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Year of first isolation: |
2012 |
| 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 | CC1(CCC(O1)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C | 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)([C@@H]1OC(CC1)(C)C)O)O)C)C » 
| | IUPAC Name | (2S,3S,5R,9R,10R,13R,14S,17S)-17-((R)-1-((R)-5,5-dimethyltetrahydrofuran-2-yl)-1-hydroxyethyl)-2,3,14-trihydroxy-10,13-dimethyl-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 ] | JWXMXJQGIRXWDG-ZKSFWNCQSA-N | | InChI | InChI=1S/C27H42O6/c1-23(2)9-8-22(33-23)26(5,31)21-7-11-27(32)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-32H,6-11,13-14H2,1-5H3/t15-,17-,19-,20-,21-,22+,24+,25+,26+,27+/m0/s1 |
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| HR-ESI-MS | 462.29702, calculated 462.29759 for C27H42O6 | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 485 (15) (M+Na)+, 463 (41) (M+H), 445 (68) (M+H-H2O), 427 (13) (M+H-2H2O), 99 (100) (C22-C27) |
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| CD3OD | | 01 | 43.2 | | 02 | 72.3 | | 03 | 75.5 | | 04 | 33.8 | | 05 | 57.6 | | 06 | 204.8 | | 07 | 122.1 | | 08 | 168.2 | | 09 | 36.1 | | 10 | 39.7 | | 11 | 21.7 | | 12 | 32.5 | | 13 | 48.5 | | 14 | 85.3 | | 15 | 31.9 | | 16 | 21.9 | | 17 | 52.0 | | 18 | 18.3 | | 19 | 24.0 | | 20 | 77.2 | | 21 | 20.9 | | 22 | 85.7 | | 23 | 28.6 | | 24 | 39.8 | | 25 | 81.9 | | 26 | 28.5 | | 27 | 29.1 |
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| CD3OD | | 01-Ha | 1.08 (dd, 13.5, 11.9) | | 01-He | 2.09 (d, 13.5, 4.2) | | 02-Ha | 3.64 (ddd, 11.9, 8.8, 4.2) | | 03-He | 3.35 (m) | | 04-Ha | 1.56 (m) | | 04-He | 1.76 (m) | | 05-H | 2.09 (dd, 13.5, 4.2) | | 07-H | 5.82 (d, 2.7) | | 09-H | 3.17 (ddd, 11.7, 7.4, 2.7) | | 11-Ha | 1.70 (m) | | 11-He | 1.82 (m) | | 12-Ha | 2.16 (td, 13.0, 4.5) | | 12-He | 1.86 (m) | | 15-Ha | 1.61 (m) | | 15-Hb | 1.97 (dd, 12.7, 6.4) | | 16-Ha | 1.82 (m) | | 16-Hb | 2.02 (dtm, 12.6, 10.0) | | 17-H | 2.37 (t, 9.2) | | 18-Me | 0.85 (s) | | 19-Me | 0.95 (s) | | 21-Me | 1.22 (s) | | 22-H | 3.92 (dd, 8.4, 6.2) | | 23-Ha | 1.76 (m) | | 23-Hb | 1.90 (m) | | 24-Ha | 1.75 (m) | | 24-Hb | 1.75 (m) | | 26-Me | 1.24 (s) | | 27-Me | 1.25 (s) |
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| M.P. | °C ; | | [α]D27 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 245 (3.84) ; |
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Permanent link to this datasheet: 3-EPI-SHIDASTERONE
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