Tortuosamine

From Wikipedia, the free encyclopedia

Tortuosamine
Names
IUPAC name
2-[(6S)-6-(3,4-Dimethoxyphenyl)-5,6,7,8-tetrahydroquinolin-6-yl]-N-methylethanamine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C20H26N2O2/c1-21-12-10-20(9-8-17-15(14-20)5-4-11-22-17)16-6-7-18(23-2)19(13-16)24-3/h4-7,11,13,21H,8-10,12,14H2,1-3H3/t20-/m1/s1
    Key: QFRVOGLOHJOHAY-HXUWFJFHSA-N
  • CNCC[C@@]1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
Properties
C20H26N2O2
Molar mass 326.440 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tortuosamine is an alkaloid found in Sceletium tortuosum. Tortuosamine is a Serotonin reuptake inhibitor (SRI). Tortuosamine is a MAO-B inhibitor, that means it blocks the enzyme that breaks down dopamine in the brain resulting in increased dopamine levels when consumed, either orally, smoked, or snorted. The 3 other main alkaloids found in Sceletium tortuosum are, Mesembrine, Mesembrenone, and Mesembranol.

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