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Year of first isolation: |
2009 |
| Formula: | C21H30O6 |
| Molecular weight: | 378 |
| Occurence in plants: |
Cyanotis longifolia [Commelinaceae] »  ![Wikipedia: Cyanotis longifolia [Commelinaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](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)O)C » 
| | IUPAC Name | (2S,3R,5S,10R,13R,14S,17S)-17-acetyl-2,3,5,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | QKUHHEPYBLMREK-KIZBPUAYSA-N | | InChI | InChI=1S/C21H30O6/c1-11(22)12-5-7-20(26)14-8-17(25)21(27)10-16(24)15(23)9-19(21,3)13(14)4-6-18(12,20)2/h8,12-13,15-16,23-24,26-27H,4-7,9-10H2,1-3H3/t12-,13+,15+,16-,18-,19-,20-,21-/m1/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 396 [M+NH4]+, 379 [MH]+, 361 [MH-H2O]+ |
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| D2O | | 01 | 35.3 | | 02 | 70.2 | | 03 | 71.6 | | 04 | 37.9 | | 05 | 83.1 | | 06 | n.d. | | 07 | 123.6 | | 08 | n.d. | | 09 | 41.0 | | 10 | 47.8 | | 11 | 24.3 | | 12 | 32.9 | | 13 | 51.4 | | 14 | 88.1 | | 15 | 34.0 | | 16 | 24.0 | | 17 | 62.3 | | 18 | 19.9 | | 19 | 19.1 | | 20 | 220.4 | | 21 | 34.0 |
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| D2O | | 01-Ha | 1.72 | | 01-He | 1.82 | | 02-Ha | 4.15 (m) | | 03-He | 4.14 (m) | | 04-Ha | 1.89 | | 04-He | 2.07 | | 07-H | 6.02 (d, 2.2) | | 09-H | 3.20 (m, w1/2 = 22) | | 11-Ha | 1.78* | | 11-He | 1.96* | | 12-Ha | 1.92* | | 12-He | 2.19* | | 15-Ha | 2.12* | | 15-Hb | 1.76* | | 16-Ha | 1.92* | | 16-Hb | 2.22* | | 17-H | 3.33 (dd, 9.5, 7.9) | | 18-Me | 0.65 (s) | | 19-Me | 0.94 (s) | | 21-Me | 2.26 (s) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
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| RP-HPLC | column YMC C18, 250 mm x 20.2 mm i.d, solvent MeOH/H2O 1:1, flow-rate 10 ml/min, Ret 14.5 min (20E : 12.4 min) | | HPLC | | | NP-HPLC | column Zorbax-SIL 250 mm x 4.6 mm i.d., solvent cyclohexane-isopropanol-water, flow-rate 1 mL/min, Ret 5.7 min (20E : 15.8 min) | | TLC | |
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Permanent link to this datasheet: 5β-HYDROXYPOSTSTERONE
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