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Year of first isolation: |
2000 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
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| Occurence in animals: |
Bombyx mori [Bombycidae] »  ![Wikipedia: Bombyx mori [Bombycidae]](/images/wikipedia.png)
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(CCCC(C)(CO)O)O)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@](C)(CCCC(CO)(C)O)O)O)C)C » 
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@](C)(CCCC(CO)(C)O)O)O)C)C »
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@](C)(CCCC(CO)(C)O)O)O)C)C »
| | IUPAC Name | (2S,3S,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2S)-2,6,7-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | ZFLUUBHIYYRUJA-IPIKEVATSA-N | | InChI | InChI=1S/C27H44O7/c1-23(32,15-28)8-5-9-26(4,33)22-7-11-27(34)17-12-19(29)18-13-20(30)21(31)14-24(18,2)16(17)6-10-25(22,27)3/h12,16,18,20-22,28,30-34H,5-11,13-15H2,1-4H3/t16-,18-,20-,21-,22-,23?,24+,25+,26-,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | FAB-MS m/z | 503 [M+Na]+, 481 [M+H]+, 463 [M+H-H2O]+, 445 [M+H-2H2O]+ |
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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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| CD3OD | | 01-Ha | | | 01-He | | | 02-Ha | 3.63 (m, w1/2 = 24) | | 03-Ha | overlap with solvent | | 04-Ha | | | 04-He | | | 05-H | 2.08 (dd, 13.2, 4.0) | | 07-H | 5.81 (d, 2.4) | | 09-H | 3.17 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.85 (s) | | 19-Me | 0.95 (s) | | 21-Me | 1.27 (s) | | 22-Ha | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-H2/3 | 3.36 (s) | | 27-Me | 1.13 (s) |
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| M.P. | - °C ; | | [α]D20 | ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 243 nm (-) ; |
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| HPLC | RP-HPLC column Wakosil 5C18, 250x4.6 mm, flow-rate 1 ml/min, solvent 45 % aqueous MeOH, Ret 10.5 min (20E 8.9 min). | | GLC | | | TLC | |
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Permanent link to this datasheet: 3-EPI-22-DEOXY-20,26-DIHYDROXYECDYSONE
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