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Year of first isolation: |
2009 |
| Formula: | C28H46O7 |
| Molecular weight: | 494 |
| 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 | CC(C)C(C)CC(C(C)(C1CCC2(C1(CC(C3C2=CC(=O)C4C3(CC(C(C4)O)O)C)O)C)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]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](C[C@H](C(C)C)C)O)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2R,3R,5R)-2,3-dihydroxy-5,6-dimethylheptan-2-yl]-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 162902952 | InChiKey
[ ChemIDPlus: search ] | SNXLRGKKELEIRO-SRBNXTJBSA-N | | InChI | InChI=1S/C28H46O7/c1-14(2)15(3)9-23(33)27(6,34)22-7-8-28(35)17-11-18(29)16-10-19(30)20(31)12-25(16,4)24(17)21(32)13-26(22,28)5/h11,14-16,19-24,30-35H,7-10,12-13H2,1-6H3/t15-,16+,19-,20+,21-,22+,23-,24-,25+,26-,27-,28-/m1/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 512[M+NH4]+, 495 [MH]+, 477 [MH-H2O]+, 459 [MH-2H2O]+ |
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| D2O | | 01 | 39.1 | | 02 | 69.3 | | 03 | 69.3 | | 04 | 33.7 | | 05 | 53.2 | | 06 | n.d. | | 07 | 123.7 | | 08 | n.d. | | 09 | 43.5 | | 10 | 40.0 | | 11 | 70.3 | | 12 | 44.0 | | 13 | 49.1 | | 14 | 86.9 | | 15 | n.d. | | 16 | n.d. | | 17 | 50.4 | | 18 | 19.8 | | 19 | 25.3 | | 20 | 80.3 | | 21 | 21.5 | | 22 | 76.4 | | 23 | 37.0 | | 24 | 36.2 | | 25 | 35.2 | | 26 | 20.0 | | 27 | 21.9 | | 28 | 16.4 |
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| D2O | | 01-Ha | 1.40 (t, 13.3) | | 01-He | 2.48 (dd, 13.3, 3.8) | | 02-Ha | 4.11 (m, w1/2 = 15) | | 03-He | 4.10 (m, w1/2 = 15) | | 04-Ha | 1.78 | | 04-He | 1.78 | | 05-H | 2.32 | | 07-H | 5.99 (d, 2.4) | | 09-H | 3.14 (dd, 8.7, 2.5) | | 11-Ha | 4.23 (ddd, 11.4, 9.9, 5.9) | | 12-Ha | 2.06 | | 12-He | 2.28 | | 15-Ha | 2.06* | | 15-Hb | 1.66* | | 16-Ha | 1.88 | | 16-Hb | 1.81 | | 17-H | 2.33 (t, 10.5) | | 18-Me | 0.87 (s) | | 19-Me | 1.10 (s) | | 21-Me | 1.25 (s) | | 22-H | 3.56 (d, 10) | | 23-Ha | 1.30 | | 23-Hb | 1.35 | | 24-Ha | 1.55 | | 25-H | 1.58 | | 26-Me | 0.86 (d, 6.9) | | 27-Me | 0.89 (d, 6.9) | | 28-Me | 0.87 (d, 6.7) |
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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 30.6 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 9.5 min (20E : 15.8 min) | | TLC | |
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Permanent link to this datasheet: 24-EPI-ATROTOSTERONE A
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