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
(19181, 'Stemofuran H', '', 'Aromatics', 'Stilbenes', 'Benzofuranoids', '[CH3:105001]O[c:105]3[c:104]([CH3:104001])[c:103](O)[c:102]([CH3:102001])[c:101]([c:92]2[cH:91][c:1]1[c:2](O)[c:3]([CH3:3001])[cH:4][cH:5][c:6]1o2)[c:106]3[CH3:106001]', 'COc3c(C)c(O)c(C)c(c2cc1c(O)c(C)ccc1o2)c3C', '[CH3:60]O[c:157]3[c:120]([CH3:10])[c:153](O)[c:123]([CH3:14])[c:130]([c:154]2[cH:104][c:120]1[c:157](O)[c:118]([CH3:16])[cH:128][cH:103][c:149]1o2)[c:121]3[CH3:14]', '23 25 C:105001 20.84 -14.65 C:3001 11.55 -9.63 C:104001 22.94 -11.01 C:102001 18.70 -8.59 C:106001 18.70 -13.42 O 21.54 -8.59 O 13.99 -8.21 C:4 12.77 -11.71 C:5 13.99 -12.41 C:91 16.52 -9.89 O 21.54 -13.42 O 16.52 -12.14 C:3 12.77 -10.32 C:104 21.54 -11.01 C:102 19.42 -9.80 C:106 19.42 -12.22 C:103 20.84 -9.80 C:2 13.99 -9.63 C:92 17.33 -11.01 C:105 20.84 -12.22 C:101 18.70 -11.01 C:6 15.20 -11.71 C:1 15.20 -10.32 1 11 1 2 13 1 3 14 1 4 15 1 5 16 1 6 17 1 7 18 1 8 9 2 8 13 1 9 22 1 10 19 2 10 23 1 11 20 1 12 19 1 12 22 1 13 18 2 14 17 2 14 20 1 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 21 1 22 23 2', '23 25 C 20.84 -14.65 C 11.55 -9.63 C 22.94 -11.01 C 18.70 -8.59 C 18.70 -13.42 O 21.54 -8.59 O 13.99 -8.21 C 12.77 -11.71 C 13.99 -12.41 C 16.52 -9.89 O 21.54 -13.42 O 16.52 -12.14 C 12.77 -10.32 C 21.54 -11.01 C 19.42 -9.80 C 19.42 -12.22 C 20.84 -9.80 C 13.99 -9.63 C 17.33 -11.01 C 20.84 -12.22 C 18.70 -11.01 C 15.20 -11.71 C 15.20 -10.32 1 11 1 2 13 1 3 14 1 4 15 1 5 16 1 6 17 1 7 18 1 8 9 2 8 13 1 9 22 1 10 19 2 10 23 1 11 20 1 12 19 1 12 22 1 13 18 2 14 17 2 14 20 1 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 21 1 22 23 2', '23 25 C:60 20.84 -14.65 C:16 11.55 -9.63 C:10 22.94 -11.01 C:14 18.70 -8.59 C:14 18.70 -13.42 O 21.54 -8.59 O 13.99 -8.21 C:128 12.77 -11.71 C:103 13.99 -12.41 C:104 16.52 -9.89 O 21.54 -13.42 O 16.52 -12.14 C:118 12.77 -10.32 C:120 21.54 -11.01 C:123 19.42 -9.80 C:121 19.42 -12.22 C:153 20.84 -9.80 C:157 13.99 -9.63 C:154 17.33 -11.01 C:157 20.84 -12.22 C:130 18.70 -11.01 C:149 15.20 -11.71 C:120 15.20 -10.32 1 11 1 2 13 1 3 14 1 4 15 1 5 16 1 6 17 1 7 18 1 8 9 2 8 13 1 9 22 1 10 19 2 10 23 1 11 20 1 12 19 1 12 22 1 13 18 2 14 17 2 14 20 1 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 21 1 22 23 2', 'C19H20O4', 312.201, 'A', 'np02_820_8', 4810, '', '', '1', 47, NULL, NULL),
(19182, 'Stemofuran I', '', 'Aromatics', 'Stilbenes', 'Benzofuranoids', '[CH3:105001]O[c:105]3[cH:106][c:101]([c:92]2[cH:91][c:1]1[c:2](O)[c:3]([CH3:3001])[cH:4][cH:5][c:6]1o2)[c:102]([CH3:102001])[c:103](O[CH3:103001])[c:104]3[CH3:104001]', 'COc3cc(c2cc1c(O)c(C)ccc1o2)c(C)c(OC)c3C', '[CH3:56]O[c:158]3[cH:106][c:130]([c:155]2[cH:103][c:119]1[c:155](O)[c:117]([CH3:16])[cH:128][cH:103][c:149]1o2)[c:122]([CH3:14])[c:159](O[CH3:60])[c:121]3[CH3:10]', '23 25 C:105001 20.82 -14.63 C:103001 22.94 -8.59 C:3001 11.55 -9.62 C:104001 22.94 -11.01 C:102001 18.72 -8.59 O 13.98 -8.21 C:4 12.76 -11.71 C:5 13.98 -12.41 C:106 19.42 -12.22 C:91 16.52 -9.88 O 21.54 -13.43 O 21.54 -8.59 O 16.52 -12.14 C:3 12.76 -10.31 C:104 21.54 -11.01 C:102 19.42 -9.79 C:105 20.82 -12.22 C:2 13.98 -9.62 C:92 17.34 -11.01 C:101 18.72 -11.01 C:103 20.82 -9.79 C:6 15.19 -11.71 C:1 15.19 -10.31 1 11 1 2 12 1 3 14 1 4 15 1 5 16 1 6 18 1 7 8 2 7 14 1 8 22 1 9 17 2 9 20 1 10 19 2 10 23 1 11 17 1 12 21 1 13 19 1 13 22 1 14 18 2 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 20 1 22 23 2', '23 25 C 20.82 -14.63 C 22.94 -8.59 C 11.55 -9.62 C 22.94 -11.01 C 18.72 -8.59 O 13.98 -8.21 C 12.76 -11.71 C 13.98 -12.41 C 19.42 -12.22 C 16.52 -9.88 O 21.54 -13.43 O 21.54 -8.59 O 16.52 -12.14 C 12.76 -10.31 C 21.54 -11.01 C 19.42 -9.79 C 20.82 -12.22 C 13.98 -9.62 C 17.34 -11.01 C 18.72 -11.01 C 20.82 -9.79 C 15.19 -11.71 C 15.19 -10.31 1 11 1 2 12 1 3 14 1 4 15 1 5 16 1 6 18 1 7 8 2 7 14 1 8 22 1 9 17 2 9 20 1 10 19 2 10 23 1 11 17 1 12 21 1 13 19 1 13 22 1 14 18 2 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 20 1 22 23 2', '23 25 C:56 20.82 -14.63 C:60 22.94 -8.59 C:16 11.55 -9.62 C:10 22.94 -11.01 C:14 18.72 -8.59 O 13.98 -8.21 C:128 12.76 -11.71 C:103 13.98 -12.41 C:106 19.42 -12.22 C:103 16.52 -9.88 O 21.54 -13.43 O 21.54 -8.59 O 16.52 -12.14 C:117 12.76 -10.31 C:121 21.54 -11.01 C:122 19.42 -9.79 C:158 20.82 -12.22 C:155 13.98 -9.62 C:155 17.34 -11.01 C:130 18.72 -11.01 C:159 20.82 -9.79 C:149 15.19 -11.71 C:119 15.19 -10.31 1 11 1 2 12 1 3 14 1 4 15 1 5 16 1 6 18 1 7 8 2 7 14 1 8 22 1 9 17 2 9 20 1 10 19 2 10 23 1 11 17 1 12 21 1 13 19 1 13 22 1 14 18 2 15 17 1 15 21 2 16 20 2 16 21 1 18 23 1 19 20 1 22 23 2', 'C19H20O4', 312.201, 'A', 'np02_820_9', 4810, '', '', '1', 47, NULL, NULL),
(19183, 'Stemofuran J', '', 'Aromatics', 'Stilbenes', 'Benzofuranoids', '[CH3:105001]O[c:105]3[cH:106][c:101]([c:92]2[cH:91][c:1]1[c:2](O)[cH:3][cH:4][cH:5][c:6]1o2)[c:102]([CH3:102001])[c:103](O[CH3:103001])[c:104]3[CH3:104001]', 'COc3cc(c2cc1c(O)cccc1o2)c(C)c(OC)c3C', '[CH3:56]O[c:158]3[cH:107][c:130]([c:155]2[cH:103][c:119]1[c:157](O)[cH:109][cH:126][cH:103][c:152]1o2)[c:122]([CH3:14])[c:159](O[CH3:60])[c:121]3[CH3:10]', '22 24 C:105001 20.21 -14.65 C:103001 22.30 -8.57 C:104001 22.30 -11.00 C:102001 18.07 -8.57 O 13.37 -8.19 C:4 12.15 -11.71 C:3 12.15 -10.31 C:5 13.37 -12.41 C:106 18.79 -12.22 C:91 15.89 -9.88 O 20.90 -13.42 O 20.90 -8.57 O 15.89 -12.14 C:2 13.37 -9.62 C:104 20.90 -11.00 C:102 18.79 -9.79 C:105 20.21 -12.22 C:92 16.70 -11.00 C:101 18.07 -11.00 C:103 20.21 -9.79 C:6 14.57 -11.71 C:1 14.57 -10.31 1 11 1 2 12 1 3 15 1 4 16 1 5 14 1 6 7 1 6 8 2 7 14 2 8 21 1 9 17 2 9 19 1 10 18 2 10 22 1 11 17 1 12 20 1 13 18 1 13 21 1 14 22 1 15 17 1 15 20 2 16 19 2 16 20 1 18 19 1 21 22 2', '22 24 C 20.21 -14.65 C 22.30 -8.57 C 22.30 -11.00 C 18.07 -8.57 O 13.37 -8.19 C 12.15 -11.71 C 12.15 -10.31 C 13.37 -12.41 C 18.79 -12.22 C 15.89 -9.88 O 20.90 -13.42 O 20.90 -8.57 O 15.89 -12.14 C 13.37 -9.62 C 20.90 -11.00 C 18.79 -9.79 C 20.21 -12.22 C 16.70 -11.00 C 18.07 -11.00 C 20.21 -9.79 C 14.57 -11.71 C 14.57 -10.31 1 11 1 2 12 1 3 15 1 4 16 1 5 14 1 6 7 1 6 8 2 7 14 2 8 21 1 9 17 2 9 19 1 10 18 2 10 22 1 11 17 1 12 20 1 13 18 1 13 21 1 14 22 1 15 17 1 15 20 2 16 19 2 16 20 1 18 19 1 21 22 2', '22 24 C:56 20.21 -14.65 C:60 22.30 -8.57 C:10 22.30 -11.00 C:14 18.07 -8.57 O 13.37 -8.19 C:126 12.15 -11.71 C:109 12.15 -10.31 C:103 13.37 -12.41 C:107 18.79 -12.22 C:103 15.89 -9.88 O 20.90 -13.42 O 20.90 -8.57 O 15.89 -12.14 C:157 13.37 -9.62 C:121 20.90 -11.00 C:122 18.79 -9.79 C:158 20.21 -12.22 C:155 16.70 -11.00 C:130 18.07 -11.00 C:159 20.21 -9.79 C:152 14.57 -11.71 C:119 14.57 -10.31 1 11 1 2 12 1 3 15 1 4 16 1 5 14 1 6 7 1 6 8 2 7 14 2 8 21 1 9 17 2 9 19 1 10 18 2 10 22 1 11 17 1 12 20 1 13 18 1 13 21 1 14 22 1 15 17 1 15 20 2 16 19 2 16 20 1 18 19 1 21 22 2', 'C18H18O4', 298.19, 'A', 'np02_820_10', 4810, '', '', '1', 47, NULL, NULL),
(19184, 'Stilbostemin A', '', 'Aromatics', 'Stilbenes', 'Stilbenes', '[CH3:2001]O[c:2]1[cH:3][cH:4][cH:5][cH:6][c:1]1[CH2:91][CH2:92][c:101]2[cH:102][c:103](O)[cH:104][c:105](O)[cH:106]2', 'COc1ccccc1CCc2cc(O)cc(O)c2', '[CH3:55]O[c:157]1[cH:110][cH:127][cH:120][cH:130][c:130]1[CH2:32][CH2:36][c:146]2[cH:108][c:158](O)[cH:100][c:158](O)[cH:108]2', '18 19 C:2001 16.03 -15.28 O 19.67 -7.58 O 22.09 -11.78 C:5 12.39 -11.78 C:4 12.39 -13.18 C:6 13.61 -11.08 C:3 13.61 -13.88 C:104 20.88 -9.68 C:102 18.46 -9.68 C:106 19.67 -11.78 C:92 17.24 -11.78 C:91 16.03 -11.08 O 16.03 -13.88 C:103 19.67 -8.98 C:105 20.88 -11.08 C:101 18.46 -11.08 C:1 14.82 -11.78 C:2 14.82 -13.18 1 13 1 2 14 1 3 15 1 4 5 2 4 6 1 5 7 1 6 17 2 7 18 2 8 14 1 8 15 2 9 14 2 9 16 1 10 15 1 10 16 2 11 12 1 11 16 1 12 17 1 13 18 1 17 18 1', '18 19 C 16.03 -15.28 O 19.67 -7.58 O 22.09 -11.78 C 12.39 -11.78 C 12.39 -13.18 C 13.61 -11.08 C 13.61 -13.88 C 20.88 -9.68 C 18.46 -9.68 C 19.67 -11.78 C 17.24 -11.78 C 16.03 -11.08 O 16.03 -13.88 C 19.67 -8.98 C 20.88 -11.08 C 18.46 -11.08 C 14.82 -11.78 C 14.82 -13.18 1 13 1 2 14 1 3 15 1 4 5 2 4 6 1 5 7 1 6 17 2 7 18 2 8 14 1 8 15 2 9 14 2 9 16 1 10 15 1 10 16 2 11 12 1 11 16 1 12 17 1 13 18 1 17 18 1', '18 19 C:55 16.03 -15.28 O 19.67 -7.58 O 22.09 -11.78 C:120 12.39 -11.78 C:127 12.39 -13.18 C:130 13.61 -11.08 C:110 13.61 -13.88 C:100 20.88 -9.68 C:108 18.46 -9.68 C:108 19.67 -11.78 C:36 17.24 -11.78 C:32 16.03 -11.08 O 16.03 -13.88 C:158 19.67 -8.98 C:158 20.88 -11.08 C:146 18.46 -11.08 C:130 14.82 -11.78 C:157 14.82 -13.18 1 13 1 2 14 1 3 15 1 4 5 2 4 6 1 5 7 1 6 17 2 7 18 2 8 14 1 8 15 2 9 14 2 9 16 1 10 15 1 10 16 2 11 12 1 11 16 1 12 17 1 13 18 1 17 18 1', 'C15H16O3', 244.159, 'C', 'np02_820_15', 4810, '', '', '1', 47, NULL, NULL),
(19185, 'Stilbostemin C', '', 'Aromatics', 'Stilbenes', 'Stilbenes', '[CH3:104001][c:104]2[c:105](O)[cH:106][c:101]([CH2:92][CH2:91][c:1]1[cH:6][cH:5][cH:4][cH:3][c:2]1O)[cH:102][c:103]2O', 'Cc2c(O)cc(CCc1ccccc1O)cc2O', '[CH3:9][c:9999]2[c:9999](O)[cH:108][c:9999]([CH2:37][CH2:34][c:9999]1[cH:132][cH:121][cH:128][cH:117][c:9999]1O)[cH:108][c:9999]2O', '18 19 C:104001 22.09 -9.65 O 16.03 -14.55 O 22.09 -12.45 O 19.67 -8.25 C:4 12.39 -13.85 C:5 12.39 -12.45 C:3 13.61 -14.55 C:6 13.61 -11.75 C:106 19.67 -12.45 C:102 18.46 -10.35 C:92 17.24 -12.45 C:91 16.03 -11.75 C:2 14.82 -13.85 C:105 20.88 -11.75 C:103 19.67 -9.65 C:101 18.46 -11.75 C:104 20.88 -10.35 C:1 14.82 -12.45 1 17 1 2 13 1 3 14 1 4 15 1 5 6 2 5 7 1 6 8 1 7 13 2 8 18 2 9 14 1 9 16 2 10 15 2 10 16 1 11 12 1 11 16 1 12 18 1 13 18 1 14 17 2 15 17 1', '18 19 C 22.09 -9.65 O 16.03 -14.55 O 22.09 -12.45 O 19.67 -8.25 C 12.39 -13.85 C 12.39 -12.45 C 13.61 -14.55 C 13.61 -11.75 C 19.67 -12.45 C 18.46 -10.35 C 17.24 -12.45 C 16.03 -11.75 C 14.82 -13.85 C 20.88 -11.75 C 19.67 -9.65 C 18.46 -11.75 C 20.88 -10.35 C 14.82 -12.45 1 17 1 2 13 1 3 14 1 4 15 1 5 6 2 5 7 1 6 8 1 7 13 2 8 18 2 9 14 1 9 16 2 10 15 2 10 16 1 11 12 1 11 16 1 12 18 1 13 18 1 14 17 2 15 17 1', '18 19 C:9 22.09 -9.65 O 16.03 -14.55 O 22.09 -12.45 O 19.67 -8.25 C:128 12.39 -13.85 C:121 12.39 -12.45 C:117 13.61 -14.55 C:132 13.61 -11.75 C:108 19.67 -12.45 C:108 18.46 -10.35 C:37 17.24 -12.45 C:34 16.03 -11.75 C 14.82 -13.85 C 20.88 -11.75 C 19.67 -9.65 C 18.46 -11.75 C 20.88 -10.35 C 14.82 -12.45 1 17 1 2 13 1 3 14 1 4 15 1 5 6 2 5 7 1 6 8 1 7 13 2 8 18 2 9 14 1 9 16 2 10 15 2 10 16 1 11 12 1 11 16 1 12 18 1 13 18 1 14 17 2 15 17 1', 'C15H16O3', 244.159, 'C', 'np02_820_17', 4810, '', '', '1', 47, NULL, NULL),
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(19200, '', '(-)-bicyclogermacra-1(10)(E),4(E)-dien-3β-ol', 'Terpenoids', 'Sesquiterpenoids', 'Bicyclogermacranes', '[H][C@:6]12[CH:5]=[C:4]([CH3:15])[C@@H:3](O)[CH2:2][CH:1]=[C:10]([CH3:14])[CH2:9][CH2:8][C@@:7]1([H])[C@@:11]2([CH3:12])[CH3:13]', '[H][C@]12C=C(C)[C@@H](O)CC=C(C)CC[C@@]1([H])[C@@]2(C)C', '[H][C@:27]12[CH:130]=[C:125]([CH3:16])[C@@H:78](O)[CH2:33][CH:120]=[C:143]([CH3:21])[CH2:37][CH2:27][C@@:31]1([H])[C@@:20]2([CH3:29])[CH3:16]', '18 19 H 17.60 -13.22 H 20.42 -13.22 C:14 18.94 -7.95 C:15 14.91 -12.64 C:12 19.97 -14.91 C:13 17.91 -14.91 O 13.93 -9.73 C:1 17.60 -10.04 C:5 17.31 -11.46 C:2 16.43 -9.22 C:9 20.25 -10.04 C:8 20.57 -11.46 C:10 18.94 -9.41 C:4 15.76 -11.46 C:3 15.28 -10.11 C:11 18.94 -13.88 C:6 18.23 -12.64 C:7 19.66 -12.60 17 1 -2 18 2 -2 3 13 1 4 14 1 16 5 -2 16 6 -1 15 7 -1 8 10 1 8 13 2 9 14 2 9 17 1 10 15 1 11 12 1 11 13 1 12 18 1 14 15 1 16 17 1 16 18 1 17 18 1', '18 19 H 17.60 -13.22 H 20.42 -13.22 C 18.94 -7.95 C 14.91 -12.64 C 19.97 -14.91 C 17.91 -14.91 O 13.93 -9.73 C 17.60 -10.04 C 17.31 -11.46 C 16.43 -9.22 C 20.25 -10.04 C 20.57 -11.46 C 18.94 -9.41 C 15.76 -11.46 C 15.28 -10.11 C 18.94 -13.88 C 18.23 -12.64 C 19.66 -12.60 17 1 -2 18 2 -2 3 13 1 4 14 1 16 5 -2 16 6 -1 15 7 -1 8 10 1 8 13 2 9 14 2 9 17 1 10 15 1 11 12 1 11 13 1 12 18 1 14 15 1 16 17 1 16 18 1 17 18 1', '18 19 H 17.60 -13.22 H 20.42 -13.22 C:21 18.94 -7.95 C:16 14.91 -12.64 C:29 19.97 -14.91 C:16 17.91 -14.91 O 13.93 -9.73 C:120 17.60 -10.04 C:130 17.31 -11.46 C:33 16.43 -9.22 C:37 20.25 -10.04 C:27 20.57 -11.46 C:143 18.94 -9.41 C:125 15.76 -11.46 C:78 15.28 -10.11 C:20 18.94 -13.88 C:27 18.23 -12.64 C:31 19.66 -12.60 17 1 -2 18 2 -2 3 13 1 4 14 1 16 5 -2 16 6 -1 15 7 -1 8 10 1 8 13 2 9 14 2 9 17 1 10 15 1 11 12 1 11 13 1 12 18 1 14 15 1 16 17 1 16 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'tt09_4035_16', 4813, '', '', '1', 55, 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
(19201, '', '10-acetoxy-7,8-epoxydolabella-3(E)18-dien-2α-ol', 'Terpenoids', 'Diterpenoids', 'Dolabellanes', '[H][C@@:11]23[C@@H:10](O[C:10001]([CH3:10002])=O)[CH2:9][C@@:8]1([CH3:17])O[C@@H:7]1[CH2:6][CH2:5][C:4]([CH3:16])=[CH:3][C@@H:2](O)[C@@:1]2([CH3:15])[CH2:14][CH2:13][C@H:12]3[C:18](=[CH2:19])[CH3:20]', '[H][C@@]23[C@@H](OC(C)=O)C[C@@]1(C)O[C@@H]1CCC(C)=C[C@@H](O)[C@@]2(C)CC[C@H]3C(=C)C', '[H][C@@:45]23[C@@H:73](O[C:170]([CH3:21])=O)[CH2:42][C@@:60]1([CH3:21])O[C@@H:63]1[CH2:23][CH2:36][C:137]([CH3:19])=[CH:124][C@@H:76](O)[C@@:49]2([CH3:23])[CH2:37][CH2:32][C@H:48]3[C:147](=[CH2:113])[CH3:20]', '27 29 H 18.47 -10.91 C:19 21.69 -10.79 C:20 19.72 -9.33 C:10002 18.34 -7.02 C:16 14.26 -15.77 C:17 13.75 -9.79 C:15 17.75 -14.55 O 16.18 -8.22 O 16.38 -15.21 C:3 15.03 -13.38 C:5 12.78 -13.73 C:6 12.99 -12.33 C:13 19.90 -13.16 C:14 18.73 -14.01 C:9 16.08 -10.07 O 18.28 -9.43 O 15.75 -11.80 C:18 20.29 -10.64 C:10001 17.58 -8.22 C:4 14.04 -14.38 C:2 16.38 -13.81 C:7 14.40 -12.11 C:10 17.40 -10.52 C:12 19.45 -11.80 C:8 14.84 -10.73 C:11 18.03 -11.80 C:1 17.58 -13.16 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 21 9 -2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', '27 29 H 18.47 -10.91 C 21.69 -10.79 C 19.72 -9.33 C 18.34 -7.02 C 14.26 -15.77 C 13.75 -9.79 C 17.75 -14.55 O 16.18 -8.22 O 16.38 -15.21 C 15.03 -13.38 C 12.78 -13.73 C 12.99 -12.33 C 19.90 -13.16 C 18.73 -14.01 C 16.08 -10.07 O 18.28 -9.43 O 15.75 -11.80 C 20.29 -10.64 C 17.58 -8.22 C 14.04 -14.38 C 16.38 -13.81 C 14.40 -12.11 C 17.40 -10.52 C 19.45 -11.80 C 14.84 -10.73 C 18.03 -11.80 C 17.58 -13.16 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 21 9 -2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', '27 29 H 18.47 -10.91 C:113 21.69 -10.79 C:20 19.72 -9.33 C:21 18.34 -7.02 C:19 14.26 -15.77 C:21 13.75 -9.79 C:23 17.75 -14.55 O 16.18 -8.22 O 16.38 -15.21 C:124 15.03 -13.38 C:36 12.78 -13.73 C:23 12.99 -12.33 C:32 19.90 -13.16 C:37 18.73 -14.01 C:42 16.08 -10.07 O 18.28 -9.43 O 15.75 -11.80 C:147 20.29 -10.64 C:170 17.58 -8.22 C:137 14.04 -14.38 C:76 16.38 -13.81 C:63 14.40 -12.11 C:73 17.40 -10.52 C:48 19.45 -11.80 C:60 14.84 -10.73 C:45 18.03 -11.80 C:49 17.58 -13.16 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 21 9 -2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', 'C22H34O4', 362.241, 'C', 'tt09_4035_18', 4813, '', '', '1', 55, NULL, NULL),
(19202, '3', '10α-acetoxy-7,8-epoxydolabella-3(E),18-dien-2-one', 'Terpenoids', 'Diterpenoids', 'Dolabellanes', '[H][C@@:11]23[C@@H:10](O[C:10001]([CH3:10002])=O)[CH2:9][C@@:8]1([CH3:17])O[C@@H:7]1[CH2:6][CH2:5][C:4]([CH3:16])=[CH:3][C:2](=O)[C@@:1]2([CH3:15])[CH2:14][CH2:13][C@H:12]3[C:18](=[CH2:19])[CH3:20]', '[H][C@@]23[C@@H](OC(C)=O)C[C@@]1(C)O[C@@H]1CCC(C)=CC(=O)[C@@]2(C)CC[C@H]3C(=C)C', '[H][C@@:47]23[C@@H:72](O[C:170]([CH3:21])=O)[CH2:43][C@@:59]1([CH3:20])O[C@@H:61]1[CH2:25][CH2:37][C:153]([CH3:19])=[CH:123][C:203](=O)[C@@:57]2([CH3:20])[CH2:33][CH2:30][C@H:50]3[C:147](=[CH2:113])[CH3:21]', '27 29 H 18.49 -10.93 C:19 21.70 -10.81 C:20 19.73 -9.34 C:10002 18.36 -7.03 C:16 14.26 -15.79 C:17 13.75 -9.81 C:15 17.77 -14.55 O 16.20 -8.22 O 16.40 -15.21 C:3 15.03 -13.38 C:5 12.79 -13.73 C:6 13.00 -12.34 C:13 19.91 -13.17 C:14 18.74 -14.01 C:9 16.10 -10.09 O 18.30 -9.45 O 15.77 -11.81 C:18 20.30 -10.66 C:10001 17.60 -8.22 C:4 14.04 -14.38 C:2 16.40 -13.81 C:7 14.40 -12.12 C:10 17.42 -10.54 C:12 19.46 -11.81 C:8 14.84 -10.75 C:11 18.05 -11.81 C:1 17.60 -13.17 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 9 21 2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', '27 29 H 18.49 -10.93 C 21.70 -10.81 C 19.73 -9.34 C 18.36 -7.03 C 14.26 -15.79 C 13.75 -9.81 C 17.77 -14.55 O 16.20 -8.22 O 16.40 -15.21 C 15.03 -13.38 C 12.79 -13.73 C 13.00 -12.34 C 19.91 -13.17 C 18.74 -14.01 C 16.10 -10.09 O 18.30 -9.45 O 15.77 -11.81 C 20.30 -10.66 C 17.60 -8.22 C 14.04 -14.38 C 16.40 -13.81 C 14.40 -12.12 C 17.42 -10.54 C 19.46 -11.81 C 14.84 -10.75 C 18.05 -11.81 C 17.60 -13.17 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 9 21 2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', '27 29 H 18.49 -10.93 C:113 21.70 -10.81 C:21 19.73 -9.34 C:21 18.36 -7.03 C:19 14.26 -15.79 C:20 13.75 -9.81 C:20 17.77 -14.55 O 16.20 -8.22 O 16.40 -15.21 C:123 15.03 -13.38 C:37 12.79 -13.73 C:25 13.00 -12.34 C:30 19.91 -13.17 C:33 18.74 -14.01 C:43 16.10 -10.09 O 18.30 -9.45 O 15.77 -11.81 C:147 20.30 -10.66 C:170 17.60 -8.22 C:153 14.04 -14.38 C:203 16.40 -13.81 C:61 14.40 -12.12 C:72 17.42 -10.54 C:50 19.46 -11.81 C:59 14.84 -10.75 C:47 18.05 -11.81 C:57 17.60 -13.17 26 1 -2 2 18 2 3 18 1 4 19 1 5 20 1 25 6 -2 27 7 -1 8 19 2 9 21 2 10 20 2 10 21 1 11 12 1 11 20 1 12 22 1 13 14 1 13 24 1 14 27 1 15 23 1 15 25 1 16 19 1 23 16 -2 22 17 -2 17 25 1 24 18 -2 21 27 1 22 25 1 23 26 1 24 26 1 26 27 1', 'C22H32O4', 360.241, 'C', 'tt09_4035_19', 4813, 'Aditional signal at 75.5 ppm. One CH (30 ppm) instead a CH2', '', '1', 55, NULL, NULL),
(19203, 'Bakkenolide-Ia', '', 'Terpenoids', 'Sesquiterpenoids', 'Bakkanes', '[H][C@:10]13[C@@H:1](O[C:1001](=O)[C:1002]([CH3:1005])=[CH:1003][CH3:1004])[CH2:2][CH2:3][C@H:4]([CH3:14])[C@@:5]1([CH3:15])[CH2:6][C@@:7]2([C:11](=[CH2:13])[CH2:12]O[C:8]2=O)[C@@H:9]3O[C:9001](=O)[CH:9002]=[C:9003]([CH3:9005])[CH3:9004]', '[H][C@]13[C@@H](OC(=O)C(C)=CC)CC[C@H](C)[C@@]1(C)C[C@@]2(C(=C)COC2=O)[C@@H]3OC(=O)C=C(C)C', '[H][C@:52]13[C@@H:71](O[C:168](=O)[C:129]([CH3:21])=[CH:137][CH3:28])[CH2:27][CH2:30][C@H:36]([CH3:16])[C@@:44]1([CH3:20])[CH2:46][C@@:56]2([C:149](=[CH2:108])[CH2:71]O[C:178]2=O)[C@@H:81]3O[C:166](=O)[CH:116]=[C:159]([CH3:21])[CH3:28]', '32 34 H 17.19 -11.24 C:13 19.79 -11.91 C:1004 12.30 -14.39 C:9005 22.16 -14.13 C:9004 20.95 -16.23 C:1005 15.93 -15.09 C:14 15.93 -6.60 C:15 17.19 -7.31 O 20.95 -12.01 O 13.51 -12.27 O 19.74 -6.98 C:1003 13.51 -15.09 C:9002 19.74 -14.13 C:3 14.72 -8.74 C:2 14.72 -10.17 C:12 21.54 -10.14 C:6 18.53 -8.30 O 21.54 -8.74 O 18.53 -12.01 O 15.93 -12.27 C:9003 20.95 -14.83 C:1002 14.72 -14.39 C:11 20.21 -10.58 C:9001 19.74 -12.72 C:1001 14.72 -12.98 C:8 20.21 -8.30 C:4 15.93 -8.02 C:1 15.93 -10.88 C:9 18.53 -10.61 C:10 17.19 -10.17 C:5 17.19 -8.74 C:7 19.37 -9.45 30 1 -2 2 23 2 3 12 1 4 21 1 5 21 1 6 22 1 27 7 -2 31 8 -2 9 24 2 10 25 2 11 26 2 12 22 2 13 21 2 13 24 1 14 15 1 14 27 1 15 28 1 16 18 1 16 23 1 17 31 1 17 32 1 18 26 1 19 24 1 29 19 -2 20 25 1 28 20 -1 22 25 1 32 23 -1 32 26 -2 27 31 1 28 30 1 29 30 1 29 32 1 30 31 1', '32 34 H 17.19 -11.24 C 19.79 -11.91 C 12.30 -14.39 C 22.16 -14.13 C 20.95 -16.23 C 15.93 -15.09 C 15.93 -6.60 C 17.19 -7.31 O 20.95 -12.01 O 13.51 -12.27 O 19.74 -6.98 C 13.51 -15.09 C 19.74 -14.13 C 14.72 -8.74 C 14.72 -10.17 C 21.54 -10.14 C 18.53 -8.30 O 21.54 -8.74 O 18.53 -12.01 O 15.93 -12.27 C 20.95 -14.83 C 14.72 -14.39 C 20.21 -10.58 C 19.74 -12.72 C 14.72 -12.98 C 20.21 -8.30 C 15.93 -8.02 C 15.93 -10.88 C 18.53 -10.61 C 17.19 -10.17 C 17.19 -8.74 C 19.37 -9.45 30 1 -2 2 23 2 3 12 1 4 21 1 5 21 1 6 22 1 27 7 -2 31 8 -2 9 24 2 10 25 2 11 26 2 12 22 2 13 21 2 13 24 1 14 15 1 14 27 1 15 28 1 16 18 1 16 23 1 17 31 1 17 32 1 18 26 1 19 24 1 29 19 -2 20 25 1 28 20 -1 22 25 1 32 23 -1 32 26 -2 27 31 1 28 30 1 29 30 1 29 32 1 30 31 1', '32 34 H 17.19 -11.24 C:108 19.79 -11.91 C:28 12.30 -14.39 C:21 22.16 -14.13 C:28 20.95 -16.23 C:21 15.93 -15.09 C:16 15.93 -6.60 C:20 17.19 -7.31 O 20.95 -12.01 O 13.51 -12.27 O 19.74 -6.98 C:137 13.51 -15.09 C:116 19.74 -14.13 C:30 14.72 -8.74 C:27 14.72 -10.17 C:71 21.54 -10.14 C:46 18.53 -8.30 O 21.54 -8.74 O 18.53 -12.01 O 15.93 -12.27 C:159 20.95 -14.83 C:129 14.72 -14.39 C:149 20.21 -10.58 C:166 19.74 -12.72 C:168 14.72 -12.98 C:178 20.21 -8.30 C:36 15.93 -8.02 C:71 15.93 -10.88 C:81 18.53 -10.61 C:52 17.19 -10.17 C:44 17.19 -8.74 C:56 19.37 -9.45 30 1 -2 2 23 2 3 12 1 4 21 1 5 21 1 6 22 1 27 7 -2 31 8 -2 9 24 2 10 25 2 11 26 2 12 22 2 13 21 2 13 24 1 14 15 1 14 27 1 15 28 1 16 18 1 16 23 1 17 31 1 17 32 1 18 26 1 19 24 1 29 19 -2 20 25 1 28 20 -1 22 25 1 32 23 -1 32 26 -2 27 31 1 28 30 1 29 30 1 29 32 1 30 31 1', 'C25H34O6', 430.272, 'C', 'pm09_230_1', 4814, '', '', '1', 55, NULL, NULL),
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(19216, 'Mononorvalerenone', '', 'Terpenoids', 'Sesquiterpenoids', 'Valerenanes', '[H][C@:1]23[CH2:2][CH2:3][C@:4]1([CH3:15])O[C@@:5]12[C@H:6]([CH2:7][C:11]([CH3:12])=O)[CH2:8][CH2:9][C@H:10]3[CH3:14]', '[H][C@]23CC[C@]1(C)O[C@@]12[C@H](CC(C)=O)CC[C@H]3C', '[H][C@:41]23[CH2:24][CH2:33][C@:72]1([CH3:15])O[C@@:72]12[C@H:30]([CH2:44][C:208]([CH3:30])=O)[CH2:24][CH2:27][C@H:33]3[CH3:14]', '17 19 H 18.00 -8.74 C:12 15.51 -15.39 C:14 16.75 -7.50 C:15 19.80 -12.86 O 14.27 -13.31 C:9 15.51 -9.67 C:8 15.51 -11.10 C:3 20.21 -10.39 C:2 19.36 -9.22 C:7 16.75 -13.26 O 18.31 -12.46 C:11 15.51 -13.99 C:10 16.75 -8.95 C:6 16.75 -11.82 C:4 19.36 -11.55 C:1 18.00 -9.67 C:5 18.00 -11.10 16 1 -2 2 12 1 13 3 -1 15 4 -1 5 12 2 6 7 1 6 13 1 7 14 1 8 9 1 8 15 1 9 16 1 10 12 1 14 10 -2 11 15 1 17 11 -2 13 16 1 14 17 1 15 17 1 16 17 1', '17 19 H 18.00 -8.74 C 15.51 -15.39 C 16.75 -7.50 C 19.80 -12.86 O 14.27 -13.31 C 15.51 -9.67 C 15.51 -11.10 C 20.21 -10.39 C 19.36 -9.22 C 16.75 -13.26 O 18.31 -12.46 C 15.51 -13.99 C 16.75 -8.95 C 16.75 -11.82 C 19.36 -11.55 C 18.00 -9.67 C 18.00 -11.10 16 1 -2 2 12 1 13 3 -1 15 4 -1 5 12 2 6 7 1 6 13 1 7 14 1 8 9 1 8 15 1 9 16 1 10 12 1 14 10 -2 11 15 1 17 11 -2 13 16 1 14 17 1 15 17 1 16 17 1', '17 19 H 18.00 -8.74 C:30 15.51 -15.39 C:14 16.75 -7.50 C:15 19.80 -12.86 O 14.27 -13.31 C:27 15.51 -9.67 C:24 15.51 -11.10 C:33 20.21 -10.39 C:24 19.36 -9.22 C:44 16.75 -13.26 O 18.31 -12.46 C:208 15.51 -13.99 C:33 16.75 -8.95 C:30 16.75 -11.82 C:72 19.36 -11.55 C:41 18.00 -9.67 C:72 18.00 -11.10 16 1 -2 2 12 1 13 3 -1 15 4 -1 5 12 2 6 7 1 6 13 1 7 14 1 8 9 1 8 15 1 9 16 1 10 12 1 14 10 -2 11 15 1 17 11 -2 13 16 1 14 17 1 15 17 1 16 17 1', 'C14H22O2', 222.157, 'C', 'np09_1682_5', 4817, '', '9', '1', 55, NULL, NULL),
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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
(19220, 'Sch 725434', '', 'Terpenoids', 'Sesquiterpenoids', 'Caryophyllanes', '[H][C@@:9]12[CH2:10][C@@:11]([CH3:12])([CH3:13])[C@@:1]1([H])[CH2:2][CH2:3][C:4](=[CH2:14])[CH2:5][C@:6]3(O)O[CH2:15][C@@H:8]2[C:7]3=O', '[H][C@@]12C[C@@](C)(C)[C@@]1([H])CCC(=C)C[C@]3(O)OC[C@@H]2C3=O', '[H][C@@:37]12[CH2:37][C@@:33]([CH3:29])([CH3:23])[C@@:42]1([H])[CH2:28][CH2:28][C:143](=[CH2:115])[CH2:46][C@:98]3(O)O[CH2:64][C@@H:48]2[C:217]3=O', '20 22 H 16.37 -12.46 H 16.37 -9.05 C:14 20.91 -8.49 C:12 13.47 -10.29 C:13 15.07 -8.69 O 18.83 -14.31 O 21.01 -13.10 C:3 18.65 -8.80 C:2 17.28 -9.05 C:15 17.76 -10.99 C:5 20.40 -10.80 C:10 14.85 -11.58 O 19.16 -10.99 C:4 19.91 -9.50 C:7 18.65 -12.87 C:8 17.28 -12.61 C:11 14.85 -10.07 C:9 16.37 -11.58 C:1 16.37 -10.07 C:6 19.91 -12.15 18 1 -1 19 2 -2 3 14 2 17 4 -2 17 5 -1 6 15 2 20 7 -2 8 9 1 8 14 1 9 19 1 10 13 1 16 10 -2 11 14 1 11 20 1 12 17 1 12 18 1 13 20 1 15 16 1 15 20 1 16 18 1 17 19 1 18 19 1', '20 22 H 16.37 -12.46 H 16.37 -9.05 C 20.91 -8.49 C 13.47 -10.29 C 15.07 -8.69 O 18.83 -14.31 O 21.01 -13.10 C 18.65 -8.80 C 17.28 -9.05 C 17.76 -10.99 C 20.40 -10.80 C 14.85 -11.58 O 19.16 -10.99 C 19.91 -9.50 C 18.65 -12.87 C 17.28 -12.61 C 14.85 -10.07 C 16.37 -11.58 C 16.37 -10.07 C 19.91 -12.15 18 1 -1 19 2 -2 3 14 2 17 4 -2 17 5 -1 6 15 2 20 7 -2 8 9 1 8 14 1 9 19 1 10 13 1 16 10 -2 11 14 1 11 20 1 12 17 1 12 18 1 13 20 1 15 16 1 15 20 1 16 18 1 17 19 1 18 19 1', '20 22 H 16.37 -12.46 H 16.37 -9.05 C:115 20.91 -8.49 C:29 13.47 -10.29 C:23 15.07 -8.69 O 18.83 -14.31 O 21.01 -13.10 C:28 18.65 -8.80 C:28 17.28 -9.05 C:64 17.76 -10.99 C:46 20.40 -10.80 C:37 14.85 -11.58 O 19.16 -10.99 C:143 19.91 -9.50 C:217 18.65 -12.87 C:48 17.28 -12.61 C:33 14.85 -10.07 C:37 16.37 -11.58 C:42 16.37 -10.07 C:98 19.91 -12.15 18 1 -1 19 2 -2 3 14 2 17 4 -2 17 5 -1 6 15 2 20 7 -2 8 9 1 8 14 1 9 19 1 10 13 1 16 10 -2 11 14 1 11 20 1 12 17 1 12 18 1 13 20 1 15 16 1 15 20 1 16 18 1 17 19 1 18 19 1', 'C15H22O3', 250.175, 'D', 'np09_484_4', 4818, '', '', '1', 55, NULL, NULL),
(19221, 'sinunorcaryophyllenol', '', 'Terpenoids', 'Sesquiterpenoids', 'Caryophyllanes', '[H][C@@:9]12[CH2:10][C@:11]([CH3:13])(O)[C@@:1]1([H])[CH2:2][CH:3]=[C:4]([CH3:14])[C@H:5](O)[CH2:6][CH2:7][C:8]2=[CH2:15]', '[H][C@@]12C[C@](C)(O)[C@@]1([H])CC=C(C)[C@H](O)CCC2=C', '[H][C@@:39]12[CH2:43][C@:70]([CH3:22])(O)[C@@:54]1([H])[CH2:28][CH:125]=[C:138]([CH3:16])[C@H:70](O)[CH2:34][CH2:32][C:153]2=[CH2:111]', '18 19 H 16.24 -13.66 H 16.24 -10.37 C:15 17.51 -15.04 C:14 19.97 -7.85 C:13 14.99 -9.86 O 21.21 -10.67 O 13.30 -11.56 C:3 17.83 -9.22 C:7 18.80 -12.81 C:6 18.80 -11.33 C:2 17.51 -10.58 C:10 14.75 -12.81 C:8 17.51 -13.56 C:4 19.26 -9.06 C:5 19.84 -10.37 C:9 16.24 -12.81 C:11 14.75 -11.33 C:1 16.24 -11.33 16 1 -1 18 2 -2 3 13 2 4 14 1 17 5 -1 15 6 -2 17 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 16 1 14 15 1 16 18 1 17 18 1', '18 19 H 16.24 -13.66 H 16.24 -10.37 C 17.51 -15.04 C 19.97 -7.85 C 14.99 -9.86 O 21.21 -10.67 O 13.30 -11.56 C 17.83 -9.22 C 18.80 -12.81 C 18.80 -11.33 C 17.51 -10.58 C 14.75 -12.81 C 17.51 -13.56 C 19.26 -9.06 C 19.84 -10.37 C 16.24 -12.81 C 14.75 -11.33 C 16.24 -11.33 16 1 -1 18 2 -2 3 13 2 4 14 1 17 5 -1 15 6 -2 17 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 16 1 14 15 1 16 18 1 17 18 1', '18 19 H 16.24 -13.66 H 16.24 -10.37 C:111 17.51 -15.04 C:16 19.97 -7.85 C:22 14.99 -9.86 O 21.21 -10.67 O 13.30 -11.56 C:125 17.83 -9.22 C:32 18.80 -12.81 C:34 18.80 -11.33 C:28 17.51 -10.58 C:43 14.75 -12.81 C:153 17.51 -13.56 C:138 19.26 -9.06 C:70 19.84 -10.37 C:39 16.24 -12.81 C:70 14.75 -11.33 C:54 16.24 -11.33 16 1 -1 18 2 -2 3 13 2 4 14 1 17 5 -1 15 6 -2 17 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 16 1 14 15 1 16 18 1 17 18 1', 'C14H22O2', 222.164, 'C', 'npr08_1359_1', 4819, '', '', '1', 55, NULL, NULL),
(19222, 'caryophyllenol-II', '', 'Terpenoids', 'Sesquiterpenoids', 'Caryophyllanes', '[H][C@@:9]12[CH2:10][C@@:11]([CH3:12])([CH3:13])[C@@:1]1([H])[CH2:2][CH:3]=[C:4]([CH3:14])[C@H:5](O)[CH2:6][CH2:7][C:8]2=[CH2:15]', '[H][C@@]12C[C@@](C)(C)[C@@]1([H])CC=C(C)[C@H](O)CCC2=C', '[H][C@@:43]12[CH2:40][C@@:33]([CH3:23])([CH3:30])[C@@:50]1([H])[CH2:29][CH:126]=[C:138]([CH3:16])[C@H:70](O)[CH2:34][CH2:33][C:155]2=[CH2:110]', '18 19 H 16.24 -13.66 H 16.24 -10.37 C:15 17.51 -15.04 C:14 19.97 -7.85 C:12 13.30 -11.56 C:13 14.99 -9.86 O 21.21 -10.67 C:3 17.83 -9.22 C:7 18.80 -12.81 C:6 18.80 -11.33 C:2 17.51 -10.58 C:10 14.75 -12.81 C:8 17.51 -13.56 C:4 19.26 -9.06 C:5 19.84 -10.37 C:11 14.75 -11.33 C:9 16.24 -12.81 C:1 16.24 -11.33 17 1 -1 18 2 -2 3 13 2 4 14 1 16 5 -2 16 6 -1 15 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 17 1 14 15 1 16 18 1 17 18 1', '18 19 H 16.24 -13.66 H 16.24 -10.37 C 17.51 -15.04 C 19.97 -7.85 C 13.30 -11.56 C 14.99 -9.86 O 21.21 -10.67 C 17.83 -9.22 C 18.80 -12.81 C 18.80 -11.33 C 17.51 -10.58 C 14.75 -12.81 C 17.51 -13.56 C 19.26 -9.06 C 19.84 -10.37 C 14.75 -11.33 C 16.24 -12.81 C 16.24 -11.33 17 1 -1 18 2 -2 3 13 2 4 14 1 16 5 -2 16 6 -1 15 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 17 1 14 15 1 16 18 1 17 18 1', '18 19 H 16.24 -13.66 H 16.24 -10.37 C:110 17.51 -15.04 C:16 19.97 -7.85 C:23 13.30 -11.56 C:30 14.99 -9.86 O 21.21 -10.67 C:126 17.83 -9.22 C:33 18.80 -12.81 C:34 18.80 -11.33 C:29 17.51 -10.58 C:40 14.75 -12.81 C:155 17.51 -13.56 C:138 19.26 -9.06 C:70 19.84 -10.37 C:33 14.75 -11.33 C:43 16.24 -12.81 C:50 16.24 -11.33 17 1 -1 18 2 -2 3 13 2 4 14 1 16 5 -2 16 6 -1 15 7 -2 8 11 1 8 14 2 9 10 1 9 13 1 10 15 1 11 18 1 12 16 1 12 17 1 13 17 1 14 15 1 16 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'npr08_1359_6', 4819, '', '', '1', 55, NULL, NULL),
(19223, '', '(1R,2R,5R,6R,7S,8R)-6,7,10-Trihydroxy-4,4,8-trimethyltricyclo[6.3.1.02,5 ]dodec-9-en-11-one', 'Terpenoids', 'Sesquiterpenoids', 'Caryolanes', '[H][C@:1]12[CH2:12][C@:8]([CH3:15])([CH:9]=[C:10](O)[C:11]1=O)[C@H:7](O)[C@H:6](O)[C@@:5]3([H])[C@:4]([CH3:13])([CH3:14])[CH2:3][C@@:2]23[H]', '[H][C@]12C[C@](C)(C=C(O)C1=O)[C@H](O)[C@H](O)[C@@]3([H])[C@](C)(C)C[C@@]23[H]', '[H][C@:44]12[CH2:33][C@:38]([CH3:29])([CH:124]=[C:146](O)[C:198]1=O)[C@H:82](O)[C@H:70](O)[C@@:48]3([H])[C@:32]([CH3:31])([CH3:25])[CH2:36][C@@:32]23[H]', '22 24 H 16.86 -13.05 H 16.41 -12.55 H 16.39 -9.17 C:13 14.35 -8.79 C:14 13.50 -10.36 C:15 20.99 -10.50 O 17.53 -14.96 O 20.45 -14.96 O 19.53 -8.27 O 17.24 -7.84 C:9 20.45 -12.51 C:3 14.91 -11.58 C:12 18.25 -11.23 C:10 19.72 -13.76 C:11 18.25 -13.76 C:7 18.94 -9.54 C:6 17.53 -9.21 C:4 14.91 -10.12 C:8 19.72 -11.23 C:1 17.53 -12.51 C:2 16.41 -11.58 C:5 16.39 -10.12 20 1 -2 21 2 -1 22 3 -1 18 4 -2 18 5 -1 19 6 -2 7 15 2 8 14 1 16 9 -1 17 10 -1 11 14 2 11 19 1 12 18 1 12 21 1 13 19 1 13 20 1 14 15 1 15 20 1 16 17 1 16 19 1 17 22 1 18 22 1 20 21 1 21 22 1', '22 24 H 16.86 -13.05 H 16.41 -12.55 H 16.39 -9.17 C 14.35 -8.79 C 13.50 -10.36 C 20.99 -10.50 O 17.53 -14.96 O 20.45 -14.96 O 19.53 -8.27 O 17.24 -7.84 C 20.45 -12.51 C 14.91 -11.58 C 18.25 -11.23 C 19.72 -13.76 C 18.25 -13.76 C 18.94 -9.54 C 17.53 -9.21 C 14.91 -10.12 C 19.72 -11.23 C 17.53 -12.51 C 16.41 -11.58 C 16.39 -10.12 20 1 -2 21 2 -1 22 3 -1 18 4 -2 18 5 -1 19 6 -2 7 15 2 8 14 1 16 9 -1 17 10 -1 11 14 2 11 19 1 12 18 1 12 21 1 13 19 1 13 20 1 14 15 1 15 20 1 16 17 1 16 19 1 17 22 1 18 22 1 20 21 1 21 22 1', '22 24 H 16.86 -13.05 H 16.41 -12.55 H 16.39 -9.17 C:31 14.35 -8.79 C:25 13.50 -10.36 C:29 20.99 -10.50 O 17.53 -14.96 O 20.45 -14.96 O 19.53 -8.27 O 17.24 -7.84 C:124 20.45 -12.51 C:36 14.91 -11.58 C:33 18.25 -11.23 C:146 19.72 -13.76 C:198 18.25 -13.76 C:82 18.94 -9.54 C:70 17.53 -9.21 C:32 14.91 -10.12 C:38 19.72 -11.23 C:44 17.53 -12.51 C:32 16.41 -11.58 C:48 16.39 -10.12 20 1 -2 21 2 -1 22 3 -1 18 4 -2 18 5 -1 19 6 -2 7 15 2 8 14 1 16 9 -1 17 10 -1 11 14 2 11 19 1 12 18 1 12 21 1 13 19 1 13 20 1 14 15 1 15 20 1 16 17 1 16 19 1 17 22 1 18 22 1 20 21 1 21 22 1', 'C15H22O4', 266.182, 'C', 'hca09_375_1', 4820, '', '', '1', 55, NULL, NULL),
(19224, '', '', 'Terpenoids', 'Sesquiterpenoids', 'Caryolanes', '[H][C@:2]12[CH2:3][C@@:4]([CH3:13])([CH3:14])[C@@:5]1([H])[CH2:6][CH2:7][C@:8]3([CH3:15])[CH2:12][C:1]2=[CH:11][C@@H:10](O)[CH2:9]3', '[H][C@]12C[C@@](C)(C)[C@@]1([H])CC[C@]3(C)CC2=C[C@@H](O)C3', '[H][C@:38]12[CH2:36][C@@:35]([CH3:24])([CH3:30])[C@@:50]1([H])[CH2:22][CH2:38][C@:34]3([CH3:28])[CH2:35][C:141]2=[CH:125][C@@H:68](O)[CH2:47]3', '18 20 H 16.41 -12.07 H 16.41 -8.76 C:13 14.39 -8.39 C:14 13.56 -9.92 C:15 20.90 -10.06 O 20.37 -14.43 C:11 18.22 -13.26 C:7 18.89 -9.12 C:6 17.51 -8.80 C:12 18.22 -10.78 C:9 20.37 -12.03 C:3 14.94 -11.12 C:1 17.51 -12.03 C:10 19.66 -13.26 C:4 14.94 -9.69 C:8 19.66 -10.78 C:2 16.41 -11.12 C:5 16.41 -9.69 17 1 -2 18 2 -2 15 3 -2 15 4 -1 16 5 -2 14 6 -2 7 13 2 7 14 1 8 9 1 8 16 1 9 18 1 10 13 1 10 16 1 11 14 1 11 16 1 12 15 1 12 17 1 13 17 1 15 18 1 17 18 1', '18 20 H 16.41 -12.07 H 16.41 -8.76 C 14.39 -8.39 C 13.56 -9.92 C 20.90 -10.06 O 20.37 -14.43 C 18.22 -13.26 C 18.89 -9.12 C 17.51 -8.80 C 18.22 -10.78 C 20.37 -12.03 C 14.94 -11.12 C 17.51 -12.03 C 19.66 -13.26 C 14.94 -9.69 C 19.66 -10.78 C 16.41 -11.12 C 16.41 -9.69 17 1 -2 18 2 -2 15 3 -2 15 4 -1 16 5 -2 14 6 -2 7 13 2 7 14 1 8 9 1 8 16 1 9 18 1 10 13 1 10 16 1 11 14 1 11 16 1 12 15 1 12 17 1 13 17 1 15 18 1 17 18 1', '18 20 H 16.41 -12.07 H 16.41 -8.76 C:24 14.39 -8.39 C:30 13.56 -9.92 C:28 20.90 -10.06 O 20.37 -14.43 C:125 18.22 -13.26 C:38 18.89 -9.12 C:22 17.51 -8.80 C:35 18.22 -10.78 C:47 20.37 -12.03 C:36 14.94 -11.12 C:141 17.51 -12.03 C:68 19.66 -13.26 C:35 14.94 -9.69 C:34 19.66 -10.78 C:38 16.41 -11.12 C:50 16.41 -9.69 17 1 -2 18 2 -2 15 3 -2 15 4 -1 16 5 -2 14 6 -2 7 13 2 7 14 1 8 9 1 8 16 1 9 18 1 10 13 1 10 16 1 11 14 1 11 16 1 12 15 1 12 17 1 13 17 1 15 18 1 17 18 1', 'C15H24O', 220.176, 'C', 'hca09_375_2', 4820, '', '', '1', 55, NULL, NULL),
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(19236, '', '1β-O-E-cinnamoyl-6α-hydroxy-isodrimeninol', 'Terpenoids', 'Sesquiterpenoids', 'Drimanes', '[H][C@:9]24[C:8](=[CH:7][C@H:6](O)[C@@:5]3([H])[C@@:4]([CH3:13])([CH3:14])[CH2:3][CH2:2][C@@H:1](O[C:101](=O)[CH:102]=[CH:103][c:104]1[cH:109][cH:108][cH:107][cH:106][cH:105]1)[C@:10]23[CH3:15])[CH2:12]O[C@H:11]4O', '[H][C@]24C(=C[C@H](O)[C@@]3([H])[C@@](C)(C)CC[C@@H](OC(=O)C=Cc1ccccc1)[C@]23C)CO[C@H]4O', '[H][C@:60]24[C:140](=[CH:120][C@H:68](O)[C@@:58]3([H])[C@@:33]([CH3:35])([CH3:22])[CH2:41][CH2:25][C@@H:81](O[C:166](=O)[CH:119]=[CH:144][c:134]1[cH:129][cH:129][cH:130][cH:129][cH:129]1)[C@:42]23[CH3:11])[CH2:68]O[C@H:100]4O', '31 34 H 20.37 -12.00 H 19.10 -14.21 C:13 18.59 -15.10 C:14 16.94 -14.96 C:15 19.10 -10.26 O 16.64 -7.52 O 20.37 -15.29 O 19.75 -8.53 C:102 15.43 -9.60 C:103 15.43 -10.98 C:7 21.62 -13.17 C:107 11.83 -13.07 C:108 11.83 -11.68 C:106 13.03 -13.77 C:109 13.03 -10.98 C:105 14.24 -13.07 C:12 22.71 -10.78 C:2 16.58 -11.74 C:3 16.58 -13.17 O 22.12 -9.43 O 17.84 -9.60 C:101 16.64 -8.91 C:8 21.62 -11.74 C:104 14.24 -11.68 C:6 20.37 -13.90 C:11 20.68 -9.56 C:1 17.84 -10.98 C:4 17.84 -13.90 C:9 20.37 -10.98 C:5 19.10 -13.17 C:10 19.10 -11.74 29 1 -2 30 2 -2 28 3 -2 28 4 -1 31 5 -1 6 22 2 25 7 -2 26 8 -2 9 10 2 9 22 1 10 24 1 11 23 2 11 25 1 12 13 2 12 14 1 13 15 1 14 16 2 15 24 2 16 24 1 17 20 1 17 23 1 18 19 1 18 27 1 19 28 1 20 26 1 21 22 1 27 21 -1 23 29 1 25 30 1 26 29 1 27 31 1 28 30 1 29 31 1 30 31 1', '31 34 H 20.37 -12.00 H 19.10 -14.21 C 18.59 -15.10 C 16.94 -14.96 C 19.10 -10.26 O 16.64 -7.52 O 20.37 -15.29 O 19.75 -8.53 C 15.43 -9.60 C 15.43 -10.98 C 21.62 -13.17 C 11.83 -13.07 C 11.83 -11.68 C 13.03 -13.77 C 13.03 -10.98 C 14.24 -13.07 C 22.71 -10.78 C 16.58 -11.74 C 16.58 -13.17 O 22.12 -9.43 O 17.84 -9.60 C 16.64 -8.91 C 21.62 -11.74 C 14.24 -11.68 C 20.37 -13.90 C 20.68 -9.56 C 17.84 -10.98 C 17.84 -13.90 C 20.37 -10.98 C 19.10 -13.17 C 19.10 -11.74 29 1 -2 30 2 -2 28 3 -2 28 4 -1 31 5 -1 6 22 2 25 7 -2 26 8 -2 9 10 2 9 22 1 10 24 1 11 23 2 11 25 1 12 13 2 12 14 1 13 15 1 14 16 2 15 24 2 16 24 1 17 20 1 17 23 1 18 19 1 18 27 1 19 28 1 20 26 1 21 22 1 27 21 -1 23 29 1 25 30 1 26 29 1 27 31 1 28 30 1 29 31 1 30 31 1', '31 34 H 20.37 -12.00 H 19.10 -14.21 C:35 18.59 -15.10 C:22 16.94 -14.96 C:11 19.10 -10.26 O 16.64 -7.52 O 20.37 -15.29 O 19.75 -8.53 C:119 15.43 -9.60 C:144 15.43 -10.98 C:120 21.62 -13.17 C:130 11.83 -13.07 C:129 11.83 -11.68 C:129 13.03 -13.77 C:129 13.03 -10.98 C:129 14.24 -13.07 C:68 22.71 -10.78 C:25 16.58 -11.74 C:41 16.58 -13.17 O 22.12 -9.43 O 17.84 -9.60 C:166 16.64 -8.91 C:140 21.62 -11.74 C:134 14.24 -11.68 C:68 20.37 -13.90 C:100 20.68 -9.56 C:81 17.84 -10.98 C:33 17.84 -13.90 C:60 20.37 -10.98 C:58 19.10 -13.17 C:42 19.10 -11.74 29 1 -2 30 2 -2 28 3 -2 28 4 -1 31 5 -1 6 22 2 25 7 -2 26 8 -2 9 10 2 9 22 1 10 24 1 11 23 2 11 25 1 12 13 2 12 14 1 13 15 1 14 16 2 15 24 2 16 24 1 17 20 1 17 23 1 18 19 1 18 27 1 19 28 1 20 26 1 21 22 1 27 21 -1 23 29 1 25 30 1 26 29 1 27 31 1 28 30 1 29 31 1 30 31 1', 'C24H30O5', 398.27, 'C', 'ph09_546_6', 4825, '', '', '1', 55, NULL, NULL),
(19237, '', '1β-O-p-methoxy-E-cinnamoyl-6α-hydroxyisodrimeninol', 'Terpenoids', 'Sesquiterpenoids', 'Drimanes', '[H][C@:9]24[C:8](=[CH:7][C@H:6](O)[C@@:5]3([H])[C@:4]([CH3:14])([CH3:13])[CH2:3][CH2:2][C@@H:1](O[C:101](=O)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][c:107](O[CH3:107001])[cH:108][cH:109]1)[C@:10]23[CH3:15])[CH2:12]O[C@H:11]4O', '[H][C@]24C(=C[C@H](O)[C@@]3([H])[C@](C)(C)CC[C@@H](OC(=O)C=Cc1ccc(OC)cc1)[C@]23C)CO[C@H]4O', '[H][C@:60]24[C:140](=[CH:120][C@H:68](O)[C@@:58]3([H])[C@:33]([CH3:22])([CH3:35])[CH2:41][CH2:25][C@@H:80](O[C:166](=O)[CH:116]=[CH:144][c:127]1[cH:130][cH:114][c:161](O[CH3:55])[cH:114][cH:130]1)[C@:42]23[CH3:11])[CH2:68]O[C@H:100]4O', '33 36 H 21.55 -12.00 H 20.28 -14.21 C:107001 10.59 -13.07 C:14 18.12 -14.96 C:13 19.77 -15.10 C:15 20.28 -10.26 O 17.82 -7.52 O 21.55 -15.29 O 20.93 -8.53 C:102 16.61 -9.60 C:103 16.61 -10.98 C:7 22.80 -13.17 C:105 15.42 -13.07 C:109 14.21 -10.98 C:106 14.21 -13.77 C:108 13.01 -11.68 C:12 23.89 -10.78 C:2 17.76 -11.74 C:3 17.76 -13.17 O 11.80 -13.77 O 23.30 -9.43 O 19.02 -9.60 C:101 17.82 -8.91 C:8 22.80 -11.74 C:104 15.42 -11.68 C:107 13.01 -13.07 C:6 21.55 -13.90 C:11 21.86 -9.56 C:1 19.02 -10.98 C:4 19.02 -13.90 C:9 21.55 -10.98 C:5 20.28 -13.17 C:10 20.28 -11.74 31 1 -2 32 2 -2 3 20 1 30 4 -1 30 5 -2 33 6 -1 7 23 2 27 8 -2 28 9 -2 10 11 2 10 23 1 11 25 1 12 24 2 12 27 1 13 15 2 13 25 1 14 16 1 14 25 2 15 26 1 16 26 2 17 21 1 17 24 1 18 19 1 18 29 1 19 30 1 20 26 1 21 28 1 22 23 1 29 22 -1 24 31 1 27 32 1 28 31 1 29 33 1 30 32 1 31 33 1 32 33 1', '33 36 H 21.55 -12.00 H 20.28 -14.21 C 10.59 -13.07 C 18.12 -14.96 C 19.77 -15.10 C 20.28 -10.26 O 17.82 -7.52 O 21.55 -15.29 O 20.93 -8.53 C 16.61 -9.60 C 16.61 -10.98 C 22.80 -13.17 C 15.42 -13.07 C 14.21 -10.98 C 14.21 -13.77 C 13.01 -11.68 C 23.89 -10.78 C 17.76 -11.74 C 17.76 -13.17 O 11.80 -13.77 O 23.30 -9.43 O 19.02 -9.60 C 17.82 -8.91 C 22.80 -11.74 C 15.42 -11.68 C 13.01 -13.07 C 21.55 -13.90 C 21.86 -9.56 C 19.02 -10.98 C 19.02 -13.90 C 21.55 -10.98 C 20.28 -13.17 C 20.28 -11.74 31 1 -2 32 2 -2 3 20 1 30 4 -1 30 5 -2 33 6 -1 7 23 2 27 8 -2 28 9 -2 10 11 2 10 23 1 11 25 1 12 24 2 12 27 1 13 15 2 13 25 1 14 16 1 14 25 2 15 26 1 16 26 2 17 21 1 17 24 1 18 19 1 18 29 1 19 30 1 20 26 1 21 28 1 22 23 1 29 22 -1 24 31 1 27 32 1 28 31 1 29 33 1 30 32 1 31 33 1 32 33 1', '33 36 H 21.55 -12.00 H 20.28 -14.21 C:55 10.59 -13.07 C:22 18.12 -14.96 C:35 19.77 -15.10 C:11 20.28 -10.26 O 17.82 -7.52 O 21.55 -15.29 O 20.93 -8.53 C:116 16.61 -9.60 C:144 16.61 -10.98 C:120 22.80 -13.17 C:130 15.42 -13.07 C:130 14.21 -10.98 C:114 14.21 -13.77 C:114 13.01 -11.68 C:68 23.89 -10.78 C:25 17.76 -11.74 C:41 17.76 -13.17 O 11.80 -13.77 O 23.30 -9.43 O 19.02 -9.60 C:166 17.82 -8.91 C:140 22.80 -11.74 C:127 15.42 -11.68 C:161 13.01 -13.07 C:68 21.55 -13.90 C:100 21.86 -9.56 C:80 19.02 -10.98 C:33 19.02 -13.90 C:60 21.55 -10.98 C:58 20.28 -13.17 C:42 20.28 -11.74 31 1 -2 32 2 -2 3 20 1 30 4 -1 30 5 -2 33 6 -1 7 23 2 27 8 -2 28 9 -2 10 11 2 10 23 1 11 25 1 12 24 2 12 27 1 13 15 2 13 25 1 14 16 1 14 25 2 15 26 1 16 26 2 17 21 1 17 24 1 18 19 1 18 29 1 19 30 1 20 26 1 21 28 1 22 23 1 29 22 -1 24 31 1 27 32 1 28 31 1 29 33 1 30 32 1 31 33 1 32 33 1', 'C25H32O6', 428.28, 'C', 'ph09_546_7', 4825, '', '', '1', 55, NULL, NULL),
(19238, '', '(2S*,3R*)-methyl 3-hydroxy-2-((Z)-hexadec-7-enyl)-4-oxopentanoate', 'Miscellanea', 'Butanolides', '', '[CH3:2016][CH2:2015][CH2:2014][CH2:2013][CH2:2012][CH2:2011][CH2:2010][CH2:2009][CH:2008]=[CH:2007][CH2:2006][CH2:2005][CH2:2004][CH2:2003][CH2:2002][CH2:2001][C@H:2]([C:1](=O)O[CH3:1001])[C@@H:3](O)[C:4]([CH3:5])=O', 'CCCCCCCCC=CCCCCCC[C@H](C(=O)OC)[C@@H](O)C(C)=O', '[CH3:14][CH2:23][CH2:32][CH2:30][CH2:29][CH2:29][CH2:29][CH2:27][CH:130]=[CH:130][CH2:27][CH2:30][CH2:29][CH2:29][CH2:27][CH2:28][C@H:48]([C:173](=O)O[CH3:52])[C@@H:77](O)[C:209]([CH3:26])=O', '26 25 C:2016 19.65 -15.28 C:1001 18.44 -7.58 C:5 23.29 -11.79 O 22.07 -9.68 O 20.86 -8.98 O 20.86 -13.19 C:2008 11.17 -13.19 C:2007 11.17 -11.79 C:2015 19.65 -13.88 C:2009 12.39 -13.88 C:2006 12.39 -11.08 C:2014 18.44 -13.19 C:2010 13.60 -13.19 C:2005 13.60 -11.79 C:2013 17.24 -13.88 C:2011 14.81 -13.88 C:2004 14.81 -11.08 C:2012 16.02 -13.19 C:2003 16.02 -11.79 C:2002 17.24 -11.08 C:2001 18.44 -11.79 O 18.44 -8.98 C:4 22.07 -11.08 C:1 19.65 -9.68 C:3 20.86 -11.79 C:2 19.65 -11.08 1 9 1 2 22 1 3 23 1 4 23 2 5 24 2 25 6 -2 7 8 2 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 18 1 16 18 1 17 19 1 19 20 1 20 21 1 26 21 -2 22 24 1 23 25 1 24 26 1 25 26 1', '26 25 C 19.65 -15.28 C 18.44 -7.58 C 23.29 -11.79 O 22.07 -9.68 O 20.86 -8.98 O 20.86 -13.19 C 11.17 -13.19 C 11.17 -11.79 C 19.65 -13.88 C 12.39 -13.88 C 12.39 -11.08 C 18.44 -13.19 C 13.60 -13.19 C 13.60 -11.79 C 17.24 -13.88 C 14.81 -13.88 C 14.81 -11.08 C 16.02 -13.19 C 16.02 -11.79 C 17.24 -11.08 C 18.44 -11.79 O 18.44 -8.98 C 22.07 -11.08 C 19.65 -9.68 C 20.86 -11.79 C 19.65 -11.08 1 9 1 2 22 1 3 23 1 4 23 2 5 24 2 25 6 -2 7 8 2 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 18 1 16 18 1 17 19 1 19 20 1 20 21 1 26 21 -2 22 24 1 23 25 1 24 26 1 25 26 1', '26 25 C:14 19.65 -15.28 C:52 18.44 -7.58 C:26 23.29 -11.79 O 22.07 -9.68 O 20.86 -8.98 O 20.86 -13.19 C:130 11.17 -13.19 C:130 11.17 -11.79 C:23 19.65 -13.88 C:27 12.39 -13.88 C:27 12.39 -11.08 C:32 18.44 -13.19 C:29 13.60 -13.19 C:30 13.60 -11.79 C:30 17.24 -13.88 C:29 14.81 -13.88 C:29 14.81 -11.08 C:29 16.02 -13.19 C:29 16.02 -11.79 C:27 17.24 -11.08 C:28 18.44 -11.79 O 18.44 -8.98 C:209 22.07 -11.08 C:173 19.65 -9.68 C:77 20.86 -11.79 C:48 19.65 -11.08 1 9 1 2 22 1 3 23 1 4 23 2 5 24 2 25 6 -2 7 8 2 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 18 1 16 18 1 17 19 1 19 20 1 20 21 1 26 21 -2 22 24 1 23 25 1 24 26 1 25 26 1', 'C22H40O4', 368.233, 'C', 'ph09_546_13', 4825, '', '', '1', 55, 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
(19239, '', '(2S*,3R*,4S*)-2-hexadec-7(Z)-enyl-3-hydroxy-4-methylbutanolide', 'Miscellanea', 'Butanolides', '', '[CH3:2016][CH2:2015][CH2:2014][CH2:2013][CH2:2012][CH2:2011][CH2:2010][CH2:2009][CH:2008]=[CH:2007][CH2:2006][CH2:2005][CH2:2004][CH2:2003][CH2:2002][CH2:2001][C@@H:2]1[C:1](=O)O[C@@H:4]([CH3:5])[C@@H:3]1O', 'CCCCCCCCC=CCCCCCC[C@@H]1C(=O)O[C@@H](C)[C@@H]1O', '[CH3:14][CH2:23][CH2:32][CH2:30][CH2:29][CH2:29][CH2:29][CH2:27][CH:130]=[CH:129][CH2:27][CH2:30][CH2:29][CH2:29][CH2:27][CH2:23][C@@H:44]1[C:177](=O)O[C@@H:82]([CH3:18])[C@@H:74]1O', '24 24 C:2016 19.70 -14.66 C:5 23.32 -10.20 O 18.83 -8.15 O 21.26 -12.44 C:2008 11.22 -12.57 C:2007 11.22 -11.17 C:2015 19.70 -13.26 C:2009 12.44 -13.26 C:2006 12.44 -10.46 C:2014 18.49 -12.57 C:2010 13.65 -12.57 C:2005 13.65 -11.17 C:2013 17.29 -13.26 C:2011 14.86 -13.26 C:2004 14.86 -10.46 C:2012 16.07 -12.57 C:2003 16.07 -11.17 C:2002 17.29 -10.46 C:2001 18.49 -11.17 O 21.26 -8.82 C:1 19.87 -9.09 C:4 21.93 -10.04 C:3 20.98 -11.07 C:2 19.70 -10.46 1 7 1 22 2 -1 3 21 2 23 4 -2 5 6 2 5 8 1 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 16 1 15 17 1 17 18 1 18 19 1 24 19 -2 20 21 1 20 22 1 21 24 1 22 23 1 23 24 1', '24 24 C 19.70 -14.66 C 23.32 -10.20 O 18.83 -8.15 O 21.26 -12.44 C 11.22 -12.57 C 11.22 -11.17 C 19.70 -13.26 C 12.44 -13.26 C 12.44 -10.46 C 18.49 -12.57 C 13.65 -12.57 C 13.65 -11.17 C 17.29 -13.26 C 14.86 -13.26 C 14.86 -10.46 C 16.07 -12.57 C 16.07 -11.17 C 17.29 -10.46 C 18.49 -11.17 O 21.26 -8.82 C 19.87 -9.09 C 21.93 -10.04 C 20.98 -11.07 C 19.70 -10.46 1 7 1 22 2 -1 3 21 2 23 4 -2 5 6 2 5 8 1 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 16 1 15 17 1 17 18 1 18 19 1 24 19 -2 20 21 1 20 22 1 21 24 1 22 23 1 23 24 1', '24 24 C:14 19.70 -14.66 C:18 23.32 -10.20 O 18.83 -8.15 O 21.26 -12.44 C:130 11.22 -12.57 C:129 11.22 -11.17 C:23 19.70 -13.26 C:27 12.44 -13.26 C:27 12.44 -10.46 C:32 18.49 -12.57 C:29 13.65 -12.57 C:30 13.65 -11.17 C:30 17.29 -13.26 C:29 14.86 -13.26 C:29 14.86 -10.46 C:29 16.07 -12.57 C:29 16.07 -11.17 C:27 17.29 -10.46 C:23 18.49 -11.17 O 21.26 -8.82 C:177 19.87 -9.09 C:82 21.93 -10.04 C:74 20.98 -11.07 C:44 19.70 -10.46 1 7 1 22 2 -1 3 21 2 23 4 -2 5 6 2 5 8 1 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 16 1 15 17 1 17 18 1 18 19 1 24 19 -2 20 21 1 20 22 1 21 24 1 22 23 1 23 24 1', 'C21H38O3', 338.223, '', 'ph09_546_14', 4825, '', '', '1', 55, NULL, NULL),
(19240, '', '(E)-3-(hexadec-7(Z)-enyl)-4-hydroxy-5-methoxy-5-methylfuran-2(5H)-one', 'Miscellanea', 'Butanolides', '', '[CH3:2016][CH2:2015][CH2:2014][CH2:2013][CH2:2012][CH2:2011][CH2:2010][CH2:2009][CH:2008]=[CH:2007][CH2:2006][CH2:2005][CH2:2004][CH2:2003][CH2:2002][CH2:2001][C:2]1=[C:3](O)[C@:4]([CH3:5])(O[CH3:6])O[C:1]1=O', 'CCCCCCCCC=CCCCCCCC1=C(O)[C@](C)(OC)OC1=O', '[CH3:14][CH2:23][CH2:32][CH2:30][CH2:29][CH2:29][CH2:29][CH2:27][CH:130]=[CH:130][CH2:27][CH2:30][CH2:29][CH2:29][CH2:28][CH2:21][C:105]1=[C:169](O)[C@:103]([CH3:23])(O[CH3:51])O[C:172]1=O', '26 26 C:2016 19.20 -14.66 C:6 23.84 -10.32 C:5 22.56 -10.88 O 18.33 -8.15 O 20.76 -12.44 C:2008 10.72 -12.57 C:2007 10.72 -11.17 C:2015 19.20 -13.26 C:2009 11.94 -13.26 C:2006 11.94 -10.46 C:2014 17.99 -12.57 C:2010 13.15 -12.57 C:2005 13.15 -11.17 C:2013 16.79 -13.26 C:2011 14.36 -13.26 C:2004 14.36 -10.46 C:2012 15.57 -12.57 C:2003 15.57 -11.17 C:2002 16.79 -10.46 C:2001 17.99 -11.17 O 22.72 -9.49 O 20.76 -8.82 C:1 19.37 -9.09 C:3 20.48 -11.07 C:2 19.20 -10.46 C:4 21.43 -10.04 1 8 1 2 21 1 26 3 -2 4 23 2 5 24 1 6 7 2 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 17 1 16 18 1 18 19 1 19 20 1 25 20 -2 26 21 -1 22 23 1 22 26 1 23 25 1 24 25 2 24 26 1', '26 26 C 19.20 -14.66 C 23.84 -10.32 C 22.56 -10.88 O 18.33 -8.15 O 20.76 -12.44 C 10.72 -12.57 C 10.72 -11.17 C 19.20 -13.26 C 11.94 -13.26 C 11.94 -10.46 C 17.99 -12.57 C 13.15 -12.57 C 13.15 -11.17 C 16.79 -13.26 C 14.36 -13.26 C 14.36 -10.46 C 15.57 -12.57 C 15.57 -11.17 C 16.79 -10.46 C 17.99 -11.17 O 22.72 -9.49 O 20.76 -8.82 C 19.37 -9.09 C 20.48 -11.07 C 19.20 -10.46 C 21.43 -10.04 1 8 1 2 21 1 26 3 -2 4 23 2 5 24 1 6 7 2 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 17 1 16 18 1 18 19 1 19 20 1 25 20 -2 26 21 -1 22 23 1 22 26 1 23 25 1 24 25 2 24 26 1', '26 26 C:14 19.20 -14.66 C:51 23.84 -10.32 C:23 22.56 -10.88 O 18.33 -8.15 O 20.76 -12.44 C:130 10.72 -12.57 C:130 10.72 -11.17 C:23 19.20 -13.26 C:27 11.94 -13.26 C:27 11.94 -10.46 C:32 17.99 -12.57 C:29 13.15 -12.57 C:30 13.15 -11.17 C:30 16.79 -13.26 C:29 14.36 -13.26 C:29 14.36 -10.46 C:29 15.57 -12.57 C:29 15.57 -11.17 C:28 16.79 -10.46 C:21 17.99 -11.17 O 22.72 -9.49 O 20.76 -8.82 C:172 19.37 -9.09 C:169 20.48 -11.07 C:105 19.20 -10.46 C:103 21.43 -10.04 1 8 1 2 21 1 26 3 -2 4 23 2 5 24 1 6 7 2 6 9 1 7 10 1 8 11 1 9 12 1 10 13 1 11 14 1 12 15 1 13 16 1 14 17 1 15 17 1 16 18 1 18 19 1 19 20 1 25 20 -2 26 21 -1 22 23 1 22 26 1 23 25 1 24 25 2 24 26 1', 'C22H38O4', 366.233, 'C', 'ph09_546_15', 4825, '', '', '1', 55, NULL, NULL),
(19241, '', 'N-[2-(4-Hydroxyphenyl)ethyl]-4-methyl-2-oxopentanamide', 'Alkaloids', 'Tyramines', '', '[CH3:105][CH:104]([CH3:106])[CH2:103][C:102](=O)[C:101](=O)N[CH2:8][CH2:7][c:1]1[cH:6][cH:5][c:4](O)[cH:3][cH:2]1', 'CC(C)CC(=O)C(=O)NCCc1ccc(O)cc1', '[CH3:23][CH:25]([CH3:23])[CH2:45][C:199](=O)[C:160](=O)N[CH2:41][CH2:35][c:130]1[cH:130][cH:116][c:155](O)[cH:116][cH:130]1', '18 18 C:105 22.71 -9.35 C:106 23.92 -11.46 O 20.29 -9.35 O 19.11 -12.85 O 10.61 -13.55 C:5 11.82 -11.44 C:3 13.06 -13.55 C:6 13.06 -10.75 C:2 14.28 -12.85 C:8 16.71 -11.44 C:7 15.50 -10.75 C:103 21.50 -11.44 N 17.91 -10.75 C:102 20.29 -10.75 C:101 19.11 -11.44 C:4 11.82 -12.85 C:1 14.28 -11.44 C:104 22.71 -10.75 1 18 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 11 1 10 13 1 11 17 1 12 14 1 12 18 1 13 15 1 14 15 1', '18 18 C 22.71 -9.35 C 23.92 -11.46 O 20.29 -9.35 O 19.11 -12.85 O 10.61 -13.55 C 11.82 -11.44 C 13.06 -13.55 C 13.06 -10.75 C 14.28 -12.85 C 16.71 -11.44 C 15.50 -10.75 C 21.50 -11.44 N 17.91 -10.75 C 20.29 -10.75 C 19.11 -11.44 C 11.82 -12.85 C 14.28 -11.44 C 22.71 -10.75 1 18 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 11 1 10 13 1 11 17 1 12 14 1 12 18 1 13 15 1 14 15 1', '18 18 C:23 22.71 -9.35 C:23 23.92 -11.46 O 20.29 -9.35 O 19.11 -12.85 O 10.61 -13.55 C:116 11.82 -11.44 C:116 13.06 -13.55 C:130 13.06 -10.75 C:130 14.28 -12.85 C:41 16.71 -11.44 C:35 15.50 -10.75 C:45 21.50 -11.44 N 17.91 -10.75 C:199 20.29 -10.75 C:160 19.11 -11.44 C:155 11.82 -12.85 C:130 14.28 -11.44 C:25 22.71 -10.75 1 18 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 11 1 10 13 1 11 17 1 12 14 1 12 18 1 13 15 1 14 15 1', 'C14H19NO3', 249.155, 'C', 'np10_313_4c', 4502, '', '', '1', 1, NULL, NULL),
(19242, '', 'N-[2-(4-Hydroxyphenyl)ethyl]-3-methyl-2-oxopentanamide', 'Alkaloids', 'Tyramines', '', '[CH3:105][CH2:104][CH:103]([CH3:103001])[C:102](=O)[C:101](=O)N[CH2:8][CH2:7][c:1]1[cH:6][cH:5][c:4](O)[cH:3][cH:2]1', 'CCC(C)C(=O)C(=O)NCCc1ccc(O)cc1', '[CH3:10][CH2:24][CH:40]([CH3:14])[C:201](=O)[C:159](=O)N[CH2:39][CH2:34][c:129]1[cH:129][cH:115][c:154](O)[cH:115][cH:129]1', '18 18 C:105 23.91 -11.39 C:103001 21.50 -12.81 O 19.11 -12.81 O 20.29 -9.30 O 10.60 -13.51 C:5 11.82 -11.39 C:3 13.06 -13.51 C:6 13.06 -10.70 C:2 14.28 -12.81 C:104 22.71 -10.70 C:8 16.71 -11.39 C:7 15.50 -10.70 N 17.91 -10.70 C:101 19.11 -11.39 C:102 20.29 -10.70 C:4 11.82 -12.81 C:1 14.28 -11.39 C:103 21.50 -11.39 1 10 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 18 1 11 12 1 11 13 1 12 17 1 13 14 1 14 15 1 15 18 1', '18 18 C 23.91 -11.39 C 21.50 -12.81 O 19.11 -12.81 O 20.29 -9.30 O 10.60 -13.51 C 11.82 -11.39 C 13.06 -13.51 C 13.06 -10.70 C 14.28 -12.81 C 22.71 -10.70 C 16.71 -11.39 C 15.50 -10.70 N 17.91 -10.70 C 19.11 -11.39 C 20.29 -10.70 C 11.82 -12.81 C 14.28 -11.39 C 21.50 -11.39 1 10 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 18 1 11 12 1 11 13 1 12 17 1 13 14 1 14 15 1 15 18 1', '18 18 C:10 23.91 -11.39 C:14 21.50 -12.81 O 19.11 -12.81 O 20.29 -9.30 O 10.60 -13.51 C:115 11.82 -11.39 C:115 13.06 -13.51 C:129 13.06 -10.70 C:129 14.28 -12.81 C:24 22.71 -10.70 C:39 16.71 -11.39 C:34 15.50 -10.70 N 17.91 -10.70 C:159 19.11 -11.39 C:201 20.29 -10.70 C:154 11.82 -12.81 C:129 14.28 -11.39 C:40 21.50 -11.39 1 10 1 2 18 1 3 14 2 4 15 2 5 16 1 6 8 1 6 16 2 7 9 2 7 16 1 8 17 2 9 17 1 10 18 1 11 12 1 11 13 1 12 17 1 13 14 1 14 15 1 15 18 1', 'C14H19NO3', 249.155, 'C', 'np10_313_4b', 4502, '', '', '1', 1, NULL, NULL),
(19243, '', 'N-[2-(4-Hydroxyphenyl)ethyl]-2-hydroxyhexanamide', 'Alkaloids', 'Tyramines', '', '[CH3:106][CH2:105][CH2:104][CH2:103][CH:102](O)[C:101](=O)N[CH2:8][CH2:7][c:1]1[cH:6][cH:5][c:4](O)[cH:3][cH:2]1', 'CCCCC(O)C(=O)NCCc1ccc(O)cc1', '[CH3:15][CH2:23][CH2:27][CH2:35][CH:72](O)[C:175](=O)N[CH2:9999][CH2:35][c:130]1[cH:130][cH:116][c:156](O)[cH:116][cH:130]1', '18 18 C:106 24.49 -10.71 O 18.48 -12.83 O 9.99 -13.53 O 19.66 -9.31 C:5 11.21 -11.40 C:3 12.45 -13.53 C:6 12.45 -10.71 C:2 13.66 -12.83 C:105 23.27 -11.40 C:104 22.08 -10.71 C:8 16.09 -11.40 C:7 14.88 -10.71 C:103 20.87 -11.40 N 17.28 -10.71 C:101 18.48 -11.40 C:4 11.21 -12.83 C:1 13.66 -11.40 C:102 19.66 -10.71 1 9 1 2 15 2 3 16 1 4 18 1 5 7 1 5 16 2 6 8 2 6 16 1 7 17 2 8 17 1 9 10 1 10 13 1 11 12 1 11 14 1 12 17 1 13 18 1 14 15 1 15 18 1', '18 18 C 24.49 -10.71 O 18.48 -12.83 O 9.99 -13.53 O 19.66 -9.31 C 11.21 -11.40 C 12.45 -13.53 C 12.45 -10.71 C 13.66 -12.83 C 23.27 -11.40 C 22.08 -10.71 C 16.09 -11.40 C 14.88 -10.71 C 20.87 -11.40 N 17.28 -10.71 C 18.48 -11.40 C 11.21 -12.83 C 13.66 -11.40 C 19.66 -10.71 1 9 1 2 15 2 3 16 1 4 18 1 5 7 1 5 16 2 6 8 2 6 16 1 7 17 2 8 17 1 9 10 1 10 13 1 11 12 1 11 14 1 12 17 1 13 18 1 14 15 1 15 18 1', '18 18 C:15 24.49 -10.71 O 18.48 -12.83 O 9.99 -13.53 O 19.66 -9.31 C:116 11.21 -11.40 C:116 12.45 -13.53 C:130 12.45 -10.71 C:130 13.66 -12.83 C:23 23.27 -11.40 C:27 22.08 -10.71 C 16.09 -11.40 C:35 14.88 -10.71 C:35 20.87 -11.40 N 17.28 -10.71 C:175 18.48 -11.40 C:156 11.21 -12.83 C:130 13.66 -11.40 C:72 19.66 -10.71 1 9 1 2 15 2 3 16 1 4 18 1 5 7 1 5 16 2 6 8 2 6 16 1 7 17 2 8 17 1 9 10 1 10 13 1 11 12 1 11 14 1 12 17 1 13 18 1 14 15 1 15 18 1', 'C14H21NO3', 251.155, 'D', 'np10_313_5a', 4502, '', '', '1', 1, NULL, NULL),
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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
(19253, '', 'b,b-Symmetrical cis-1,4-cyclohexanediol DHA acetaldimer', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]18[CH2:2][CH2:3][C@:4]9([CH3:14])OO[C@:6]17[C@H:5](O[C@H:12](O[C@@H:16]6[CH2:118][CH2:117][C@H:116](O[C@H:112]2O[CH:105]3O[C@:104]5([CH3:114])[CH2:103][CH2:102][CH:101]4[C@H:110]([CH3:115])[CH2:109][CH2:108][CH:107]([C@H:111]2[CH3:113])[C@@:106]34OO5)[CH2:18][CH2:17]6)[C@H:11]([CH3:13])[C@:7]7([H])[CH2:8][CH2:9][C@H:10]8[CH3:15])O9', '[H][C@@]18CC[C@]9(C)OO[C@]17[C@H](O[C@H](O[C@@H]6CC[C@H](O[C@H]2OC3O[C@]5(C)CCC4[C@H](C)CCC([C@H]2C)[C@@]34OO5)CC6)[C@H](C)[C@]7([H])CC[C@H]8C)O9', '[H][C@@:53]18[CH2:25][CH2:37][C@:104]9([CH3:21])OO[C@:82]17[C@H:88](O[C@H:100](O[C@@H:73]6[CH2:30][CH2:27][C@H:73](O[C@H:100]2O[CH:88]3O[C@:104]5([CH3:21])[CH2:37][CH2:25][CH:53]4[C@H:38]([CH3:27])[CH2:35][CH2:25][CH:45]([C@H:31]2[CH3:14])[C@@:82]34OO5)[CH2:27][CH2:30]6)[C@H:31]([CH3:14])[C@:45]7([H])[CH2:25][CH2:35][C@H:38]8[CH3:27])O9', '48 56 H 19.61 -3.24 H 20.09 -7.09 C:115 13.54 -20.64 C:15 20.92 -2.18 C:113 12.33 -14.29 C:13 22.21 -8.72 C:114 19.13 -18.49 C:14 15.24 -5.62 C:109 12.33 -18.54 C:117 16.00 -10.77 C:18 17.21 -12.89 C:118 17.21 -10.07 C:17 18.44 -12.17 C:9 22.21 -4.35 C:108 12.33 -17.13 C:102 15.63 -19.44 C:103 16.94 -19.44 C:8 22.21 -5.80 C:3 17.16 -3.79 C:2 18.56 -3.50 O 16.36 -18.64 O 18.15 -5.80 O 16.00 -17.42 O 18.89 -4.63 O 14.79 -12.89 O 19.61 -10.11 O 16.00 -14.99 O 18.44 -8.00 O 17.31 -16.93 O 17.16 -6.35 C:110 13.54 -19.24 C:116 16.00 -12.17 C:16 18.44 -10.77 C:10 20.92 -3.64 C:111 13.54 -14.99 C:11 20.92 -8.00 C:112 14.79 -14.29 C:12 19.61 -8.72 C:105 16.00 -16.39 C:5 18.44 -6.59 C:101 14.79 -18.54 C:107 13.54 -16.39 C:104 17.72 -18.28 C:4 16.52 -5.08 C:1 19.61 -4.35 C:7 20.92 -6.53 C:106 14.79 -17.13 C:6 19.61 -5.80 45 1 -2 46 2 -2 31 3 -2 34 4 -2 35 5 -1 36 6 -1 43 7 -1 44 8 -1 9 15 1 9 31 1 10 12 1 10 32 1 11 13 1 11 32 1 12 33 1 13 33 1 14 18 1 14 34 1 15 42 1 16 17 1 16 41 1 17 43 1 18 46 1 19 20 1 19 44 1 20 45 1 21 23 1 21 43 1 22 24 1 22 44 1 47 23 -2 48 24 -2 32 25 -1 37 25 -1 33 26 -1 38 26 -1 27 37 1 27 39 1 28 38 1 40 28 -2 29 39 1 29 43 1 30 40 1 30 44 1 31 41 1 34 45 1 35 37 1 35 42 1 36 38 1 36 46 1 39 47 1 40 48 1 41 47 1 42 47 1 45 48 1 46 48 1', '48 56 H 19.61 -3.24 H 20.09 -7.09 C 13.54 -20.64 C 20.92 -2.18 C 12.33 -14.29 C 22.21 -8.72 C 19.13 -18.49 C 15.24 -5.62 C 12.33 -18.54 C 16.00 -10.77 C 17.21 -12.89 C 17.21 -10.07 C 18.44 -12.17 C 22.21 -4.35 C 12.33 -17.13 C 15.63 -19.44 C 16.94 -19.44 C 22.21 -5.80 C 17.16 -3.79 C 18.56 -3.50 O 16.36 -18.64 O 18.15 -5.80 O 16.00 -17.42 O 18.89 -4.63 O 14.79 -12.89 O 19.61 -10.11 O 16.00 -14.99 O 18.44 -8.00 O 17.31 -16.93 O 17.16 -6.35 C 13.54 -19.24 C 16.00 -12.17 C 18.44 -10.77 C 20.92 -3.64 C 13.54 -14.99 C 20.92 -8.00 C 14.79 -14.29 C 19.61 -8.72 C 16.00 -16.39 C 18.44 -6.59 C 14.79 -18.54 C 13.54 -16.39 C 17.72 -18.28 C 16.52 -5.08 C 19.61 -4.35 C 20.92 -6.53 C 14.79 -17.13 C 19.61 -5.80 45 1 -2 46 2 -2 31 3 -2 34 4 -2 35 5 -1 36 6 -1 43 7 -1 44 8 -1 9 15 1 9 31 1 10 12 1 10 32 1 11 13 1 11 32 1 12 33 1 13 33 1 14 18 1 14 34 1 15 42 1 16 17 1 16 41 1 17 43 1 18 46 1 19 20 1 19 44 1 20 45 1 21 23 1 21 43 1 22 24 1 22 44 1 47 23 -2 48 24 -2 32 25 -1 37 25 -1 33 26 -1 38 26 -1 27 37 1 27 39 1 28 38 1 40 28 -2 29 39 1 29 43 1 30 40 1 30 44 1 31 41 1 34 45 1 35 37 1 35 42 1 36 38 1 36 46 1 39 47 1 40 48 1 41 47 1 42 47 1 45 48 1 46 48 1', '48 56 H 19.61 -3.24 H 20.09 -7.09 C:27 13.54 -20.64 C:27 20.92 -2.18 C:14 12.33 -14.29 C:14 22.21 -8.72 C:21 19.13 -18.49 C:21 15.24 -5.62 C:35 12.33 -18.54 C:27 16.00 -10.77 C:27 17.21 -12.89 C:30 17.21 -10.07 C:30 18.44 -12.17 C:35 22.21 -4.35 C:25 12.33 -17.13 C:25 15.63 -19.44 C:37 16.94 -19.44 C:25 22.21 -5.80 C:37 17.16 -3.79 C:25 18.56 -3.50 O 16.36 -18.64 O 18.15 -5.80 O 16.00 -17.42 O 18.89 -4.63 O 14.79 -12.89 O 19.61 -10.11 O 16.00 -14.99 O 18.44 -8.00 O 17.31 -16.93 O 17.16 -6.35 C:38 13.54 -19.24 C:73 16.00 -12.17 C:73 18.44 -10.77 C:38 20.92 -3.64 C:31 13.54 -14.99 C:31 20.92 -8.00 C:100 14.79 -14.29 C:100 19.61 -8.72 C:88 16.00 -16.39 C:88 18.44 -6.59 C:53 14.79 -18.54 C:45 13.54 -16.39 C:104 17.72 -18.28 C:104 16.52 -5.08 C:53 19.61 -4.35 C:45 20.92 -6.53 C:82 14.79 -17.13 C:82 19.61 -5.80 45 1 -2 46 2 -2 31 3 -2 34 4 -2 35 5 -1 36 6 -1 43 7 -1 44 8 -1 9 15 1 9 31 1 10 12 1 10 32 1 11 13 1 11 32 1 12 33 1 13 33 1 14 18 1 14 34 1 15 42 1 16 17 1 16 41 1 17 43 1 18 46 1 19 20 1 19 44 1 20 45 1 21 23 1 21 43 1 22 24 1 22 44 1 47 23 -2 48 24 -2 32 25 -1 37 25 -1 33 26 -1 38 26 -1 27 37 1 27 39 1 28 38 1 40 28 -2 29 39 1 29 43 1 30 40 1 30 44 1 31 41 1 34 45 1 35 37 1 35 42 1 36 38 1 36 46 1 39 47 1 40 48 1 41 47 1 42 47 1 45 48 1 46 48 1', 'C36H56O10', 648.395, 'C', 'bmc09_741_14', 4826, '', '', '1', 55, NULL, NULL),
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(19268, '', '(3β,22S)-Ergosta-5,24(28)-diene-3,17,22-triol', 'Steroids', 'Ergostanes', '', '[H][C@@:8]23[CH2:7][CH:6]=[C:5]1[CH2:4][C@@H:3](O)[CH2:2][CH2:1][C@:10]1([CH3:19])[C@@:9]2([H])[CH2:11][CH2:12][C@@:13]4([CH3:18])[C@@:14]3([H])[CH2:15][CH2:16][C@:17]4(O)[C@H:20]([CH3:21])[C@@H:22](O)[CH2:23][C:24](=[CH2:24001])[CH:25]([CH3:27])[CH3:26]', '[H][C@@]23CC=C1C[C@@H](O)CC[C@]1(C)[C@@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4(O)[C@H](C)[C@@H](O)CC(=C)C(C)C', '[H][C@@:32]23[CH2:32][CH:122]=[C:141]1[CH2:42][C@@H:72](O)[CH2:32][CH2:37][C@:36]1([CH3:19])[C@@:50]2([H])[CH2:21][CH2:32][C@@:47]4([CH3:15])[C@@:51]3([H])[CH2:24][CH2:38][C@:88]4(O)[C@H:42]([CH3:8])[C@@H:72](O)[CH2:41][C:153](=[CH2:110])[CH:34]([CH3:22])[CH3:22]', '34 37 H 15.73 -11.96 H 14.50 -13.36 H 17.02 -13.36 C:24001 22.96 -8.24 C:27 23.02 -11.96 C:26 24.88 -10.33 C:21 17.82 -8.04 C:19 13.20 -11.61 C:18 17.02 -9.47 O 9.57 -15.28 O 20.64 -7.52 O 19.63 -10.00 C:6 14.50 -15.24 C:2 10.73 -13.06 C:7 15.73 -14.56 C:1 11.96 -12.32 C:11 14.50 -10.90 C:15 18.32 -12.74 C:12 15.73 -10.17 C:16 19.15 -11.61 C:4 11.96 -15.24 C:23 21.11 -9.86 C:24 22.51 -9.56 C:5 13.20 -14.56 C:25 23.46 -10.65 C:3 10.73 -14.56 C:22 20.17 -8.83 C:20 18.76 -9.10 C:8 15.73 -13.06 C:9 14.50 -12.32 C:14 17.02 -12.32 C:10 13.20 -13.06 C:13 17.02 -10.90 C:17 18.32 -10.45 29 1 -1 30 2 -2 31 3 -2 4 23 2 5 25 1 6 25 1 28 7 -2 32 8 -1 33 9 -1 26 10 -1 27 11 -1 34 12 -2 13 15 1 13 24 2 14 16 1 14 26 1 15 29 1 16 32 1 17 19 1 17 30 1 18 20 1 18 31 1 19 33 1 20 34 1 21 24 1 21 26 1 22 23 1 22 27 1 23 25 1 24 32 1 27 28 1 28 34 1 29 30 1 29 31 1 30 32 1 31 33 1 33 34 1', '34 37 H 15.73 -11.96 H 14.50 -13.36 H 17.02 -13.36 C 22.96 -8.24 C 23.02 -11.96 C 24.88 -10.33 C 17.82 -8.04 C 13.20 -11.61 C 17.02 -9.47 O 9.57 -15.28 O 20.64 -7.52 O 19.63 -10.00 C 14.50 -15.24 C 10.73 -13.06 C 15.73 -14.56 C 11.96 -12.32 C 14.50 -10.90 C 18.32 -12.74 C 15.73 -10.17 C 19.15 -11.61 C 11.96 -15.24 C 21.11 -9.86 C 22.51 -9.56 C 13.20 -14.56 C 23.46 -10.65 C 10.73 -14.56 C 20.17 -8.83 C 18.76 -9.10 C 15.73 -13.06 C 14.50 -12.32 C 17.02 -12.32 C 13.20 -13.06 C 17.02 -10.90 C 18.32 -10.45 29 1 -1 30 2 -2 31 3 -2 4 23 2 5 25 1 6 25 1 28 7 -2 32 8 -1 33 9 -1 26 10 -1 27 11 -1 34 12 -2 13 15 1 13 24 2 14 16 1 14 26 1 15 29 1 16 32 1 17 19 1 17 30 1 18 20 1 18 31 1 19 33 1 20 34 1 21 24 1 21 26 1 22 23 1 22 27 1 23 25 1 24 32 1 27 28 1 28 34 1 29 30 1 29 31 1 30 32 1 31 33 1 33 34 1', '34 37 H 15.73 -11.96 H 14.50 -13.36 H 17.02 -13.36 C:110 22.96 -8.24 C:22 23.02 -11.96 C:22 24.88 -10.33 C:8 17.82 -8.04 C:19 13.20 -11.61 C:15 17.02 -9.47 O 9.57 -15.28 O 20.64 -7.52 O 19.63 -10.00 C:122 14.50 -15.24 C:32 10.73 -13.06 C:32 15.73 -14.56 C:37 11.96 -12.32 C:21 14.50 -10.90 C:24 18.32 -12.74 C:32 15.73 -10.17 C:38 19.15 -11.61 C:42 11.96 -15.24 C:41 21.11 -9.86 C:153 22.51 -9.56 C:141 13.20 -14.56 C:34 23.46 -10.65 C:72 10.73 -14.56 C:72 20.17 -8.83 C:42 18.76 -9.10 C:32 15.73 -13.06 C:50 14.50 -12.32 C:51 17.02 -12.32 C:36 13.20 -13.06 C:47 17.02 -10.90 C:88 18.32 -10.45 29 1 -1 30 2 -2 31 3 -2 4 23 2 5 25 1 6 25 1 28 7 -2 32 8 -1 33 9 -1 26 10 -1 27 11 -1 34 12 -2 13 15 1 13 24 2 14 16 1 14 26 1 15 29 1 16 32 1 17 19 1 17 30 1 18 20 1 18 31 1 19 33 1 20 34 1 21 24 1 21 26 1 22 23 1 22 27 1 23 25 1 24 32 1 27 28 1 28 34 1 29 30 1 29 31 1 30 32 1 31 33 1 33 34 1', 'C28H46O3', 430.322, 'C', 'cb09_86_3', 4829, '', '', '1', 55, 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
(19269, '', '(4αS*,8S*)-5,6,7,8-Tetrahydro-4α,8-dimethylnaphthalen-2(4αH)-one', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C@H:4]1[CH2:3][CH2:2][CH2:1][C@@:10]2([CH3:14])[CH:9]=[CH:8][C:7](=O)[CH:6]=[C:5]12', 'C[C@H]1CCC[C@@]2(C)C=CC(=O)C=C12', '[CH3:18][C@H:34]1[CH2:37][CH2:21][CH2:39][C@@:41]2([CH3:23])[CH:158]=[CH:126][C:188](=O)[CH:122]=[C:171]12', '13 14 C:15 15.44 -13.90 C:14 16.64 -9.00 O 20.27 -12.50 C:8 19.08 -10.40 C:9 17.85 -9.70 C:6 17.85 -12.50 C:2 14.22 -10.40 C:3 14.22 -11.81 C:1 15.44 -9.70 C:7 19.08 -11.81 C:5 16.64 -11.81 C:4 15.44 -12.50 C:10 16.64 -10.40 12 1 -1 13 2 -2 3 10 2 4 5 2 4 10 1 5 13 1 6 10 1 6 11 2 7 8 1 7 9 1 8 12 1 9 13 1 11 12 1 11 13 1', '13 14 C 15.44 -13.90 C 16.64 -9.00 O 20.27 -12.50 C 19.08 -10.40 C 17.85 -9.70 C 17.85 -12.50 C 14.22 -10.40 C 14.22 -11.81 C 15.44 -9.70 C 19.08 -11.81 C 16.64 -11.81 C 15.44 -12.50 C 16.64 -10.40 12 1 -1 13 2 -2 3 10 2 4 5 2 4 10 1 5 13 1 6 10 1 6 11 2 7 8 1 7 9 1 8 12 1 9 13 1 11 12 1 11 13 1', '13 14 C:18 15.44 -13.90 C:23 16.64 -9.00 O 20.27 -12.50 C:126 19.08 -10.40 C:158 17.85 -9.70 C:122 17.85 -12.50 C:21 14.22 -10.40 C:37 14.22 -11.81 C:39 15.44 -9.70 C:188 19.08 -11.81 C:171 16.64 -11.81 C:34 15.44 -12.50 C:41 16.64 -10.40 12 1 -1 13 2 -2 3 10 2 4 5 2 4 10 1 5 13 1 6 10 1 6 11 2 7 8 1 7 9 1 8 12 1 9 13 1 11 12 1 11 13 1', 'C12H16O', 176.128, 'C', 'cb09_86_5', 4829, '', '', '1', 55, NULL, NULL),
(19270, 'Oxyphyllone C', '(1αR*,7R*,7βS*)-1α,3,5,6,7,7β-Hexahydro-1α-methyl-7-(propan-2-yl)naphtho[1,2-β]oxiren-4(2H)-one', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:5]12O[C@:4]1([CH3:14])[CH2:3][CH2:2][C:1]3=[C:6]2[C@@H:7]([CH:11]([CH3:13])[CH3:12])[CH2:8][CH2:9][C:10]3=O', '[H][C@@]12O[C@]1(C)CCC3=C2[C@@H](C(C)C)CCC3=O', '[H][C@@:58]12O[C@:63]1([CH3:22])[CH2:27][CH2:18][C:134]3=[C:155]2[C@@H:45]([CH:30]([CH3:20])[CH3:21])[CH2:23][CH2:35][C:198]3=O', '17 19 H 16.58 -13.39 C:13 20.32 -14.65 C:12 17.85 -14.65 C:14 14.16 -12.46 O 19.08 -8.17 C:9 20.32 -10.34 C:2 16.60 -9.62 C:8 20.32 -11.76 C:3 15.37 -10.34 O 15.37 -13.17 C:10 19.08 -9.62 C:1 17.85 -10.34 C:6 17.85 -11.76 C:11 19.08 -13.94 C:7 19.08 -12.48 C:4 15.37 -11.76 C:5 16.58 -12.46 17 1 -1 2 14 1 3 14 1 16 4 -1 5 11 2 6 8 1 6 11 1 7 9 1 7 12 1 8 15 1 9 16 1 10 16 1 10 17 1 11 12 1 12 13 2 13 15 1 13 17 1 15 14 -2 16 17 1', '17 19 H 16.58 -13.39 C 20.32 -14.65 C 17.85 -14.65 C 14.16 -12.46 O 19.08 -8.17 C 20.32 -10.34 C 16.60 -9.62 C 20.32 -11.76 C 15.37 -10.34 O 15.37 -13.17 C 19.08 -9.62 C 17.85 -10.34 C 17.85 -11.76 C 19.08 -13.94 C 19.08 -12.48 C 15.37 -11.76 C 16.58 -12.46 17 1 -1 2 14 1 3 14 1 16 4 -1 5 11 2 6 8 1 6 11 1 7 9 1 7 12 1 8 15 1 9 16 1 10 16 1 10 17 1 11 12 1 12 13 2 13 15 1 13 17 1 15 14 -2 16 17 1', '17 19 H 16.58 -13.39 C:20 20.32 -14.65 C:21 17.85 -14.65 C:22 14.16 -12.46 O 19.08 -8.17 C:35 20.32 -10.34 C:18 16.60 -9.62 C:23 20.32 -11.76 C:27 15.37 -10.34 O 15.37 -13.17 C:198 19.08 -9.62 C:134 17.85 -10.34 C:155 17.85 -11.76 C:30 19.08 -13.94 C:45 19.08 -12.48 C:63 15.37 -11.76 C:58 16.58 -12.46 17 1 -1 2 14 1 3 14 1 16 4 -1 5 11 2 6 8 1 6 11 1 7 9 1 7 12 1 8 15 1 9 16 1 10 16 1 10 17 1 11 12 1 12 13 2 13 15 1 13 17 1 15 14 -2 16 17 1', 'C14H20O2', 220.157, 'C', 'hca09_1621_1', 4830, '', '', '1', 55, NULL, NULL),
(19271, 'Oxyphyllone D', '3,4-Dihydro-4-hydroxy-6-methyl-4-(propan-2-yl)-naphthalen-1(2H)-one', 'Terpenoids', 'Sesquiterpenoids', 'Calamenenes', '[CH3:14][c:4]2[cH:3][cH:2][c:1]1[C:10](=O)[CH2:9][CH2:8][C@@:7](O)([CH:11]([CH3:12])[CH3:13])[c:6]1[cH:5]2', 'Cc2ccc1C(=O)CC[C@@](O)(C(C)C)c1c2', '[CH3:44][c:144]2[cH:129][cH:127][c:129]1[C:197](=O)[CH2:35][CH2:33][C@@:74](O)([CH:35]([CH3:18])[CH3:16])[c:149]1[cH:126]2', '16 17 C:14 14.24 -12.48 C:12 17.85 -14.62 C:13 20.29 -14.62 O 19.06 -8.28 O 17.85 -13.17 C:3 15.43 -10.40 C:2 16.63 -9.70 C:5 16.63 -12.48 C:9 20.29 -10.40 C:8 20.29 -11.79 C:10 19.06 -9.70 C:4 15.43 -11.79 C:1 17.85 -10.40 C:6 17.85 -11.79 C:11 19.06 -13.93 C:7 19.06 -12.48 1 12 1 2 15 1 3 15 1 4 11 2 16 5 -2 6 7 2 6 12 1 7 13 1 8 12 2 8 14 1 9 10 1 9 11 1 10 16 1 11 13 1 13 14 2 14 16 1 16 15 -1', '16 17 C 14.24 -12.48 C 17.85 -14.62 C 20.29 -14.62 O 19.06 -8.28 O 17.85 -13.17 C 15.43 -10.40 C 16.63 -9.70 C 16.63 -12.48 C 20.29 -10.40 C 20.29 -11.79 C 19.06 -9.70 C 15.43 -11.79 C 17.85 -10.40 C 17.85 -11.79 C 19.06 -13.93 C 19.06 -12.48 1 12 1 2 15 1 3 15 1 4 11 2 16 5 -2 6 7 2 6 12 1 7 13 1 8 12 2 8 14 1 9 10 1 9 11 1 10 16 1 11 13 1 13 14 2 14 16 1 16 15 -1', '16 17 C:44 14.24 -12.48 C:18 17.85 -14.62 C:16 20.29 -14.62 O 19.06 -8.28 O 17.85 -13.17 C:129 15.43 -10.40 C:127 16.63 -9.70 C:126 16.63 -12.48 C:35 20.29 -10.40 C:33 20.29 -11.79 C:197 19.06 -9.70 C:144 15.43 -11.79 C:129 17.85 -10.40 C:149 17.85 -11.79 C:35 19.06 -13.93 C:74 19.06 -12.48 1 12 1 2 15 1 3 15 1 4 11 2 16 5 -2 6 7 2 6 12 1 7 13 1 8 12 2 8 14 1 9 10 1 9 11 1 10 16 1 11 13 1 13 14 2 14 16 1 16 15 -1', 'C14H18O2', 218.149, 'C', 'hca09_1621_2', 4830, '', '', '1', 55, NULL, NULL),
(19272, 'Mandassidion', '3-Methyl-2-[5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one', 'Terpenoids', 'Sesquiterpenoids', 'Guaianes', '[CH2:12]=[C:11]([CH3:13])[CH:7]([CH2:8][CH2:9][C:10]([CH3:15])=O)[CH2:6][C:5]1=[C:4]([CH3:14])[CH2:3][CH2:2][C:1]1=O', 'C=C(C)C(CCC(C)=O)CC1=C(C)CCC1=O', '[CH2:112]=[C:146]([CH3:18])[CH:45]([CH2:26][CH2:42][C:210]([CH3:30])=O)[CH2:28][C:139]1=[C:171]([CH3:18])[CH2:34][CH2:32][C:209]1=O', '17 17 C:12 20.00 -13.00 C:13 18.20 -14.61 C:15 21.29 -9.00 C:14 13.16 -12.64 O 18.98 -8.26 O 17.18 -9.88 C:3 13.55 -10.18 C:2 14.68 -9.35 C:9 19.49 -10.63 C:8 18.12 -10.92 C:6 16.32 -12.55 C:11 18.63 -13.29 C:10 19.92 -9.30 C:4 13.98 -11.51 C:1 15.81 -10.18 C:5 15.38 -11.51 C:7 17.69 -12.25 1 12 2 2 12 1 3 13 1 4 14 1 5 13 2 6 15 2 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 17 1 11 16 1 11 17 1 12 17 1 14 16 2 15 16 1', '17 17 C 20.00 -13.00 C 18.20 -14.61 C 21.29 -9.00 C 13.16 -12.64 O 18.98 -8.26 O 17.18 -9.88 C 13.55 -10.18 C 14.68 -9.35 C 19.49 -10.63 C 18.12 -10.92 C 16.32 -12.55 C 18.63 -13.29 C 19.92 -9.30 C 13.98 -11.51 C 15.81 -10.18 C 15.38 -11.51 C 17.69 -12.25 1 12 2 2 12 1 3 13 1 4 14 1 5 13 2 6 15 2 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 17 1 11 16 1 11 17 1 12 17 1 14 16 2 15 16 1', '17 17 C:112 20.00 -13.00 C:18 18.20 -14.61 C:30 21.29 -9.00 C:18 13.16 -12.64 O 18.98 -8.26 O 17.18 -9.88 C:34 13.55 -10.18 C:32 14.68 -9.35 C:42 19.49 -10.63 C:26 18.12 -10.92 C:28 16.32 -12.55 C:146 18.63 -13.29 C:210 19.92 -9.30 C:171 13.98 -11.51 C:209 15.81 -10.18 C:139 15.38 -11.51 C:45 17.69 -12.25 1 12 2 2 12 1 3 13 1 4 14 1 5 13 2 6 15 2 7 8 1 7 14 1 8 15 1 9 10 1 9 13 1 10 17 1 11 16 1 11 17 1 12 17 1 14 16 2 15 16 1', 'C15H22O2', 234.159, 'C', 'hca09_1621_3', 4830, '', '', '1', 55, NULL, NULL),
(19273, 'Indicumolide A', '(3R*,3αR*,4S*,8S*,9R*,9αS*,9βS*)-2,3,3α,4,5,7,8,9,9a,9β-Decahydro-8,9-dihydroxy-3,6,9-trimethyl-2-oxoazuleno[4,5-β]furan-4-yl (2Z)-2-Methylbut-2-enoate', '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](=O)[C:8002]([CH3:8005])=[CH:8003][CH3:8004])[CH2:9][C:10]([CH3:14])=[C:1]2[CH2:2][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(=O)C(C)=CC)CC(C)=C2C[C@H](O)[C@](C)(O)[C@@]23[H]', '[H][C@:79]13O[C:178](=O)[C@H:41]([CH3:15])[C@:58]1([H])[C@@H:71](O[C:167](=O)[C:127]([CH3:21])=[CH:140][CH3:16])[CH2:43][C:127]([CH3:24])=[C:137]2[CH2:39][C@H:79](O)[C@:83]([CH3:24])(O)[C@@:53]23[H]', '29 31 H 15.93 -11.05 H 16.77 -11.05 H 14.44 -11.77 C:8004 23.22 -8.95 C:8005 22.00 -12.45 C:14 16.35 -7.23 C:13 18.88 -13.72 C:15 12.92 -12.14 O 20.81 -8.99 O 16.35 -15.57 O 11.29 -9.03 O 11.83 -11.29 C:8003 23.22 -10.37 C:9 17.69 -9.34 C:2 13.79 -8.52 O 19.47 -11.18 O 15.18 -13.28 C:8002 22.00 -11.05 C:10 16.35 -8.70 C:8001 20.81 -10.37 C:12 16.35 -14.10 C:1 15.03 -9.34 C:11 17.52 -13.28 C:3 12.63 -9.41 C:8 18.02 -10.78 C:4 13.11 -10.78 C:6 15.63 -11.91 C:7 17.08 -11.91 C:5 14.69 -10.78 27 1 -1 28 2 -2 29 3 -2 4 13 1 5 18 1 6 19 1 23 7 -1 26 8 -2 9 20 2 10 21 2 24 11 -1 26 12 -1 13 18 2 14 19 1 14 25 1 15 22 1 15 24 1 16 20 1 25 16 -2 17 21 1 17 27 1 18 20 1 19 22 2 21 23 1 22 29 1 23 28 1 24 26 1 25 28 1 26 29 1 27 28 1 27 29 1', '29 31 H 15.93 -11.05 H 16.77 -11.05 H 14.44 -11.77 C 23.22 -8.95 C 22.00 -12.45 C 16.35 -7.23 C 18.88 -13.72 C 12.92 -12.14 O 20.81 -8.99 O 16.35 -15.57 O 11.29 -9.03 O 11.83 -11.29 C 23.22 -10.37 C 17.69 -9.34 C 13.79 -8.52 O 19.47 -11.18 O 15.18 -13.28 C 22.00 -11.05 C 16.35 -8.70 C 20.81 -10.37 C 16.35 -14.10 C 15.03 -9.34 C 17.52 -13.28 C 12.63 -9.41 C 18.02 -10.78 C 13.11 -10.78 C 15.63 -11.91 C 17.08 -11.91 C 14.69 -10.78 27 1 -1 28 2 -2 29 3 -2 4 13 1 5 18 1 6 19 1 23 7 -1 26 8 -2 9 20 2 10 21 2 24 11 -1 26 12 -1 13 18 2 14 19 1 14 25 1 15 22 1 15 24 1 16 20 1 25 16 -2 17 21 1 17 27 1 18 20 1 19 22 2 21 23 1 22 29 1 23 28 1 24 26 1 25 28 1 26 29 1 27 28 1 27 29 1', '29 31 H 15.93 -11.05 H 16.77 -11.05 H 14.44 -11.77 C:16 23.22 -8.95 C:21 22.00 -12.45 C:24 16.35 -7.23 C:15 18.88 -13.72 C:24 12.92 -12.14 O 20.81 -8.99 O 16.35 -15.57 O 11.29 -9.03 O 11.83 -11.29 C:140 23.22 -10.37 C:43 17.69 -9.34 C:39 13.79 -8.52 O 19.47 -11.18 O 15.18 -13.28 C:127 22.00 -11.05 C:127 16.35 -8.70 C:167 20.81 -10.37 C:178 16.35 -14.10 C:137 15.03 -9.34 C:41 17.52 -13.28 C:79 12.63 -9.41 C:71 18.02 -10.78 C:83 13.11 -10.78 C:79 15.63 -11.91 C:58 17.08 -11.91 C:53 14.69 -10.78 27 1 -1 28 2 -2 29 3 -2 4 13 1 5 18 1 6 19 1 23 7 -1 26 8 -2 9 20 2 10 21 2 24 11 -1 26 12 -1 13 18 2 14 19 1 14 25 1 15 22 1 15 24 1 16 20 1 25 16 -2 17 21 1 17 27 1 18 20 1 19 22 2 21 23 1 22 29 1 23 28 1 24 26 1 25 28 1 26 29 1 27 28 1 27 29 1', 'C20H28O6', 364.234, 'C', 'hca09_1823_1', 4831, '', '', '1', 55, NULL, NULL),
(19274, 'Indicumolide B', '(3R*,3αR*,4S*,8S*,9R*,9αS*,9βS*)-2,3,3α,4,5,7,8,9,9α,9β-Decahydro-8,9-dihydroxy-3,6,9-trimethyl-2-oxoazuleno[4,5-β]furan-4-yl Acetate', '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])=[C:1]2[CH2:2][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)CC(C)=C2C[C@H](O)[C@](C)(O)[C@@]23[H]', '[H][C@:79]13O[C:178](=O)[C@H:41]([CH3:15])[C@:58]1([H])[C@@H:72](O[C:170]([CH3:21])=O)[CH2:42][C:126]([CH3:24])=[C:137]2[CH2:39][C@H:79](O)[C@:83]([CH3:24])(O)[C@@:53]23[H]', '26 28 H 16.50 -11.07 H 17.34 -11.07 H 15.02 -11.79 C:8002 22.59 -11.07 C:14 16.92 -7.24 C:13 19.45 -13.74 C:15 13.50 -12.16 O 21.39 -9.00 O 16.92 -15.59 O 11.87 -9.04 O 12.41 -11.31 C:9 18.26 -9.35 C:2 14.37 -8.53 O 20.05 -11.20 O 15.76 -13.30 C:8001 21.39 -10.39 C:10 16.92 -8.71 C:12 16.92 -14.12 C:1 15.61 -9.35 C:11 18.09 -13.30 C:3 13.21 -9.42 C:8 18.59 -10.80 C:4 13.69 -10.80 C:6 16.20 -11.93 C:7 17.65 -11.93 C:5 15.27 -10.80 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -1 23 7 -2 8 16 2 9 18 2 21 10 -1 23 11 -1 12 17 1 12 22 1 13 19 1 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 2 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 16.50 -11.07 H 17.34 -11.07 H 15.02 -11.79 C 22.59 -11.07 C 16.92 -7.24 C 19.45 -13.74 C 13.50 -12.16 O 21.39 -9.00 O 16.92 -15.59 O 11.87 -9.04 O 12.41 -11.31 C 18.26 -9.35 C 14.37 -8.53 O 20.05 -11.20 O 15.76 -13.30 C 21.39 -10.39 C 16.92 -8.71 C 16.92 -14.12 C 15.61 -9.35 C 18.09 -13.30 C 13.21 -9.42 C 18.59 -10.80 C 13.69 -10.80 C 16.20 -11.93 C 17.65 -11.93 C 15.27 -10.80 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -1 23 7 -2 8 16 2 9 18 2 21 10 -1 23 11 -1 12 17 1 12 22 1 13 19 1 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 2 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 16.50 -11.07 H 17.34 -11.07 H 15.02 -11.79 C:21 22.59 -11.07 C:24 16.92 -7.24 C:15 19.45 -13.74 C:24 13.50 -12.16 O 21.39 -9.00 O 16.92 -15.59 O 11.87 -9.04 O 12.41 -11.31 C:42 18.26 -9.35 C:39 14.37 -8.53 O 20.05 -11.20 O 15.76 -13.30 C:170 21.39 -10.39 C:126 16.92 -8.71 C:178 16.92 -14.12 C:137 15.61 -9.35 C:41 18.09 -13.30 C:79 13.21 -9.42 C:72 18.59 -10.80 C:83 13.69 -10.80 C:79 16.20 -11.93 C:58 17.65 -11.93 C:53 15.27 -10.80 24 1 -1 25 2 -2 26 3 -2 4 16 1 5 17 1 20 6 -1 23 7 -2 8 16 2 9 18 2 21 10 -1 23 11 -1 12 17 1 12 22 1 13 19 1 13 21 1 14 16 1 22 14 -2 15 18 1 15 24 1 17 19 2 18 20 1 19 26 1 20 25 1 21 23 1 22 25 1 23 26 1 24 25 1 24 26 1', 'C17H24O6', 324.202, 'C', 'hca09_1823_2', 4831, '', '', '1', 55, NULL, NULL),
(19275, 'Indicumolide C', '2-[(1R*,4R*,4αR*,6S*,8αR*)-1,2,3,4,4α,5,6,8α-Octahydro-4,6-dihydroxy-4,7-dimethylnaphthalen-1-yl]propanoic Acid', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:5]12[CH:4]=[C:3]([CH3:14])[C@@H:2](O)[CH2:1][C@@:10]1([H])[C@:9]([CH3:15])(O)[CH2:8][CH2:7][C@H:6]2[CH:11]([CH3:13])[C:12](=O)O', '[H][C@@]12C=C(C)[C@@H](O)C[C@@]1([H])[C@](C)(O)CC[C@H]2C(C)C(=O)O', '[H][C@@:40]12[CH:125]=[C:136]([CH3:21])[C@@H:66](O)[CH2:32][C@@:43]1([H])[C@:70]([CH3:21])(O)[CH2:42][CH2:25][C@H:44]2[CH:39]([CH3:14])[C:176](=O)O', '21 22 H 17.83 -12.04 H 17.83 -8.54 C:14 14.13 -11.73 C:13 20.33 -13.88 C:15 19.81 -7.61 O 16.58 -13.15 O 17.83 -15.28 O 14.13 -8.85 O 18.36 -7.61 C:4 16.58 -11.73 C:7 20.36 -11.01 C:8 20.36 -9.57 C:1 16.58 -8.85 C:3 15.37 -11.01 C:12 17.83 -13.88 C:11 19.09 -13.15 C:2 15.37 -9.57 C:6 19.09 -11.73 C:9 19.09 -8.85 C:5 17.83 -11.01 C:10 17.83 -9.57 20 1 -1 21 2 -2 3 14 1 4 16 1 19 5 -1 6 15 2 7 15 1 17 8 -1 19 9 -2 10 14 2 10 20 1 11 12 1 11 18 1 12 19 1 13 17 1 13 21 1 14 17 1 15 16 1 18 16 -1 18 20 1 19 21 1 20 21 1', '21 22 H 17.83 -12.04 H 17.83 -8.54 C 14.13 -11.73 C 20.33 -13.88 C 19.81 -7.61 O 16.58 -13.15 O 17.83 -15.28 O 14.13 -8.85 O 18.36 -7.61 C 16.58 -11.73 C 20.36 -11.01 C 20.36 -9.57 C 16.58 -8.85 C 15.37 -11.01 C 17.83 -13.88 C 19.09 -13.15 C 15.37 -9.57 C 19.09 -11.73 C 19.09 -8.85 C 17.83 -11.01 C 17.83 -9.57 20 1 -1 21 2 -2 3 14 1 4 16 1 19 5 -1 6 15 2 7 15 1 17 8 -1 19 9 -2 10 14 2 10 20 1 11 12 1 11 18 1 12 19 1 13 17 1 13 21 1 14 17 1 15 16 1 18 16 -1 18 20 1 19 21 1 20 21 1', '21 22 H 17.83 -12.04 H 17.83 -8.54 C:21 14.13 -11.73 C:14 20.33 -13.88 C:21 19.81 -7.61 O 16.58 -13.15 O 17.83 -15.28 O 14.13 -8.85 O 18.36 -7.61 C:125 16.58 -11.73 C:25 20.36 -11.01 C:42 20.36 -9.57 C:32 16.58 -8.85 C:136 15.37 -11.01 C:176 17.83 -13.88 C:39 19.09 -13.15 C:66 15.37 -9.57 C:44 19.09 -11.73 C:70 19.09 -8.85 C:40 17.83 -11.01 C:43 17.83 -9.57 20 1 -1 21 2 -2 3 14 1 4 16 1 19 5 -1 6 15 2 7 15 1 17 8 -1 19 9 -2 10 14 2 10 20 1 11 12 1 11 18 1 12 19 1 13 17 1 13 21 1 14 17 1 15 16 1 18 16 -1 18 20 1 19 21 1 20 21 1', 'C15H24O4', 268.174, 'D', 'hca09_1823_3', 4831, '', '', '1', 55, NULL, NULL),
(19276, 'Myrrhasin', '(1β,3β,5α,13α,17α)-4,4,8-Trimethylcholesta-14,24-diene-1,3-diol', 'Terpenoids', 'Triterpenoids', 'Apotirucallanes', '[H][C@@:17]1([C@@H:20]([CH3:21])[CH2:22][CH2:23][CH:24]=[C:25]([CH3:26])[CH3:27])[CH2:16][CH:15]=[C:14]2[C@@:13]1([CH3:18])[CH2:12][CH2:11][C@@:9]4([H])[C@@:8]2([CH3:30])[CH2:7][CH2:6][C@@:5]3([H])[C@:4]([CH3:29])([CH3:28])[C@@H:3](O)[CH2:2][C@@H:1](O)[C@@:10]34[CH3:19]', '[H][C@@]1([C@@H](C)CCC=C(C)C)CC=C2[C@@]1(C)CC[C@@]4([H])[C@@]2(C)CC[C@@]3([H])[C@](C)(C)[C@@H](O)C[C@@H](O)[C@@]34C', '[H][C@@:60]1([C@@H:33]([CH3:19])[CH2:36][CH2:25][CH:125]=[C:131]([CH3:18])[CH3:26])[CH2:35][CH:118]=[C:165]2[C@@:46]1([CH3:19])[CH2:35][CH2:21][C@@:50]4([H])[C@@:38]2([CH3:28])[CH2:41][CH2:18][C@@:54]3([H])[C@:39]([CH3:15])([CH3:28])[C@@H:76](O)[CH2:37][C@@H:78](O)[C@@:43]34[CH3:12]', '35 38 H 18.10 -10.59 H 13.21 -14.70 H 14.50 -12.53 C:26 23.07 -11.17 C:27 24.92 -9.52 C:21 17.86 -7.20 C:29 11.18 -15.66 C:28 12.71 -15.66 C:18 17.03 -8.66 C:30 15.76 -10.86 C:19 13.21 -10.81 O 9.56 -14.44 O 11.96 -10.11 C:24 22.56 -8.75 C:15 18.38 -11.92 C:23 21.18 -9.04 C:16 19.20 -10.81 C:22 20.21 -8.00 C:6 14.50 -14.41 C:11 14.50 -10.08 C:12 15.76 -9.35 C:7 15.76 -13.71 C:2 10.74 -12.24 C:25 23.52 -9.84 C:14 17.03 -11.50 C:20 18.81 -8.30 C:3 10.74 -13.71 C:1 11.96 -11.50 C:4 11.96 -14.41 C:17 18.38 -9.65 C:5 13.21 -13.71 C:9 14.50 -11.50 C:13 17.03 -10.08 C:8 15.76 -12.24 C:10 13.21 -12.24 30 1 -1 31 2 -2 32 3 -2 4 24 1 5 24 1 26 6 -1 29 7 -1 29 8 -2 33 9 -2 34 10 -1 35 11 -1 27 12 -1 28 13 -1 14 16 1 14 24 2 15 17 1 15 25 2 16 18 1 17 30 1 18 26 1 19 22 1 19 31 1 20 21 1 20 32 1 21 33 1 22 34 1 23 27 1 23 28 1 25 33 1 25 34 1 26 30 1 27 29 1 28 35 1 29 31 1 30 33 1 31 35 1 32 34 1 32 35 1', '35 38 H 18.10 -10.59 H 13.21 -14.70 H 14.50 -12.53 C 23.07 -11.17 C 24.92 -9.52 C 17.86 -7.20 C 11.18 -15.66 C 12.71 -15.66 C 17.03 -8.66 C 15.76 -10.86 C 13.21 -10.81 O 9.56 -14.44 O 11.96 -10.11 C 22.56 -8.75 C 18.38 -11.92 C 21.18 -9.04 C 19.20 -10.81 C 20.21 -8.00 C 14.50 -14.41 C 14.50 -10.08 C 15.76 -9.35 C 15.76 -13.71 C 10.74 -12.24 C 23.52 -9.84 C 17.03 -11.50 C 18.81 -8.30 C 10.74 -13.71 C 11.96 -11.50 C 11.96 -14.41 C 18.38 -9.65 C 13.21 -13.71 C 14.50 -11.50 C 17.03 -10.08 C 15.76 -12.24 C 13.21 -12.24 30 1 -1 31 2 -2 32 3 -2 4 24 1 5 24 1 26 6 -1 29 7 -1 29 8 -2 33 9 -2 34 10 -1 35 11 -1 27 12 -1 28 13 -1 14 16 1 14 24 2 15 17 1 15 25 2 16 18 1 17 30 1 18 26 1 19 22 1 19 31 1 20 21 1 20 32 1 21 33 1 22 34 1 23 27 1 23 28 1 25 33 1 25 34 1 26 30 1 27 29 1 28 35 1 29 31 1 30 33 1 31 35 1 32 34 1 32 35 1', '35 38 H 18.10 -10.59 H 13.21 -14.70 H 14.50 -12.53 C:18 23.07 -11.17 C:26 24.92 -9.52 C:19 17.86 -7.20 C:15 11.18 -15.66 C:28 12.71 -15.66 C:19 17.03 -8.66 C:28 15.76 -10.86 C:12 13.21 -10.81 O 9.56 -14.44 O 11.96 -10.11 C:125 22.56 -8.75 C:118 18.38 -11.92 C:25 21.18 -9.04 C:35 19.20 -10.81 C:36 20.21 -8.00 C:18 14.50 -14.41 C:21 14.50 -10.08 C:35 15.76 -9.35 C:41 15.76 -13.71 C:37 10.74 -12.24 C:131 23.52 -9.84 C:165 17.03 -11.50 C:33 18.81 -8.30 C:76 10.74 -13.71 C:78 11.96 -11.50 C:39 11.96 -14.41 C:60 18.38 -9.65 C:54 13.21 -13.71 C:50 14.50 -11.50 C:46 17.03 -10.08 C:38 15.76 -12.24 C:43 13.21 -12.24 30 1 -1 31 2 -2 32 3 -2 4 24 1 5 24 1 26 6 -1 29 7 -1 29 8 -2 33 9 -2 34 10 -1 35 11 -1 27 12 -1 28 13 -1 14 16 1 14 24 2 15 17 1 15 25 2 16 18 1 17 30 1 18 26 1 19 22 1 19 31 1 20 21 1 20 32 1 21 33 1 22 34 1 23 27 1 23 28 1 25 33 1 25 34 1 26 30 1 27 29 1 28 35 1 29 31 1 30 33 1 31 35 1 32 34 1 32 35 1', 'C30H50O2', 442.344, 'C', 'hca09_645_1', 4832, '', '', '1', 55, NULL, NULL),
(19277, 'Myrrhanolide A', '(9αS)-9α-Hydroxy-3,5,8-trimethyl-9,9α-dihydronaphtho[2,3-β]furan-2(4H)-one', 'Terpenoids', 'Sesquiterpenoids', 'Abeo-Eudesmanes', '[CH3:13][C:11]3=[C:7]2[CH2:6][c:5]1[c:4]([CH3:15])[cH:3][cH:2][c:1]([CH3:14])[c:10]1[CH2:9][C@:8]2(O)O[C:12]3=O', 'CC3=C2Cc1c(C)ccc(C)c1C[C@]2(O)OC3=O', '[CH3:9][C:123]3=[C:157]2[CH2:27][c:130]1[c:134]([CH3:20])[cH:129][cH:129][c:134]([CH3:20])[c:130]1[CH2:40][C@:102]2(O)O[C:172]3=O', '18 20 C:13 19.66 -13.91 C:15 14.25 -14.25 C:14 14.25 -8.64 O 21.44 -11.44 O 17.89 -9.34 C:3 13.04 -12.14 C:2 13.04 -10.74 C:6 16.67 -12.84 C:9 16.67 -10.04 O 19.22 -10.31 C:11 19.22 -12.57 C:12 20.04 -11.44 C:7 17.89 -12.14 C:4 14.25 -12.84 C:1 14.25 -10.04 C:5 15.46 -12.14 C:10 15.46 -10.74 C:8 17.89 -10.74 1 11 1 2 14 1 3 15 1 4 12 2 18 5 -1 6 7 1 6 14 2 7 15 2 8 13 1 8 16 1 9 17 1 9 18 1 10 12 1 10 18 1 11 12 1 11 13 2 13 18 1 14 16 1 15 17 1 16 17 2', '18 20 C 19.66 -13.91 C 14.25 -14.25 C 14.25 -8.64 O 21.44 -11.44 O 17.89 -9.34 C 13.04 -12.14 C 13.04 -10.74 C 16.67 -12.84 C 16.67 -10.04 O 19.22 -10.31 C 19.22 -12.57 C 20.04 -11.44 C 17.89 -12.14 C 14.25 -12.84 C 14.25 -10.04 C 15.46 -12.14 C 15.46 -10.74 C 17.89 -10.74 1 11 1 2 14 1 3 15 1 4 12 2 18 5 -1 6 7 1 6 14 2 7 15 2 8 13 1 8 16 1 9 17 1 9 18 1 10 12 1 10 18 1 11 12 1 11 13 2 13 18 1 14 16 1 15 17 1 16 17 2', '18 20 C:9 19.66 -13.91 C:20 14.25 -14.25 C:20 14.25 -8.64 O 21.44 -11.44 O 17.89 -9.34 C:129 13.04 -12.14 C:129 13.04 -10.74 C:27 16.67 -12.84 C:40 16.67 -10.04 O 19.22 -10.31 C:123 19.22 -12.57 C:172 20.04 -11.44 C:157 17.89 -12.14 C:134 14.25 -12.84 C:134 14.25 -10.04 C:130 15.46 -12.14 C:130 15.46 -10.74 C:102 17.89 -10.74 1 11 1 2 14 1 3 15 1 4 12 2 18 5 -1 6 7 1 6 14 2 7 15 2 8 13 1 8 16 1 9 17 1 9 18 1 10 12 1 10 18 1 11 12 1 11 13 2 13 18 1 14 16 1 15 17 1 16 17 2', 'C15H16O3', 244.159, 'C', 'hca09_645_2', 4832, '', '', '1', 55, NULL, NULL),
(19278, 'Myrrhanolide B', '(3αR,5S,8S)-3α-Hydroxy-1,5,8-trimethyl-3α,4,5,7,8,9-hexahydronaphtho[2,1-β]furan-2,6-dione', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[CH3:13][C:11]3=[C:7]2[C:6]1=[C:1]([C:2](=O)[CH2:3][C@@H:4]([CH3:14])[CH2:5]1)[C@@H:10]([CH3:15])[CH2:9][C@@:8]2(O)O[C:12]3=O', 'CC3=C2C1=C(C(=O)C[C@@H](C)C1)[C@@H](C)C[C@@]2(O)OC3=O', '[CH3:10][C:125]3=[C:154]2[C:141]1=[C:142]([C:200](=O)[CH2:48][C@@H:32]([CH3:21])[CH2:37]1)[C@@H:29]([CH3:22])[CH2:40][C@@:102]2(O)O[C:172]3=O', '19 21 C:13 17.94 -14.56 C:14 13.61 -12.20 C:15 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C:3 14.86 -10.08 C:5 16.08 -12.20 C:9 19.78 -10.08 O 20.77 -12.41 C:2 16.08 -9.37 C:11 18.84 -13.53 C:12 20.22 -13.66 C:6 17.30 -11.48 C:1 17.30 -10.08 C:7 18.52 -12.20 C:4 14.86 -11.48 C:10 18.52 -9.37 C:8 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -2 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', '19 21 C 17.94 -14.56 C 13.61 -12.20 C 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C 14.86 -10.08 C 16.08 -12.20 C 19.78 -10.08 O 20.77 -12.41 C 16.08 -9.37 C 18.84 -13.53 C 20.22 -13.66 C 17.30 -11.48 C 17.30 -10.08 C 18.52 -12.20 C 14.86 -11.48 C 18.52 -9.37 C 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -2 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', '19 21 C:10 17.94 -14.56 C:21 13.61 -12.20 C:22 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C:48 14.86 -10.08 C:37 16.08 -12.20 C:40 19.78 -10.08 O 20.77 -12.41 C:200 16.08 -9.37 C:125 18.84 -13.53 C:172 20.22 -13.66 C:141 17.30 -11.48 C:142 17.30 -10.08 C:154 18.52 -12.20 C:32 14.86 -11.48 C:29 18.52 -9.37 C:102 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -2 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', 'C15H18O4', 262.158, 'C', 'hca09_645_3', 4832, '', '', '1', 55, NULL, NULL),
(19279, 'Myrrhanolide C', '(3αS,5S,8S)-3α-Hydroxy-1,5,8-trimethyl-3α,4,5,7,8,9-hexahydronaphtho[2,1-β]furan-2,6-dione', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[CH3:13][C:11]3=[C:7]2[C:6]1=[C:1]([C:2](=O)[CH2:3][C@@H:4]([CH3:14])[CH2:5]1)[C@@H:10]([CH3:15])[CH2:9][C@:8]2(O)O[C:12]3=O', 'CC3=C2C1=C(C(=O)C[C@@H](C)C1)[C@@H](C)C[C@]2(O)OC3=O', '[CH3:11][C:125]3=[C:153]2[C:140]1=[C:142]([C:198](=O)[CH2:46][C@@H:29]([CH3:20])[CH2:35]1)[C@@H:29]([CH3:20])[CH2:39][C@:102]2(O)O[C:172]3=O', '19 21 C:13 17.94 -14.56 C:14 13.61 -12.20 C:15 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C:3 14.86 -10.08 C:5 16.08 -12.20 C:9 19.78 -10.08 O 20.77 -12.41 C:2 16.08 -9.37 C:11 18.84 -13.53 C:12 20.22 -13.66 C:6 17.30 -11.48 C:1 17.30 -10.08 C:7 18.52 -12.20 C:4 14.86 -11.48 C:10 18.52 -9.37 C:8 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -1 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', '19 21 C 17.94 -14.56 C 13.61 -12.20 C 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C 14.86 -10.08 C 16.08 -12.20 C 19.78 -10.08 O 20.77 -12.41 C 16.08 -9.37 C 18.84 -13.53 C 20.22 -13.66 C 17.30 -11.48 C 17.30 -10.08 C 18.52 -12.20 C 14.86 -11.48 C 18.52 -9.37 C 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -1 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', '19 21 C:11 17.94 -14.56 C:20 13.61 -12.20 C:20 18.52 -7.95 O 16.08 -8.00 O 20.92 -14.85 O 19.78 -12.84 C:46 14.86 -10.08 C:35 16.08 -12.20 C:39 19.78 -10.08 O 20.77 -12.41 C:198 16.08 -9.37 C:125 18.84 -13.53 C:172 20.22 -13.66 C:140 17.30 -11.48 C:142 17.30 -10.08 C:153 18.52 -12.20 C:29 14.86 -11.48 C:29 18.52 -9.37 C:102 19.78 -11.48 1 12 1 17 2 -2 18 3 -1 4 11 2 5 13 2 19 6 -1 7 11 1 7 17 1 8 14 1 8 17 1 9 18 1 9 19 1 10 13 1 10 19 1 11 15 1 12 13 1 12 16 2 14 15 2 14 16 1 15 18 1 16 19 1', 'C15H18O4', 262.158, 'C', 'hca09_645_4', 4832, '', '', '1', 55, NULL, NULL),
(19280, '', '(1R*,2S*,4R*,5S*)-3,3-Dimethyl-5-hydroxybicyclo[2,2,1]hept-2-ylmethanol', 'Terpenoids', 'Monoterpenoids', 'Camphanes', '[CH3:10][C@:3]1([CH3:9])[C@H:2]([CH2:8]O)[C@H:1]2[CH2:6][C@@H:5](O)[C@@H:4]1[CH2:7]2', 'C[C@]1(C)[C@H](CO)[C@H]2C[C@@H](O)[C@@H]1C2', '[CH3:33][C@:36]1([CH3:20])[C@H:52]([CH2:61]O)[C@H:40]2[CH2:34][C@@H:70](O)[C@@H:58]1[CH2:33]2', '12 13 C:10 19.76 -12.56 C:9 19.06 -13.77 O 19.58 -9.08 O 14.72 -13.25 C:8 19.58 -10.48 C:6 15.94 -11.18 C:7 17.49 -11.89 C:5 15.94 -12.56 C:1 17.13 -10.48 C:2 18.35 -11.18 C:4 17.13 -13.25 C:3 18.35 -12.56 12 1 -1 12 2 -2 3 5 1 8 4 -2 10 5 -1 6 8 1 6 9 1 9 7 -2 11 7 -2 8 11 1 9 10 1 10 12 1 11 12 1', '12 13 C 19.76 -12.56 C 19.06 -13.77 O 19.58 -9.08 O 14.72 -13.25 C 19.58 -10.48 C 15.94 -11.18 C 17.49 -11.89 C 15.94 -12.56 C 17.13 -10.48 C 18.35 -11.18 C 17.13 -13.25 C 18.35 -12.56 12 1 -1 12 2 -2 3 5 1 8 4 -2 10 5 -1 6 8 1 6 9 1 9 7 -2 11 7 -2 8 11 1 9 10 1 10 12 1 11 12 1', '12 13 C:33 19.76 -12.56 C:20 19.06 -13.77 O 19.58 -9.08 O 14.72 -13.25 C:61 19.58 -10.48 C:34 15.94 -11.18 C:33 17.49 -11.89 C:70 15.94 -12.56 C:40 17.13 -10.48 C:52 18.35 -11.18 C:58 17.13 -13.25 C:36 18.35 -12.56 12 1 -1 12 2 -2 3 5 1 8 4 -2 10 5 -1 6 8 1 6 9 1 9 7 -2 11 7 -2 8 11 1 9 10 1 10 12 1 11 12 1', 'C10H18O2', 170.106, 'A', 'jf09_478_1', 4833, '', '', '1', 55, NULL, NULL),
(19281, '', '(5S*,6S*,7S*,9R*,10S*)-7-Hydroxy-5,7-epidioxycadinan-3-ene-2-one', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][C:3](=O)[C:4]([CH3:14])=[CH:5][C@@:6]13OO[C@@:8](O)([CH2:9][C@H:10]2[CH3:15])[C@H:7]3[CH:11]([CH3:13])[CH3:12]', '[H][C@@]12CC(=O)C(C)=C[C@@]13OO[C@@](O)(C[C@H]2C)[C@H]3C(C)C', '[H][C@@:49]12[CH2:38][C:199](=O)[C:135]([CH3:16])=[CH:141][C@@:86]13OO[C@@:109](O)([CH2:48][C@H:32]2[CH3:18])[C@H:63]3[CH:26]([CH3:21])[CH3:20]', '20 22 H 17.27 -9.37 C:14 13.69 -12.47 C:13 19.67 -14.55 C:12 17.27 -14.55 C:15 18.48 -8.32 O 13.74 -9.74 O 20.36 -12.94 C:5 16.09 -12.47 C:2 16.09 -9.71 C:9 19.67 -10.40 O 20.76 -11.05 O 18.41 -11.05 C:4 14.89 -11.77 C:3 14.89 -10.40 C:11 18.48 -13.87 C:10 18.48 -9.71 C:7 18.48 -12.47 C:1 17.27 -10.40 C:8 19.67 -11.77 C:6 17.27 -11.77 18 1 -2 2 13 1 3 15 1 4 15 1 16 5 -2 6 14 2 19 7 -1 8 13 2 8 20 1 9 14 1 9 18 1 10 16 1 10 19 1 11 12 1 19 11 -2 20 12 -2 13 14 1 17 15 -1 16 18 1 17 19 1 17 20 1 18 20 1', '20 22 H 17.27 -9.37 C 13.69 -12.47 C 19.67 -14.55 C 17.27 -14.55 C 18.48 -8.32 O 13.74 -9.74 O 20.36 -12.94 C 16.09 -12.47 C 16.09 -9.71 C 19.67 -10.40 O 20.76 -11.05 O 18.41 -11.05 C 14.89 -11.77 C 14.89 -10.40 C 18.48 -13.87 C 18.48 -9.71 C 18.48 -12.47 C 17.27 -10.40 C 19.67 -11.77 C 17.27 -11.77 18 1 -2 2 13 1 3 15 1 4 15 1 16 5 -2 6 14 2 19 7 -1 8 13 2 8 20 1 9 14 1 9 18 1 10 16 1 10 19 1 11 12 1 19 11 -2 20 12 -2 13 14 1 17 15 -1 16 18 1 17 19 1 17 20 1 18 20 1', '20 22 H 17.27 -9.37 C:16 13.69 -12.47 C:21 19.67 -14.55 C:20 17.27 -14.55 C:18 18.48 -8.32 O 13.74 -9.74 O 20.36 -12.94 C:141 16.09 -12.47 C:38 16.09 -9.71 C:48 19.67 -10.40 O 20.76 -11.05 O 18.41 -11.05 C:135 14.89 -11.77 C:199 14.89 -10.40 C:26 18.48 -13.87 C:32 18.48 -9.71 C:63 18.48 -12.47 C:49 17.27 -10.40 C:109 19.67 -11.77 C:86 17.27 -11.77 18 1 -2 2 13 1 3 15 1 4 15 1 16 5 -2 6 14 2 19 7 -1 8 13 2 8 20 1 9 14 1 9 18 1 10 16 1 10 19 1 11 12 1 19 11 -2 20 12 -2 13 14 1 17 15 -1 16 18 1 17 19 1 17 20 1 18 20 1', 'C15H22O4', 266.166, 'C', 'jf09_478_2', 4833, '', '', '1', 55, NULL, NULL),
(19282, '', '(5S*,6R*,9R*,10S*)-5,6-Dihydroxy-cadinan-3-ene-2,7-dione', 'Terpenoids', 'Sesquiterpenoids', 'Cadinanes', '[H][C@@:1]12[CH2:2][C:3](=O)[C:4]([CH3:14])=[CH:5][C@:6]1(O)[C@:7](O)([CH:11]([CH3:13])[CH3:12])[C:8](=O)[CH2:9][C@H:10]2[CH3:15]', '[H][C@@]12CC(=O)C(C)=C[C@]1(O)[C@](O)(C(C)C)C(=O)C[C@H]2C', '[H][C@@:41]12[CH2:43][C:197](=O)[C:141]([CH3:16])=[CH:142][C@:71]1(O)[C@:73](O)([CH:29]([CH3:18])[CH3:17])[C:207](=O)[CH2:43][C@H:39]2[CH3:21]', '20 21 H 17.21 -9.33 C:14 13.53 -12.51 C:13 19.67 -14.64 C:12 17.21 -14.64 C:15 18.45 -8.25 O 13.58 -9.71 O 20.92 -12.51 O 17.21 -13.23 O 19.67 -13.23 C:5 15.99 -12.51 C:9 19.67 -10.38 C:2 15.99 -9.68 C:4 14.76 -11.79 C:3 14.76 -10.38 C:8 19.67 -11.79 C:11 18.45 -13.95 C:10 18.45 -9.68 C:1 17.21 -10.38 C:6 17.21 -11.79 C:7 18.45 -12.51 18 1 -2 2 13 1 3 16 1 4 16 1 17 5 -2 6 14 2 7 15 2 19 8 -2 20 9 -2 10 13 2 10 19 1 11 15 1 11 17 1 12 14 1 12 18 1 13 14 1 15 20 1 20 16 -1 17 18 1 18 19 1 19 20 1', '20 21 H 17.21 -9.33 C 13.53 -12.51 C 19.67 -14.64 C 17.21 -14.64 C 18.45 -8.25 O 13.58 -9.71 O 20.92 -12.51 O 17.21 -13.23 O 19.67 -13.23 C 15.99 -12.51 C 19.67 -10.38 C 15.99 -9.68 C 14.76 -11.79 C 14.76 -10.38 C 19.67 -11.79 C 18.45 -13.95 C 18.45 -9.68 C 17.21 -10.38 C 17.21 -11.79 C 18.45 -12.51 18 1 -2 2 13 1 3 16 1 4 16 1 17 5 -2 6 14 2 7 15 2 19 8 -2 20 9 -2 10 13 2 10 19 1 11 15 1 11 17 1 12 14 1 12 18 1 13 14 1 15 20 1 20 16 -1 17 18 1 18 19 1 19 20 1', '20 21 H 17.21 -9.33 C:16 13.53 -12.51 C:18 19.67 -14.64 C:17 17.21 -14.64 C:21 18.45 -8.25 O 13.58 -9.71 O 20.92 -12.51 O 17.21 -13.23 O 19.67 -13.23 C:142 15.99 -12.51 C:43 19.67 -10.38 C:43 15.99 -9.68 C:141 14.76 -11.79 C:197 14.76 -10.38 C:207 19.67 -11.79 C:29 18.45 -13.95 C:39 18.45 -9.68 C:41 17.21 -10.38 C:71 17.21 -11.79 C:73 18.45 -12.51 18 1 -2 2 13 1 3 16 1 4 16 1 17 5 -2 6 14 2 7 15 2 19 8 -2 20 9 -2 10 13 2 10 19 1 11 15 1 11 17 1 12 14 1 12 18 1 13 14 1 15 20 1 20 16 -1 17 18 1 18 19 1 19 20 1', 'C15H22O4', 266.166, 'C', 'jf09_478_3', 4833, '', '', '1', 55, NULL, NULL),
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(19292, '', '2-Methoxy-calamenene-l4-carboxylic acid', 'Terpenoids', 'Sesquiterpenoids', 'Calamenenes', '[CH3:3001]O[c:3]1[cH:2][c:1]2[c:6]([cH:5][c:4]1[CH3:14])[C@H:7]([CH:11]([CH3:12])[CH3:13])[CH2:8][CH2:9][CH:10]2[C:15](=O)O', 'COc1cc2c(cc1C)[C@H](C(C)C)CCC2C(=O)O', '[CH3:53]O[c:152]1[cH:116][c:133]2[c:133]([cH:131][c:124]1[CH3:16])[C@H:43]([CH:32]([CH3:22])[CH3:18])[CH2:21][CH2:25][CH:45]2[C:177](=O)O', '19 20 C:3001 14.26 -8.64 C:14 14.21 -12.82 C:12 17.85 -14.92 C:13 20.29 -14.92 O 20.29 -7.91 O 17.85 -7.91 C:5 16.65 -12.82 C:2 16.65 -10.02 C:9 20.29 -10.71 C:8 20.29 -12.10 O 14.26 -10.02 C:15 19.08 -8.60 C:4 15.46 -12.10 C:3 15.46 -10.71 C:1 17.85 -10.71 C:6 17.85 -12.10 C:11 19.08 -14.21 C:10 19.08 -10.02 C:7 19.08 -12.82 1 11 1 2 13 1 3 17 1 4 17 1 5 12 2 6 12 1 7 13 1 7 16 2 8 14 1 8 15 2 9 10 1 9 18 1 10 19 1 11 14 1 12 18 1 13 14 2 15 16 1 15 18 1 16 19 1 19 17 -1', '19 20 C 14.26 -8.64 C 14.21 -12.82 C 17.85 -14.92 C 20.29 -14.92 O 20.29 -7.91 O 17.85 -7.91 C 16.65 -12.82 C 16.65 -10.02 C 20.29 -10.71 C 20.29 -12.10 O 14.26 -10.02 C 19.08 -8.60 C 15.46 -12.10 C 15.46 -10.71 C 17.85 -10.71 C 17.85 -12.10 C 19.08 -14.21 C 19.08 -10.02 C 19.08 -12.82 1 11 1 2 13 1 3 17 1 4 17 1 5 12 2 6 12 1 7 13 1 7 16 2 8 14 1 8 15 2 9 10 1 9 18 1 10 19 1 11 14 1 12 18 1 13 14 2 15 16 1 15 18 1 16 19 1 19 17 -1', '19 20 C:53 14.26 -8.64 C:16 14.21 -12.82 C:22 17.85 -14.92 C:18 20.29 -14.92 O 20.29 -7.91 O 17.85 -7.91 C:131 16.65 -12.82 C:116 16.65 -10.02 C:25 20.29 -10.71 C:21 20.29 -12.10 O 14.26 -10.02 C:177 19.08 -8.60 C:124 15.46 -12.10 C:152 15.46 -10.71 C:133 17.85 -10.71 C:133 17.85 -12.10 C:32 19.08 -14.21 C:45 19.08 -10.02 C:43 19.08 -12.82 1 11 1 2 13 1 3 17 1 4 17 1 5 12 2 6 12 1 7 13 1 7 16 2 8 14 1 8 15 2 9 10 1 9 18 1 10 19 1 11 14 1 12 18 1 13 14 2 15 16 1 15 18 1 16 19 1 19 17 -1', 'C16H22O3', 262.169, 'C', 'ph09_69_2', 4838, '', '', '1', 55, 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
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(19306, '', 'N-[(3R*,4R*)-3-amino-3,4-dihydro-4-methyl-2,6-dioxo-2H,6H-1,5-benzodioxocin-10-yl ]formamide', 'Alkaloids', 'Anilines', '', '[CH3:12][C@H:8]2O[C:7](=O)[c:1]1[cH:6][cH:5][cH:4][c:3](N[CH:11]=O)[c:2]1O[C:10](=O)[C@@H:9]2N', 'C[C@H]2OC(=O)c1cccc(NC=O)c1OC(=O)[C@@H]2N', '[CH3:15][C@H:75]2O[C:171](=O)[c:116]1[cH:124][cH:120][cH:127][c:128](N[CH:162]=O)[c:152]1O[C:175](=O)[C@@H:58]2N', '19 20 C:12 13.61 -8.99 N 16.04 -7.59 O 20.89 -14.59 O 13.61 -13.19 O 18.46 -8.99 C:11 20.89 -13.19 C:5 17.25 -15.29 C:4 18.46 -14.59 C:6 16.04 -14.59 N 19.67 -12.49 O 17.25 -11.09 O 14.82 -11.09 C:7 14.82 -12.49 C:10 17.25 -9.69 C:3 18.46 -13.19 C:1 16.04 -13.19 C:2 17.25 -12.49 C:8 14.82 -9.69 C:9 16.04 -8.99 18 1 -2 19 2 -1 3 6 2 4 13 2 5 14 2 6 10 1 7 8 2 7 9 1 8 15 1 9 16 2 10 15 1 11 14 1 11 17 1 12 13 1 12 18 1 13 16 1 14 19 1 15 17 2 16 17 1 18 19 1', '19 20 C 13.61 -8.99 N 16.04 -7.59 O 20.89 -14.59 O 13.61 -13.19 O 18.46 -8.99 C 20.89 -13.19 C 17.25 -15.29 C 18.46 -14.59 C 16.04 -14.59 N 19.67 -12.49 O 17.25 -11.09 O 14.82 -11.09 C 14.82 -12.49 C 17.25 -9.69 C 18.46 -13.19 C 16.04 -13.19 C 17.25 -12.49 C 14.82 -9.69 C 16.04 -8.99 18 1 -2 19 2 -1 3 6 2 4 13 2 5 14 2 6 10 1 7 8 2 7 9 1 8 15 1 9 16 2 10 15 1 11 14 1 11 17 1 12 13 1 12 18 1 13 16 1 14 19 1 15 17 2 16 17 1 18 19 1', '19 20 C:15 13.61 -8.99 N 16.04 -7.59 O 20.89 -14.59 O 13.61 -13.19 O 18.46 -8.99 C:162 20.89 -13.19 C:120 17.25 -15.29 C:127 18.46 -14.59 C:124 16.04 -14.59 N 19.67 -12.49 O 17.25 -11.09 O 14.82 -11.09 C:171 14.82 -12.49 C:175 17.25 -9.69 C:128 18.46 -13.19 C:116 16.04 -13.19 C:152 17.25 -12.49 C:75 14.82 -9.69 C:58 16.04 -8.99 18 1 -2 19 2 -1 3 6 2 4 13 2 5 14 2 6 10 1 7 8 2 7 9 1 8 15 1 9 16 2 10 15 1 11 14 1 11 17 1 12 13 1 12 18 1 13 16 1 14 19 1 15 17 2 16 17 1 18 19 1', 'C12H12N2O5', 264.139, 'M', 'cb06_337_2', 4840, '', '', '1', 55, NULL, NULL),
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(19315, '', '1β-hydroxyl-15-O-( p-methoxyphenylacetyl)-5α, 6β, 11βH-eudesma-3-en-12, 6α-olide', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@@:7]34[CH2:8][CH2:9][C@@:10]2([CH3:14])[C@H:1](O)[CH2:2][CH:3]=[C:4]([CH2:15]O[C:101](=O)[CH2:102][c:103]1[cH:108][cH:107][c:106](O[CH3:106001])[cH:105][cH:104]1)[C@:5]2([H])[C@@:6]3([H])O[C:12](=O)[C@H:11]4[CH3:13]', '[H][C@@]34CC[C@@]2(C)[C@H](O)CC=C(COC(=O)Cc1ccc(OC)cc1)[C@]2([H])[C@@]3([H])OC(=O)[C@H]4C', '[H][C@@:54]34[CH2:24][CH2:35][C@@:40]2([CH3:12])[C@H:81](O)[CH2:31][CH:130]=[C:132]([CH2:68]O[C:172](=O)[CH2:41][c:127]1[cH:131][cH:114][c:159](O[CH3:56])[cH:114][cH:131]1)[C@:50]2([H])[C@@:82]3([H])O[C:181](=O)[C@H:41]4[CH3:12]', '33 36 H 22.17 -12.45 H 20.89 -11.23 H 19.61 -12.51 C:106001 9.83 -10.00 C:13 24.63 -12.33 C:14 19.61 -8.48 O 15.89 -12.17 O 23.34 -15.04 O 18.30 -7.84 C:3 17.06 -11.47 C:108 13.46 -12.13 C:104 12.24 -14.22 C:107 12.28 -11.40 C:105 11.04 -13.50 C:2 17.06 -9.97 C:15 18.30 -13.60 C:8 22.17 -9.97 C:9 20.89 -9.23 C:102 14.66 -14.25 O 9.83 -11.40 O 17.09 -14.28 O 21.20 -13.65 C:101 15.89 -13.57 C:12 22.62 -13.76 C:4 18.30 -12.20 C:103 13.46 -13.53 C:106 11.04 -12.10 C:11 23.24 -12.51 C:1 18.30 -9.23 C:7 22.17 -11.47 C:6 20.89 -12.20 C:10 19.61 -9.97 C:5 19.61 -11.47 30 1 -2 31 2 -1 33 3 -2 4 20 1 28 5 -2 32 6 -1 7 23 2 8 24 2 29 9 -1 10 15 1 10 25 2 11 13 1 11 26 2 12 14 2 12 26 1 13 27 2 14 27 1 15 29 1 16 21 1 16 25 1 17 18 1 17 30 1 18 32 1 19 23 1 19 26 1 20 27 1 21 23 1 22 24 1 22 31 1 24 28 1 25 33 1 28 30 1 29 32 1 30 31 1 31 33 1 32 33 1', '33 36 H 22.17 -12.45 H 20.89 -11.23 H 19.61 -12.51 C 9.83 -10.00 C 24.63 -12.33 C 19.61 -8.48 O 15.89 -12.17 O 23.34 -15.04 O 18.30 -7.84 C 17.06 -11.47 C 13.46 -12.13 C 12.24 -14.22 C 12.28 -11.40 C 11.04 -13.50 C 17.06 -9.97 C 18.30 -13.60 C 22.17 -9.97 C 20.89 -9.23 C 14.66 -14.25 O 9.83 -11.40 O 17.09 -14.28 O 21.20 -13.65 C 15.89 -13.57 C 22.62 -13.76 C 18.30 -12.20 C 13.46 -13.53 C 11.04 -12.10 C 23.24 -12.51 C 18.30 -9.23 C 22.17 -11.47 C 20.89 -12.20 C 19.61 -9.97 C 19.61 -11.47 30 1 -2 31 2 -1 33 3 -2 4 20 1 28 5 -2 32 6 -1 7 23 2 8 24 2 29 9 -1 10 15 1 10 25 2 11 13 1 11 26 2 12 14 2 12 26 1 13 27 2 14 27 1 15 29 1 16 21 1 16 25 1 17 18 1 17 30 1 18 32 1 19 23 1 19 26 1 20 27 1 21 23 1 22 24 1 22 31 1 24 28 1 25 33 1 28 30 1 29 32 1 30 31 1 31 33 1 32 33 1', '33 36 H 22.17 -12.45 H 20.89 -11.23 H 19.61 -12.51 C:56 9.83 -10.00 C:12 24.63 -12.33 C:12 19.61 -8.48 O 15.89 -12.17 O 23.34 -15.04 O 18.30 -7.84 C:130 17.06 -11.47 C:131 13.46 -12.13 C:131 12.24 -14.22 C:114 12.28 -11.40 C:114 11.04 -13.50 C:31 17.06 -9.97 C:68 18.30 -13.60 C:24 22.17 -9.97 C:35 20.89 -9.23 C:41 14.66 -14.25 O 9.83 -11.40 O 17.09 -14.28 O 21.20 -13.65 C:172 15.89 -13.57 C:181 22.62 -13.76 C:132 18.30 -12.20 C:127 13.46 -13.53 C:159 11.04 -12.10 C:41 23.24 -12.51 C:81 18.30 -9.23 C:54 22.17 -11.47 C:82 20.89 -12.20 C:40 19.61 -9.97 C:50 19.61 -11.47 30 1 -2 31 2 -1 33 3 -2 4 20 1 28 5 -2 32 6 -1 7 23 2 8 24 2 29 9 -1 10 15 1 10 25 2 11 13 1 11 26 2 12 14 2 12 26 1 13 27 2 14 27 1 15 29 1 16 21 1 16 25 1 17 18 1 17 30 1 18 32 1 19 23 1 19 26 1 20 27 1 21 23 1 22 24 1 22 31 1 24 28 1 25 33 1 28 30 1 29 32 1 30 31 1 31 33 1 32 33 1', 'C24H30O6', 414.277, 'M', 'ccl09_1211_2', 4842, '', '', '1', 55, NULL, NULL),
(19316, 'ainsliatone A', '', '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](=O)[C@:5]1([H])[C@@:6]2([H])O[C:12](=O)[C:11]3=[CH2:13]', '[H][C@@]23CC[C@@]1(C)[C@H](O)CCC(=O)[C@]1([H])[C@@]2([H])OC(=O)C3=C', '[H][C@@:49]23[CH2:21][CH2:36][C@@:46]1([CH3:12])[C@H:76](O)[CH2:31][CH2:39][C:206](=O)[C@:58]1([H])[C@@:77]2([H])O[C:170](=O)[C:117]3=[CH2:138]', '21 23 H 18.51 -12.52 H 17.26 -11.19 H 15.98 -12.48 C:13 20.99 -12.18 C:14 15.98 -8.50 O 19.70 -15.01 O 14.71 -13.63 O 14.71 -7.85 C:3 13.46 -11.44 C:2 13.46 -9.97 C:8 18.51 -9.97 C:9 17.26 -9.25 O 17.56 -13.63 C:11 19.60 -12.48 C:12 18.99 -13.73 C:4 14.71 -12.18 C:1 14.71 -9.25 C:7 18.51 -11.44 C:6 17.26 -12.18 C:5 15.98 -11.44 C:10 15.98 -9.97 18 1 -2 19 2 -1 20 3 -2 4 14 2 21 5 -1 6 15 2 7 16 2 17 8 -1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 21 1 13 15 1 13 19 1 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 23 H 18.51 -12.52 H 17.26 -11.19 H 15.98 -12.48 C 20.99 -12.18 C 15.98 -8.50 O 19.70 -15.01 O 14.71 -13.63 O 14.71 -7.85 C 13.46 -11.44 C 13.46 -9.97 C 18.51 -9.97 C 17.26 -9.25 O 17.56 -13.63 C 19.60 -12.48 C 18.99 -13.73 C 14.71 -12.18 C 14.71 -9.25 C 18.51 -11.44 C 17.26 -12.18 C 15.98 -11.44 C 15.98 -9.97 18 1 -2 19 2 -1 20 3 -2 4 14 2 21 5 -1 6 15 2 7 16 2 17 8 -1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 21 1 13 15 1 13 19 1 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', '21 23 H 18.51 -12.52 H 17.26 -11.19 H 15.98 -12.48 C:138 20.99 -12.18 C:12 15.98 -8.50 O 19.70 -15.01 O 14.71 -13.63 O 14.71 -7.85 C:39 13.46 -11.44 C:31 13.46 -9.97 C:21 18.51 -9.97 C:36 17.26 -9.25 O 17.56 -13.63 C:117 19.60 -12.48 C:170 18.99 -13.73 C:206 14.71 -12.18 C:76 14.71 -9.25 C:49 18.51 -11.44 C:77 17.26 -12.18 C:58 15.98 -11.44 C:46 15.98 -9.97 18 1 -2 19 2 -1 20 3 -2 4 14 2 21 5 -1 6 15 2 7 16 2 17 8 -1 9 10 1 9 16 1 10 17 1 11 12 1 11 18 1 12 21 1 13 15 1 13 19 1 14 15 1 14 18 1 16 20 1 17 21 1 18 19 1 19 20 1 20 21 1', 'C14H18O4', 250.171, 'C', 'ccl09_586_1', 4843, 'X-Ray', '', '1', 55, 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
(19317, 'Oxyphyllone A', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4](=O)[CH2:3][CH2:2][CH2:1][C@:10]1([CH3:14])[CH2:9][CH2:8][C:7]([C:11]([CH3:12])=O)=[CH:6][C:5]1=O', 'CC(=O)CCC[C@]1(C)CCC(C(C)=O)=CC1=O', '[CH3:30][C:208](=O)[CH2:44][CH2:18][CH2:35][C@:44]1([CH3:21])[CH2:32][CH2:20][C:153]([C:200]([CH3:26])=O)=[CH:131][C:206]1=O', '17 17 C:15 12.40 -11.78 C:12 22.09 -11.78 C:14 17.25 -8.98 O 13.61 -13.88 O 20.88 -13.88 O 16.04 -12.48 C:6 18.46 -12.48 C:2 14.82 -10.38 C:3 14.82 -11.78 C:8 19.67 -10.38 C:1 16.04 -9.68 C:9 18.46 -9.68 C:4 13.61 -12.48 C:11 20.88 -12.48 C:5 17.25 -11.78 C:7 19.67 -11.78 C:10 17.25 -10.38 1 13 1 2 14 1 17 3 -1 4 13 2 5 14 2 6 15 2 7 15 1 7 16 2 8 9 1 8 11 1 9 13 1 10 12 1 10 16 1 17 11 -2 12 17 1 14 16 1 15 17 1', '17 17 C 12.40 -11.78 C 22.09 -11.78 C 17.25 -8.98 O 13.61 -13.88 O 20.88 -13.88 O 16.04 -12.48 C 18.46 -12.48 C 14.82 -10.38 C 14.82 -11.78 C 19.67 -10.38 C 16.04 -9.68 C 18.46 -9.68 C 13.61 -12.48 C 20.88 -12.48 C 17.25 -11.78 C 19.67 -11.78 C 17.25 -10.38 1 13 1 2 14 1 17 3 -1 4 13 2 5 14 2 6 15 2 7 15 1 7 16 2 8 9 1 8 11 1 9 13 1 10 12 1 10 16 1 17 11 -2 12 17 1 14 16 1 15 17 1', '17 17 C:30 12.40 -11.78 C:26 22.09 -11.78 C:21 17.25 -8.98 O 13.61 -13.88 O 20.88 -13.88 O 16.04 -12.48 C:131 18.46 -12.48 C:18 14.82 -10.38 C:44 14.82 -11.78 C:20 19.67 -10.38 C:35 16.04 -9.68 C:32 18.46 -9.68 C:208 13.61 -12.48 C:200 20.88 -12.48 C:206 17.25 -11.78 C:153 19.67 -11.78 C:44 17.25 -10.38 1 13 1 2 14 1 17 3 -1 4 13 2 5 14 2 6 15 2 7 15 1 7 16 2 8 9 1 8 11 1 9 13 1 10 12 1 10 16 1 17 11 -2 12 17 1 14 16 1 15 17 1', 'C14H20O3', 236.148, 'C', 'ccl09_945_1', 4844, '', '', '1', 55, NULL, NULL),
(19318, 'Oxyphyllone B', '(R)-2-oxo-p-menth-3-ene-1-butyric methyl ester', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4](=O)[CH2:3][CH2:2][CH2:1][C@:10]2([CH3:14])[CH2:9][CH2:8][C:7]([C@@:11]1([CH3:12])[CH2:13]O1)=[CH:6][C:5]2=O', 'CC(=O)CCC[C@]2(C)CCC([C@@]1(C)CO1)=CC2=O', '[CH3:30][C:209](=O)[CH2:44][CH2:18][CH2:35][C@:44]2([CH3:22])[CH2:33][CH2:22][C:161]([C@@:56]1([CH3:20])[CH2:54]O1)=[CH:125][C:204]2=O', '18 19 C:15 12.38 -11.76 C:14 17.23 -8.96 C:12 22.08 -11.76 O 13.59 -13.86 O 16.02 -12.46 C:6 18.44 -12.46 C:2 14.80 -10.36 C:3 14.80 -11.76 C:8 19.66 -10.36 C:1 16.02 -9.66 C:9 18.44 -9.66 C:13 20.87 -13.86 O 22.08 -13.16 C:4 13.59 -12.46 C:5 17.23 -11.76 C:7 19.66 -11.76 C:10 17.23 -10.36 C:11 20.87 -12.46 1 14 1 17 2 -1 18 3 -1 4 14 2 5 15 2 6 15 1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 16 1 17 10 -2 11 17 1 12 13 1 12 18 1 13 18 1 15 17 1 16 18 1', '18 19 C 12.38 -11.76 C 17.23 -8.96 C 22.08 -11.76 O 13.59 -13.86 O 16.02 -12.46 C 18.44 -12.46 C 14.80 -10.36 C 14.80 -11.76 C 19.66 -10.36 C 16.02 -9.66 C 18.44 -9.66 C 20.87 -13.86 O 22.08 -13.16 C 13.59 -12.46 C 17.23 -11.76 C 19.66 -11.76 C 17.23 -10.36 C 20.87 -12.46 1 14 1 17 2 -1 18 3 -1 4 14 2 5 15 2 6 15 1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 16 1 17 10 -2 11 17 1 12 13 1 12 18 1 13 18 1 15 17 1 16 18 1', '18 19 C:30 12.38 -11.76 C:22 17.23 -8.96 C:20 22.08 -11.76 O 13.59 -13.86 O 16.02 -12.46 C:125 18.44 -12.46 C:18 14.80 -10.36 C:44 14.80 -11.76 C:22 19.66 -10.36 C:35 16.02 -9.66 C:33 18.44 -9.66 C:54 20.87 -13.86 O 22.08 -13.16 C:209 13.59 -12.46 C:204 17.23 -11.76 C:161 19.66 -11.76 C:44 17.23 -10.36 C:56 20.87 -12.46 1 14 1 17 2 -1 18 3 -1 4 14 2 5 15 2 6 15 1 6 16 2 7 8 1 7 10 1 8 14 1 9 11 1 9 16 1 17 10 -2 11 17 1 12 13 1 12 18 1 13 18 1 15 17 1 16 18 1', 'C15H22O3', 250.159, 'C', 'ccl09_945_2a', 4844, '', '', '1', 55, NULL, NULL),
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(19320, 'Chabrolidione B', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[CH3:15][C:4](=O)[CH2:3][CH2:2][CH2:1][C@:10]1([CH3:14])[CH2:9][CH2:8][C:7]([C:11]([CH3:12])([CH3:13])O)=[CH:6][C:5]1=O', 'CC(=O)CCC[C@]1(C)CCC(C(C)(C)O)=CC1=O', '[CH3:30][C:209](=O)[CH2:44][CH2:18][CH2:36][C@:44]1([CH3:22])[CH2:33][CH2:23][C:168]([C:73]([CH3:29])([CH3:29])O)=[CH:121][C:205]1=O', '18 18 C:15 12.38 -11.76 C:12 22.08 -11.76 C:13 20.87 -13.86 C:14 17.23 -8.96 O 13.59 -13.86 O 16.02 -12.46 O 22.08 -13.16 C:6 18.44 -12.46 C:2 14.80 -10.36 C:3 14.80 -11.76 C:8 19.66 -10.36 C:1 16.02 -9.66 C:9 18.44 -9.66 C:4 13.59 -12.46 C:5 17.23 -11.76 C:7 19.66 -11.76 C:11 20.87 -12.46 C:10 17.23 -10.36 1 14 1 2 17 1 3 17 1 18 4 -1 5 14 2 6 15 2 7 17 1 8 15 1 8 16 2 9 10 1 9 12 1 10 14 1 11 13 1 11 16 1 18 12 -2 13 18 1 15 18 1 16 17 1', '18 18 C 12.38 -11.76 C 22.08 -11.76 C 20.87 -13.86 C 17.23 -8.96 O 13.59 -13.86 O 16.02 -12.46 O 22.08 -13.16 C 18.44 -12.46 C 14.80 -10.36 C 14.80 -11.76 C 19.66 -10.36 C 16.02 -9.66 C 18.44 -9.66 C 13.59 -12.46 C 17.23 -11.76 C 19.66 -11.76 C 20.87 -12.46 C 17.23 -10.36 1 14 1 2 17 1 3 17 1 18 4 -1 5 14 2 6 15 2 7 17 1 8 15 1 8 16 2 9 10 1 9 12 1 10 14 1 11 13 1 11 16 1 18 12 -2 13 18 1 15 18 1 16 17 1', '18 18 C:30 12.38 -11.76 C:29 22.08 -11.76 C:29 20.87 -13.86 C:22 17.23 -8.96 O 13.59 -13.86 O 16.02 -12.46 O 22.08 -13.16 C:121 18.44 -12.46 C:18 14.80 -10.36 C:44 14.80 -11.76 C:23 19.66 -10.36 C:36 16.02 -9.66 C:33 18.44 -9.66 C:209 13.59 -12.46 C:205 17.23 -11.76 C:168 19.66 -11.76 C:73 20.87 -12.46 C:44 17.23 -10.36 1 14 1 2 17 1 3 17 1 18 4 -1 5 14 2 6 15 2 7 17 1 8 15 1 8 16 2 9 10 1 9 12 1 10 14 1 11 13 1 11 16 1 18 12 -2 13 18 1 15 18 1 16 17 1', 'C15H24O3', 252.159, 'C', 'ccl09_945_3', 4844, '', '', '1', 55, NULL, NULL),
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(19338, 'Pterodontriol E', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@@H:7]([C:11]([CH3:12])([CH3:13])O)[CH2:8][CH2:9][C@:10]1([CH3:14])[CH2:1][CH2:2][C@@H:3](O)[C@:4]2([CH3:15])O', '[H][C@]12C[C@@H](C(C)(C)O)CC[C@]1(C)CC[C@@H](O)[C@]2(C)O', '[H][C@:47]12[CH2:20][C@@H:41]([C:75]([CH3:30])([CH3:30])O)[CH2:21][CH2:41][C@:34]1([CH3:19])[CH2:40][CH2:28][C@@H:80](O)[C@:77]2([CH3:16])O', '19 20 H 16.61 -12.82 C:12 20.30 -13.94 C:13 21.52 -11.80 C:14 16.61 -8.94 C:15 16.09 -13.73 O 12.94 -12.51 O 21.52 -13.22 O 14.70 -13.73 C:2 14.15 -10.38 C:8 19.10 -10.38 C:1 15.39 -9.66 C:9 17.85 -9.66 C:6 17.85 -12.51 C:3 14.15 -11.80 C:7 19.10 -11.80 C:11 20.30 -12.51 C:10 16.61 -10.38 C:4 15.39 -12.51 C:5 16.61 -11.80 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 14 6 -2 7 16 1 18 8 -1 9 11 1 9 14 1 10 12 1 10 15 1 11 17 1 12 17 1 13 15 1 13 19 1 14 18 1 15 16 -2 17 19 1 18 19 1', '19 20 H 16.61 -12.82 C 20.30 -13.94 C 21.52 -11.80 C 16.61 -8.94 C 16.09 -13.73 O 12.94 -12.51 O 21.52 -13.22 O 14.70 -13.73 C 14.15 -10.38 C 19.10 -10.38 C 15.39 -9.66 C 17.85 -9.66 C 17.85 -12.51 C 14.15 -11.80 C 19.10 -11.80 C 20.30 -12.51 C 16.61 -10.38 C 15.39 -12.51 C 16.61 -11.80 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 14 6 -2 7 16 1 18 8 -1 9 11 1 9 14 1 10 12 1 10 15 1 11 17 1 12 17 1 13 15 1 13 19 1 14 18 1 15 16 -2 17 19 1 18 19 1', '19 20 H 16.61 -12.82 C:30 20.30 -13.94 C:30 21.52 -11.80 C:19 16.61 -8.94 C:16 16.09 -13.73 O 12.94 -12.51 O 21.52 -13.22 O 14.70 -13.73 C:28 14.15 -10.38 C:21 19.10 -10.38 C:40 15.39 -9.66 C:41 17.85 -9.66 C:20 17.85 -12.51 C:80 14.15 -11.80 C:41 19.10 -11.80 C:75 20.30 -12.51 C:34 16.61 -10.38 C:77 15.39 -12.51 C:47 16.61 -11.80 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 14 6 -2 7 16 1 18 8 -1 9 11 1 9 14 1 10 12 1 10 15 1 11 17 1 12 17 1 13 15 1 13 19 1 14 18 1 15 16 -2 17 19 1 18 19 1', 'C15H28O3', 256.167, 'C', 'jan06_303_1', 4850, '', '', '1', 55, 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
(19339, 'Pterodontriol F', '', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:5]12[CH2:6][C@@H:7]([C:11]([CH3:12])([CH3:13])O)[CH:8](O)[CH2:9][C@:10]1([CH3:14])[CH2:1][CH2:2][CH2:3][C@:4]2([CH3:15])O', '[H][C@]12C[C@@H](C(C)(C)O)C(O)C[C@]1(C)CCC[C@]2(C)O', '[H][C@:49]12[CH2:22][C@@H:47]([C:75]([CH3:30])([CH3:32])O)[CH:70](O)[CH2:53][C@:35]1([CH3:21])[CH2:43][CH2:21][CH2:45][C@:72]2([CH3:23])O', '19 20 H 16.01 -12.78 C:12 19.71 -13.90 C:13 20.93 -11.76 C:15 15.49 -13.69 C:14 16.01 -8.90 O 19.74 -9.67 O 20.93 -13.18 O 14.10 -13.69 C:2 13.55 -10.35 C:3 13.55 -11.76 C:1 14.79 -9.63 C:9 17.25 -9.63 C:6 17.25 -12.47 C:8 18.50 -10.35 C:7 18.50 -11.76 C:11 19.71 -12.47 C:4 14.79 -12.47 C:10 16.01 -10.35 C:5 16.01 -11.76 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 6 14 1 7 16 1 17 8 -1 9 10 1 9 11 1 10 17 1 11 18 1 12 14 1 12 18 1 13 15 1 13 19 1 14 15 1 15 16 -2 17 19 1 18 19 1', '19 20 H 16.01 -12.78 C 19.71 -13.90 C 20.93 -11.76 C 15.49 -13.69 C 16.01 -8.90 O 19.74 -9.67 O 20.93 -13.18 O 14.10 -13.69 C 13.55 -10.35 C 13.55 -11.76 C 14.79 -9.63 C 17.25 -9.63 C 17.25 -12.47 C 18.50 -10.35 C 18.50 -11.76 C 19.71 -12.47 C 14.79 -12.47 C 16.01 -10.35 C 16.01 -11.76 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 6 14 1 7 16 1 17 8 -1 9 10 1 9 11 1 10 17 1 11 18 1 12 14 1 12 18 1 13 15 1 13 19 1 14 15 1 15 16 -2 17 19 1 18 19 1', '19 20 H 16.01 -12.78 C:30 19.71 -13.90 C:32 20.93 -11.76 C:23 15.49 -13.69 C:21 16.01 -8.90 O 19.74 -9.67 O 20.93 -13.18 O 14.10 -13.69 C:21 13.55 -10.35 C:45 13.55 -11.76 C:43 14.79 -9.63 C:53 17.25 -9.63 C:22 17.25 -12.47 C:70 18.50 -10.35 C:47 18.50 -11.76 C:75 19.71 -12.47 C:72 14.79 -12.47 C:35 16.01 -10.35 C:49 16.01 -11.76 19 1 -1 2 16 1 3 16 1 17 4 -2 18 5 -2 6 14 1 7 16 1 17 8 -1 9 10 1 9 11 1 10 17 1 11 18 1 12 14 1 12 18 1 13 15 1 13 19 1 14 15 1 15 16 -2 17 19 1 18 19 1', 'C15H28O3', 256.167, 'P', 'jan06_303_2', 4850, 'Si est· repetido; sustituir; en este caso han corregido asignaciones', '', '1', 55, NULL, NULL),
(19340, '', '8α-hydroxyl α-santonin', 'Terpenoids', 'Sesquiterpenoids', 'Eudesmanes', '[H][C@:6]13O[C:12](=O)[C@@H:11]([CH3:13])[C@:7]1([H])[C@@H:8](O)[CH2:9][C@@:10]2([CH3:14])[CH:1]=[CH:2][C:3](=O)[C:4]([CH3:15])=[C:5]23', '[H][C@]13OC(=O)[C@@H](C)[C@]1([H])[C@@H](O)C[C@@]2(C)C=CC(=O)C(C)=C23', '[H][C@:78]13O[C:177](=O)[C@@H:41]([CH3:14])[C@:59]1([H])[C@@H:69](O)[CH2:47][C@@:40]2([CH3:27])[CH:154]=[CH:126][C:186](=O)[C:130]([CH3:11])=[C:149]23', '21 23 H 17.85 -10.85 H 19.09 -12.17 C:15 15.34 -13.26 C:13 21.55 -11.83 C:14 16.60 -8.19 O 12.90 -11.79 O 20.28 -14.62 O 20.28 -8.93 C:2 14.09 -9.64 C:1 15.34 -8.93 C:9 17.85 -8.93 O 18.15 -13.26 C:3 14.09 -11.10 C:4 15.34 -11.83 C:12 19.56 -13.36 C:5 16.60 -11.10 C:11 20.18 -12.13 C:8 19.09 -9.64 C:10 16.60 -9.64 C:6 17.85 -11.83 C:7 19.09 -11.10 20 1 -1 21 2 -2 3 14 1 17 4 -2 19 5 -1 6 13 2 7 15 2 18 8 -2 9 10 2 9 13 1 10 19 1 11 18 1 11 19 1 12 15 1 12 20 1 13 14 1 14 16 2 15 17 1 16 19 1 16 20 1 17 21 1 18 21 1 20 21 1', '21 23 H 17.85 -10.85 H 19.09 -12.17 C 15.34 -13.26 C 21.55 -11.83 C 16.60 -8.19 O 12.90 -11.79 O 20.28 -14.62 O 20.28 -8.93 C 14.09 -9.64 C 15.34 -8.93 C 17.85 -8.93 O 18.15 -13.26 C 14.09 -11.10 C 15.34 -11.83 C 19.56 -13.36 C 16.60 -11.10 C 20.18 -12.13 C 19.09 -9.64 C 16.60 -9.64 C 17.85 -11.83 C 19.09 -11.10 20 1 -1 21 2 -2 3 14 1 17 4 -2 19 5 -1 6 13 2 7 15 2 18 8 -2 9 10 2 9 13 1 10 19 1 11 18 1 11 19 1 12 15 1 12 20 1 13 14 1 14 16 2 15 17 1 16 19 1 16 20 1 17 21 1 18 21 1 20 21 1', '21 23 H 17.85 -10.85 H 19.09 -12.17 C:11 15.34 -13.26 C:14 21.55 -11.83 C:27 16.60 -8.19 O 12.90 -11.79 O 20.28 -14.62 O 20.28 -8.93 C:126 14.09 -9.64 C:154 15.34 -8.93 C:47 17.85 -8.93 O 18.15 -13.26 C:186 14.09 -11.10 C:130 15.34 -11.83 C:177 19.56 -13.36 C:149 16.60 -11.10 C:41 20.18 -12.13 C:69 19.09 -9.64 C:40 16.60 -9.64 C:78 17.85 -11.83 C:59 19.09 -11.10 20 1 -1 21 2 -2 3 14 1 17 4 -2 19 5 -1 6 13 2 7 15 2 18 8 -2 9 10 2 9 13 1 10 19 1 11 18 1 11 19 1 12 15 1 12 20 1 13 14 1 14 16 2 15 17 1 16 19 1 16 20 1 17 21 1 18 21 1 20 21 1', 'C15H18O4', 262.174, 'C', 'jan06_317_2', 4851, '', '', '1', 55, NULL, NULL),
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