13])O', '[H][C@@]23CC[C@@]1(C)C(=O)CC[C@](C)(O)[C@]1([H])[C@@]2([H])OC(=O)[C@@]3(C)O', '[H][C@@:46]23[CH2:18][CH2:32][C@@:47]1([CH3:21])[C:214](=O)[CH2:34][CH2:40][C@:71]([CH3:29])(O)[C@:51]1([H])[C@@:78]2([H])O[C:176](=O)[C@@:77]3([CH3:19])O', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C:15 14.37 -12.52 C:13 19.88 -12.16 C:14 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C:2 12.43 -9.10 C:3 12.43 -10.57 C:8 17.49 -9.10 C:9 16.23 -8.38 O 16.53 -12.77 C:1 13.69 -8.38 C:12 17.97 -12.87 C:4 13.69 -11.32 C:11 18.58 -11.62 C:7 17.49 -10.57 C:6 16.23 -11.32 C:10 14.96 -9.10 C:5 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -2 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -1 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C 14.37 -12.52 C 19.88 -12.16 C 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C 12.43 -9.10 C 12.43 -10.57 C 17.49 -9.10 C 16.23 -8.38 O 16.53 -12.77 C 13.69 -8.38 C 17.97 -12.87 C 13.69 -11.32 C 18.58 -11.62 C 17.49 -10.57 C 16.23 -11.32 C 14.96 -9.10 C 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -2 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -1 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C:29 14.37 -12.52 C:19 19.88 -12.16 C:21 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C:34 12.43 -9.10 C:40 12.43 -10.57 C:18 17.49 -9.10 C:32 16.23 -8.38 O 16.53 -12.77 C:214 13.69 -8.38 C:176 17.97 -12.87 C:71 13.69 -11.32 C:77 18.58 -11.62 C:46 17.49 -10.57 C:78 16.23 -11.32 C:47 14.96 -9.10 C:51 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -2 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -1 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', 'C15H22O5', 282.181, 'C', 'np02_1011_15', 702, '', '', '1', 20, NULL, NULL),
(9191, '', '(11S)-1b,4a,6b,11,12-Pentahydroxyeudesmane', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]2([C@:11]([CH3:13])(O)[CH2:12]O)[CH2:8][CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@:5]1([H])[C@@H:6]2O', '[H][C@@]2([C@](C)(O)CO)CC[C@@]1(C)[C@H](O)CC[C@@](C)(O)[C@]1([H])[C@@H]2O', '[H][C@@:49]2([C@:75]([CH3:24])(O)[CH2:67]O)[CH2:17][CH2:42][C@@:39]1([CH3:15])[C@H:80](O)[CH2:28][CH2:41][C@@:72]([CH3:24])(O)[C@:56]1([H])[C@@H:66]2O', '22 23 H 17.38 -12.22 H 14.88 -11.96 C:13 19.82 -10.95 C:15 14.37 -12.88 C:14 14.88 -8.08 O 19.82 -13.77 O 13.65 -7.39 O 16.10 -13.07 O 19.82 -12.36 O 12.97 -12.88 C:12 18.60 -13.07 C:2 12.39 -9.52 C:3 12.39 -10.95 C:8 17.38 -9.52 C:9 16.10 -8.80 C:1 13.65 -8.80 C:6 16.10 -11.66 C:11 18.60 -11.66 C:4 13.65 -11.66 C:7 17.38 -10.95 C:10 14.88 -9.52 C:5 14.88 -10.95 20 1 -2 22 2 -2 3 18 1 19 4 -1 21 5 -1 6 11 1 16 7 -1 17 8 -1 18 9 -2 19 10 -2 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', '22 23 H 17.38 -12.22 H 14.88 -11.96 C 19.82 -10.95 C 14.37 -12.88 C 14.88 -8.08 O 19.82 -13.77 O 13.65 -7.39 O 16.10 -13.07 O 19.82 -12.36 O 12.97 -12.88 C 18.60 -13.07 C 12.39 -9.52 C 12.39 -10.95 C 17.38 -9.52 C 16.10 -8.80 C 13.65 -8.80 C 16.10 -11.66 C 18.60 -11.66 C 13.65 -11.66 C 17.38 -10.95 C 14.88 -9.52 C 14.88 -10.95 20 1 -2 22 2 -2 3 18 1 19 4 -1 21 5 -1 6 11 1 16 7 -1 17 8 -1 18 9 -2 19 10 -2 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', '22 23 H 17.38 -12.22 H 14.88 -11.96 C:24 19.82 -10.95 C:24 14.37 -12.88 C:15 14.88 -8.08 O 19.82 -13.77 O 13.65 -7.39 O 16.10 -13.07 O 19.82 -12.36 O 12.97 -12.88 C:67 18.60 -13.07 C:28 12.39 -9.52 C:41 12.39 -10.95 C:17 17.38 -9.52 C:42 16.10 -8.80 C:80 13.65 -8.80 C:66 16.10 -11.66 C:75 18.60 -11.66 C:72 13.65 -11.66 C:49 17.38 -10.95 C:39 14.88 -9.52 C:56 14.88 -10.95 20 1 -2 22 2 -2 3 18 1 19 4 -1 21 5 -1 6 11 1 16 7 -1 17 8 -1 18 9 -2 19 10 -2 11 18 1 12 13 1 12 16 1 13 19 1 14 15 1 14 20 1 15 21 1 16 21 1 17 20 1 17 22 1 18 20 1 19 22 1 21 22 1', 'C15H28O5', 288.173, 'M', 'np02_1011_16', 702, 'Error in the structure:OH at C-1, not C=O', '', '1', 20, NULL, NULL),
(9192, '', '4a,11a-Dihydroxy-1-oxoeudesman-6b,12-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[C:1](=O)[CH2:2][CH2:3][C@@:4]([CH3:15])(O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@@:11]3([CH3:13])O', '[H][C@@]23CC[C@@]1(C)C(=O)CC[C@@](C)(O)[C@]1([H])[C@@]2([H])OC(=O)[C@@]3(C)O', '[H][C@@:46]23[CH2:19][CH2:34][C@@:45]1([CH3:20])[C:214](=O)[CH2:35][CH2:41][C@@:71]([CH3:26])(O)[C@:53]1([H])[C@@:77]2([H])O[C:177](=O)[C@@:75]3([CH3:19])O', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C:15 14.37 -12.52 C:13 19.88 -12.16 C:14 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C:2 12.43 -9.10 C:3 12.43 -10.57 C:8 17.49 -9.10 C:9 16.23 -8.38 O 16.53 -12.77 C:1 13.69 -8.38 C:12 17.97 -12.87 C:4 13.69 -11.32 C:11 18.58 -11.62 C:7 17.49 -10.57 C:6 16.23 -11.32 C:10 14.96 -9.10 C:5 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -1 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -2 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C 14.37 -12.52 C 19.88 -12.16 C 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C 12.43 -9.10 C 12.43 -10.57 C 17.49 -9.10 C 16.23 -8.38 O 16.53 -12.77 C 13.69 -8.38 C 17.97 -12.87 C 13.69 -11.32 C 18.58 -11.62 C 17.49 -10.57 C 16.23 -11.32 C 14.96 -9.10 C 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -1 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -2 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', '23 25 H 17.49 -11.62 H 16.23 -10.32 H 14.96 -11.62 C:26 14.37 -12.52 C:19 19.88 -12.16 C:20 14.96 -7.63 O 13.69 -6.97 O 18.68 -14.15 O 12.96 -12.52 O 19.71 -10.76 C:35 12.43 -9.10 C:41 12.43 -10.57 C:19 17.49 -9.10 C:34 16.23 -8.38 O 16.53 -12.77 C:214 13.69 -8.38 C:177 17.97 -12.87 C:71 13.69 -11.32 C:75 18.58 -11.62 C:46 17.49 -10.57 C:77 16.23 -11.32 C:45 14.96 -9.10 C:53 14.96 -10.57 20 1 -2 21 2 -1 23 3 -2 18 4 -1 19 5 -1 22 6 -1 7 16 2 8 17 2 18 9 -2 19 10 -2 11 12 1 11 16 1 12 18 1 13 14 1 13 20 1 14 22 1 15 17 1 15 21 1 16 22 1 17 19 1 18 23 1 19 20 1 20 21 1 21 23 1 22 23 1', 'C15H22O5', 282.181, 'C', 'np02_1011_17', 702, '', '', '1', 20, 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
(9193, 'Oxyphyllols A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([CH3:13])[C@H:7]2[CH:6]=[C:5]1[C@:4]([CH3:15])(O)[CH2:3][CH2:2][CH2:1][C@:10]1([CH3:14])[CH2:9][CH2:8]2', 'C=C(C)[C@H]2C=C1[C@](C)(O)CCC[C@]1(C)CC2', '[CH2:113]=[C:147]([CH3:19])[C@H:43]2[CH:121]=[C:134]1[C@:75]([CH3:21])(O)[CH2:33][CH2:32][CH2:38][C@:32]1([CH3:16])[CH2:38][CH2:23]2', '16 17 C:12 17.98 -13.58 C:13 19.18 -11.50 C:15 13.87 -13.42 C:14 14.36 -8.70 O 12.47 -13.42 C:6 15.56 -12.20 C:2 11.92 -10.11 C:8 16.79 -10.11 C:3 11.92 -11.50 C:1 13.15 -9.40 C:9 15.56 -9.40 C:11 17.98 -12.20 C:5 14.36 -11.50 C:7 16.79 -11.50 C:4 13.15 -12.20 C:10 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', '16 17 C 17.98 -13.58 C 19.18 -11.50 C 13.87 -13.42 C 14.36 -8.70 O 12.47 -13.42 C 15.56 -12.20 C 11.92 -10.11 C 16.79 -10.11 C 11.92 -11.50 C 13.15 -9.40 C 15.56 -9.40 C 17.98 -12.20 C 14.36 -11.50 C 16.79 -11.50 C 13.15 -12.20 C 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', '16 17 C:113 17.98 -13.58 C:19 19.18 -11.50 C:21 13.87 -13.42 C:16 14.36 -8.70 O 12.47 -13.42 C:121 15.56 -12.20 C:32 11.92 -10.11 C:23 16.79 -10.11 C:33 11.92 -11.50 C:38 13.15 -9.40 C:38 15.56 -9.40 C:147 17.98 -12.20 C:134 14.36 -11.50 C:43 16.79 -11.50 C:75 13.15 -12.20 C:32 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', 'C15H24O', 220.16, 'C', 'np02_1468_1', 1562, '', '', '1', 20, NULL, NULL),
(9194, 'Oxyphyllols A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:12]=[C:11]([CH3:13])[C@H:7]2[CH:6]=[C:5]1[C@:4]([CH3:15])(O)[CH2:3][CH2:2][CH2:1][C@:10]1([CH3:14])[CH2:9][CH2:8]2', 'C=C(C)[C@H]2C=C1[C@](C)(O)CCC[C@]1(C)CC2', '[CH2:112]=[C:149]([CH3:19])[C@H:44]2[CH:121]=[C:135]1[C@:74]([CH3:21])(O)[CH2:34][CH2:33][CH2:39][C@:33]1([CH3:16])[CH2:38][CH2:23]2', '16 17 C:12 17.98 -13.58 C:13 19.18 -11.50 C:15 13.87 -13.42 C:14 14.36 -8.70 O 12.47 -13.42 C:6 15.56 -12.20 C:2 11.92 -10.11 C:8 16.79 -10.11 C:3 11.92 -11.50 C:1 13.15 -9.40 C:9 15.56 -9.40 C:11 17.98 -12.20 C:5 14.36 -11.50 C:7 16.79 -11.50 C:4 13.15 -12.20 C:10 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', '16 17 C 17.98 -13.58 C 19.18 -11.50 C 13.87 -13.42 C 14.36 -8.70 O 12.47 -13.42 C 15.56 -12.20 C 11.92 -10.11 C 16.79 -10.11 C 11.92 -11.50 C 13.15 -9.40 C 15.56 -9.40 C 17.98 -12.20 C 14.36 -11.50 C 16.79 -11.50 C 13.15 -12.20 C 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', '16 17 C:112 17.98 -13.58 C:19 19.18 -11.50 C:21 13.87 -13.42 C:16 14.36 -8.70 O 12.47 -13.42 C:121 15.56 -12.20 C:33 11.92 -10.11 C:23 16.79 -10.11 C:34 11.92 -11.50 C:39 13.15 -9.40 C:38 15.56 -9.40 C:149 17.98 -12.20 C:135 14.36 -11.50 C:44 16.79 -11.50 C:74 13.15 -12.20 C:33 14.36 -10.11 1 12 2 2 12 1 15 3 -1 16 4 -1 15 5 -2 6 13 2 6 14 1 7 9 1 7 10 1 8 11 1 8 14 1 9 15 1 10 16 1 11 16 1 14 12 -1 13 15 1 13 16 1', 'C15H24O', 220.16, 'P', 'np02_1468_1', 1562, '', '', '1', 20, NULL, NULL),
(9195, 'Oxyphyllols B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]2[CH2:8][C@@H:9](O)[C:10]1=[CH:1][C:2](=O)[CH2:3][C@@H:4]([CH3:15])[C@:5]1([CH3:14])[CH2:6]2', 'C=C(C)[C@@H]2C[C@@H](O)C1=CC(=O)C[C@@H](C)[C@]1(C)C2', '[CH2:109]=[C:149]([CH3:21])[C@@H:34]2[CH2:38][C@@H:73](O)[C:169]1=[CH:127][C:201](=O)[CH2:42][C@@H:41]([CH3:14])[C@:39]1([CH3:18])[CH2:44]2', '17 18 C:13 18.59 -13.96 C:12 19.80 -11.86 C:15 13.74 -13.96 C:14 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:1 13.74 -9.76 C:3 12.53 -11.86 C:8 17.37 -10.46 C:6 16.17 -12.56 C:11 18.59 -12.56 C:2 12.53 -10.46 C:10 14.95 -10.46 C:4 13.74 -12.56 C:9 16.17 -9.76 C:7 17.37 -11.86 C:5 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', '17 18 C 18.59 -13.96 C 19.80 -11.86 C 13.74 -13.96 C 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C 13.74 -9.76 C 12.53 -11.86 C 17.37 -10.46 C 16.17 -12.56 C 18.59 -12.56 C 12.53 -10.46 C 14.95 -10.46 C 13.74 -12.56 C 16.17 -9.76 C 17.37 -11.86 C 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', '17 18 C:109 18.59 -13.96 C:21 19.80 -11.86 C:14 13.74 -13.96 C:18 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:127 13.74 -9.76 C:42 12.53 -11.86 C:38 17.37 -10.46 C:44 16.17 -12.56 C:149 18.59 -12.56 C:201 12.53 -10.46 C:169 14.95 -10.46 C:41 13.74 -12.56 C:73 16.17 -9.76 C:34 17.37 -11.86 C:39 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', 'C15H22O2', 234.159, 'C', 'np02_1468_2', 1562, '', '', '1', 20, NULL, NULL),
(9196, 'Oxyphyllols B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]2[CH2:8][C@@H:9](O)[C:10]1=[CH:1][C:2](=O)[CH2:3][C@@H:4]([CH3:15])[C@:5]1([CH3:14])[CH2:6]2', 'C=C(C)[C@@H]2C[C@@H](O)C1=CC(=O)C[C@@H](C)[C@]1(C)C2', '[CH2:109]=[C:150]([CH3:21])[C@@H:35]2[CH2:39][C@@H:73](O)[C:169]1=[CH:127][C:200](=O)[CH2:43][C@@H:42]([CH3:15])[C@:39]1([CH3:18])[CH2:44]2', '17 18 C:13 18.59 -13.96 C:12 19.80 -11.86 C:15 13.74 -13.96 C:14 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:1 13.74 -9.76 C:3 12.53 -11.86 C:8 17.37 -10.46 C:6 16.17 -12.56 C:11 18.59 -12.56 C:2 12.53 -10.46 C:10 14.95 -10.46 C:4 13.74 -12.56 C:9 16.17 -9.76 C:7 17.37 -11.86 C:5 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', '17 18 C 18.59 -13.96 C 19.80 -11.86 C 13.74 -13.96 C 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C 13.74 -9.76 C 12.53 -11.86 C 17.37 -10.46 C 16.17 -12.56 C 18.59 -12.56 C 12.53 -10.46 C 14.95 -10.46 C 13.74 -12.56 C 16.17 -9.76 C 17.37 -11.86 C 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', '17 18 C:109 18.59 -13.96 C:21 19.80 -11.86 C:15 13.74 -13.96 C:18 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:127 13.74 -9.76 C:43 12.53 -11.86 C:39 17.37 -10.46 C:44 16.17 -12.56 C:150 18.59 -12.56 C:200 12.53 -10.46 C:169 14.95 -10.46 C:42 13.74 -12.56 C:73 16.17 -9.76 C:35 17.37 -11.86 C:39 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 5 12 2 15 6 -2 7 12 1 7 13 2 8 12 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 13 15 1 13 17 1 14 17 1', 'C15H22O2', 234.159, 'P', 'np02_1468_2', 1562, '', '', '1', 20, NULL, NULL),
(9197, 'Oxyphyllols B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]2[CH2:8][C@@H:9](O)[C:10]1=[CH:1][C@@H:2](O)[CH2:3][C@@H:4]([CH3:15])[C@:5]1([CH3:14])[CH2:6]2', 'C=C(C)[C@@H]2C[C@@H](O)C1=C[C@@H](O)C[C@@H](C)[C@]1(C)C2', '[CH2:109]=[C:150]([CH3:21])[C@@H:35]2[CH2:37][C@@H:75](O)[C:147]1=[CH:130][C@@H:68](O)[CH2:39][C@@H:40]([CH3:15])[C@:38]1([CH3:20])[CH2:44]2', '17 18 C:13 18.59 -13.96 C:12 19.80 -11.86 C:15 13.74 -13.96 C:14 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:1 13.74 -9.76 C:3 12.53 -11.86 C:8 17.37 -10.46 C:6 16.17 -12.56 C:11 18.59 -12.56 C:10 14.95 -10.46 C:2 12.53 -10.46 C:4 13.74 -12.56 C:9 16.17 -9.76 C:7 17.37 -11.86 C:5 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 13 5 -2 15 6 -2 7 12 2 7 13 1 8 13 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 12 15 1 12 17 1 14 17 1', '17 18 C 18.59 -13.96 C 19.80 -11.86 C 13.74 -13.96 C 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C 13.74 -9.76 C 12.53 -11.86 C 17.37 -10.46 C 16.17 -12.56 C 18.59 -12.56 C 14.95 -10.46 C 12.53 -10.46 C 13.74 -12.56 C 16.17 -9.76 C 17.37 -11.86 C 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 13 5 -2 15 6 -2 7 12 2 7 13 1 8 13 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 12 15 1 12 17 1 14 17 1', '17 18 C:109 18.59 -13.96 C:21 19.80 -11.86 C:15 13.74 -13.96 C:20 14.95 -13.26 O 11.32 -9.76 O 16.17 -8.35 C:130 13.74 -9.76 C:39 12.53 -11.86 C:37 17.37 -10.46 C:44 16.17 -12.56 C:150 18.59 -12.56 C:147 14.95 -10.46 C:68 12.53 -10.46 C:40 13.74 -12.56 C:75 16.17 -9.76 C:35 17.37 -11.86 C:38 14.95 -11.86 1 11 2 2 11 1 14 3 -2 17 4 -2 13 5 -2 15 6 -2 7 12 2 7 13 1 8 13 1 8 14 1 9 15 1 9 16 1 10 16 1 10 17 1 16 11 -1 12 15 1 12 17 1 14 17 1', 'C15H24O2', 236.159, 'C', 'np02_1468_2a', 1562, '', '', '1', 20, NULL, NULL),
(9198, 'Oxyphyllols C', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]2[CH2:8][CH2:9][C@@:10]1(O)[C@@H:1](O)[CH2:2][CH2:3][C@@H:4]([CH3:15])[C@:5]1([CH3:14])[CH2:6]2', 'C=C(C)[C@@H]2CC[C@@]1(O)[C@@H](O)CC[C@@H](C)[C@]1(C)C2', '[CH2:108]=[C:151]([CH3:21])[C@@H:39]2[CH2:26][CH2:31][C@@:74]1(O)[C@@H:76](O)[CH2:29][CH2:25][C@@H:35]([CH3:15])[C@:39]1([CH3:16])[CH2:39]2', '17 18 C:13 17.98 -13.91 C:12 19.20 -11.80 C:15 13.12 -13.91 C:14 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C:3 11.90 -11.80 C:2 11.90 -10.40 C:8 16.77 -10.40 C:9 15.55 -9.71 C:6 15.55 -12.50 C:11 17.98 -12.50 C:4 13.12 -12.50 C:7 16.77 -11.80 C:1 13.12 -9.71 C:5 14.33 -11.80 C:10 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', '17 18 C 17.98 -13.91 C 19.20 -11.80 C 13.12 -13.91 C 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C 11.90 -11.80 C 11.90 -10.40 C 16.77 -10.40 C 15.55 -9.71 C 15.55 -12.50 C 17.98 -12.50 C 13.12 -12.50 C 16.77 -11.80 C 13.12 -9.71 C 14.33 -11.80 C 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', '17 18 C:108 17.98 -13.91 C:21 19.20 -11.80 C:15 13.12 -13.91 C:16 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C:25 11.90 -11.80 C:29 11.90 -10.40 C:26 16.77 -10.40 C:31 15.55 -9.71 C:39 15.55 -12.50 C:151 17.98 -12.50 C:35 13.12 -12.50 C:39 16.77 -11.80 C:76 13.12 -9.71 C:39 14.33 -11.80 C:74 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', 'C15H26O2', 238.159, 'C', 'np02_1468_3', 1562, '', '', '1', 20, NULL, NULL),
(9199, 'Oxyphyllols C', '', 'Terpenoids', 'Sesquiterpenoids', 'Eremophilanes', '[CH2:13]=[C:11]([CH3:12])[C@@H:7]2[CH2:8][CH2:9][C@@:10]1(O)[C@@H:1](O)[CH2:2][CH2:3][C@@H:4]([CH3:15])[C@:5]1([CH3:14])[CH2:6]2', 'C=C(C)[C@@H]2CC[C@@]1(O)[C@@H](O)CC[C@@H](C)[C@]1(C)C2', '[CH2:109]=[C:152]([CH3:21])[C@@H:40]2[CH2:27][CH2:33][C@@:74]1(O)[C@@H:76](O)[CH2:30][CH2:27][C@@H:35]([CH3:16])[C@:40]1([CH3:16])[CH2:39]2', '17 18 C:13 17.98 -13.91 C:12 19.20 -11.80 C:15 13.12 -13.91 C:14 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C:3 11.90 -11.80 C:2 11.90 -10.40 C:8 16.77 -10.40 C:9 15.55 -9.71 C:6 15.55 -12.50 C:11 17.98 -12.50 C:4 13.12 -12.50 C:7 16.77 -11.80 C:1 13.12 -9.71 C:5 14.33 -11.80 C:10 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', '17 18 C 17.98 -13.91 C 19.20 -11.80 C 13.12 -13.91 C 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C 11.90 -11.80 C 11.90 -10.40 C 16.77 -10.40 C 15.55 -9.71 C 15.55 -12.50 C 17.98 -12.50 C 13.12 -12.50 C 16.77 -11.80 C 13.12 -9.71 C 14.33 -11.80 C 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', '17 18 C:109 17.98 -13.91 C:21 19.20 -11.80 C:16 13.12 -13.91 C:16 14.33 -13.20 O 13.12 -8.33 O 14.33 -9.02 C:27 11.90 -11.80 C:30 11.90 -10.40 C:27 16.77 -10.40 C:33 15.55 -9.71 C:39 15.55 -12.50 C:152 17.98 -12.50 C:35 13.12 -12.50 C:40 16.77 -11.80 C:76 13.12 -9.71 C:40 14.33 -11.80 C:74 14.33 -10.40 1 12 2 2 12 1 13 3 -2 16 4 -2 15 5 -2 17 6 -1 7 8 1 7 13 1 8 15 1 9 10 1 9 14 1 10 17 1 11 14 1 11 16 1 14 12 -1 13 16 1 15 17 1 16 17 1', 'C15H26O2', 238.159, 'P', 'np02_1468_3', 1562, '', '', '1', 20, NULL, NULL),
(9200, 'Mucrotan', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[C:4](=[CH2:15])[CH2:3][CH2:2][C@@H:1](O)[C@:10]1([CH3:14])[CH2:9][C@H:8](O)[C@@H:7]([C:11](=[CH2:12])[CH:13]=O)[C@@H:6]2O', '[H][C@]12C(=C)CC[C@@H](O)[C@]1(C)C[C@H](O)[C@@H](C(=C)C=O)[C@@H]2O', '[H][C@:58]12[C:145](=[CH2:109])[CH2:35][CH2:32][C@@H:78](O)[C@:43]1([CH3:14])[CH2:41][C@H:78](O)[C@@H:56]([C:140](=[CH2:119])[CH:193]=O)[C@@H:67]2O', '20 21 H 13.74 -12.86 C:12 17.41 -13.97 C:15 12.51 -13.97 C:14 13.74 -8.99 O 19.83 -12.56 O 17.41 -9.70 O 12.51 -8.30 O 14.94 -13.97 C:13 18.63 -11.84 C:3 11.26 -11.84 C:2 11.26 -10.42 C:9 14.94 -9.70 C:11 17.41 -12.56 C:4 12.51 -12.56 C:8 16.20 -10.42 C:1 12.51 -9.70 C:6 14.94 -12.56 C:7 16.20 -11.84 C:5 13.74 -11.84 C:10 13.74 -10.42 19 1 -2 2 13 2 3 14 2 20 4 -1 5 9 2 15 6 -2 16 7 -1 17 8 -2 9 13 1 10 11 1 10 14 1 11 16 1 12 15 1 12 20 1 18 13 -1 14 19 1 15 18 1 16 20 1 17 18 1 17 19 1 19 20 1', '20 21 H 13.74 -12.86 C 17.41 -13.97 C 12.51 -13.97 C 13.74 -8.99 O 19.83 -12.56 O 17.41 -9.70 O 12.51 -8.30 O 14.94 -13.97 C 18.63 -11.84 C 11.26 -11.84 C 11.26 -10.42 C 14.94 -9.70 C 17.41 -12.56 C 12.51 -12.56 C 16.20 -10.42 C 12.51 -9.70 C 14.94 -12.56 C 16.20 -11.84 C 13.74 -11.84 C 13.74 -10.42 19 1 -2 2 13 2 3 14 2 20 4 -1 5 9 2 15 6 -2 16 7 -1 17 8 -2 9 13 1 10 11 1 10 14 1 11 16 1 12 15 1 12 20 1 18 13 -1 14 19 1 15 18 1 16 20 1 17 18 1 17 19 1 19 20 1', '20 21 H 13.74 -12.86 C:119 17.41 -13.97 C:109 12.51 -13.97 C:14 13.74 -8.99 O 19.83 -12.56 O 17.41 -9.70 O 12.51 -8.30 O 14.94 -13.97 C:193 18.63 -11.84 C:35 11.26 -11.84 C:32 11.26 -10.42 C:41 14.94 -9.70 C:140 17.41 -12.56 C:145 12.51 -12.56 C:78 16.20 -10.42 C:78 12.51 -9.70 C:67 14.94 -12.56 C:56 16.20 -11.84 C:58 13.74 -11.84 C:43 13.74 -10.42 19 1 -2 2 13 2 3 14 2 20 4 -1 5 9 2 15 6 -2 16 7 -1 17 8 -2 9 13 1 10 11 1 10 14 1 11 16 1 12 15 1 12 20 1 18 13 -1 14 19 1 15 18 1 16 20 1 17 18 1 17 19 1 19 20 1', 'C15H22O4', 266.166, 'P', 'cnc99_471_1', 988, '', '', '1', 16, NULL, NULL),
(9201, 'Officinoside B', '', 'Terpenoids', 'Miscellanea', 'Megastigmanes', '[H][C@:8]3([C@@H:9]([CH3:10])O)[CH:7]=[C:6]2[C@:1]([CH3:12])([CH3:11])[CH2:2][C@H:3](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[CH2:4][C@@:5]2([CH3:13])O3', '[H][C@]3([C@@H](C)O)C=C2[C@](C)(C)C[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C[C@@]2(C)O3', '[H][C@:87]3([C@@H:70]([CH3:20])O)[CH:118]=[C:155]2[C@:34]([CH3:29])([CH3:32])[CH2:46][C@H:74](O[C@@H:103]1O[C@H:78]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:75]1O)[CH2:44][C@@:87]2([CH3:29])O3', '28 30 H 20.35 -10.60 C:10 22.02 -12.72 C:12 17.24 -8.85 C:11 15.82 -8.85 C:13 17.75 -13.61 O 10.40 -7.95 O 22.02 -10.29 O 9.16 -12.91 O 9.16 -10.08 O 11.63 -14.33 C:7 19.08 -10.34 C:106 11.63 -8.66 C:2 15.31 -10.79 C:4 16.53 -12.91 O 14.09 -12.91 O 12.85 -10.79 O 19.08 -12.63 C:6 17.75 -10.79 C:9 21.31 -11.49 C:3 15.31 -12.20 C:103 10.40 -12.20 C:104 10.40 -10.79 C:102 11.63 -12.91 C:105 11.63 -10.08 C:101 12.85 -12.20 C:1 16.53 -10.08 C:8 19.90 -11.49 C:5 17.75 -12.20 27 1 -1 2 19 1 26 3 -2 26 4 -1 28 5 -1 6 12 1 19 7 -2 21 8 -1 22 9 -2 23 10 -2 11 18 2 11 27 1 24 12 -1 13 20 1 13 26 1 14 20 1 14 28 1 20 15 -1 25 15 -1 16 24 1 16 25 1 17 27 1 17 28 1 18 26 1 18 28 1 19 27 1 21 22 1 21 23 1 22 24 1 23 25 1', '28 30 H 20.35 -10.60 C 22.02 -12.72 C 17.24 -8.85 C 15.82 -8.85 C 17.75 -13.61 O 10.40 -7.95 O 22.02 -10.29 O 9.16 -12.91 O 9.16 -10.08 O 11.63 -14.33 C 19.08 -10.34 C 11.63 -8.66 C 15.31 -10.79 C 16.53 -12.91 O 14.09 -12.91 O 12.85 -10.79 O 19.08 -12.63 C 17.75 -10.79 C 21.31 -11.49 C 15.31 -12.20 C 10.40 -12.20 C 10.40 -10.79 C 11.63 -12.91 C 11.63 -10.08 C 12.85 -12.20 C 16.53 -10.08 C 19.90 -11.49 C 17.75 -12.20 27 1 -1 2 19 1 26 3 -2 26 4 -1 28 5 -1 6 12 1 19 7 -2 21 8 -1 22 9 -2 23 10 -2 11 18 2 11 27 1 24 12 -1 13 20 1 13 26 1 14 20 1 14 28 1 20 15 -1 25 15 -1 16 24 1 16 25 1 17 27 1 17 28 1 18 26 1 18 28 1 19 27 1 21 22 1 21 23 1 22 24 1 23 25 1', '28 30 H 20.35 -10.60 C:20 22.02 -12.72 C:29 17.24 -8.85 C:32 15.82 -8.85 C:29 17.75 -13.61 O 10.40 -7.95 O 22.02 -10.29 O 9.16 -12.91 O 9.16 -10.08 O 11.63 -14.33 C:118 19.08 -10.34 C:63 11.63 -8.66 C:46 15.31 -10.79 C:44 16.53 -12.91 O 14.09 -12.91 O 12.85 -10.79 O 19.08 -12.63 C:155 17.75 -10.79 C:70 21.31 -11.49 C:74 15.31 -12.20 C:79 10.40 -12.20 C:72 10.40 -10.79 C:75 11.63 -12.91 C:78 11.63 -10.08 C:103 12.85 -12.20 C:34 16.53 -10.08 C:87 19.90 -11.49 C:87 17.75 -12.20 27 1 -1 2 19 1 26 3 -2 26 4 -1 28 5 -1 6 12 1 19 7 -2 21 8 -1 22 9 -2 23 10 -2 11 18 2 11 27 1 24 12 -1 13 20 1 13 26 1 14 20 1 14 28 1 20 15 -1 25 15 -1 16 24 1 16 25 1 17 27 1 17 28 1 18 26 1 18 28 1 19 27 1 21 22 1 21 23 1 22 24 1 23 25 1', 'C19H32O8', 388.206, 'P', 'cpb01_974_2', 1471, '', '', '1', 16, NULL, NULL),
(9202, 'Officinoside C', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]24[CH2:6][C@H:7]([C:11]([CH3:12])([CH3:13])O[C@@H:201]1O[C@H:205]([CH3:206])[C@H:204](O)[C@H:203](O)[C@H:202]1O)[CH2:8][CH2:9][C@@:10]2([CH3:14])[CH2:1][CH2:2][C@H:3](O[C@@H:101]3O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]3O)[C:4]4=[CH2:15]', '[H][C@@]24C[C@H](C(C)(C)O[C@@H]1O[C@H](C)[C@H](O)[C@H](O)[C@H]1O)CC[C@@]2(C)CC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C4=C', '[H][C@@:49]24[CH2:23][C@H:49]([C:79]([CH3:24])([CH3:25])O[C@@H:99]1O[C@H:71]([CH3:18])[C@H:73](O)[C@H:76](O)[C@H:72]1O)[CH2:25][CH2:41][C@@:36]2([CH3:17])[CH2:40][CH2:32][C@H:79](O[C@@H:103]3O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]3O)[C:150]4=[CH2:105]', '39 42 H 16.75 -10.16 C:15 15.54 -11.27 C:206 19.28 -14.78 C:12 20.48 -11.27 C:13 21.67 -9.17 C:14 16.75 -6.32 O 11.84 -5.00 O 21.71 -16.16 O 24.13 -14.73 O 8.18 -9.86 O 8.18 -7.09 O 10.63 -11.27 O 24.13 -11.92 C:106 10.63 -5.70 C:2 14.28 -7.78 C:8 19.28 -7.78 C:1 15.54 -7.03 C:9 18.07 -7.03 C:6 18.07 -9.86 O 20.48 -12.66 O 13.06 -9.86 O 11.84 -7.78 O 21.70 -10.54 C:4 15.54 -9.86 C:205 20.48 -14.07 C:3 14.28 -9.17 C:204 21.70 -14.76 C:203 22.91 -14.05 C:103 9.40 -9.17 C:104 9.40 -7.78 C:102 10.63 -9.86 C:202 22.91 -12.64 C:105 10.63 -7.09 C:7 19.28 -9.17 C:101 11.84 -9.17 C:201 21.67 -11.95 C:11 20.48 -9.86 C:5 16.75 -9.17 C:10 16.75 -7.78 38 1 -2 2 24 2 25 3 -1 4 37 1 5 37 1 39 6 -1 7 14 1 27 8 -1 28 9 -1 29 10 -1 30 11 -2 31 12 -2 32 13 -2 33 14 -1 15 17 1 15 26 1 16 18 1 16 34 1 17 39 1 18 39 1 19 34 1 19 38 1 20 25 1 20 36 1 26 21 -1 35 21 -1 22 33 1 22 35 1 36 23 -1 23 37 1 24 26 1 24 38 1 25 27 1 27 28 1 28 32 1 29 30 1 29 31 1 30 33 1 31 35 1 32 36 1 34 37 -1 38 39 1', '39 42 H 16.75 -10.16 C 15.54 -11.27 C 19.28 -14.78 C 20.48 -11.27 C 21.67 -9.17 C 16.75 -6.32 O 11.84 -5.00 O 21.71 -16.16 O 24.13 -14.73 O 8.18 -9.86 O 8.18 -7.09 O 10.63 -11.27 O 24.13 -11.92 C 10.63 -5.70 C 14.28 -7.78 C 19.28 -7.78 C 15.54 -7.03 C 18.07 -7.03 C 18.07 -9.86 O 20.48 -12.66 O 13.06 -9.86 O 11.84 -7.78 O 21.70 -10.54 C 15.54 -9.86 C 20.48 -14.07 C 14.28 -9.17 C 21.70 -14.76 C 22.91 -14.05 C 9.40 -9.17 C 9.40 -7.78 C 10.63 -9.86 C 22.91 -12.64 C 10.63 -7.09 C 19.28 -9.17 C 11.84 -9.17 C 21.67 -11.95 C 20.48 -9.86 C 16.75 -9.17 C 16.75 -7.78 38 1 -2 2 24 2 25 3 -1 4 37 1 5 37 1 39 6 -1 7 14 1 27 8 -1 28 9 -1 29 10 -1 30 11 -2 31 12 -2 32 13 -2 33 14 -1 15 17 1 15 26 1 16 18 1 16 34 1 17 39 1 18 39 1 19 34 1 19 38 1 20 25 1 20 36 1 26 21 -1 35 21 -1 22 33 1 22 35 1 36 23 -1 23 37 1 24 26 1 24 38 1 25 27 1 27 28 1 28 32 1 29 30 1 29 31 1 30 33 1 31 35 1 32 36 1 34 37 -1 38 39 1', '39 42 H 16.75 -10.16 C:105 15.54 -11.27 C:18 19.28 -14.78 C:24 20.48 -11.27 C:25 21.67 -9.17 C:17 16.75 -6.32 O 11.84 -5.00 O 21.71 -16.16 O 24.13 -14.73 O 8.18 -9.86 O 8.18 -7.09 O 10.63 -11.27 O 24.13 -11.92 C:63 10.63 -5.70 C:32 14.28 -7.78 C:25 19.28 -7.78 C:40 15.54 -7.03 C:41 18.07 -7.03 C:23 18.07 -9.86 O 20.48 -12.66 O 13.06 -9.86 O 11.84 -7.78 O 21.70 -10.54 C:150 15.54 -9.86 C:71 20.48 -14.07 C:79 14.28 -9.17 C:73 21.70 -14.76 C:76 22.91 -14.05 C:79 9.40 -9.17 C:72 9.40 -7.78 C:76 10.63 -9.86 C:72 22.91 -12.64 C:79 10.63 -7.09 C:49 19.28 -9.17 C:103 11.84 -9.17 C:99 21.67 -11.95 C:79 20.48 -9.86 C:49 16.75 -9.17 C:36 16.75 -7.78 38 1 -2 2 24 2 25 3 -1 4 37 1 5 37 1 39 6 -1 7 14 1 27 8 -1 28 9 -1 29 10 -1 30 11 -2 31 12 -2 32 13 -2 33 14 -1 15 17 1 15 26 1 16 18 1 16 34 1 17 39 1 18 39 1 19 34 1 19 38 1 20 25 1 20 36 1 26 21 -1 35 21 -1 22 33 1 22 35 1 36 23 -1 23 37 1 24 26 1 24 38 1 25 27 1 27 28 1 28 32 1 29 30 1 29 31 1 30 33 1 31 35 1 32 36 1 34 37 -1 38 39 1', 'C27H46O11', 546.29, 'P', 'cpb01_974_3', 1471, '', '', '1', 16, NULL, NULL),
(9203, 'Officinoside D', '', 'Terpenoids', 'Sesquiterpenoids', 'Aromadendranes', '[H][C@:1]12[CH2:2][CH2:3][C@@H:4]([CH3:15])[C@@:5]1([H])[C@@:6]4([H])[C@@:7]([H])([CH2:8][CH2:9][C@@:10]2([CH3:14])O[C@@H:101]3O[C@H:105]([CH3:106])[C@@H:104](O)[C@H:103](O)[C@H:102]3O)[C@:11]4([CH3:12])[CH2:13]O[C@@H:201]5O[C@H:205]([CH2:206]O)[C@@H:204](O)[C@H:203](O)[C@H:202]5O', '[H][C@]12CC[C@@H](C)[C@@]1([H])[C@@]4([H])[C@@]([H])(CC[C@@]2(C)O[C@@H]3O[C@H](C)[C@@H](O)[C@H](O)[C@H]3O)[C@]4(C)CO[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O', '[H][C@:55]12[CH2:26][CH2:29][C@@H:39]([CH3:17])[C@@:39]1([H])[C@@:19]4([H])[C@@:27]([H])([CH2:19][CH2:37][C@@:81]2([CH3:28])O[C@@H:98]3O[C@H:71]([CH3:17])[C@@H:73](O)[C@H:75](O)[C@H:73]3O)[C@:23]4([CH3:13])[CH2:79]O[C@@H:104]5O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]5O', '42 46 H 15.15 -8.46 H 18.76 -12.04 H 15.15 -11.86 H 15.67 -12.52 C:15 13.25 -12.78 C:106 19.02 -4.00 C:14 16.83 -7.11 C:12 18.55 -13.83 O 12.07 -16.28 O 17.11 -1.94 O 14.40 -2.54 O 16.58 -20.37 O 13.80 -20.09 O 18.22 -18.08 O 13.55 -5.22 C:206 12.65 -17.55 C:3 12.87 -10.15 C:2 13.80 -8.94 C:9 17.78 -8.94 C:8 18.44 -10.24 C:13 16.49 -14.26 O 17.06 -15.54 O 17.23 -5.63 O 14.86 -16.54 O 15.45 -7.27 C:4 13.72 -11.37 C:105 17.65 -4.31 C:104 16.70 -3.28 C:103 15.34 -3.58 C:203 16.01 -19.09 C:204 14.62 -18.95 C:202 16.83 -17.95 C:102 14.92 -4.91 C:205 14.04 -17.68 C:201 16.25 -16.68 C:101 15.87 -5.94 C:10 16.36 -8.52 C:1 15.15 -9.44 C:7 17.78 -11.58 C:11 17.29 -13.00 C:5 15.15 -10.93 C:6 16.25 -11.86 38 1 -1 39 2 -2 41 3 -1 42 4 -2 26 5 -2 27 6 -1 37 7 -1 40 8 -1 9 16 1 28 10 -2 29 11 -1 30 12 -1 31 13 -2 32 14 -2 33 15 -2 34 16 -1 17 18 1 17 26 1 18 38 1 19 20 1 19 37 1 20 39 1 21 22 1 40 21 -2 35 22 -1 23 27 1 23 36 1 24 34 1 24 35 1 36 25 -1 37 25 -2 26 41 1 27 28 1 28 29 1 29 33 1 30 31 1 30 32 1 31 34 1 32 35 1 33 36 1 37 38 1 38 41 1 39 40 1 39 42 1 40 42 1 41 42 1', '42 46 H 15.15 -8.46 H 18.76 -12.04 H 15.15 -11.86 H 15.67 -12.52 C 13.25 -12.78 C 19.02 -4.00 C 16.83 -7.11 C 18.55 -13.83 O 12.07 -16.28 O 17.11 -1.94 O 14.40 -2.54 O 16.58 -20.37 O 13.80 -20.09 O 18.22 -18.08 O 13.55 -5.22 C 12.65 -17.55 C 12.87 -10.15 C 13.80 -8.94 C 17.78 -8.94 C 18.44 -10.24 C 16.49 -14.26 O 17.06 -15.54 O 17.23 -5.63 O 14.86 -16.54 O 15.45 -7.27 C 13.72 -11.37 C 17.65 -4.31 C 16.70 -3.28 C 15.34 -3.58 C 16.01 -19.09 C 14.62 -18.95 C 16.83 -17.95 C 14.92 -4.91 C 14.04 -17.68 C 16.25 -16.68 C 15.87 -5.94 C 16.36 -8.52 C 15.15 -9.44 C 17.78 -11.58 C 17.29 -13.00 C 15.15 -10.93 C 16.25 -11.86 38 1 -1 39 2 -2 41 3 -1 42 4 -2 26 5 -2 27 6 -1 37 7 -1 40 8 -1 9 16 1 28 10 -2 29 11 -1 30 12 -1 31 13 -2 32 14 -2 33 15 -2 34 16 -1 17 18 1 17 26 1 18 38 1 19 20 1 19 37 1 20 39 1 21 22 1 40 21 -2 35 22 -1 23 27 1 23 36 1 24 34 1 24 35 1 36 25 -1 37 25 -2 26 41 1 27 28 1 28 29 1 29 33 1 30 31 1 30 32 1 31 34 1 32 35 1 33 36 1 37 38 1 38 41 1 39 40 1 39 42 1 40 42 1 41 42 1', '42 46 H 15.15 -8.46 H 18.76 -12.04 H 15.15 -11.86 H 15.67 -12.52 C:17 13.25 -12.78 C:17 19.02 -4.00 C:28 16.83 -7.11 C:13 18.55 -13.83 O 12.07 -16.28 O 17.11 -1.94 O 14.40 -2.54 O 16.58 -20.37 O 13.80 -20.09 O 18.22 -18.08 O 13.55 -5.22 C:63 12.65 -17.55 C:29 12.87 -10.15 C:26 13.80 -8.94 C:37 17.78 -8.94 C:19 18.44 -10.24 C:79 16.49 -14.26 O 17.06 -15.54 O 17.23 -5.63 O 14.86 -16.54 O 15.45 -7.27 C:39 13.72 -11.37 C:71 17.65 -4.31 C:73 16.70 -3.28 C:75 15.34 -3.58 C:79 16.01 -19.09 C:72 14.62 -18.95 C:76 16.83 -17.95 C:73 14.92 -4.91 C:79 14.04 -17.68 C:104 16.25 -16.68 C:98 15.87 -5.94 C:81 16.36 -8.52 C:55 15.15 -9.44 C:27 17.78 -11.58 C:23 17.29 -13.00 C:39 15.15 -10.93 C:19 16.25 -11.86 38 1 -1 39 2 -2 41 3 -1 42 4 -2 26 5 -2 27 6 -1 37 7 -1 40 8 -1 9 16 1 28 10 -2 29 11 -1 30 12 -1 31 13 -2 32 14 -2 33 15 -2 34 16 -1 17 18 1 17 26 1 18 38 1 19 20 1 19 37 1 20 39 1 21 22 1 40 21 -2 35 22 -1 23 27 1 23 36 1 24 34 1 24 35 1 36 25 -1 37 25 -2 26 41 1 27 28 1 28 29 1 29 33 1 30 31 1 30 32 1 31 34 1 32 35 1 33 36 1 37 38 1 38 41 1 39 40 1 39 42 1 40 42 1 41 42 1', 'C27H46O11', 546.314, 'P', 'cpb01_974_4', 1471, '', '', '1', 16, NULL, NULL),
(9204, '', '(3S,5R,8S,9Epsilon)-5,8-Epoxy-6-megastigmene-3,9-diol', 'Terpenoids', 'Miscellanea', 'Megastigmanes', '[H][C@@:8]2([C@@H:9]([CH3:10])O)[CH:7]=[C:6]1[C@:1]([CH3:12])([CH3:11])[CH2:2][C@H:3](O)[CH2:4][C@@:5]1([CH3:13])O2', '[H][C@@]2([C@@H](C)O)C=C1[C@](C)(C)C[C@H](O)C[C@@]1(C)O2', '[H][C@@:86]2([C@@H:68]([CH3:18])O)[CH:116]=[C:155]1[C@:34]([CH3:29])([CH3:31])[CH2:47][C@H:68](O)[CH2:48][C@@:87]1([CH3:29])O2', '17 18 H 17.90 -10.54 C:10 19.59 -12.66 C:12 14.76 -8.77 C:11 13.14 -8.77 C:13 15.28 -13.56 O 19.59 -10.27 O 11.58 -12.86 C:7 16.62 -10.27 C:2 12.83 -10.73 C:4 14.06 -12.86 O 16.62 -12.57 C:6 15.28 -10.73 C:9 18.87 -11.42 C:3 12.83 -12.14 C:1 14.06 -10.00 C:8 17.46 -11.42 C:5 15.28 -12.14 16 1 -2 2 13 1 15 3 -2 15 4 -1 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', '17 18 H 17.90 -10.54 C 19.59 -12.66 C 14.76 -8.77 C 13.14 -8.77 C 15.28 -13.56 O 19.59 -10.27 O 11.58 -12.86 C 16.62 -10.27 C 12.83 -10.73 C 14.06 -12.86 O 16.62 -12.57 C 15.28 -10.73 C 18.87 -11.42 C 12.83 -12.14 C 14.06 -10.00 C 17.46 -11.42 C 15.28 -12.14 16 1 -2 2 13 1 15 3 -2 15 4 -1 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', '17 18 H 17.90 -10.54 C:18 19.59 -12.66 C:29 14.76 -8.77 C:31 13.14 -8.77 C:29 15.28 -13.56 O 19.59 -10.27 O 11.58 -12.86 C:116 16.62 -10.27 C:47 12.83 -10.73 C:48 14.06 -12.86 O 16.62 -12.57 C:155 15.28 -10.73 C:68 18.87 -11.42 C:68 12.83 -12.14 C:34 14.06 -10.00 C:86 17.46 -11.42 C:87 15.28 -12.14 16 1 -2 2 13 1 15 3 -2 15 4 -1 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', 'C13H22O3', 226.145, 'C', 'cpb01_974_5', 1471, '', '', '1', 16, NULL, NULL),
(9205, '', '(3S,5R,8R,9epsilon)-5,8-Epoxy-6-megastigmene-3,9-diol', 'Terpenoids', 'Miscellanea', 'Megastigmanes', '[H][C@:8]2([C@@H:9]([CH3:10])O)[CH:7]=[C:6]1[C@@:1]([CH3:11])([CH3:12])[CH2:2][C@H:3](O)[CH2:4][C@@:5]1([CH3:13])O2', '[H][C@]2([C@@H](C)O)C=C1[C@@](C)(C)C[C@H](O)C[C@@]1(C)O2', '[H][C@:87]2([C@@H:71]([CH3:19])O)[CH:117]=[C:155]1[C@@:34]([CH3:31])([CH3:29])[CH2:47][C@H:68](O)[CH2:48][C@@:87]1([CH3:29])O2', '17 18 H 17.87 -10.50 C:10 19.56 -12.62 C:11 13.10 -8.73 C:12 14.72 -8.73 C:13 15.24 -13.52 O 19.56 -10.23 O 11.54 -12.82 C:7 16.58 -10.23 C:2 12.79 -10.69 C:4 14.02 -12.82 O 16.58 -12.53 C:6 15.24 -10.69 C:9 18.84 -11.38 C:3 12.79 -12.10 C:1 14.02 -9.96 C:8 17.42 -11.38 C:5 15.24 -12.10 16 1 -1 2 13 1 15 3 -1 15 4 -2 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', '17 18 H 17.87 -10.50 C 19.56 -12.62 C 13.10 -8.73 C 14.72 -8.73 C 15.24 -13.52 O 19.56 -10.23 O 11.54 -12.82 C 16.58 -10.23 C 12.79 -10.69 C 14.02 -12.82 O 16.58 -12.53 C 15.24 -10.69 C 18.84 -11.38 C 12.79 -12.10 C 14.02 -9.96 C 17.42 -11.38 C 15.24 -12.10 16 1 -1 2 13 1 15 3 -1 15 4 -2 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', '17 18 H 17.87 -10.50 C:19 19.56 -12.62 C:31 13.10 -8.73 C:29 14.72 -8.73 C:29 15.24 -13.52 O 19.56 -10.23 O 11.54 -12.82 C:117 16.58 -10.23 C:47 12.79 -10.69 C:48 14.02 -12.82 O 16.58 -12.53 C:155 15.24 -10.69 C:71 18.84 -11.38 C:68 12.79 -12.10 C:34 14.02 -9.96 C:87 17.42 -11.38 C:87 15.24 -12.10 16 1 -1 2 13 1 15 3 -1 15 4 -2 17 5 -1 13 6 -2 14 7 -1 8 12 2 8 16 1 9 14 1 9 15 1 10 14 1 10 17 1 11 16 1 11 17 1 12 15 1 12 17 1 13 16 1', 'C13H22O3', 226.145, 'C', 'cpb01_974_6', 1471, '', '', '1', 16, NULL, NULL),
(9206, 'Lindenanolide H', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:8]34[CH2:9][C@@:10]2([CH3:14])[C@:1]1([H])[CH2:2][C@:3]1([H])[C:4](=[CH2:15])[C@:5]2([H])[C@@H:6](O[C:6001]([CH3:6002])=O)[C:7]3=[C:11]([CH3:13])[C:12](=O)O4', '[H][C@]34C[C@@]2(C)[C@]1([H])C[C@]1([H])C(=C)[C@]2([H])[C@@H](OC(C)=O)C3=C(C)C(=O)O4', '[H][C@:80]34[CH2:43][C@@:39]2([CH3:18])[C@:27]1([H])[CH2:16][C@:24]1([H])[C:148](=[CH2:109])[C@:66]2([H])[C@@H:69](O[C:174]([CH3:21])=O)[C:158]3=[C:121]([CH3:9])[C:170](=O)O4', '25 28 H 16.42 -7.95 H 11.07 -11.09 H 12.69 -7.34 H 13.96 -11.47 C:15 12.69 -12.57 C:6002 16.42 -14.94 C:13 18.23 -12.20 C:14 13.96 -7.61 O 17.66 -12.89 O 20.02 -9.71 C:2 11.50 -9.04 C:9 15.16 -8.31 O 15.16 -12.77 O 17.78 -8.55 C:6001 16.42 -13.52 C:11 17.78 -10.91 C:12 18.62 -9.71 C:4 12.69 -11.17 C:7 16.42 -10.45 C:6 15.16 -11.17 C:8 16.42 -9.04 C:3 11.50 -10.45 C:1 12.69 -8.31 C:5 13.96 -10.45 C:10 13.96 -9.04 21 1 -1 22 2 -2 23 3 -2 24 4 -2 5 18 2 6 15 1 7 16 1 25 8 -1 9 15 2 10 17 2 11 22 1 11 23 1 12 21 1 12 25 1 13 15 1 20 13 -2 14 17 1 14 21 1 16 17 1 16 19 2 18 22 1 18 24 1 19 20 1 19 21 1 20 24 1 22 23 1 23 25 1 24 25 1', '25 28 H 16.42 -7.95 H 11.07 -11.09 H 12.69 -7.34 H 13.96 -11.47 C 12.69 -12.57 C 16.42 -14.94 C 18.23 -12.20 C 13.96 -7.61 O 17.66 -12.89 O 20.02 -9.71 C 11.50 -9.04 C 15.16 -8.31 O 15.16 -12.77 O 17.78 -8.55 C 16.42 -13.52 C 17.78 -10.91 C 18.62 -9.71 C 12.69 -11.17 C 16.42 -10.45 C 15.16 -11.17 C 16.42 -9.04 C 11.50 -10.45 C 12.69 -8.31 C 13.96 -10.45 C 13.96 -9.04 21 1 -1 22 2 -2 23 3 -2 24 4 -2 5 18 2 6 15 1 7 16 1 25 8 -1 9 15 2 10 17 2 11 22 1 11 23 1 12 21 1 12 25 1 13 15 1 20 13 -2 14 17 1 14 21 1 16 17 1 16 19 2 18 22 1 18 24 1 19 20 1 19 21 1 20 24 1 22 23 1 23 25 1 24 25 1', '25 28 H 16.42 -7.95 H 11.07 -11.09 H 12.69 -7.34 H 13.96 -11.47 C:109 12.69 -12.57 C:21 16.42 -14.94 C:9 18.23 -12.20 C:18 13.96 -7.61 O 17.66 -12.89 O 20.02 -9.71 C:16 11.50 -9.04 C:43 15.16 -8.31 O 15.16 -12.77 O 17.78 -8.55 C:174 16.42 -13.52 C:121 17.78 -10.91 C:170 18.62 -9.71 C:148 12.69 -11.17 C:158 16.42 -10.45 C:69 15.16 -11.17 C:80 16.42 -9.04 C:24 11.50 -10.45 C:27 12.69 -8.31 C:66 13.96 -10.45 C:39 13.96 -9.04 21 1 -1 22 2 -2 23 3 -2 24 4 -2 5 18 2 6 15 1 7 16 1 25 8 -1 9 15 2 10 17 2 11 22 1 11 23 1 12 21 1 12 25 1 13 15 1 20 13 -2 14 17 1 14 21 1 16 17 1 16 19 2 18 22 1 18 24 1 19 20 1 19 21 1 20 24 1 22 23 1 23 25 1 24 25 1', 'C17H20O4', 288.211, 'C', 'cpb02_1195_4', 2555, '', '', '1', 16, NULL, NULL),
(9207, 'Lindechunine A', '', 'Alkaloids', 'Aporphines', '', '[CH3:201]O[c:3]3[c:2]1O[CH2:101]O[c:1]1[c:11002]5[c:11001]2[c:11](O[CH3:301])[c:10](O)[cH:9][cH:8][c:7001]2[c:7](=O)[c:6001]4n[cH:5][cH:4][c:3001]3[c:11003]45', 'COc3c1OCOc1c5c2c(OC)c(O)ccc2c(=O)c4nccc3c45', '[CH3:60]O[c:135]3[c:138]1O[CH2:102]O[c:150]1[c:125]5[c:126]2[c:144](O[CH3:60])[c:144](O)[cH:117][cH:118][c:157]2[c:180](=O)[c:130]4n[cH:144][cH:118][c:122]3[c:100]45', '26 30 C:201 14.34 -6.59 C:301 11.92 -13.62 O 19.18 -13.63 O 13.13 -15.73 C:5 19.18 -9.39 C:9 15.55 -15.72 C:4 17.97 -8.69 C:8 16.77 -15.02 C:101 12.22 -10.10 N 19.19 -10.81 O 15.55 -7.28 O 13.13 -12.91 O 13.03 -8.98 O 13.03 -11.22 C:10 14.34 -15.02 C:2 14.34 -9.39 C:3 15.55 -8.69 C:11 14.34 -13.62 C:1 14.34 -10.81 C:7 17.97 -12.91 C:3001 16.77 -9.39 C:7001 16.77 -13.62 C:6001 17.97 -11.51 C:11001 15.55 -12.91 C:11002 15.55 -11.51 C:11003 16.77 -10.81 1 11 1 2 12 1 3 20 2 4 15 1 5 7 2 5 10 1 6 8 2 6 15 1 7 21 1 8 22 1 9 13 1 9 14 1 10 23 2 11 17 1 12 18 1 13 16 1 14 19 1 15 18 2 16 17 2 16 19 1 17 21 1 18 24 1 19 25 2 20 22 1 20 23 1 21 26 2 22 24 2 23 26 1 24 25 1 25 26 1', '26 30 C 14.34 -6.59 C 11.92 -13.62 O 19.18 -13.63 O 13.13 -15.73 C 19.18 -9.39 C 15.55 -15.72 C 17.97 -8.69 C 16.77 -15.02 C 12.22 -10.10 N 19.19 -10.81 O 15.55 -7.28 O 13.13 -12.91 O 13.03 -8.98 O 13.03 -11.22 C 14.34 -15.02 C 14.34 -9.39 C 15.55 -8.69 C 14.34 -13.62 C 14.34 -10.81 C 17.97 -12.91 C 16.77 -9.39 C 16.77 -13.62 C 17.97 -11.51 C 15.55 -12.91 C 15.55 -11.51 C 16.77 -10.81 1 11 1 2 12 1 3 20 2 4 15 1 5 7 2 5 10 1 6 8 2 6 15 1 7 21 1 8 22 1 9 13 1 9 14 1 10 23 2 11 17 1 12 18 1 13 16 1 14 19 1 15 18 2 16 17 2 16 19 1 17 21 1 18 24 1 19 25 2 20 22 1 20 23 1 21 26 2 22 24 2 23 26 1 24 25 1 25 26 1', '26 30 C:60 14.34 -6.59 C:60 11.92 -13.62 O 19.18 -13.63 O 13.13 -15.73 C:144 19.18 -9.39 C:117 15.55 -15.72 C:118 17.97 -8.69 C:118 16.77 -15.02 C:102 12.22 -10.10 N 19.19 -10.81 O 15.55 -7.28 O 13.13 -12.91 O 13.03 -8.98 O 13.03 -11.22 C:144 14.34 -15.02 C:138 14.34 -9.39 C:135 15.55 -8.69 C:144 14.34 -13.62 C:150 14.34 -10.81 C:180 17.97 -12.91 C:122 16.77 -9.39 C:157 16.77 -13.62 C:130 17.97 -11.51 C:126 15.55 -12.91 C:125 15.55 -11.51 C:100 16.77 -10.81 1 11 1 2 12 1 3 20 2 4 15 1 5 7 2 5 10 1 6 8 2 6 15 1 7 21 1 8 22 1 9 13 1 9 14 1 10 23 2 11 17 1 12 18 1 13 16 1 14 19 1 15 18 2 16 17 2 16 19 1 17 21 1 18 24 1 19 25 2 20 22 1 20 23 1 21 26 2 22 24 2 23 26 1 24 25 1 25 26 1', 'C19H13NO6', 351.206, 'D', 'cpb02_1195_18', 2555, '', '', '1', 16, NULL, NULL),
(9208, 'Lindechunine B', '', 'Alkaloids', 'Aporphines', '', '[H][C@@:6001]46[CH2:7][c:7001]2[cH:8][c:9]1O[CH2:201]O[c:10]1[c:11](O)[c:11001]2[c:11002]5[c:1]3O[CH2:101]O[c:2]3[cH:3][c:3001]([CH2:4][CH2:5]N4)[c:11003]56', '[H][C@@]46Cc2cc1OCOc1c(O)c2c5c3OCOc3cc(CCN4)c56', '[H][C@@:54]46[CH2:37][c:9999]2[cH:120][c:143]1O[CH2:100]O[c:133]1[c:138](O)[c:114]2[c:104]5[c:143]3O[CH2:100]O[c:146]3[cH:106][c:117]([CH2:24][CH2:42]N4)[c:129]56', '25 30 H 17.20 -9.43 O 12.32 -11.86 C:3 14.75 -7.59 C:8 15.98 -13.99 C:5 18.43 -8.30 C:4 17.20 -7.59 C:201 13.05 -16.20 C:101 11.37 -9.02 C:7 17.20 -11.86 N 18.43 -9.73 O 14.45 -16.06 O 12.20 -7.88 O 12.49 -14.92 O 12.20 -10.15 C:3001 15.98 -8.30 C:7001 15.98 -12.57 C:11 13.53 -12.57 C:9 14.75 -14.70 C:2 13.53 -8.30 C:10 13.53 -13.99 C:1 13.53 -9.73 C:11001 14.75 -11.86 C:11002 14.75 -10.44 C:11003 15.98 -9.73 C:6001 17.20 -10.44 25 1 -2 2 17 1 3 15 1 3 19 2 4 16 1 4 18 2 5 6 1 5 10 1 6 15 1 7 11 1 7 13 1 8 12 1 8 14 1 9 16 1 9 25 1 10 25 1 11 18 1 12 19 1 13 20 1 14 21 1 15 24 2 16 22 2 17 20 2 17 22 1 18 20 1 19 21 1 21 23 2 22 23 1 23 24 1 24 25 1', '25 30 H 17.20 -9.43 O 12.32 -11.86 C 14.75 -7.59 C 15.98 -13.99 C 18.43 -8.30 C 17.20 -7.59 C 13.05 -16.20 C 11.37 -9.02 C 17.20 -11.86 N 18.43 -9.73 O 14.45 -16.06 O 12.20 -7.88 O 12.49 -14.92 O 12.20 -10.15 C 15.98 -8.30 C 15.98 -12.57 C 13.53 -12.57 C 14.75 -14.70 C 13.53 -8.30 C 13.53 -13.99 C 13.53 -9.73 C 14.75 -11.86 C 14.75 -10.44 C 15.98 -9.73 C 17.20 -10.44 25 1 -2 2 17 1 3 15 1 3 19 2 4 16 1 4 18 2 5 6 1 5 10 1 6 15 1 7 11 1 7 13 1 8 12 1 8 14 1 9 16 1 9 25 1 10 25 1 11 18 1 12 19 1 13 20 1 14 21 1 15 24 2 16 22 2 17 20 2 17 22 1 18 20 1 19 21 1 21 23 2 22 23 1 23 24 1 24 25 1', '25 30 H 17.20 -9.43 O 12.32 -11.86 C:106 14.75 -7.59 C:120 15.98 -13.99 C:42 18.43 -8.30 C:24 17.20 -7.59 C:100 13.05 -16.20 C:100 11.37 -9.02 C:37 17.20 -11.86 N 18.43 -9.73 O 14.45 -16.06 O 12.20 -7.88 O 12.49 -14.92 O 12.20 -10.15 C:117 15.98 -8.30 C 15.98 -12.57 C:138 13.53 -12.57 C:143 14.75 -14.70 C:146 13.53 -8.30 C:133 13.53 -13.99 C:143 13.53 -9.73 C:114 14.75 -11.86 C:104 14.75 -10.44 C:129 15.98 -9.73 C:54 17.20 -10.44 25 1 -2 2 17 1 3 15 1 3 19 2 4 16 1 4 18 2 5 6 1 5 10 1 6 15 1 7 11 1 7 13 1 8 12 1 8 14 1 9 16 1 9 25 1 10 25 1 11 18 1 12 19 1 13 20 1 14 21 1 15 24 2 16 22 2 17 20 2 17 22 1 18 20 1 19 21 1 21 23 2 22 23 1 23 24 1 24 25 1', 'C18H15NO5', 325.204, 'D', 'cpb02_1195_20', 2555, '', '', '1', 16, NULL, NULL),
(9209, 'Rhombidiol', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@@H:7]([C:11]([CH3:13])([CH3:12])O)[CH2:8][C@H:9](O)[C@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C:4]2=[CH2:15]', '[H][C@]12C[C@@H](C(C)(C)O)C[C@H](O)[C@]1(C)CCCC2=C', '[H][C@:42]12[CH2:25][C@@H:42]([C:73]([CH3:27])([CH3:28])O)[CH2:30][C@H:75](O)[C@:40]1([CH3:17])[CH2:35][CH2:23][CH2:37][C:151]2=[CH2:115]', '18 19 H 14.37 -12.86 C:15 13.14 -13.98 C:13 19.27 -11.85 C:12 18.05 -13.98 C:14 14.37 -9.00 O 15.60 -8.26 O 19.27 -13.25 C:2 11.89 -10.43 C:3 11.89 -11.85 C:1 13.14 -9.74 C:8 16.83 -10.43 C:6 15.60 -12.55 C:4 13.14 -12.55 C:9 15.60 -9.74 C:7 16.83 -11.85 C:11 18.05 -12.55 C:5 14.37 -11.85 C:10 14.37 -10.43 17 1 -1 2 13 2 3 16 1 4 16 1 18 5 -2 14 6 -1 7 16 1 8 9 1 8 10 1 9 13 1 10 18 1 11 14 1 11 15 1 12 15 1 12 17 1 13 17 1 14 18 1 15 16 -2 17 18 1', '18 19 H 14.37 -12.86 C 13.14 -13.98 C 19.27 -11.85 C 18.05 -13.98 C 14.37 -9.00 O 15.60 -8.26 O 19.27 -13.25 C 11.89 -10.43 C 11.89 -11.85 C 13.14 -9.74 C 16.83 -10.43 C 15.60 -12.55 C 13.14 -12.55 C 15.60 -9.74 C 16.83 -11.85 C 18.05 -12.55 C 14.37 -11.85 C 14.37 -10.43 17 1 -1 2 13 2 3 16 1 4 16 1 18 5 -2 14 6 -1 7 16 1 8 9 1 8 10 1 9 13 1 10 18 1 11 14 1 11 15 1 12 15 1 12 17 1 13 17 1 14 18 1 15 16 -2 17 18 1', '18 19 H 14.37 -12.86 C:115 13.14 -13.98 C:27 19.27 -11.85 C:28 18.05 -13.98 C:17 14.37 -9.00 O 15.60 -8.26 O 19.27 -13.25 C:23 11.89 -10.43 C:37 11.89 -11.85 C:35 13.14 -9.74 C:30 16.83 -10.43 C:25 15.60 -12.55 C:151 13.14 -12.55 C:75 15.60 -9.74 C:42 16.83 -11.85 C:73 18.05 -12.55 C:42 14.37 -11.85 C:40 14.37 -10.43 17 1 -1 2 13 2 3 16 1 4 16 1 18 5 -2 14 6 -1 7 16 1 8 9 1 8 10 1 9 13 1 10 18 1 11 14 1 11 15 1 12 15 1 12 17 1 13 17 1 14 18 1 15 16 -2 17 18 1', 'C15H26O2', 238.167, 'C', 'cpb05_238_1', 1943, '', '', '1', 16, NULL, NULL),
(9210, 'Rhombitriol', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH2:15]=[C:4]1[CH2:3][CH2:2][CH2:1][C@@:10]2([CH3:14])[CH2:9][C@H:8](O)[C@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:6][C@@:5]12O', 'C=C1CCC[C@@]2(C)C[C@H](O)[C@H](C(C)(C)O)C[C@@]12O', '[CH2:108]=[C:152]1[CH2:31][CH2:21][CH2:34][C@@:37]2([CH3:22])[CH2:43][C@H:69](O)[C@H:44]([C:73]([CH3:29])([CH3:29])O)[CH2:26][C@@:76]12O', '18 19 C:15 13.14 -13.97 C:12 17.97 -13.97 C:13 19.18 -11.87 C:14 14.35 -9.06 O 17.97 -9.79 O 19.18 -13.25 O 14.35 -13.25 C:2 11.90 -10.47 C:3 11.90 -11.87 C:1 13.14 -9.79 C:9 15.56 -9.79 C:6 15.56 -12.56 C:4 13.14 -12.56 C:8 16.78 -10.47 C:7 16.78 -11.87 C:11 17.97 -12.56 C:10 14.35 -10.47 C:5 14.35 -11.87 1 13 2 2 16 1 3 16 1 17 4 -2 14 5 -2 6 16 1 18 7 -2 8 9 1 8 10 1 9 13 1 10 17 1 11 14 1 11 17 1 12 15 1 12 18 1 13 18 1 14 15 1 15 16 -2 17 18 1', '18 19 C 13.14 -13.97 C 17.97 -13.97 C 19.18 -11.87 C 14.35 -9.06 O 17.97 -9.79 O 19.18 -13.25 O 14.35 -13.25 C 11.90 -10.47 C 11.90 -11.87 C 13.14 -9.79 C 15.56 -9.79 C 15.56 -12.56 C 13.14 -12.56 C 16.78 -10.47 C 16.78 -11.87 C 17.97 -12.56 C 14.35 -10.47 C 14.35 -11.87 1 13 2 2 16 1 3 16 1 17 4 -2 14 5 -2 6 16 1 18 7 -2 8 9 1 8 10 1 9 13 1 10 17 1 11 14 1 11 17 1 12 15 1 12 18 1 13 18 1 14 15 1 15 16 -2 17 18 1', '18 19 C:108 13.14 -13.97 C:29 17.97 -13.97 C:29 19.18 -11.87 C:22 14.35 -9.06 O 17.97 -9.79 O 19.18 -13.25 O 14.35 -13.25 C:21 11.90 -10.47 C:31 11.90 -11.87 C:34 13.14 -9.79 C:43 15.56 -9.79 C:26 15.56 -12.56 C:152 13.14 -12.56 C:69 16.78 -10.47 C:44 16.78 -11.87 C:73 17.97 -12.56 C:37 14.35 -10.47 C:76 14.35 -11.87 1 13 2 2 16 1 3 16 1 17 4 -2 14 5 -2 6 16 1 18 7 -2 8 9 1 8 10 1 9 13 1 10 17 1 11 14 1 11 17 1 12 15 1 12 18 1 13 18 1 14 15 1 15 16 -2 17 18 1', 'C15H26O3', 254.159, 'C', 'cpb05_238_2', 1943, '', '', '1', 16, NULL, NULL),
(9211, '13-Sulfo-dihydrosantamarine', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH:3]=[C:4]([CH3:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH2:13]S(=O)(=O)O', '[H][C@@]23CC[C@@]1(C)[C@H](O)CC=C(C)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3CS(=O)(=O)O', '[H][C@@:50]23[CH2:22][CH2:34][C@@:40]1([CH3:10])[C@H:73](O)[CH2:32][CH:121]=[C:132]([CH3:23])[C@:49]1([H])[C@@:80]2([H])O[C:177](=O)[C@H:43]3[CH2:51]S(=O)(=O)O', '25 27 H 16.51 -11.66 H 15.26 -10.36 H 13.99 -11.66 C:15 12.72 -12.81 C:14 13.99 -7.67 O 17.70 -14.19 O 18.11 -9.58 O 20.78 -10.47 O 12.72 -7.02 O 19.90 -8.70 C:3 11.46 -10.61 C:2 11.46 -9.14 C:8 16.51 -9.14 C:9 15.26 -8.42 C:13 18.99 -11.35 O 15.56 -12.81 C:4 12.72 -11.35 C:12 16.99 -12.91 C:1 12.72 -8.42 C:11 17.60 -11.66 C:7 16.51 -10.61 C:10 13.99 -9.14 C:6 15.26 -11.35 C:5 13.99 -10.61 S 19.44 -10.03 21 1 -2 23 2 -1 24 3 -2 4 17 1 22 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 2 12 19 1 13 14 1 13 21 1 14 22 1 20 15 -2 15 25 1 16 18 1 16 23 1 17 24 1 18 20 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', '25 27 H 16.51 -11.66 H 15.26 -10.36 H 13.99 -11.66 C 12.72 -12.81 C 13.99 -7.67 O 17.70 -14.19 O 18.11 -9.58 O 20.78 -10.47 O 12.72 -7.02 O 19.90 -8.70 C 11.46 -10.61 C 11.46 -9.14 C 16.51 -9.14 C 15.26 -8.42 C 18.99 -11.35 O 15.56 -12.81 C 12.72 -11.35 C 16.99 -12.91 C 12.72 -8.42 C 17.60 -11.66 C 16.51 -10.61 C 13.99 -9.14 C 15.26 -11.35 C 13.99 -10.61 S 19.44 -10.03 21 1 -2 23 2 -1 24 3 -2 4 17 1 22 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 2 12 19 1 13 14 1 13 21 1 14 22 1 20 15 -2 15 25 1 16 18 1 16 23 1 17 24 1 18 20 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', '25 27 H 16.51 -11.66 H 15.26 -10.36 H 13.99 -11.66 C:23 12.72 -12.81 C:10 13.99 -7.67 O 17.70 -14.19 O 18.11 -9.58 O 20.78 -10.47 O 12.72 -7.02 O 19.90 -8.70 C:121 11.46 -10.61 C:32 11.46 -9.14 C:22 16.51 -9.14 C:34 15.26 -8.42 C:51 18.99 -11.35 O 15.56 -12.81 C:132 12.72 -11.35 C:177 16.99 -12.91 C:73 12.72 -8.42 C:43 17.60 -11.66 C:50 16.51 -10.61 C:40 13.99 -9.14 C:80 15.26 -11.35 C:49 13.99 -10.61 S 19.44 -10.03 21 1 -2 23 2 -1 24 3 -2 4 17 1 22 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 2 12 19 1 13 14 1 13 21 1 14 22 1 20 15 -2 15 25 1 16 18 1 16 23 1 17 24 1 18 20 1 19 22 1 20 21 1 21 23 1 22 24 1 23 24 1', 'C15H22O6S', 330.247, 'P', 'cpb05_841_1', 2524, '', '', '1', 16, NULL, NULL),
(9212, '13-Sulfo-dihydroreynosin', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]23[CH2:8][CH2:9][C@@:10]1([CH3:14])[C@H:1](O)[CH2:2][CH2:3][C:4](=[CH2:15])[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C@H:11]3[CH2:13]S(=O)(=O)O', '[H][C@@]23CC[C@@]1(C)[C@H](O)CCC(=C)[C@]1([H])[C@@]2([H])OC(=O)[C@H]3CS(=O)(=O)O', '[H][C@@:53]23[CH2:24][CH2:32][C@@:44]1([CH3:12])[C@H:77](O)[CH2:37][CH2:34][C:145](=[CH2:109])[C@:51]1([H])[C@@:80]2([H])O[C:179](=O)[C@H:44]3[CH2:51]S(=O)(=O)O', '25 27 H 16.55 -11.64 H 15.30 -10.35 H 14.03 -11.64 C:15 12.76 -12.79 C:14 14.03 -7.66 O 17.74 -14.17 O 20.81 -10.46 O 18.15 -9.57 O 12.76 -7.01 O 19.93 -8.69 C:3 11.50 -10.60 C:2 11.50 -9.13 C:8 16.55 -9.13 C:9 15.30 -8.41 C:13 19.03 -11.33 O 15.60 -12.79 C:4 12.76 -11.33 C:12 17.03 -12.89 C:1 12.76 -8.41 C:11 17.64 -11.64 C:7 16.55 -10.60 C:6 15.30 -11.33 C:5 14.03 -10.60 C:10 14.03 -9.13 S 19.47 -10.02 21 1 -2 22 2 -1 23 3 -2 4 17 2 24 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 1 12 19 1 13 14 1 13 21 1 14 24 1 20 15 -2 15 25 1 16 18 1 16 22 1 17 23 1 18 20 1 19 24 1 20 21 1 21 22 1 22 23 1 23 24 1', '25 27 H 16.55 -11.64 H 15.30 -10.35 H 14.03 -11.64 C 12.76 -12.79 C 14.03 -7.66 O 17.74 -14.17 O 20.81 -10.46 O 18.15 -9.57 O 12.76 -7.01 O 19.93 -8.69 C 11.50 -10.60 C 11.50 -9.13 C 16.55 -9.13 C 15.30 -8.41 C 19.03 -11.33 O 15.60 -12.79 C 12.76 -11.33 C 17.03 -12.89 C 12.76 -8.41 C 17.64 -11.64 C 16.55 -10.60 C 15.30 -11.33 C 14.03 -10.60 C 14.03 -9.13 S 19.47 -10.02 21 1 -2 22 2 -1 23 3 -2 4 17 2 24 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 1 12 19 1 13 14 1 13 21 1 14 24 1 20 15 -2 15 25 1 16 18 1 16 22 1 17 23 1 18 20 1 19 24 1 20 21 1 21 22 1 22 23 1 23 24 1', '25 27 H 16.55 -11.64 H 15.30 -10.35 H 14.03 -11.64 C:109 12.76 -12.79 C:12 14.03 -7.66 O 17.74 -14.17 O 20.81 -10.46 O 18.15 -9.57 O 12.76 -7.01 O 19.93 -8.69 C:34 11.50 -10.60 C:37 11.50 -9.13 C:24 16.55 -9.13 C:32 15.30 -8.41 C:51 19.03 -11.33 O 15.60 -12.79 C:145 12.76 -11.33 C:179 17.03 -12.89 C:77 12.76 -8.41 C:44 17.64 -11.64 C:53 16.55 -10.60 C:80 15.30 -11.33 C:51 14.03 -10.60 C:44 14.03 -9.13 S 19.47 -10.02 21 1 -2 22 2 -1 23 3 -2 4 17 2 24 5 -1 6 18 2 7 25 2 8 25 2 19 9 -1 10 25 1 11 12 1 11 17 1 12 19 1 13 14 1 13 21 1 14 24 1 20 15 -2 15 25 1 16 18 1 16 22 1 17 23 1 18 20 1 19 24 1 20 21 1 21 22 1 22 23 1 23 24 1', 'C15H22O6S', 330.247, 'P', 'cpb05_841_2', 2524, '', '', '1', 16, NULL, NULL),
(9213, '', '3b-[(b-D-Glucopyranosyl)oxy]-11aH-eudesm-4(14)-en-12,8b-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:8]34[CH2:9][C@@:10]2([CH3:14])[CH2:1][CH2:2][C@H:3](O[C@@H:101]1O[C@H:105]([CH2:106]O)[C@@H:104](O)[C@H:103](O)[C@H:102]1O)[C:4](=[CH2:15])[C@:5]2([H])[CH2:6][C@:7]3([H])[C@H:11]([CH3:13])[C:12](=O)O4', '[H][C@@]34C[C@@]2(C)CC[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(=C)[C@]2([H])C[C@]3([H])[C@H](C)C(=O)O4', '[H][C@@:78]34[CH2:41][C@@:35]2([CH3:18])[CH2:40][CH2:31][C@H:79](O[C@@H:103]1O[C@H:79]([CH2:63]O)[C@@H:72](O)[C@H:79](O)[C@H:76]1O)[C:149](=[CH2:106])[C@:45]2([H])[CH2:22][C@:40]3([H])[C@H:42]([CH3:10])[C:179](=O)O4', '32 35 H 19.89 -9.06 H 17.30 -12.61 H 19.89 -12.61 C:15 16.04 -13.75 C:13 21.70 -13.36 C:14 17.30 -8.61 O 23.55 -10.84 O 12.34 -7.45 O 8.71 -9.58 O 8.71 -12.38 O 11.16 -13.75 C:106 11.16 -8.13 C:2 14.77 -10.10 C:1 16.04 -9.36 C:9 18.61 -9.36 C:6 18.61 -12.30 O 13.57 -12.30 O 12.34 -10.22 O 21.26 -9.67 C:4 16.04 -12.30 C:12 22.10 -10.84 C:11 21.26 -11.99 C:3 14.77 -11.62 C:105 11.16 -9.58 C:104 9.91 -10.27 C:103 9.91 -11.67 C:102 11.16 -12.38 C:101 12.34 -11.62 C:8 19.89 -10.10 C:5 17.30 -11.62 C:7 19.89 -11.62 C:10 17.30 -10.10 29 1 -2 30 2 -2 31 3 -2 4 20 2 22 5 -1 32 6 -1 7 21 2 8 12 1 25 9 -2 26 10 -1 27 11 -2 24 12 -1 13 14 1 13 23 1 14 32 1 15 29 1 15 32 1 16 30 1 16 31 1 23 17 -1 28 17 -1 18 24 1 18 28 1 19 21 1 19 29 1 20 23 1 20 30 1 21 22 1 22 31 1 24 25 1 25 26 1 26 27 1 27 28 1 29 31 1 30 32 1', '32 35 H 19.89 -9.06 H 17.30 -12.61 H 19.89 -12.61 C 16.04 -13.75 C 21.70 -13.36 C 17.30 -8.61 O 23.55 -10.84 O 12.34 -7.45 O 8.71 -9.58 O 8.71 -12.38 O 11.16 -13.75 C 11.16 -8.13 C 14.77 -10.10 C 16.04 -9.36 C 18.61 -9.36 C 18.61 -12.30 O 13.57 -12.30 O 12.34 -10.22 O 21.26 -9.67 C 16.04 -12.30 C 22.10 -10.84 C 21.26 -11.99 C 14.77 -11.62 C 11.16 -9.58 C 9.91 -10.27 C 9.91 -11.67 C 11.16 -12.38 C 12.34 -11.62 C 19.89 -10.10 C 17.30 -11.62 C 19.89 -11.62 C 17.30 -10.10 29 1 -2 30 2 -2 31 3 -2 4 20 2 22 5 -1 32 6 -1 7 21 2 8 12 1 25 9 -2 26 10 -1 27 11 -2 24 12 -1 13 14 1 13 23 1 14 32 1 15 29 1 15 32 1 16 30 1 16 31 1 23 17 -1 28 17 -1 18 24 1 18 28 1 19 21 1 19 29 1 20 23 1 20 30 1 21 22 1 22 31 1 24 25 1 25 26 1 26 27 1 27 28 1 29 31 1 30 32 1', '32 35 H 19.89 -9.06 H 17.30 -12.61 H 19.89 -12.61 C:106 16.04 -13.75 C:10 21.70 -13.36 C:18 17.30 -8.61 O 23.55 -10.84 O 12.34 -7.45 O 8.71 -9.58 O 8.71 -12.38 O 11.16 -13.75 C:63 11.16 -8.13 C:31 14.77 -10.10 C:40 16.04 -9.36 C:41 18.61 -9.36 C:22 18.61 -12.30 O 13.57 -12.30 O 12.34 -10.22 O 21.26 -9.67 C:149 16.04 -12.30 C:179 22.10 -10.84 C:42 21.26 -11.99 C:79 14.77 -11.62 C:79 11.16 -9.58 C:72 9.91 -10.27 C:79 9.91 -11.67 C:76 11.16 -12.38 C:103 12.34 -11.62 C:78 19.89 -10.10 C:45 17.30 -11.62 C:40 19.89 -11.62 C:35 17.30 -10.10 29 1 -2 30 2 -2 31 3 -2 4 20 2 22 5 -1 32 6 -1 7 21 2 8 12 1 25 9 -2 26 10 -1 27 11 -2 24 12 -1 13 14 1 13 23 1 14 32 1 15 29 1 15 32 1 16 30 1 16 31 1 23 17 -1 28 17 -1 18 24 1 18 28 1 19 21 1 19 29 1 20 23 1 20 30 1 21 22 1 22 31 1 24 25 1 25 26 1 26 27 1 27 28 1 29 31 1 30 32 1', 'C21H32O8', 412.244, 'P', 'hca04_1446_1', 609, '', '', '1', 16, NULL, NULL),
(9214, '', '(3b)-Eudesma-4(14),11(13)-diene-3,12-diol', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:5]12[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:4]2=[CH2:15]', '[H][C@@]12C[C@H](C(=C)CO)CC[C@@]1(C)CC[C@H](O)C2=C', '[H][C@@:48]12[CH2:30][C@H:41]([C:154](=[CH2:108])[CH2:65]O)[CH2:27][CH2:41][C@@:36]1([CH3:16])[CH2:40][CH2:33][C@H:73](O)[C:153]2=[CH2:102]', '18 19 H 13.76 -12.54 C:12 17.46 -13.64 C:15 12.53 -13.66 C:14 13.76 -8.67 O 19.89 -12.26 O 10.08 -12.23 C:13 18.68 -11.55 C:2 11.29 -10.10 C:8 16.24 -10.10 C:1 12.53 -9.38 C:9 14.99 -9.38 C:6 14.99 -12.24 C:11 17.46 -12.24 C:4 12.53 -12.24 C:3 11.29 -11.53 C:7 16.24 -11.53 C:5 13.76 -11.53 C:10 13.76 -10.10 17 1 -2 2 13 2 3 14 2 18 4 -1 5 7 1 15 6 -1 7 13 1 8 10 1 8 15 1 9 11 1 9 16 1 10 18 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', '18 19 H 13.76 -12.54 C 17.46 -13.64 C 12.53 -13.66 C 13.76 -8.67 O 19.89 -12.26 O 10.08 -12.23 C 18.68 -11.55 C 11.29 -10.10 C 16.24 -10.10 C 12.53 -9.38 C 14.99 -9.38 C 14.99 -12.24 C 17.46 -12.24 C 12.53 -12.24 C 11.29 -11.53 C 16.24 -11.53 C 13.76 -11.53 C 13.76 -10.10 17 1 -2 2 13 2 3 14 2 18 4 -1 5 7 1 15 6 -1 7 13 1 8 10 1 8 15 1 9 11 1 9 16 1 10 18 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', '18 19 H 13.76 -12.54 C:108 17.46 -13.64 C:102 12.53 -13.66 C:16 13.76 -8.67 O 19.89 -12.26 O 10.08 -12.23 C:65 18.68 -11.55 C:33 11.29 -10.10 C:27 16.24 -10.10 C:40 12.53 -9.38 C:41 14.99 -9.38 C:30 14.99 -12.24 C:154 17.46 -12.24 C:153 12.53 -12.24 C:73 11.29 -11.53 C:41 16.24 -11.53 C:48 13.76 -11.53 C:36 13.76 -10.10 17 1 -2 2 13 2 3 14 2 18 4 -1 5 7 1 15 6 -1 7 13 1 8 10 1 8 15 1 9 11 1 9 16 1 10 18 1 11 18 1 12 16 1 12 17 1 16 13 -1 14 15 1 14 17 1 17 18 1', 'C15H24O2', 236.167, 'C', 'hca04_1446_2', 609, '', '', '1', 16, NULL, NULL);
