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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O3
Molecular Weight 152.1476
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYBENZENEACETIC ACID

SMILES

c1cc(cc(c1)O)CC(=O)O

InChI

InChIKey=FVMDYYGIDFPZAX-UHFFFAOYSA-N
InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)

HIDE SMILES / InChI

Molecular Formula C8H8O3
Molecular Weight 152.1476
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Longitudinal urinary excretion of some "trace" acids in a human male.
1981 Feb 13
Studies on drug metabolism by use of isotopes XXVI: Determination of urinary metabolites of rutin in humans.
1981 Jul
Precursors and metabolites of phenylethylamine, m and p-tyramine and tryptamine in human lumbar and cisternal cerebrospinal fluid.
1982 Jul
Plasma concentrations of p- and m-hydroxyphenylacetic acid and phenylacetic acid in humans: gas chromatographic--high-resolution mass spectrometric analysis.
1982 Jul 9
Metabolism of diafenthiuron by microsomal oxidation: procide activation and inactivation as mechanisms contributing to selectivity.
2001 Oct
Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
2004 Aug 25
Transepithelial transport of microbial metabolites of quercetin in intestinal Caco-2 cell monolayers.
2005 Feb 9
The TyrA family of aromatic-pathway dehydrogenases in phylogenetic context.
2005 May 12
Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites.
2006 Aug
Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.
2008 Feb 27
Lipophilic (hydroxy)phenylacetates by solvent-free lipase-catalyzed esterification and transesterification in vacuo.
2008 Jul 9
Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.
2009 Feb 10
Procyanidin dimers are metabolized by human microbiota with 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-gamma-valerolactone as the major metabolites.
2009 Feb 11
Bis(3-hydroxy-phenyl-acetato-κO,O')bis-(1H-imidazole-κN)nickel(II).
2009 Feb 28
Dihydroxylated phenolic acids derived from microbial metabolism reduce lipopolysaccharide-stimulated cytokine secretion by human peripheral blood mononuclear cells.
2009 Jul
Non mycobacterial virulence genes in the genome of the emerging pathogen Mycobacterium abscessus.
2009 Jun 19
Yoghurt impacts on the excretion of phenolic acids derived from colonic breakdown of orange juice flavanones in humans.
2009 May
An exploratory NMR nutri-metabonomic investigation reveals dimethyl sulfone as a dietary biomarker for onion intake.
2009 Nov
Flavanols and anthocyanins in cardiovascular health: a review of current evidence.
2010 Apr 13
Urinary excretion of phenolic acids in rats fed cranberry.
2010 Apr 14
The phenolic acids from bacterial degradation of the mangiferin aglycone are quantified in the feces of pigs after oral ingestion of an extract of Cyclopia genistoides (honeybush tea).
2010 May
Profiling of phenols in human fecal water after raspberry supplementation.
2010 Oct 13
Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.
2014 Jan
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:10:26 UTC 2021
Edited
by admin
on Sat Jun 26 13:10:26 UTC 2021
Record UNII
K59Z6Z8REF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-HYDROXYBENZENEACETIC ACID
Systematic Name English
HMDB00440
Code English
M-HYDROXYPHENYLACETIC ACID
Systematic Name English
3'-HYDROXYPHENYLACETIC ACID
Common Name English
2-(3-HYDROXYPHENYL)ACETIC ACID
Systematic Name English
(3-HYDROXYPHENYL)ACETIC ACID
Systematic Name English
ACETIC ACID, (M-HYDROXYPHENYL)-
Common Name English
BENZENEACETIC ACID, 3-HYDROXY-
Common Name English
NSC-14360
Code English
3-HYDROXYPHENYLACETIC ACID
Systematic Name English
(M-HYDROXYPHENYL)ACETIC ACID
Systematic Name English
Code System Code Type Description
CAS
621-37-4
Created by admin on Sat Jun 26 13:10:26 UTC 2021 , Edited by admin on Sat Jun 26 13:10:26 UTC 2021
PRIMARY
EPA CompTox
621-37-4
Created by admin on Sat Jun 26 13:10:26 UTC 2021 , Edited by admin on Sat Jun 26 13:10:26 UTC 2021
PRIMARY
PUBCHEM
12122
Created by admin on Sat Jun 26 13:10:26 UTC 2021 , Edited by admin on Sat Jun 26 13:10:26 UTC 2021
PRIMARY
FDA UNII
K59Z6Z8REF
Created by admin on Sat Jun 26 13:10:26 UTC 2021 , Edited by admin on Sat Jun 26 13:10:26 UTC 2021
PRIMARY
ECHA (EC/EINECS)
210-684-4
Created by admin on Sat Jun 26 13:10:26 UTC 2021 , Edited by admin on Sat Jun 26 13:10:26 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Excretion of 3-Hydroxyphenylacetic acid in the urine of human subjects (n=6, 0-24hr total) after rutin (176 micromoles) supplemented tomato juice; Unit: micromoles
IN-VIVO
URINE
PARENT -> METABOLITE