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(-)-tortuosamine

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EntityQ15427874· pop 5· linked from 4 articles

(-)-tortuosamine

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Also known as Tortuosamine

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.

Chemical data

Formula
C20H26N2O2
Molecular weight
326.4 g/mol
IUPAC name
2-[(6S)-6-(3,4-dimethoxyphenyl)-7,8-dihydro-5H-quinolin-6-yl]-N-methylethanamine
SMILES
CNCC[C@@]1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
InChIKey
QFRVOGLOHJOHAY-HXUWFJFHSA-N
XLogP
3.2
Polar surface area
43.4 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
326.199428
Show 3 more facts
chemical formula
C₂₀H₂₆N₂O₂
isomeric SMILES
CNCC[C@@]1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
canonical SMILES
CNCCC1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
Sources (1)

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Encyclopedic overview

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Contents
  • References

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.

==References==

Excerpted from Wikipedia’s “(-)-tortuosamine” article, available under the CC BY-SA 4.0 licence.

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