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Year of first isolation: |
1996 |
| Formula: | C31H48O8 |
| Molecular weight: | 548 |
| Occurence in plants: |
Silene otites [Caryophyllaceae] »  ![Wikipedia: Silene otites [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(=O)OC1CCC2(C3CCC4(C(CCC4(C3=CC(=O)C2C1)O)C(C)(C(CCC(C)(C)O)OC(=O)C)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)OC(=O)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)OC(=O)C)O)O)C)C » 
| | IUPAC Name | [(3S,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-3-acetyloxy-2,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-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 | 102330431 | InChiKey
[ ChemIDPlus: search ] | PYNOSGSAFNPGBQ-NJJUYELUSA-N | | InChI | InChI=1S/C31H48O8/c1-18(32)38-20-8-13-28(5)21-9-14-29(6)25(10-15-31(29,37)22(21)17-24(34)23(28)16-20)30(7,36)26(39-19(2)33)11-12-27(3,4)35/h17,20-21,23,25-26,35-37H,8-16H2,1-7H3/t20-,21-,23-,25-,26+,28+,29+,30+,31+/m0/s1 |
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| CI-MS (NH3) m/z | 566 (M+H+NH3)+, 549 (M+H)+, 531 (M+H-H2O), 506 (M+H+NH3- acetic acid), 489 (M+H- acetic acid), 471 (489-H2O), 453 (489-2H2O), 406, 389 | | EI-MS m/z (relative intensity %) | | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | | | 28 | | | 29 | |
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| CDCl3 | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | 5.07 (sb, w1/2=12) | | 04-Ha | | | 04-He | | | 05-H | 2.37 | | 07-H | 5.84 (d, 2.5) | | 09-Ha | 3.09 (m, w1/2=22) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.38 | | 18-Me | 0.84 (s ) | | 19-Me | 0.97 (s ) | | 21-Me | 1.26 (s ) | | 22-Hb | 4.85 (d,d, 11, 2) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.20 (s ) | | 27-Me | 1.22 (s ) | | Me-CO- | 2.04 (s), 2.10 (s) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | HPLC | NP-HPLC, Zorbax-SIL 25 cm x 4.6 mm i.d., solvent cyclohexane-iPrOH-H2O 100:30: 1.5 v/v/v, flow-rate 1 ml.min-1, Ret. 9.3 min (2d20E 18.8 min); Zorbax-SIL 25 cm x 9.4 mm i.d., solvent CH2Cl2-PrOH-H2O 125:15:1 v/v/v, flow-rate 4 ml.min-1, Ret. 6.4 min. |
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Drosophila melanogaster BII cell assay: inactive |
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Permanent link to this datasheet: 2-DEOXY-20-HYDROXYECDYSONE 3,22-DIACETATE
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