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Year of first isolation: |
2003 |
| Formula: | C19H26O6 |
| Molecular weight: | 350 |
| Occurence in plants: |
Cyanotis arachnoidea [Commelinaceae] »  ![Wikipedia: Cyanotis arachnoidea [Commelinaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CC(C(CC1C(=O)C=C3C2C(CC4(C3(CCC4=O)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(CCC2=O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,11R,13S,14R)-2,3,11,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-6,17-dione | | CAS-RN | | | PubChem CID | 11473564 | InChiKey
[ ChemIDPlus: search ] | ZSDODXGPSKCBIM-JYRIXWCESA-N | | InChI | InChI=1S/C19H26O6/c1-17-7-13(22)12(21)5-9(17)11(20)6-10-16(17)14(23)8-18(2)15(24)3-4-19(10,18)25/h6,9,12-14,16,21-23,25H,3-5,7-8H2,1-2H3/t9-,12-,13+,14-,16-,17+,18-,19-/m1/s1 |
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| HREI-MS m/z | 350.1718 [M]+ (calcd. 350.1729) | | EI-MS m/z (relative intensity %) | 350 [M]+ (18), 332 [M-H2O]+ (77), 314 [M-2H2O]+ (25), 304 (M-H2O-CO]+ (23), 286 [M-2H2O-CO]+ (21), 271 [M-2H2O-CO-CH3]+ (22), 249 (35), 227 (64), 185 ((93), 161 (48), 91 (97), 77 (63), 69 (41), 55 (100), 43 (90) | | CI-MS (NH3) m/z | |
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| C5D5N | | 01 | 39.7 | | 02 | 68.1 | | 03 | 68.0 | | 04 | 32.9 | | 05 | 52.7 | | 06 | 203.7 | | 07 | 122.6 | | 08 | 161.3 | | 09 | 43.5 | | 10 | 39.8 | | 11 | 68.3 | | 12 | 36.2 | | 13 | 53.3 | | 14 | 79.5 | | 15 | 33.7 | | 16 | 29.1 | | 17 | 216.5 | | 18 | 17.9 | | 19 | 24.9 |
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| C5D5N | | 01-Ha | 3.41 (dd, 4.0, 12.6) | | 01-He | 2.02 (m) | | 02-Ha | 4.54 (m) | | 03-He | 4.54 (m) | | 04-Ha | | | 04-He | | | 05-H | 3.08 (m) | | 07-H | 6.32 (d, 2.2) | | 09-H | 3.82 (dd, 2.2, 8.6) | | 11-Ha | 4.21 (m) | | 12-Ha | 2.46 (m) | | 12-He | 3.05 (m) | | 15-Ha | 2.62 (m)* | | 15-Hb | 2.62 (m)* | | 16-Ha | 2.24 (m)$ | | 16-Hb | 2.31 (m)$ | | 18-Me | 0.90 (s) | | 19-Me | 1.29 (s) |
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| M.P. | 251-253 °C ; | | [α]D20 | + 1.07 ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | - (-) ; |
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Permanent link to this datasheet: 11α-HYDROXYRUBROSTERONE
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