FComEx: Kynurenine (PC000424)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:38 UTC

Update date

2017-01-19 02:36:23 UTC

FoodComEx ID

PC000424

FoodDB Record

FDB030010

Chemical Information

Name

Kynurenine

Description

Kynurenine, also known as 3-anthraniloylalanine, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Kynurenine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Kynurenine can be found in a number of food items such as yellow zucchini, carrot, spinach, and broccoli, which makes kynurenine a potential biomarker for the consumption of these food products. Kynurenine is synthesized by the enzyme tryptophan dioxygenase, which is made primarily but not exclusively in the liver, and indoleamine 2,3-dioxygenase, which is made in many tissues in response to immune activation. Kynurenine and its further breakdown products carry out diverse biological functions, including dilating blood vessels during inflammation and regulating the immune response. Some cancers increase kynurenine production, which increases tumor growth .

CAS Number

343-65-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source

Chemical Formula

C10H12N2O3

IUPAC name

2-amino-4-(2-aminophenyl)-4-oxobutanoic acid

InChI Identifier

InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)

InChI Key

YGPSJZOEDVAXAB-UHFFFAOYSA-N

Isomeric SMILES

NC(CC(=O)C1=CC=CC=C1N)C(O)=O

Average Molecular Weight

208.2139

Monoisotopic Molecular Weight

208.08479226

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents