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Year of first isolation: |
1991 |
| Formula: | C27H44O8 |
| Molecular weight: | 496 |
| Occurence in plants: |
Rhaponticum carthamoides [Asteraceae] »  ![Wikipedia: Rhaponticum carthamoides [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)C(CCC(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 ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@H](O)CC(C(C)C)O)O)O)C)O)C » 
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@H](O)C[C@H](C(C)C)O)O)O)C)O)C »
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@H](O)C[C@@H](C(C)C)O)O)O)C)O)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2S)-2,5-dihydroxy-6-methylheptan-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 | 21770573 | InChiKey
[ ChemIDPlus: search ] | JOMGMALSBMJPBU-RHOMHJKWSA-N | | InChI | InChI=1S/C27H44O7/c1-14(2)17(28)6-8-26(5,33)22-7-9-27(34)16-11-18(29)15-10-19(30)20(31)12-24(15,3)23(16)21(32)13-25(22,27)4/h11,14-15,17,19-23,28,30-34H,6-10,12-13H2,1-5H3/t15-,17?,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 %) | 462 (M-H2O)+ (3), 444 (4), 426 (6), 408 (6), 393 (3), 379 (12), 361 (30), 343 (100), 325 (75), 301 (60), 267 (45), 145 (21), 109 (15), 83 (12), 55 (25) | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | 4.45 (m ) | | 03-He | 4.12 (m ) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.11 (s ) | | 09-Ha | 3.61-3.72 (m ) | | 11-H | 4.45 (m ) | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.10 (s ) | | 19-Me | 1.15 (s ) | | 21-Me | 1.42 (s ) | | 22-H | | | 23-H | | | 24-H | 3.61-3.72 (m ) | | 25-H | | | 26-Me | 0.67 (d ) | | 27-Me | 0.67 (d ) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3550-3500 (OH), 1655 (cyclohexenone) | | UV (EtOH) λ max (log ε) | |
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Drosophila melanogaster BII cell assay: EC50 = 2.3 x 10-7M |
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Permanent link to this datasheet: RAPISTERONE B
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