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Year of first isolation: |
1996 |
| Formula: | C31H48O7 |
| Molecular weight: | 532 |
| 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=CC(=O)OC1CCC2(C3CCC4(C(CCC4(C3=CC(=O)C2C1)O)C(C)(C(CCC(C)(C)O)O)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@H](C[C@H](C1)OC(=O)/C=C/C)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,5R,9R,10R,13R,14S,17S)-14-hydroxy-10,13-dimethyl-6-oxo-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-3-yl] (E)-but-2-enoate | | CAS-RN | | | PubChem CID | 102330432 | InChiKey
[ ChemIDPlus: search ] | VIOAJLKYKXYAFR-HPGLHNLESA-N | | InChI | InChI=1S/C31H48O7/c1-7-8-26(34)38-19-9-14-28(4)20-10-15-29(5)24(30(6,36)25(33)12-13-27(2,3)35)11-16-31(29,37)21(20)18-23(32)22(28)17-19/h7-8,18-20,22,24-25,33,35-37H,9-17H2,1-6H3/b8-7+/t19-,20-,22-,24-,25+,28+,29+,30+,31+/m0/s1 |
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| CI-MS (NH3) m/z | 550(M+H+NH3)+, 533 (M+H)+, 447 (M+H-crotonic acid), 432 (M+H+NH3-C22-C27), 417 (M+H-C22-C27) | | 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 | |
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| CDCl3 | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | 5.13 (sb, w1/2=12) | | 04-Ha | | | 04-He | | | 05-H | 2.39 | | 07-H | 5.85 (d, 2.5) | | 09-Ha | 3.11 (m, w1/2=22) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.37 | | 18-Me | 0.86 (s ) | | 19-Me | 0.98 (s ) | | 21-Me | 1.21 (s ) | | 22-Hb | 3.44 (d, 10) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.24 (s ) | | 27-Me | 1.25 (s ) | | CH3-CH= | 1.87 (d,d, 7.1, 1.6) | | CHa= | 5.83 (dq, 16.1, 6) | | CHb= | 6.95 (dq, 16, 7.1) |
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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. 10.3 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. 14.1 min. |
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Permanent link to this datasheet: 2-DEOXY-20-HYDROXYECDYSONE 3-CROTONATE
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