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Year of first isolation: |
2003 |
| Formula: | C28H44O6 |
| Molecular weight: | 476 |
| Occurence in plants: |
Vitex canescens [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Vitex canescens [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1CC(OC1(C)C)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(C1OC(C(C1)C)(C)C)O)O)C)C » 
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@](C)(C1OC([C@H](C1)C)(C)C)O)O)C)C »
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@](C)(C1OC([C@@H](C1)C)(C)C)O)O)C)C »
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@](C)(C1OC([C@H](C1)C)(C)C)O)O)C)C »
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@](C)(C1OC([C@@H](C1)C)(C)C)O)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-[(1R)-1-hydroxy-1-(4,5,5-trimethyloxolan-2-yl)ethyl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 152755018 | InChiKey
[ ChemIDPlus: search ] | OROYDWBESONNPD-NHPSDHSLSA-N | | InChI | InChI=1S/C28H44O6/c1-15-11-23(34-24(15,2)3)27(6,32)22-8-10-28(33)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-33H,7-11,13-14H2,1-6H3/t15?,16-,18-,20+,21-,22-,23?,25+,26+,27+,28+/m0/s1 |
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| HR-MS | | | ES-MS m/z | 499 [M+H+Na] + | | EI-MS m/z (relative intensity %) | 458 [M-18], 440 (22), 422 (1), 363 (8), 345 (58), 327 (46), 309 (12), 301 (27), 283, 157 (12), 113 (37) |
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| C5D5N | | 01 | 38.00 | | 02 | 68.16 | | 03 | 68.24 | | 04 | 32.56 | | 05 | 51.47 | | 06 | 203.67 | | 07 | 121.76 | | 08 | 166.28 | | 09 | 34.50 | | 10 | 38.76 | | 11 | 21.70 | | 12 | 31.82 | | 13 | 47.77 | | 14 | 84.24 | | 15 | 31.80 | | 16 | 21.70 | | 17 | 50.80 | | 18 | 18.00 | | 19 | 24.50 | | 20 | 76.29 | | 21 | 21.10 | | 22 | 81.60 | | 23 | 35.50 | | 24 | 42.96 | | 25 | 82.50 | | 26 | 21.00 | | 27 | 27.40 | | 28 | 15.50 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | 4.18 (br, t) | | 03-He | 4.26 (br, s) | | 04-Ha | | | 04-He | | | 05-H | 3.03 (dd, 13.1, 3.5) | | 07-H | 6.22 (d, 2.1) | | 09-H | 3.61 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.82 | | 18-Me | 1.07 (s)* | | 19-Me | 0.99 (s)* | | 21-Me | 1.39 (s) | | 22-H | 4.09 (dd 8.9, 5.1) | | 23-Ha | | | 23-Hb | | | 24-H | | | 26-Me | 1.09 (s)* | | 27-Me | 1.20 (s)* | | 28-Me | 0.80 (d, 6.8) |
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| M.P. | 241-243 °C ; | | [α]D20 | ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3415 (OH), 1656 (carbonyl) | | UV (EtOH) λ max (log ε) | - (-) ; |
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Permanent link to this datasheet: 24-METHYLSHIDASTERONE
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