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Year of first isolation: |
1994 |
| Formula: | C27H42O7 |
| Molecular weight: | 478 |
| Occurence in plants: |
Leuzea carthamoides [Asteraceae] »  ![Wikipedia: Leuzea carthamoides [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(=C)CCC(C(C)(C1CCC2(C1(CC(C3C2=CC(=O)C4C3(CC(C(C4)O)O)C)O)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | CC(=C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(C[C@H]([C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)C)O)O)O » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylhept-6-en-2-yl]-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101676161 | InChiKey
[ ChemIDPlus: search ] | IAPRWEBJOOXLAB-UKTRSHMFSA-N | | InChI | InChI=1S/C27H42O7/c1-14(2)6-7-22(32)26(5,33)21-8-9-27(34)16-11-17(28)15-10-18(29)19(30)12-24(15,3)23(16)20(31)13-25(21,27)4/h11,15,18-23,29-34H,1,6-10,12-13H2,2-5H3/t15-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 478 (0), 461 (1), 442 (2), 426 (2), 408 (1), 393 (1), 379 (1), 361 (7), 360 (8), 343 (28), 325 (15), 267 ( 20), 171 (25), 69 (37), 55 (42), 43 (100), 41 (70) | | FAB-MS m/z | 501(M+Na)+ (56), 479 (M+H)+ (65), 461 (100), 443 (22), 278 (56) | | HR-MS | |
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| CD3OD | | 01 | 39.89 | | 02 | 69.21 | | 03 | 68.55 | | 04 | 33.28 | | 05 | 52.77 | | 06 | 206.66 | | 07 | 122.72 | | 08 | 165.71 | | 09 | 42.92 | | 10 | 39.06 | | 11 | 69.50 | | 12 | 43.76 | | 13 | * | | 14 | 84.40 | | 15 | 31.81 | | 16 | 21.46 | | 17 | 50.26 | | 18 | 18.68 | | 19 | 24.61 | | 20 | 77.65 | | 21 | 30.84 | | 22 | 77.05 | | 23 | 30.84 | | 24 | 36.21 | | 25 | 146.87 | | 26 | 110.75 | | 27 | 22.70 |
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| Me2CO-d6 | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.00 (ddd, 11.7, 4.0, 3.5) | | 03-He | 3.89 (m, 3.0) | | 04-Ha | | | 04-He | | | 05-H | 2.64 (dd, 12.5, 4.4) | | 07-H | 5.71 (d, 2.6) | | 09-Ha | 3.16 (dd, 9.0, 2.6) | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.45 (t, 9.1) | | 18-Me | 0.890 (s ) | | 19-Me | 1.019 (s ) | | 21-Me | 1.203 (s ) | | 22-H | 3.38 (dd, 10.6, 1.5) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-H,H' | 4.70 (bs ) | | 27-Me | 1.718 (bs ) |
| CD3OD | | 01-Hb | 1.36 dd | | 01-He | 2.58 dd | | 02-Ha | 4.00 ddd | | 03-He | 3.94 bq | | 04-Ha | 1.77 | | 04-Hb | 1.68 | | 05-H | 2.32 dd | | 07-H | 5.79 d | | 09-Ha | 3.14 dd | | 11-Ha | | | 11-Hb | 4.09 ddd | | 12-Ha | 2.20 dd | | 12-Hb | 2.14 dd | | 15-Ha | 1.95 | | 15-Hb | 1.56 | | 16-Ha | 1.70 | | 16-Hb | 1.95 | | 17-H | 2.40 | | 18-Me | 0.86 s | | 19-Me | 1.05 s | | 20-H | | | 21-Me | 1.20 s | | 22-H | 3.35 dd | | 23-Ha | 1.68 | | 23-Hb | 1.32 | | 24-Ha | 2.27 | | 24-Hb | 2.06 | | 26-Me | 4.72; 4.58 um | | 27-Me | 1.74 bs |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3391 (OH), 1653 (cyclohexenone), 1581 (additional C=C) | | UV (EtOH) λ max (log ε) | |
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| TLC | | | HPTLC | | | HPLC | NP-HPLC, Separon SGX silica, 7micro m; CH2Cl2 - MeOH - H2O 88:11:1) | | GLC | |
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Permanent link to this datasheet: ISOVITEXIRONE
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