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1-methyltryptophan

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EntityQ4545793· pop 6· linked from 3 articles

1-methyltryptophan

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Also known as N-methyl-DL-tryptophan, N-methyltryptophan, 1-methyl-DL-tryptophan

1-Methyltryptophan is a chemical compound that is an inhibitor of the tryptophan catabolic enzyme indoleamine 2,3-dioxygenase (IDO or INDO ). It is a chiral compound that can exist as both - and -enantiomers.

Chemical data

Formula
C12H14N2O2
Molecular weight
218.25 g/mol
IUPAC name
2-amino-3-(1-methylindol-3-yl)propanoic acid
SMILES
CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
InChIKey
ZADWXFSZEAPBJS-UHFFFAOYSA-N
XLogP
-1.3
Polar surface area
68.3 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
218.105528
Show 3 more facts
chemical formula
C₁₂H₁₄N₂O₂
canonical SMILES
CN1C=C(C2=CC=CC=C21)CC(C(=O)O)N
found in taxon
Aspergillus fumigatus
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

1-Methyltryptophan is a chemical compound that is an inhibitor of the tryptophan catabolic enzyme indoleamine 2,3-dioxygenase (IDO or INDO ). It is a chiral compound that can exist as both - and -enantiomers.

The -isomer (-1MT) inhibits IDO weakly but also serves as an enzyme substrate.

Excerpted from Wikipedia’s “1-methyltryptophan” article, available under the CC BY-SA 4.0 licence.

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