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Year of first isolation: |
2010 |
| Formula: | C32H50O8 |
| Molecular weight: | 562 |
| 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)OC(C)(C)CCC1C(OC(O1)(C)C)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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@]1(C)[C@@H](CCC(C)(C)OC(=O)C)OC(O1)(C)C)O)C)C » 
| | IUPAC Name | [2-methyl-4-[(4R,5R)-2,2,5-trimethyl-5-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-1,3-dioxolan-4-yl]butan-2-yl] acetate | | CAS-RN | | | PubChem CID | 12094571 | InChiKey
[ ChemIDPlus: search ] | BFWMUJOITOHIFF-IBVQXDPUSA-N | | InChI | InChI=1S/C32H50O8/c1-18(33)38-27(2,3)12-11-26-31(8,40-28(4,5)39-26)25-10-14-32(37)20-15-22(34)21-16-23(35)24(36)17-29(21,6)19(20)9-13-30(25,32)7/h15,19,21,23-26,35-37H,9-14,16-17H2,1-8H3/t19-,21-,23+,24-,25-,26+,29+,30+,31+,32+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HR-ESI-MS | 563.35709 [M+H]+, calculated 563.35784 for C32H51O8; 545.34671 [M+H-H2O]+, calculated 545.34728 for C32H49O7 | | CI-MS (NH3) m/z | |
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| D2O | | 01 | 37.9 | | 02 | 69.9 | | 03 | 69.8 | | 04 | 33.8 | | 05 | 52.9 | | 06 | * | | 07 | 123.6 | | 08 | * | | 09 | 36.5 | | 10 | 40.7 | | 11 | 22.5 | | 12 | 33.2 | | 13 | 49.4 | | 14 | 87.7 | | 15 | 33.0 | | 16 | 23.6 | | 17 | 52.1 | | 18 | 19.4 | | 19 | 25.7 | | 20 | 88.5 | | 21 | 23.6 | | 22 | 84.7 | | 23 | 25.6 | | 24 | 40.2 | | 25 | 86.7 | | 25-OAc | 176.1, 24.7 (CH3) | | 26 | 27.8 | | 27 | 28.1 | | C(CH3)2 | 110.5, 28.5 (CH3a), 30.8 (CH3b) |
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| D2O | | 01-Ha | 1.38 (t, 13) | | 01-He | 1.88 | | 02-Ha | 3.99 (m, w1/2 = 22) | | 03-He | 4.07 (m, w1/2 = 8) | | 04-Ha | 1.75 | | 04-He | 1.75 | | 05-H | 2.36 (t) | | 07-H | 5.97 (d, 2.5) | | 09-H | 3.11 (m, w1/2 = 22) | | 11-Ha | 1.73 | | 11-He | 1.86 | | 12-Ha | 1.95 | | 12-He | 1.95 | | 15-Ha | 1.68a | | 15-Hb | 1.98a | | 16-Ha | 2.03b | | 16-Hb | 1.93b | | 17-H | 2.28 (t, 9) | | 18-Me | 0.819 (s) | | 19-Me | 1.000 (s) | | 21-Me | 1.240 (s) | | 22-H | 3.88 (m) | | 23-Ha | 1.59 | | 23-Hb | 1.59 | | 24-Ha | 1.96 | | 24-Hb | 1.96 | | 25-OAc | 2.048 (s) (CH3) | | 26-Me | 1.462 (s) | | 27-Me | 1.491 (s) | | C(CH3)2 | 1.407 (s) (CH3a), 1.481 (s) (CH3b) |
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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-HYDROXYECDYSONE-20,22-ACETONIDE 25-ACETATE
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