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Year of first isolation: |
2011 |
| Formula: | C27H42O7 |
| Molecular weight: | 478 |
| Occurence in plants: |
Chenopodium quinoa [https://en.wikipedia.org/wiki/Lygodium] »  ![Wikipedia: Chenopodium quinoa [https://en.wikipedia.org/wiki/Lygodium]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(=C)CO)O)O)O | 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)([C@@H](CCC(=C)CO)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-(hydroxymethyl)hept-6-en-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 | 102415268 | InChiKey
[ ChemIDPlus: search ] | VVKVBUNFFJPFRH-JJJZTNILSA-N | | InChI | InChI=1S/C27H42O7/c1-15(14-28)5-6-23(32)26(4,33)22-8-10-27(34)17-11-19(29)18-12-20(30)21(31)13-24(18,2)16(17)7-9-25(22,27)3/h11,16,18,20-23,28,30-34H,1,5-10,12-14H2,2-4H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 496 [M+H+NH3]+, 479 [M+H]+, 461 [M+H-H2O]+, 443 [M+H-2H2O]+, 425 [M+H-3H2O]+, 363, 345, 329, 327 |
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| D2O | | 01 | 37.8 | | 02 | 69.9 | | 03 | 69.9 | | 04 | * | | 05 | 52.5 | | 06 | * | | 07 | 123.6 | | 08 | * | | 09 | 36.2 | | 10 | 40.6 | | 11 | 22.9 | | 12 | 33.5 | | 13 | 50.4 | | 14 | 88.1 | | 15 | * | | 16 | * | | 17 | 51.7 | | 18 | 19.6 | | 19 | 25.7 | | 20 | 80.7 | | 21 | 22.0 | | 22 | 78.3 | | 23 | * | | 24 | * | | 25 | * | | 26 | 67.0 | | 27 | 112.7 |
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| D2O | | 01-Ha | 1.38 (t, 13) | | 01-He | 1.87 | | 02-Ha | 3.99 (m, w1/2 = 22) | | 03-He | 4.07 (m, w1/2 = 7) | | 04-Ha | 1.75 | | 04-He | 1.75 | | 05-H | 2.35 (t) | | 07-H | 5.97 (d, 2.3) | | 09-H | 3.10 (m, w1/2 = 23) | | 11-Ha | 1.75 | | 11-He | 1.86 | | 12-Ha | 1.97 | | 12-He | 1.97 | | 15-Ha | 1.65 | | 15-Hb | 2.05 | | 16-Ha | 1.80 | | 16-Hb | 1.87 | | 17-H | 2.31 (t, 9.7) | | 18-Me | 0.86 (s) | | 19-Me | 1.000 (s) | | 21-Me | 1.235 (s) | | 22-H | 3.48 (d, 10.3) | | 23-Ha | 1.77 | | 23-Hb | 1.43 | | 24-Ha | 2.31 | | 24-Hb | 2.12 | | 26-CH2- | 4.08 (s) | | 27=CH2 | 5.07 (s), 4.98 (s) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: 25,27-DEHYDROINOKOSTERONE
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