3-(imidazol-5-yl)lactic acid (CHEBI:27487)

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ChEBI Name	3-(imidazol-5-yl)lactic acid

ChEBI ID	CHEBI:27487

Definition	A 2-hydroxy monocarboxylic acid that is lactic acid in which one of the methyl hydrogens has been replaced by an imidazol-5-yl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:1119, CHEBI:24774, CHEBI:5873

Supplier Information

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Formula

C6H8N2O3

Net Charge

Average Mass

156.140

Monoisotopic Mass

156.05349

InChI

InChI=1S/C6H8N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3,5,9H,1H2,(H,7,8)(H,10,11)

InChIKey

ACZFBYCNAVEFLC-UHFFFAOYSA-N

SMILES

C=1N=CNC1CC(C(=O)O)O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.

ChEBI Ontology
Outgoing	3-(imidazol-5-yl)lactic acid (CHEBI:27487) has functional parent 2-hydroxypropanoic acid (CHEBI:78320) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) has role Escherichia coli metabolite (CHEBI:76971) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) has role human metabolite (CHEBI:77746) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) has role metabolite (CHEBI:25212) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) is a 2-hydroxy monocarboxylic acid (CHEBI:49302) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) is a imidazoles (CHEBI:24780) 3-(imidazol-5-yl)lactic acid (CHEBI:27487) is conjugate acid of 3-(imidazol-5-yl)lactate (CHEBI:24773)

Incoming	(S)-3-(imidazol-5-yl)lactic acid (CHEBI:16373) is a 3-(imidazol-5-yl)lactic acid (CHEBI:27487) 3-(imidazol-5-yl)lactate (CHEBI:24773) is conjugate base of 3-(imidazol-5-yl)lactic acid (CHEBI:27487)

IUPAC Name

2-hydroxy-3-(1H-imidazol-5-yl)propanoic acid

Synonyms	Sources
2-Hydroxy-3-(1H-imidazol-5-yl)-propanoic acid	KEGG COMPOUND
2-Hydroxy-3-[4-imidazolyl]-propanoate	KEGG COMPOUND
α-hydroxy-1H-imidazolepropanoic acid	ChemIDplus
Imidazole lactate	KEGG COMPOUND
Imidazole lactic acid	KEGG COMPOUND

Last Modified

08 February 2017

General Comment
2014-01-23	Biochem. Biophys. Res. Commun.(1966), 25(3), 335-339.