|
|
|
|
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)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC(=CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)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)([C@@H](C/C=C(/C)CO)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(E,2R,3R)-2,3,7-trihydroxy-6-methylhept-5-en-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102415267 | InChiKey
[ ChemIDPlus: search ] | RNTVQJZHDDLTKJ-LJFSBTINSA-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/h5,11,16,18,20-23,28,30-34H,6-10,12-14H2,1-4H3/b15-5+/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1 |
| |
| 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 |
|
|
| D2O | | 01 | 37.8 | | 02 | 69.9 | | 03 | 69.9 | | 04 | 34.0 | | 05 | 52.5 | | 06 | * | | 07 | 123.6 | | 08 | * | | 09 | 36.2 | | 10 | 40.6 | | 11 | 22.9 | | 12 | 33.5 | | 13 | 50.0 | | 14 | 87.5 | | 15 | 33.2 | | 16 | 22.9 | | 17 | 52.1 | | 18 | 19.8 | | 19 | 25.6 | | 20 | 80.3 | | 21 | 22.3 | | 22 | 79.2 | | 23 | 32.8 | | 24 | 126.7 | | 25 | 138.9 | | 26 | 70.1 | | 27 | 15.9 |
|
| D2O | | 01-Ha | 1.37 (t, 13) | | 01-He | 1.87 | | 02-Ha | 3.97 (m, w1/2 = 22) | | 03-He | 4.07 (m, w1/2 = 7) | | 04-Ha | 1.76 | | 04-He | 1.76 | | 05-H | 2.34 (t) | | 07-H | 5.97 (d, 2.4) | | 09-H | 3.11 (m, w1/2 = 23) | | 11-Ha | 1.74 | | 11-He | 1.85 | | 12-Ha | 1.98 | | 12-He | 1.98 | | 15-Ha | 1.65 | | 15-Hb | 2.04 | | 16-Ha | 1.82 | | 16-Hb | 1.89 | | 17-H | 2.34 (t, 9.3) | | 18-Me | 0.86 (s) | | 19-Me | 1.000 (s) | | 21-Me | 1.271 (s) | | 22-H | 3.55 (dd, 9.9, 2.9) | | 23-Ha | 2.39 | | 23-Hb | 2.13 | | 26-CH2- | 4.01 (s) | | 27-Me | 1.69 (s) |
|
| |
| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
| |
| |
| |
| |
Permanent link to this datasheet: 24,25-DEHYDROINOKOSTERONE
|
|
