|
|
|
|
Year of first isolation: |
1992 |
| Formula: | C31H48O9 |
| Molecular weight: | 564 |
| Occurence in plants: |
Serratula tinctoria [Asteraceae] »  ![Wikipedia: Serratula tinctoria [Asteraceae]](/images/wikipedia.png)
|
| Occurence in animals: |
|
|
|
| |
| Canonical SMILES | CC(=O)OC1CC2(C3CCC4(C(CCC4(C3=CC(=O)C2CC1O)O)C(C)(C(CCC(C)(C)O)OC(=O)C)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1OC(=O)C)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)OC(=O)C)O)O)C)C » 
| | IUPAC Name | [(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-3-acetyloxy-2,6-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate | | CAS-RN | | | PubChem CID | 101642417 | InChiKey
[ ChemIDPlus: search ] | HQRLMIKTLOTLSQ-ZEUSBXCESA-N | | InChI | InChI=1S/C31H48O9/c1-17(32)39-24-16-28(5)19-8-12-29(6)25(30(7,37)26(40-18(2)33)10-11-27(3,4)36)9-13-31(29,38)20(19)14-22(34)21(28)15-23(24)35/h14,19,21,23-26,35-38H,8-13,15-16H2,1-7H3/t19-,21-,23+,24-,25-,26+,28+,29+,30+,31+/m0/s1 |
| |
| CI-MS (NH3) m/z | 582 (M+H+NH3)+, 565 (M+H)+, 547, 529, 504, 487, 469, 451, 427, 387, 362, 345 | | EI-MS m/z (relative intensity %) | | | 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 | |
|
| CDCl3 | | 01-Ha | | | 01-Hb | | | 02-Ha | 5.02 (m, w1/2=22) | | 03-He | 4.12 (m, w1/2=8) | | 04-Ha | | | 04-He | | | 05-H | 2.52 (dd, 14,4.5) | | 07-H | 5.86 | | 09-Ha | 3.09 (m, w1/2=22) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.35 (m ) | | 18-Me | 0.84 (s ) | | 19-Me | 0.99 (s ) | | 21-Me | 1.26 (s ) | | 22-H | 4.86 (dd, 10,2) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.21 (s ) | | 27-Me | 1.23 (s ) | | Me-CO- (2) | 2.08 (s, 3H) | | Me-CO- (22 | 2.10 (s, 3H) |
|
| |
| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
| |
| NP-HPLC | Ret 13.9 min (Column Zorbax-Sil, 25 cm x 4.6 mm i.d., solvent isoC8-iPrOH-H2O, 100:30:2 v/v/v, flow-rate 1ml.min-1) (20E 22.6 min) | | HPTLC | | | TLC | | | GLC | | | RP-HPLC | Ret 22.4 min (Column Spherisorb-5ODS2, 25 cm x 4.6 mm i.d., solvent linear gradient 20 to 70% ACN in 1? TFA in H2O, flow-rate 1ml.min-1) (20E 12.3 min) |
| |
| |
| |
Permanent link to this datasheet: 20-HYDROXYECDYSONE 2,22-DIACETATE
|
|
