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Year of first isolation: |
2010 |
| Formula: | C27H42O6 |
| Molecular weight: | 462 |
| Occurence in plants: |
Serratula wolffii [Asteraceae] »  ![Wikipedia: Serratula wolffii [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C1(CCC2C(=C)CCCC(C)(C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | [C@@H]1([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]2C(=C)CCCC(C)(C)O)O)C)C)O » 
| | IUPAC Name | (1S,2R,3R,5R,9R,10R,13R,14S,17R)-1,2,3,14-tetrahydroxy-17-(6-hydroxy-6-methylhept-1-en-2-yl)-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 70691107 | InChiKey
[ ChemIDPlus: search ] | HGRUQPLUHLGTLO-AISGDZIMSA-N | | InChI | InChI=1S/C27H42O6/c1-15(7-6-10-24(2,3)32)16-9-12-27(33)18-13-20(28)19-14-21(29)22(30)23(31)26(19,5)17(18)8-11-25(16,27)4/h13,16-17,19,21-23,29-33H,1,6-12,14H2,2-5H3/t16-,17+,19+,21-,22-,23-,25-,26-,27-/m1/s1 |
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| HRESI-MS | 463.3065 [M+H]+ (calculated for C27H43O6, 463.3059) | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 501 (44) [M+K]+, 485 (100) [M+Na]+, 463 (5) [M+H]+, 445 (7) [M+H-H2O]+, 427 (16) [M+H-2H2O]+ , 409 (9) [M+H-3H2O]+ |
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| CD3OD | | 01 | 76.6 | | 02 | 68.6 | | 03 | 71.1 | | 04 | 33.7 | | 05 | 47.0 | | 06 | 205.9 | | 07 | 122.0 | | 08 | 166.9 | | 09 | 35.9 | | 10 | 44.0 | | 11 | 22.2 | | 12 | 31.3 | | 13 | 48.5 | | 14 | 85.1 | | 15 | 32.3 | | 16 | 25.3 | | 17 | 51.1 | | 18 | 17.6 | | 19 | 20.2 | | 20 | 150.3 | | 21 | 111.2 | | 22 | 39.9 | | 23 | 24.5 | | 24 | 44.7 | | 25 | 71.6 | | 26 | 29.32 | | 27 | 29.36 |
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| CD3OD | | 01-He | 3.82 (s, br) | | 02-Ha | 3.88 (t, 3.1) | | 03-He | 4.05 (s, br) | | 04-Ha | 1.77 | | 04-He | 1.82 (t, 13.0, br) | | 05-H | 2.62 (dd, 13.0, 4.3) | | 07-H | 5.84 (d, 2.6) | | 09-H | 3.11 (t, 8.2, br) | | 11-Ha | 1.77 | | 11-He | 1.71 | | 12-Ha | 2.11 (d, 13.3, 4.8) | | 12-He | 1.56 | | 15-Ha | 2.06 | | 15-Hb | 1.67 | | 16-Ha | 1.91 | | 16-Hb | 1.91 | | 17-H | 2.61 | | 18-Me | 0.61 (s) | | 19-Me | 1.07 (s) | | 20-H | 2.99 (t, 9.2) | | 21-CH2= | 4.91 (s) (Z); 4.95 (s) (E) | | 22-Ha | 2.03 | | 22-Hb | 2.09 | | 23-Ha | 1.50 | | 23-Hb | 1.58 | | 24-Ha | 1.43 (td, 12.5, 4.7) | | 24-Hb | 1.49 | | 26-Me | 1.18 (s) | | 27-Me | 1.18 (s) |
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| M.P. | °C ; | | [α]D25.5 | +30 ° (c = 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 241.3 (3.9) |
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Permanent link to this datasheet: 1-HYDROXY-22-DEOXY-20,21-DEHYDRO-ECDYSONE
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