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Year of first isolation: |
1995 |
| Formula: | C31H50O9 |
| Molecular weight: | 566 |
| Occurence in plants: |
Penstemon venustus [Scrophulariaceae] »  ![Wikipedia: Penstemon venustus [Scrophulariaceae]](/images/wikipedia.png)
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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](CCC(C)(C)O)OC(=O)CC(C)O)O)O)C)C » 
| | IUPAC Name | (2R,3R)-2,6-dihydroxy-6-methyl-2-((2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)heptan-3-yl 3-hydroxybutanoate | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | FCKMDUFNBYPSNI-NCTSFRKGSA-N | | InChI | InChI=1S/C31H50O9/c1-17(32)13-26(36)40-25(9-10-27(2,3)37)30(6,38)24-8-12-31(39)19-14-21(33)20-15-22(34)23(35)16-28(20,4)18(19)7-11-29(24,31)5/h14,17-18,20,22-25,32,34-35,37-39H,7-13,15-16H2,1-6H3/t17?,18-,20-,22+,23-,24-,25+,28+,29+,30+,31+/m0/s1 |
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| CI-MS (NH3) m/z | | | FAB-MS (negative-ion mode) m/z (relative intensity %) | 565 [M-H]- (7), 479 (12), 183 (100), 103 (20), 91 (43) | | EI-MS m/z (relative intensity %) | 530 [M-2H2O]+ (0.5), 512 (0.9), 494 (1), 468 (2), 444 (2), 426 (11), 387 (6), 363 (32), 345 (100), 327 (40), 285 (18), 269 (16), 215 (16), 173 (19), 99 (51), 81 (28), 69 (40). | | HR-MS | |
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| CD3OD | | 01 | 37.4 | | 02 | 68.7 | | 03 | 68.5 | | 04 | 32.8 | | 05 | 51.8 | | 06 | 206.4 | | 07 | 122.2 | | 08 | 167.8 | | 09 | 35.1 | | 10 | 39.3 | | 11 | 21.5 | | 12 | 32.6 | | 13 | 48.7 | | 14 | 85.2 | | 15 | 31.8 | | 16 | 21.5 | | 17 | 50.8 | | 18 | 18.1 | | 19 | 24.4 | | 20 | 77.6 | | 21 | 21.9 | | 22 | 80.8 | | 23 | 26.1 | | 24 | 41.5 | | 25 | 71.0 | | 26 | 29.5 | | 27 | 28.9 | | ac1' | 173.5 | | ac2' | 45.2 | | ac3' | 65.6 | | ac4' | 23.2 |
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| CD3OD | | 01-Ha | 1.42 | | 01-He | 1.79 | | 02-Ha | 3.83 | | 03-He | 3.94 | | 04-Ha | 1.70 | | 04-He | 1.70 | | 05-H | 2.38 | | 07-H | 5.80 (d, 2) | | 09-Ha | 3.15 | | 11-Ha | 1.69 | | 11-He | 1.81 | | 12-Ha | 2.15 (ddd, 13.1, 13.1, 4.9) | | 12-He | 1.86 | | 15-Ha | 1.95 | | 15-Hb | 1.61 | | 16-Ha | 2.03 | | 16-Hb | 1.75 | | 17-H | 2.38 | | 18-Me | 0.87 (s ) | | 19-Me | 0.95 (s ) | | 21-Me | 1.28 (s ) | | 22-H | 4.92 | | 23-Ha | 1.14 | | 23-Hb | 1.47 | | 24-Ha | 1.77 | | 24-Hb | 1.42 | | 26-Me | 1.17 (s ) | | 27-Me | 1.15 (s ) | | H-2'a | 2.43 (dd, 15.1, 8.3) | | H-2'b | 2.57 (dd, 15.1, 4.8) | | H-3' | 4.23 | | H4'-Me | 1.23 (d, 6.2) |
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| M.P. | | | [α]D20 | + 57 ° (c 0.2; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | HPLC | RP-HPLC : Lichrosorb RP-18 (H2O-MeOH), gradient (0-32 min) : 10-93% MeOH, flow-rate 2 ml.min-1. |
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Permanent link to this datasheet: VENUSTONE
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