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Year of first isolation: |
1987 |
| Formula: | C29H48O7 |
| Molecular weight: | 508 |
| Occurence in plants: |
Rhaponticum carthamoides [Asteraceae] »  ![Wikipedia: Rhaponticum carthamoides [Asteraceae]](/images/wikipedia.png)
Pfaffia paniculata [Amaranthaceae] »
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| Occurence in animals: |
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| Canonical SMILES | | 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(C(C(C)C)CC)O)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]([C@@H](C(C)C)CC)O)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]([C@H](C(C)C)CC)O)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]([C@@H](C(C)C)CC)O)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]([C@H](C(C)C)CC)O)O)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-((2R,3R)-5-ethyl-2,3,4-trihydroxy-6-methylheptan-2-yl)-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 ] | MDPPDNUIYZZMBK-LPPKWSAOSA-N | | InChI | InChI=1S/C29H48O7/c1-7-16(15(2)3)24(33)25(34)28(6,35)23-9-11-29(36)18-12-20(30)19-13-21(31)22(32)14-26(19,4)17(18)8-10-27(23,29)5/h12,15-17,19,21-25,31-36H,7-11,13-14H2,1-6H3/t16?,17-,19-,21+,22-,23-,24?,25+,26+,27+,28+,29+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 490 (M - 18)+ (1), 475 (1), 472 (3), 457 (6), 454 (13), 443 (2), 439 (2), 436 (1), 363 (75), 345 (88), 327 (30), 300 (12), 250 (12), 171 (21), 127 (100), 109 (30), 84 (40). | | 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 | | | 28 | | | 29 | |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | 4.12 | | 03-He | 4.12 | | 04-Ha | | | 04-He | | | 05-H | 2.90 | | 07-H | 6.16 | | 09-Ha | 3.50 | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.28 (s ) | | 19-Me | 0.98 (s ) | | 21-Me | 1.48 (s ) | | 22-H | 3.80 (d, 10) | | 23-H | 3.50 | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 1.13 (d ) | | 27-Me | 1.13 (d ) | | 29-Me | 0.92 (d ) |
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| M.P. | 241-242 °C | | [α]D20 | + 30 ? 2 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | 3300-3500 (OH), 1655 (cyclohexenone) | | UV (EtOH) λ max (log ε) | 244 (4.07) |
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Permanent link to this datasheet: RAPISTERONE
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