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Year of first isolation: |
2010 |
| Formula: | C27H42O5 |
| Molecular weight: | 446 |
| 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(CC(C(C4)O)O)C)C1(CCC2C(=C)CCCC(C)(C)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]2C(=C)CCCC(C)(C)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-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 | 70691109 | InChiKey
[ ChemIDPlus: search ] | JPFURMLLQXSSRC-YHLZAIQASA-N | | InChI | InChI=1S/C27H42O5/c1-16(7-6-10-24(2,3)31)17-9-12-27(32)19-13-21(28)20-14-22(29)23(30)15-25(20,4)18(19)8-11-26(17,27)5/h13,17-18,20,22-23,29-32H,1,6-12,14-15H2,2-5H3/t17-,18+,20+,22-,23+,25-,26-,27-/m1/s1 |
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| HRESI-MS | 447.3114 [M+H]+ (calculated for C27H43O5, 447.3110) | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 486 (100) [M+H+K]+, 470 (50) [M+H+Na]+, 447 (15) [M+H]+, 429 (32) [M+H-H2O]+, 411 (27) [M+H-2H2O]+ , |
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| CD3OD | | 01 | 37.5 | | 02 | 68.8 | | 03 | 68.7 | | 04 | 33.0 | | 05 | 52.0 | | 06 | n.d. | | 07 | 122.0 | | 08 | n.d. | | 09 | 35.3 | | 10 | n.d. | | 11 | 21.8 | | 12 | 31.3 | | 13 | n.d. | | 14 | n.d. | | 15 | 32.2 | | 16 | 25.4 | | 17 | 51.0 | | 18 | 17.7 | | 19 | 24.6 | | 20 | n.d. | | 21 | 111.2 | | 22 | 39.9 | | 23 | 24.6 | | 24 | 44.7 | | 25 | n.d. | | 26 | 29.3 | | 27 | 29.4 |
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| CD3OD | | 01-Ha | 1.79 | | 01-He | 1.43 | | 02-Ha | 3.85 (ddd, 12.5, 4.1, 3.0) | | 03-He | 3.96 (q, 3.0) | | 04-Ha | 1.72 | | 04-He | 1.77 | | 05-H | 2.39 (dd, 12.8, 4.7) | | 07-H | 5.82 (d, 2.7) | | 09-H | 3.18 (ddd, 10.2, 7.1, 2.7) | | 11-Ha | 1.84 | | 11-He | 1.65 | | 12-Ha | 2.14 (td, 12.5, 4.4) | | 12-He | 1.57 | | 15-Ha | 2.05 | | 15-Hb | 1.66 | | 16-Ha | 1.91 | | 16-Hb | 1.91 | | 17-H | 2.61 | | 18-Me | 0.61 (s) | | 19-Me | 0.96 (s) | | 20-H | 2.99 (t, 9.2) | | 21-CH2= | 4.91 (s) (Z); 4.95 (s) (E) | | 22-Ha | 2.04 | | 22-Hb | 2.08 | | 23-Ha | 1.49 | | 23-Hb | 1.57 | | 24-Ha | 1.43 | | 24-Hb | 1.49 | | 26-Me | 1.19 (s) | | 27-Me | 1.19 (s) |
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| M.P. | °C ; | | [α]D25.5 | +14° (c = 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 241.7 (4.1) |
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Permanent link to this datasheet: 22-DEOXY-20,21-DEHYDRO-ECDYSONE
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