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Year of first isolation: |
2007 |
| Formula: | C27H42O7 |
| Molecular weight: | 478 |
| 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)C15C(O5)CC2C(C)(C(CCC(C)(C)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@]31[C@H](C[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O3)C)C » 
| | IUPAC Name | (2S,4S,6S,7R,10R,11R,13S,14R,16R)-13,14-dihydroxy-7,11-dimethyl-6-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-1(18)-en-17-one | | CAS-RN | | | PubChem CID | 101431682 | InChiKey
[ ChemIDPlus: search ] | QHRCKMINXNGCBU-GIEIVRAASA-N | | InChI | InChI=1S/C27H42O7/c1-23(2,32)8-7-21(31)26(5,33)20-12-22-27(34-22)15-10-17(28)16-11-18(29)19(30)13-24(16,3)14(15)6-9-25(20,27)4/h10,14,16,18-22,29-33H,6-9,11-13H2,1-5H3/t14-,16-,18+,19-,20-,21+,22-,24+,25+,26+,27-/m0/s1 |
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| HRESI-MS | 478.2924 (calculated for C27H42O7 478.2919) | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 501 (13) [M+Na]+, 479 (100) [M+H]+, 461 (24) [M+H-H2O]+, 443 (27.5) [M+H-2H2O]+, 425 (2.6) [M+H-3H2O]+, 393 (3), 330 (53) |
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| CD3OD | | 01 | 37.1 | | 02 | 68.7 | | 03 | 68.5 | | 04 | 32.8 | | 05 | 52.0 | | 06 | 205.9 | | 07 | 124.0 | | 08 | 159.8 | | 09 | 39.1 | | 10 | 39.7 | | 11 | 21.7 | | 12 | 35.6 | | 13 | 42.4 | | 14 | 73.3 | | 15 | 61.3 | | 16 | 27.9 | | 17 | 48.4 | | 18 | 16.5 | | 19 | 24.5 | | 20 | 77.0 | | 21 | 20.8 | | 22 | 78.4 | | 23 | 27.4 | | 24 | 42.3 | | 25 | 71.4 | | 26 | 29.0 | | 27 | 30.0 |
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| CD3OD | | 01-Ha | 1.46 (t, 12.8) | | 01-He | 1.82 (dd, 13.5, 4.3) | | 02-Ha | 3.84 (ddd, 12.1, 4.2, 3.3) | | 03-He | 3.95 (q, 3.0) | | 04-Ha | 1.66 (dd, 7.8, 3.0) | | 04-He | 1.66 | | 05-H | 2.41 (dd, 9.0, 8.4) | | 07-H | 5.89 (d, 2.8) | | 09-H | 2.84 (ddd, 10.2, 6.9, 2.8) | | 11-Ha | 1.81 | | 11-He | 1.93 | | 12-Ha | 2.20 (dd, 9.0, 2.8) | | 12-He | 1.81 | | 15-Ha | 3.97 (s) | | 16-Ha | 1.92 | | 16-Hb | 1.94 | | 17-H | 1.71 (dd, 10.6, 7.0) | | 18-Me | 1.02 (s) | | 19-Me | 1.01 (s) | | 21-Me | 1.19 (s) | | 22-H | 3.29 (dd, 10.5, 1.8) | | 23-Ha | 1.28 (td, 11.8, 4.4) | | 23-Hb | 1.55 (tdd, 11.8, 4.4, 1.8) | | 24-Ha | 1.79 (td, 12.6, 4.6) | | 24-Hb | 1.44 (td, 12.4, 4.9) | | 26-Me | 1.19 (s) | | 27-Me | 1.20 (s) |
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| M.P. | - °C ; | | [α]D28 | - 5 ° (c 0.1; MeOH) | | UV (MeOH) max (log ) | 240 (3.8) ; | | IR (KBr) ν max (cm-1) | |
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| HPLC | NP-HPLC, solvent cyclohexane-isopropanol-water 100:40:3; RP-HPLC, solvent methanol-water 60:40. | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: STACHYSTERONE B 14,15-EPOXIDE
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