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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O3
Molecular Weight 152.1473
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYBENZENEACETIC ACID

SMILES

OC(=O)CC1=CC=CC(O)=C1

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 152.1473
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Resveratrol and EGCG bind directly and distinctively to miR-33a and miR-122 and modulate divergently their levels in hepatic cells.
2014-01
Profiling of phenols in human fecal water after raspberry supplementation.
2010-10-13
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).
2010-05
Bioavailability of various polyphenols from a diet containing moderate amounts of berries.
2010-04-14
Urinary excretion of phenolic acids in rats fed cranberry.
2010-04-14
Flavanols and anthocyanins in cardiovascular health: a review of current evidence.
2010-04-13
Studies on the mechanism of p-hydroxyphenylacetate 3-hydroxylase from Pseudomonas aeruginosa: a system composed of a small flavin reductase and a large flavin-dependent oxygenase.
2010-01-19
An exploratory NMR nutri-metabonomic investigation reveals dimethyl sulfone as a dietary biomarker for onion intake.
2009-11
Dihydroxylated phenolic acids derived from microbial metabolism reduce lipopolysaccharide-stimulated cytokine secretion by human peripheral blood mononuclear cells.
2009-07
Non mycobacterial virulence genes in the genome of the emerging pathogen Mycobacterium abscessus.
2009-06-19
Yoghurt impacts on the excretion of phenolic acids derived from colonic breakdown of orange juice flavanones in humans.
2009-05
Bis(3-hydroxy-phenyl-acetato-κO,O')bis-(1H-imidazole-κN)nickel(II).
2009-02-28
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.
2009-02-11
Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.
2009-02-10
Bioavailability of [2-(14)C]quercetin-4'-glucoside in rats.
2008-12-24
The missing link: Bordetella petrii is endowed with both the metabolic versatility of environmental bacteria and virulence traits of pathogenic Bordetellae.
2008-09-30
Complete genome of Phenylobacterium zucineum--a novel facultative intracellular bacterium isolated from human erythroleukemia cell line K562.
2008-08-13
Phenylacetic acids were detected in the plasma and urine of rats administered with low-dose mulberry leaf extract.
2008-08
Lipophilic (hydroxy)phenylacetates by solvent-free lipase-catalyzed esterification and transesterification in vacuo.
2008-07-09
Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.
2008-02-27
Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.
2007-05-16
Novel phacB-encoded cytochrome P450 monooxygenase from Aspergillus nidulans with 3-hydroxyphenylacetate 6-hydroxylase and 3,4-dihydroxyphenylacetate 6-hydroxylase activities.
2007-03
The relative contribution of the small and large intestine to the absorption and metabolism of rutin in man.
2006-10
Discovery of novel aldose reductase inhibitors characterized by an alkoxy-substituted phenylacetic acid core.
2006-10
Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites.
2006-08
Kinetic mechanisms of the oxygenase from a two-component enzyme, p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii.
2006-06-23
Synthesis of hydroxytyrosol, 2-hydroxyphenylacetic acid, and 3-hydroxyphenylacetic acid by differential conversion of tyrosol isomers using Serratia marcescens strain.
2005-08-10
A two-component hydroxylase involved in the assimilation of 3-hydroxyphenyl acetate in Pseudomonas putida.
2005-07-15
Ethers of 3-hydroxyphenylacetic acid as selective gamma-hydroxybutyric acid receptor ligands.
2005-07-01
Novel gamma-hydroxybutyric acid (GHB) analogs share some, but not all, of the behavioral effects of GHB and GABAB receptor agonists.
2005-06
The TyrA family of aromatic-pathway dehydrogenases in phylogenetic context.
2005-05-12
Trace analysis of oxidized, nitrated, and chlorinated aromatic amino acids by capillary electrophoresis with electroosmotic flow modification allowing large-volume sample stacking.
2005-05
Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.
2005-03-15
Transepithelial transport of microbial metabolites of quercetin in intestinal Caco-2 cell monolayers.
2005-02-09
Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
2004-08-25
Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products.
2004-01-15
[Allelopathic effect of p- and m-hydroxy-phenylacetic acid on soybean (Glycine max L.) germination].
2003-05
Quercetin derivatives are deconjugated and converted to hydroxyphenylacetic acids but not methylated by human fecal flora in vitro.
2002-03-13
A novel two-protein component flavoprotein hydroxylase.
2001-11
Metabolism of diafenthiuron by microsomal oxidation: procide activation and inactivation as mechanisms contributing to selectivity.
2001-10
Equilibration of 6-[18F]fluoro-L-m-tyrosine between plasma and erythrocytes.
2000-10
Plasma concentrations of p- and m-hydroxyphenylacetic acid and phenylacetic acid in humans: gas chromatographic--high-resolution mass spectrometric analysis.
1982-07-09
Precursors and metabolites of phenylethylamine, m and p-tyramine and tryptamine in human lumbar and cisternal cerebrospinal fluid.
1982-07
Studies on drug metabolism by use of isotopes XXVI: Determination of urinary metabolites of rutin in humans.
1981-07
Longitudinal urinary excretion of some "trace" acids in a human male.
1981-02-13
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:16:15 GMT 2025
Edited
by admin
on Mon Mar 31 19:16:15 GMT 2025
Record UNII
K59Z6Z8REF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HMDB00440
Preferred Name English
3-HYDROXYBENZENEACETIC ACID
Systematic Name 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
NSC
14360
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
CAS
621-37-4
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID90211148
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
PUBCHEM
12122
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
CHEBI
17445
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
FDA UNII
K59Z6Z8REF
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-684-4
Created by admin on Mon Mar 31 19:16:15 GMT 2025 , Edited by admin on Mon Mar 31 19:16:15 GMT 2025
PRIMARY
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