Mesembrine
From Wikipedia, the free encyclopedia
| Mesembrine | |
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| IUPAC name | (3aS,7aR)-3a- (3,4-dimethoxyphenyl)- 1-methyl-2,3,4,5,7,7a- hexahydroindol-6-one |
| Identifiers | |
| CAS number | [468-53-1] |
| PubChem | |
| SMILES | CN1CC[C@@]2 ([C@H]1CC(=O)CC2) C3=CC(=C(C=C3)OC)OC |
| Properties | |
| Molecular formula | C17H23NO3 |
| Molar mass | 289.37 g mol-1 |
| log P | 1.1 |
| Supplementary data page | |
| Structure and properties |
n, εr, etc. |
| Thermodynamic data |
Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Mesembrine is an alkaloid present in Sceletium tortuosum.[1] It has been shown to be an extremely potent serotonin reuptake inhibitor, active at dosages as low as 100μg (micrograms).[2] Mesembrine may contribute to the antidepressant effects of kanna.
[edit] References
- ^ Smith M, Crouch N, Gericke N, Hirst M (1996). "Psychoactive constituents of the genus Sceletium N.E.Br. and other Mesembryanthemaceae: a review". J Ethnopharmacol 50 (3): 119–30. doi:. PMID 8691846.
- ^ Pharmaceutical compositions containing mesembrine and related compounds. U.S. Patent 6,288,104
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