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Year of first isolation: |
1991 |
| Formula: | C33H54O11 |
| Molecular weight: | 626 |
| Occurence in plants: |
Tinospora capillipes [Menispermaceae] »  ![Wikipedia: Tinospora capillipes [Menispermaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC(CC1C(=O)C=C3C2CCC4(C3(CCC4C(C)(C(CCC(C)(C)O)O)O)O)C)OC5C(C(C(C(O5)CO)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)C » 
| | IUPAC Name | (3S,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 11973494 | InChiKey
[ ChemIDPlus: search ] | OLHKXKADJGMHAX-BXYKELBWSA-N | | InChI | InChI=1S/C33H54O11/c1-29(2,40)10-9-24(36)32(5,41)23-8-13-33(42)19-15-21(35)20-14-17(6-11-30(20,3)18(19)7-12-31(23,33)4)43-28-27(39)26(38)25(37)22(16-34)44-28/h15,17-18,20,22-28,34,36-42H,6-14,16H2,1-5H3/t17-,18?,20?,22+,23-,24+,25+,26-,27+,28?,30+,31+,32+,33+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | FAB-MS m/z | 649 (M+Na)+, 665 (M+K)+ | | HR-MS | |
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| C5D5N | | 01 | 29.45 | | 02 | 27.38 | | 03 | 75.12 | | 04 | 29.45 | | 05 | 51.47 | | 06 | 202.72 | | 07 | 121.32 | | 08 | 166.26 | | 09 | 34.45 | | 10 | 36.61 | | 11 | 21.56 | | 12 | 31.49 | | 13 | 48.44 | | 14 | 84.27 | | 15 | 32.14 | | 16 | 21.56 | | 17 | 50.04 | | 18 | 17.77 | | 19 | 23.91 | | 20 | 76.48 | | 21 | 21.56 | | 22 | 77.48 | | 23 | 27.38 | | 24 | 42.51 | | 25 | 69.52 | | 26 | 29.98 | | 27 | 29.98 | | glu-01' | 103.19 | | glu-02' | 72.35 | | glu-03' | 78.18 | | glu-04' | 71.63 | | glu-05' | 78.48 | | glu-06' | 62.78 |
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| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | | | 19-Me | | | 20-H | | | 21-Me | | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | | | 27-Me | |
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| M.P. | 271-273 °C ; | | [α]D20 | + 63.6 ° (c 0.28; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | (silica gel Merck plates), solvent CHCl3-MeOH (4:1 v/v) Rf 0.10 (2D20E 0.53) | | GLC | | | HPLC | |
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Permanent link to this datasheet: 2-DEOXY-20-HYDROXYECDYSONE 3-GLUCOSIDE
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