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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10O3
Molecular Weight 166.1739
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYBENZENEPROPANOIC ACID

SMILES

OC(=O)CCC1=CC=CC(O)=C1

InChI

InChIKey=QVWAEZJXDYOKEH-UHFFFAOYSA-N
InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)

HIDE SMILES / InChI

Molecular Formula C9H10O3
Molecular Weight 166.1739
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Colonic metabolites of berry polyphenols: the missing link to biological activity?
2010-10
Proanthocyanidin metabolites associated with dietary fibre from in vitro colonic fermentation and proanthocyanidin metabolites in human plasma.
2010-07
A comparison of the in vitro biotransformation of (-)-epicatechin and procyanidin B2 by human faecal microbiota.
2010-06
Metabolic alterations in the hamster co-infected with Schistosoma japonicum and Necator americanus.
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
3-Hydroxyphenylpropionate and phenylpropionate are synergistic activators of the MhpR transcriptional regulator from Escherichia coli.
2009-08-07
Metabolic analysis of the soil microbe Dechloromonas aromatica str. RCB: indications of a surprisingly complex life-style and cryptic anaerobic pathways for aromatic degradation.
2009-08-03
Bioprocessing of wheat bran improves in vitro bioaccessibility and colonic metabolism of phenolic compounds.
2009-07-22
Dihydroxylated phenolic acids derived from microbial metabolism reduce lipopolysaccharide-stimulated cytokine secretion by human peripheral blood mononuclear cells.
2009-07
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
MFS transportome of the human pathogenic yeast Candida albicans.
2008-12-03
Exploiting the pathway structure of metabolism to reveal high-order epistasis.
2008-04-30
Characterization of the maduropeptin biosynthetic gene cluster from Actinomadura madurae ATCC 39144 supporting a unifying paradigm for enediyne biosynthesis.
2007-10-31
Sorghum bran in the diet dose dependently increased the excretion of catechins and microbial-derived phenolic acids in female rats.
2007-06-27
Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.
2007-05-16
Coupled expression of MhpE aldolase and MhpF dehydrogenase in Escherichia coli.
2006-08-04
Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
2006-01
Sexual dimorphism in urinary metabolite profiles of Han Wistar rats revealed by nuclear-magnetic-resonance-based metabonomics.
2005-08-15
Statistical total correlation spectroscopy: an exploratory approach for latent biomarker identification from metabolic 1H NMR data sets.
2005-03-01
Microbial metabolites of ingested caffeic acid are absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers.
2004-10-20
The pig caecum model: a suitable tool to study the intestinal metabolism of flavonoids.
2004-09
Supplementation with grape seed polyphenols results in increased urinary excretion of 3-hydroxyphenylpropionic Acid, an important metabolite of proanthocyanidins in humans.
2004-08-25
Transepithelial transport of chlorogenic acid, caffeic acid, and their colonic metabolites in intestinal caco-2 cell monolayers.
2004-05-05
Colonic metabolism of dietary polyphenols: influence of structure on microbial fermentation products.
2004-01-15
Identification of metabolites of (-)-epicatechin gallate and their metabolic fate in the rat.
2003-08-27
Regulation of the mhp cluster responsible for 3-(3-hydroxyphenyl)propionic acid degradation in Escherichia coli.
2003-07-25
Inhibitory effects of urinary metabolites on platelet aggregation after orally administering Shimotsu-To, a traditional Chinese medicine, to rats.
2003-02
Effect of intestinal microflora on the urinary metabolic profile of rats: a (1)H-nuclear magnetic resonance spectroscopy study.
2002-09
The relative toxicity of substituted phenols reported in cigarette mainstream smoke.
2002-09
A novel Streptomyces gene, samR, with different effects on differentiation of Streptomyces ansochromogenes and Streptomyces coelicolor.
2002-03
Directly coupled high-performance liquid chromatography and nuclear magnetic resonance spectroscopic with chemometric studies on metabolic variation in Sprague--Dawley rats.
2001-04-15
Electrospray ionisation mass spectrometric study of degradation products of quercetin, quercetin-3-glucoside and quercetin-3-rhamnoglucoside, produced by in vitro fermentation with human faecal flora.
2001
Metabolites of orally administered Perilla frutescens extract in rats and humans.
2000-01
3-Hydroxydicarboxylic aciduria due to long-chain 3-hydroxyacyl-coenzyme A dehydrogenase deficiency associated with sudden neonatal death: protective effect of medium-chain triglyceride treatment.
1991-01
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:37:04 GMT 2025
Edited
by admin
on Mon Mar 31 19:37:04 GMT 2025
Record UNII
FJ68OF1P7C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-HYDROXYBENZENEPROPANOIC ACID
Systematic Name English
NSC-33135
Preferred Name English
.BETA.-(M-HYDROXYPHENYL)PROPIONIC ACID
Systematic Name English
3-HYDROXYDIHYDROCINNAMIC ACID
Systematic Name English
3-(3-HYDROXYPHENYL)PROPANOIC ACID
Systematic Name English
HYDROCINNAMIC ACID, M-HYDROXY-
Common Name English
.BETA.-(3-HYDROXYPHENYL)PROPIONIC ACID
Systematic Name English
3-(M-HYDROXYPHENYL)PROPIONIC ACID
Systematic Name English
BENZENEPROPANOIC ACID, 3-HYDROXY-
Common Name English
NSC-39468
Code English
Code System Code Type Description
PUBCHEM
91
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-692-8
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID00211154
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
CHEBI
1427
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
CAS
621-54-5
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
NSC
39468
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
FDA UNII
FJ68OF1P7C
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY
NSC
33135
Created by admin on Mon Mar 31 19:37:04 GMT 2025 , Edited by admin on Mon Mar 31 19:37:04 GMT 2025
PRIMARY