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Year of first isolation: |
2001 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
Silene pseudotites [Caryophyllaceae] »  ![Wikipedia: Silene pseudotites [Caryophyllaceae]](/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)(CO)O)O)O)O)C)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(CO)(C)O)O)O)O)C)C » 
C1[C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1C2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@@](CO)(C)O)O)O)O)C)C »
C1[C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1C2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@](CO)(C)O)O)O)O)C)C »
| | IUPAC Name | (3S,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6,7-tetrahydroxy-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 | 11420239 | InChiKey
[ ChemIDPlus: search ] | BIKLGOJMOZLAIG-FXYRDGGRSA-N | | InChI | InChI=1S/C27H44O7/c1-23(32,15-28)9-8-22(31)26(4,33)21-7-12-27(34)18-14-20(30)19-13-16(29)5-10-24(19,2)17(18)6-11-25(21,27)3/h14,16-17,19,21-22,28-29,31-34H,5-13,15H2,1-4H3/t16-,17-,19-,21-,22+,23?,24+,25+,26+,27+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 498 (M+H+NH3)+, 481 (M+H)+, 480 (M)+, 463 (M+H-H2O)+ |
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| D2O | | 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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| D2O | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | 4.10 (s, br, w1/2 = 20) | | 04-Ha | | | 04-He | | | 05-H | 2.39 (dd, br, 12.5, 3.4) | | 07-H | 5.96 (d, 2.2) | | 09-H | 3.15 (s, br, w1/2 = 25) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.33 (t, 9.7) | | 18-Me | 0.863 (s) | | 19-Me | 0.976 (s, br, w1/2 = 4) | | 20-H | | | 21-Me | 1.235 (s) | | 22-H | 3.44 (d, 10.5) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-CH2OH | 3.45 (s) | | 27-Me | 1.161 (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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| HPLC | NP-HPLC, column Zorbax?-SIL 250 x 9.4 mm, solvent CH2Cl2-iPrOH-H2O (125:40:3, v/v/v), flow-rate 4 ml.min-1, Ret. 23.7 min (20E 18.5 min). | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 2-DEOXY-20,26-DIHYDROXYECDYSONE
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