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Year of first isolation: |
2013 |
| Formula: | C27H42O7 |
| Molecular weight: | 478 |
| Occurence in plants: |
Vitex doniana [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Vitex doniana [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1(CCC(O1)C(CO)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C | 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]2[C@](CO)([C@H]1CCC(O1)(C)C)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,10R,13R,14S,17S)-17-[(1S)-1-[(2S)-5,5-dimethyloxolan-2-yl]-1,2-dihydroxyethyl]-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 | 71533238 | InChiKey
[ ChemIDPlus: search ] | CXXIIFUTTVNEMI-ZZFYSJJWSA-N | | InChI | InChI=1S/C27H42O7/c1-23(2)8-7-22(34-23)26(32,14-28)21-6-10-27(33)16-11-18(29)17-12-19(30)20(31)13-24(17,3)15(16)5-9-25(21,27)4/h11,15,17,19-22,28,30-33H,5-10,12-14H2,1-4H3/t15?,17-,19+,20-,21-,22-,24+,25+,26+,27+/m0/s1 |
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| HR-ESI-MS (ToF) | m/z 501.2096, calc. 501.2189 [M+Na] + | | ESI-MS m/z (relative intensity %) | 479 [M+H]+ (50), 461 [M+H-H2O]+ (40), 443 [M+H-2H2O]+ (40),425 [M+H-3H2O]+ (35), 407 [M+H-4H2O]+ (100), 380 [M+H-C22-C27]+ (60), 362 [M+H-C22-C27-H2O]+ (30), 344 [M+H-C22-C27-2H2O]+ (65), 326 [M+H-C22-C27-3H2O]+ (35), 308 [M+H-C22-C27-4H2O]+ (30) |
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| C5D5N | | 01 | 37.3 | | 02 | 68.7 | | 03 | 68.0 | | 04 | 35.1 | | 05 | 52.2 | | 06 | 207.0 | | 07 | 122.6 | | 08 | 168.5 | | 09 | 39.2 | | 10 | | | 11 | 22.7 | | 12 | 32.9 | | 13 | | | 14 | 85.3 | | 15 | 31.6 | | 16 | 21.4 | | 17 | 50.8 | | 18 | 18.5 | | 19 | 23.6 | | 20 | 76.3 | | 21 | 71.9 | | 22 | 84.0 | | 23 | 26.1 | | 24 | 42.4 | | 25 | 82.5 | | 26 | 28.9 | | 27 | 28.1 |
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| C5D5N | | 01-Ha | 1.99 (m) | | 01-He | 2.07 (m) | | 02-Ha | 4.62 (br, s) | | 03-He | 4.04 (d, 1.1) | | 04-Ha | 2.14 (m) | | 04-He | 2.04 (m) | | 05-H | 2.49 (d, 5) | | 07-H | 5.90 (d, 2.2) | | 09-H | 3.24 (m, w1/2=6) | | 11-Ha | 1.71 (m) | | 11-He | 1.89 (m) | | 12-Ha | 1.76 (m) | | 12-He | 2.03 (m) | | 15-Ha | 1.86-1.88 (m) | | 15-Hb | 1.86-1.88 (m) | | 16-Ha | 2.04-2.06 (m) | | 16-Hb | 2.04-2.06 (m) | | 17-H | 2.47 (dd, 12.8, 4.6) | | 18-Me | 0.98 (s) | | 19-Me | 1.05 (s) | | 21-CH2OH | 3.54 (d, 12) | | 22-H | 3.90 (m, w1/2=11.3) | | 23-Ha | 2.03 (m) | | 23-Hb | 1.81 (m) | | 24-Ha | 1.68-1.70 (m) | | 24-Hb | 1.68-1.70 (m) | | 26-Me | 1.28 (s) | | 27-Me | 1.28 (s) |
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| M.P. | 232-234 °C ; | | [α]D25 | + 13 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | 3448, 2968, 1652, 1514, 1057 | | UV (MeOH) λ max (log ε) | 249 (2.34) ; |
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Permanent link to this datasheet: 21-HYDROXYSHIDASTERONE
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