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Year of first isolation: |
2008 |
| Formula: | C27H44O9 |
| Molecular weight: | 512 |
| Occurence in plants: |
Dioscorea dumetorum [Dioscoreaceae] »  ![Wikipedia: Dioscorea dumetorum [Dioscoreaceae]](/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]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)O)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,11R,13R,14S,17S)-2,3,5,11,14-pentahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-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 ] | BTGMYEUBROEELM-LFRFUCKDSA-N | | InChI | InChI=1S/C27H44O9/c1-22(2,33)8-7-19(31)25(5,34)18-6-9-26(35)14-10-20(32)27(36)13-16(29)15(28)11-24(27,4)21(14)17(30)12-23(18,26)3/h10,15-19,21,28-31,33-36H,6-9,11-13H2,1-5H3/t15-,16+,17+,18-,19+,21+,23+,24+,25+,26+,27+/m0/s1 |
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| HRESI-MS m/z (positive ion mode) m/z | 535.6231 [M+Na] + , calc. 535.6226 for C27H44O9Na | | FAB-MS m/z | 511 [M - H]- |
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| C5D5N | | 01 | 34.7 | | 02 | 67.5 | | 03 | 69.0 | | 04 | 41.5 | | 05 | 79.6 | | 06 | 201.0 | | 07 | 120.2 | | 08 | 164.1 | | 09 | 45.3 | | 10 | 45.0 | | 11 | 69.0 | | 12 | 43.0 | | 13 | 47.5 | | 14 | 83.7 | | 15 | 30.8 | | 16 | 20.7 | | 17 | 49.2 | | 18 | 18.3 | | 19 | 23.8 | | 20 | 76.7 | | 21 | 20.6 | | 22 | 77.1 | | 23 | 35.5 | | 24 | 41.5 | | 25 | 69.8 | | 26 | 29.1 | | 27 | 29.1 |
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| C5D5N | | 01-Ha | 2.17 | | 01-He | 3.14 | | 02-Ha | 4.60 (m) | | 03-He | 4.60 (m) | | 04-Ha | 1.70 | | 04-He | 2.18 | | 07-H | 6.12 (s) | | 09-H | 3.78 (m) | | 11-He | 4.43 (m) | | 12-Ha | 2.76 (t) | | 12-He | 2.51 (m) | | 15-Ha | 1.90 | | 15-Hb | 1.98 | | 16-Ha | 1.98 | | 16-Hb | 2.23 | | 17-H | 2.84 (t) | | 18-Me | 1.00 (s) | | 19-Me | 2.10 (s) | | 21-Me | 1.43 (s) | | 22-H | 3.74 (m) | | 23-Ha | 1.92 | | 23-Hb | 2.13 | | 24-Ha | 2.18 | | 24-Hb | 1.70 | | 26-Me | 1.26 (s) | | 27-Me | 1.30 (s) |
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| M.P. | °C ; | | [α]D20 | - 55.6 ° (c = 0.048; MeOH) | | IR (CHCl3) ν max (cm-1) | 3373, 3055, 2371, 1683, 1227 | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: 5β,11α,20-TRIHYDROXYECDYSONE
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