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IUPAC name (3aS,7aR)-3a- (3,4-dimethoxyphenyl)- 1-methyl-2,3,4,5,7,7a- hexahydroindol-6-one
CAS number 468-53-1
PubChem 193296
SMILES CN1CC[C@@]2 ([C@H]1CC(=O)CC2) C3=CC(=C(C=C3)OC)OC
Molecular formula C17H23NO3
Molar mass 289.37 g mol-1
log P 1.1
Supplementary data page
Structure and
n, εr, etc.
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

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] It has also been shown to be a PDE4-inhibitor.[3] Mesembrine may contribute to the antidepressant effects of kanna.


  1. ^ 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. PMID 8691846.
  2. ^ Pharmaceutical compositions containing mesembrine and related compounds. U.S. Patent 6,288,104 (PDF)
  3. ^ Mesembrine - an inhibitor of PDE4 that follows structure-activity relationship to rolipram. [1]
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Mesembrine". A list of authors is available in Wikipedia.
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