|
|
|
|
Year of first isolation: |
2002 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
Vitex scabra [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Vitex scabra [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(CCC(C(C)(C)O)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)(CCC(C(C)(C)O)O)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)(CC[C@H](C(C)(C)O)O)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)(CC[C@@H](C(C)(C)O)O)O)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S)-2,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 15214617 | InChiKey
[ ChemIDPlus: search ] | VUBCOFCCIFBERZ-MRHAYEGBSA-N | | InChI | InChI=1S/C27H44O7/c1-23(2,32)22(31)8-10-26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-9-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22?,24+,25+,26-,27+/m0/s1 |
| |
| EI-MS m/z (relative intensity %) | | | HR-FABMS (negative ion mode) | 479.3001 [M-H]- (calc. for C27H43O7 479.3008) | | CI-MS (NH3) m/z | |
|
|
| C5D5N | | 01 | 37.7 | | 02 | 68.0 | | 03 | 67.9 | | 04 | 32.3 | | 05 | 51.3 | | 06 | 203.6 | | 07 | 121.6 | | 08 | 166.3 | | 09 | 34.2 | | 10 | 38.5 | | 11 | 20.9 | | 12 | 31.7 | | 13 | 47.4 | | 14 | 84.3 | | 15 | 31.4 | | 16 | 21.8 | | 17 | 53.5 | | 18 | 17.8 | | 19 | 24.2 | | 20 | 74.4 | | 21 | 26.8 | | 22 | 42.6 | | 23 | 26.8 | | 24 | 79.9 | | 25 | 72.7 | | 26 | 25.9 | | 27 | 25.7 |
|
| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.15 (m) | | 03-He | 4.23 (br s ) | | 04-Ha | | | 04-He | | | 05-H | 2.96 (dd, 13.1, 3.6) | | 07-H | 6.19 (d, 2.1) | | 09-Ha | 3.56 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H 2.90 (t, 9.3) | | | 18-Me 1.08 (s ) | | | 19-Me | 1.00 (s ) | | 21-Me 1.55 (s ) | | | 22-Ha | | | 22-Hb | | | 23-Ha | | | 23-Hb | | | 24-H | 3.76 (br d, 8.8) | | 26-Me 1.42 (s ) | | | 27-Me | 1.46 (s ) |
|
| |
| M.P. | | | [α]D25 | | | IR (KBr) ν max (cm-1) | 3422 (OH), 2929, 1648 (cyclohexenone), 1384, 1057 | | UV (EtOH) λ max (log ε) | |
| |
| |
| |
| |
Permanent link to this datasheet: 24-EPI-PINNATASTERONE
|
|
