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evodiamine

Structure via PubChem · Public domain (PubChem)

EntityQ27894193· pop 8· linked from 209 articles

evodiamine

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Also known as (+)-evodiamine, d-evodiamine, (S)-evodiamine

Evodiamine is a chemical compound extracted from the plant genus Tetradium, which has been shown to reduce fat uptake in mouse studies. It is suspected that its mechanism of action is similar to that of capsaicin. As such, it has been included in some dietary supplements. Neither its fat-burning effects in humans nor any potential side effects have been empirically established.

Chemical data

Formula
C19H17N3O
Molecular weight
303.4 g/mol
IUPAC name
(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
SMILES
CN1[C@@H]2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3
InChIKey
TXDUTHBFYKGSAH-SFHVURJKSA-N
XLogP
3.1
Polar surface area
39.3 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
303.137162164
Show 5 more facts
canonical SMILES
CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3
chemical formula
C₁₉H₁₇N₃O
isomeric SMILES
CN1[C@@H]2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3
Commons category
Evodiamine
found in taxon
Cryptocarya
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
  • References

Evodiamine is a chemical compound extracted from the plant genus Tetradium, which has been shown to reduce fat uptake in mouse studies. It is suspected that its mechanism of action is similar to that of capsaicin. As such, it has been included in some dietary supplements. Neither its fat-burning effects in humans nor any potential side effects have been empirically established.

Evodiamine acts primarily as a thermogenic and stimulant.

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

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