FComEx: 3-Hydroxyhippuric acid (PC001161)

Record Information

Version

1.0

Creation date

2018-05-02 11:49:55 UTC

Update date

2018-05-04 14:26:32 UTC

FoodComEx ID

PC001161

FoodDB Record

FDB023830

Chemical Information

Name

3-Hydroxyhippuric acid

Description

3-Hydroxyhippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine 3-Hydroxyhippuric acid is an organic acid found in normal human urine. 3-Hydroxyhippuric acid is a metabolite of rutin detected in urine after consumption of tomato juice (a source of rutin). 3-Hydroxyhippuric acid has its origin in dietary procyanidins (a major source of polyphenols consisting of elementary flavan-3-ol (epi)catechin units). 3-Hydroxyhippuric acid is a microbial aromatic acid metabolite derived from dietary polyphenols, found in normal human urine. (PMID: 12592675, 2338430, 17015248, 14556848, 12742116) [HMDB]

CAS Number

1637-75-8

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-[(3-Hydroxyphenyl)formamido]acetate	Generator
2-[(3-Hydroxyphenyl)formamido]acetic acid	ChEBI
3-Hydroxybenzoylglycine	hmdb
3-Hydroxyhippate	Generator
3-Hydroxyhippic acid	Generator
3-Hydroxyhippurate	hmdb
3-Hydroxyhippuric acid	hmdb
m-Hydroxyhippurate	HMDB
m-Hydroxyhippuric acid	hmdb
N-m-Hydroxylbenzoylglycine	hmdb

Chemical Formula

C9H9NO4

IUPAC name

2-[(3-hydroxyphenyl)formamido]acetic acid

InChI Identifier

InChI=1S/C9H9NO4/c11-7-3-1-2-6(4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)

InChI Key

XDOFWFNMYJRHEW-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)CNC(=O)C1=CC=CC(O)=C1

Average Molecular Weight

195.1721

Monoisotopic Molecular Weight

195.053157781

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents