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Year of first isolation: |
1992 |
| Formula: | C29H48O7 |
| Molecular weight: | 508 |
| 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 | CCC(CC(C)(C)O)C(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)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@]1(CC[C@@H]2[C@](C)([C@H](O)C(CC(C)(C)O)CC)O)O)C)C » 
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](O)[C@@H](CC(C)(C)O)CC)O)O)C)C »
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](O)[C@H](CC(C)(C)O)CC)O)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-4-ethyl-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 152743050 | InChiKey
[ ChemIDPlus: search ] | FJBBFIDNOKNATE-BFSOYOPGSA-N | | InChI | InChI=1S/C29H48O7/c1-7-16(14-25(2,3)34)24(33)28(6,35)23-9-11-29(36)18-12-20(30)19-13-21(31)22(32)15-26(19,4)17(18)8-10-27(23,29)5/h12,16-17,19,21-24,31-36H,7-11,13-15H2,1-6H3/t16?,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 472 (M-2H2O)+ (4), 454 (28), 439 (19), 436 (4), 421 (4), 363 (16), 345 (40), 327 (24), 300 (32), 171 (20), 154 (16), 127 (100), 109 (40), 83 (16), 69 (9). | | HR-MS | |
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| C5D5N | | 01 | 38.01 | | 02 | 68.05 | | 03 | 68.10 | | 04 | 32.46 | | 05 | 51.40 | | 06 | 203.43 | | 07 | 121.63 | | 08 | 166.14 | | 09 | 34.48 | | 10 | 38.67 | | 11 | 21.59 | | 12 | 31.76 | | 13 | 48.11 | | 14 | 84.14 | | 15 | 32.02 | | 16 | 21.14 | | 17 | 49.98 | | 18 | 17.87 | | 19 | 24.46 | | 20 | 76.92 | | 21 | 21.53 | | 22 | 76.02 | | 23 | 50.67 | | 24 | 32.62 | | 25 | 72.57 | | 26 | 29.83 * | | 27 | 25.72 * | | 28 | 25.58 | | 29 | 13.82 |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.16 (m ) | | 03-He | 4.22 (m ) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.26 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.22 (s ) | | 19-Me | 1.08 (s ) | | 21-Me | 1.56 (s ) | | 22-H | 3.87 (d , 10) | | 23-H | | | 24-H | | | 26-Me | 1.25 (s )* | | 27-Me | 1.38 (s )* | | 28-Ha | | | 28-Hb | | | 29-Me | 1.01 (t ) |
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| M.P. | 249-250 °C ; | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3340-3500 (OH), 1655 (cyclohexenone); | | UV (EtOH) λ max (log ε) | |
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Drosophila melanogaster BII cell assay: EC50 = 3.9 x 10-7M |
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Permanent link to this datasheet: RAPISTERONE C
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