|
|
|
|
Year of first isolation: |
1981 |
| Formula: | C29H44O9 |
| Molecular weight: | 536 |
| Occurence in plants: |
Ajuga iva [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga iva [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | | 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@H]([C@@H]1[C@H](OC(=O)[C@H]1C)C)O)O)O)O)C)C » 
| | IUPAC Name | (3S,4R,5R)-3,5-dimethyl-4-((1S,2R,3R)-1,2,3-trihydroxy-3-((2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl)dihydrofuran-2(3H)-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | VGQWGNRYBPUZGO-UZEKBCGGSA-N | | InChI | InChI=1S/C29H44O9/c1-13-22(14(2)38-25(13)35)23(33)24(34)28(5,36)21-7-9-29(37)16-10-18(30)17-11-19(31)20(32)12-26(17,3)15(16)6-8-27(21,29)4/h10,13-15,17,19-24,31-34,36-37H,6-9,11-12H2,1-5H3/t13-,14+,15-,17-,19+,20-,21-,22-,23-,24+,26+,27+,28+,29+/m0/s1 |
| |
| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 518 (M -18)+(0.8), 500 (8), 482 (3), 467 (1.5), 464 (0.5), 452 (5), 439 (1.5), 428 (0.5), 363 (33), 345 (80), 327 (55), 300 (50), 217 (5), 201 (20), 200 (83), 199 (20), 173 (42), 172 (27), 171 (100), 157 (45), 129 (31), 128 (100); Tentative identification based on MS data only | | HR-MS | |
|
|
| 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 | | | 28 | | | 29 | |
|
| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | | | 19-Me | | | 20-H | | | 21-Me | | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | | | 27-Me | |
|
| |
| M.P. | 235-236 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3500 (OH), 1785-1755 (g-lactone), 1725-1715 (CO), 1655 (cycl | | UV (EtOH) λ max (log ε) | 243 (?) |
| |
| HPTLC | | | TLC | on silica gel (CHCl3-EtOH-Me2CO 6:2:1 v/v/v) | | GLC | | | HPLC | | | LC | silica gel eluted with 1, 5, 10% MeOH in CHCl3 |
| |
| |
| |
Permanent link to this datasheet: 23-HYDROXYCYASTERONE
|
|
