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Year of first isolation: |
1992 |
| Formula: | C21H30O5 |
| Molecular weight: | 362 |
| Occurence in plants: |
Serratula tinctoria [Asteraceae] »  ![Wikipedia: Serratula tinctoria [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(=O)C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)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]2C(=O)C)O)C)C » 
| | IUPAC Name | (2S,3S,5R,9R,10R,13R,14S,17S)-17-acetyl-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 | 101642414 | InChiKey
[ ChemIDPlus: search ] | VNLQNGYIXVTQRR-YJXCLCGISA-N | | InChI | InChI=1S/C21H30O5/c1-11(22)12-5-7-21(26)14-8-16(23)15-9-17(24)18(25)10-19(15,2)13(14)4-6-20(12,21)3/h8,12-13,15,17-18,24-26H,4-7,9-10H2,1-3H3/t12-,13+,15+,17+,18+,19-,20-,21-/m1/s1 |
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| CI-MS (NH3) m/z | 380 (M+H+NH3)+, 363 (M+H)+, 345, 327 | | EI-MS m/z (relative intensity %) | | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | |
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| CD3OD | | 01-Ha | 1.10 (dd, 12,14) | | 01-Hb | 2.1 | | 02-Ha | 3.65 (ddd, 4.5,11,12) | | 03-Ha | 3.40 (ddd, 6,9,11) | | 04-Ha | 1.53 | | 04-He | 1.78 | | 05-H | 2.18 | | 07-H | 5.83 (d, 2.8) | | 09-Ha | 3.23 (ddd, 2.8,7,11) | | 11-Ha | 1.73 | | 11-He | 1.92 | | 12-Ha | 2.08 | | 12-He | 1.65 | | 15-Ha | 1.97 | | 15-Hb | 1.67 | | 16-Ha | 2.23 | | 16-Hb | 1.9 | | 17-H | 3.38 (dd, 8.5,9) | | 18-Me | 0.63 (s ) | | 19-Me | 0.96 (s ) | | 21-Me | 2.16 (s ) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | NP-HPLC | Ret 12.1 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, poststerone 13.7 min) | | RP-HPLC | Ret 9.9 min (Column Spherisorb-5ODS2, 25 cm x 4.6 mm i.d., solvent ACN : 1? TFA in H2O 23:77 v/v, flow-rate 1ml.min-1) (20E 5.2 min, poststerone 9.2 min). |
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Permanent link to this datasheet: 3-EPI-POSTSTERONE
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