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Year of first isolation: |
2004 |
| Formula: | C31H48O10 |
| Molecular weight: | 580 |
| Occurence in plants: |
Silene viridiflora [Caryophyllaceae] »  ![Wikipedia: Silene viridiflora [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(=O)OC1CC2C(=O)C=C3C(C2(CC1O)C)CCC4(C3(CCC4C(C)(C(CCC(C)(CO)O)OC(=O)C)O)O)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)OC(=O)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(CO)(C)O)OC(=O)C)O)O)C)C » 
C1[C@]2([C@@H](C[C@H]([C@H]1O)OC(=O)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@@](CO)(C)O)OC(=O)C)O)O)C)C »
C1[C@]2([C@@H](C[C@H]([C@H]1O)OC(=O)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@](CO)(C)O)OC(=O)C)O)O)C)C »
| | IUPAC Name | [(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-3-acetyloxy-2,6,7-trihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate | | CAS-RN | | | PubChem CID | 152751346 | InChiKey
[ ChemIDPlus: search ] | XJCARXXJIYTSQO-UTEQHMBXSA-N | | InChI | InChI=1S/C31H48O10/c1-17(33)40-24-14-21-22(35)13-20-19(28(21,4)15-23(24)36)7-11-29(5)25(8-12-31(20,29)39)30(6,38)26(41-18(2)34)9-10-27(3,37)16-32/h13,19,21,23-26,32,36-39H,7-12,14-16H2,1-6H3/t19-,21-,23-,24+,25-,26+,27?,28+,29+,30+,31+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | FAB-MS m/z | 603.3 [M+Na]+, 581.3 [M+H]+, 563.3 [M+H-H2O]+ | | CI-MS (NH3) m/z | 682, 664, 640, 622, 598, 580, 562, 556, 538, 520, 502, 496, 478, 461, 443, 422, 404, 236, 218, 192 174, 136, 132, 77 |
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| D2O | | 01 | 39.0 | | 02 | 68.5 | | 03 | 73.9 | | 04 | n.d. | | 05 | 53.4 | | 06 | n.d. | | 07 | 123.9 | | 08 | n.d. | | 09 | 36.5 | | 10 | 40.6 | | 11 | n.d. | | 12 | 33.5 | | 13 | 50.0 | | 14 | 87.8 | | 15 | 32.8 | | 16 | 22.2 | | 17 | 52.1 | | 18 | 19.6 | | 19 | 25.7 | | 2-Ac | 23.2/176.6 | | 20 | 79.9 | | 21 | 22.8 | | 22 | 84.2 | | 22-Ac | 23.2/177.5 | | 23 | n.d. | | 24 | 37.4 | | 25 | 75.9 | | 26 | 71.4 | | 27 | 24.7 |
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| D2O | | 01-Ha | 1.48 | | 01-He | 1.99 | | 02-Ha | 4.13 (m, w1/2 = 22) | | 03-He | 5.17 (m, w1/2 = 8) | | 04-Ha | 1.78 | | 04-He | 1.85 | | 05-H | 2.35 (dd, 4.2, 13.5) | | 07-H | 5.98 (d, 2.5) | | 09-H | 3.11 (m, w1/2 = 24) | | 11-Ha | 1.74 | | 11-He | 1.86 | | 12-Ha | 1.76 | | 12-He | 1.96 | | 15-Ha | 1.67 | | 15-Hb | 2.06 | | 16-Ha | 1.88* | | 16-Hb | 1.80* | | 17-H | 2.31 (t, 9.5) | | 18-Me | 0.86 (s) | | 19-Me | 1.02 (s) | | 21-Me | 1.34 (s) | | 22-Ac | 2.165 (s) | | 22-H | 4.85 (dd, 10.5, 2) | | 23-Ha | 1.56 | | 23-Hb | 1.76 | | 24-Ha | 1.75 | | 24-Hb | 1.46 | | 26-CH2OH | 3.42 (s) | | 27-Me | 1.15 (s) | | 3-Ac | 2.176 (s) |
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| M.P. | - ?C ; | | [α]D20 | ? ? (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | - (-) ; |
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Permanent link to this datasheet: 20,26-DIHYDROXYECDYSONE 3,22-DIACETATE
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