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Year of first isolation: |
1972 |
Formula: | C27H44O6 |
Molecular weight: | 464 |
Occurence in plants: |
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Occurence in animals: |
Manduca sexta [Lepidoptera] »
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Canonical SMILES | CC(CCCC(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)CO | Isomeric SMILES [ PubChem: search | XML ] [ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(CCCC(C)CO)O)O)C)C » C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(CCC[C@@H](C)CO)O)O)C)C » C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(CCC[C@H](C)CO)O)O)C)C »
| IUPAC Name | (2S,3R,5R,10R,13R,14S,17R)-17-(2,7-dihydroxy-6-methylheptan-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | CAS-RN | | PubChem CID | 129725063 | InChiKey [ ChemIDPlus: search ] | RRRLPWJVDIZKNK-ZLACNAMUSA-N | InChI | InChI=1S/C27H44O6/c1-16(15-28)6-5-9-26(4,32)23-8-11-27(33)18-12-20(29)19-13-21(30)22(31)14-24(19,2)17(18)7-10-25(23,27)3/h12,16-17,19,21-23,28,30-33H,5-11,13-15H2,1-4H3/t16?,17?,19-,21+,22-,23+,24+,25+,26?,27+/m0/s1 |
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CI-MS (NH3) m/z | | EI-MS m/z (relative intensity %) | 464 (1) (M)+, 446 (7), 428 (4), 413 (9), 395 (7), 345 (12), 327 (32), 309 (9), 300 (23), 287 (9), 285 (12), 269 (11), 267 (15), 249 (13), 239 (11), 231 (10), 227 (11), 225 (12), 211 (15), 199 (13), 197 (11), 185 (13), 173 (17), 171 (15), 145 (39), 127 (23), 121 (20), 109 (55), 93 (24), 91 (25), 81 (30), 69 (53), 55 (47), 43 (100). | HR-MS | |
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C5D5N | 01 | | 02 | | 03 | | 04 | | 05 | | 06 | | 07 | | 08 | | 09 | | 10 | | 11 | | 12 | | 13 | | 14 | | 15 | | 16 | | 17 | | 18 | | 19 | | 20 | | 21 | | 22 | | 23 | | 24 | | 25 | | 26 | | 27 | |
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C5D5N | 01-Ha | | 01-He | | 02-Ha | | 03-He | | 04-Ha | | 04-He | | 05-H | | 07-H | | 09-Ha | | 11-Ha | | 11-He | | 12-Ha | | 12-He | | 15-Ha | | 15-Hb | | 16-Ha | | 16-Hb | | 17-H | | 18-Me | 1.12 | 19-Me | 1.09 | 21-Me | 1.53 | 22-Ha | | 22-Hb | | 23-Ha | | 23-Hb | | 24-Ha | | 24-Hb | | 25-H | | 26-Me | -- | 27-Me | 1.02 and 1.09 |
CDCl3 (2,3,26-OAc) | 01-Ha | | 01-He | | 02-Ha | | 03-He | | 04-Ha | | 04-He | | 05-H | | 07-H | | 09-Ha | | 11-Ha | | 11-He | | 12-Ha | | 12-He | | 15-Ha | | 15-Hb | | 16-Ha | | 16-Hb | | 17-H | | 18-Me | 0.87 | 19-Me | 1.03 | 21-Me | 1.25 | 22-Ha | | 22-Hb | | 23-Ha | | 23-Hb | | 24-Ha | | 24-Hb | | 25-H | | 26-Me | | 27-Me | 0.87 and 1.0 | O-Ac | 2.00, 2.06, 2.12 |
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M.P. | | [α]D20 | | IR (KBr) ν max (cm-1) | | UV (EtOH) λ max (log ε) | |
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Permanent link to this datasheet: 22-DEOXYINOKOSTERONE
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