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Mesembrine

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Mesembrine
File:Mesembrine.png
Names
IUPAC name
(3aS,7aR)-3a- (3,4-dimethoxyphenyl)- 1-methyl-2,3,4,5,7,7a- hexahydroindol-6-one
Identifiers
3D model (JSmol)
  • CN1CC[C@@]2 ([C@H]1CC(=O)CC2) C3=CC(=C(C=C3)OC)OC
Properties
289.37
Molar mass 289.375 g·mol−1
log P 1.1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mesembrine is an alkaloid present in Sceletium tortuosum.[1] One patent claims that mesembrine is a serotonin reuptake inhibitor [2], although there is currently no peer reviewed scientific literature to confirm this claim. It has also been shown to be a PDE4 inhibitor.[3] Mesembrine may contribute to the antidepressant effects of kanna.

References

  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. doi:10.1016/0378-8741(95)01342-3. PMID 8691846.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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]
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