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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-(4-HYDROXYPHENYL)PROPIONIC ACID

SMILES

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

InChI

InChIKey=NMHMNPHRMNGLLB-UHFFFAOYSA-N
InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(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
Profiling of phenols in human fecal water after raspberry supplementation.
2010-10-13
The structure of Haemophilus influenzae prephenate dehydrogenase suggests unique features of bifunctional TyrA enzymes.
2010-10-01
Optimization of ultrasound-accelerated synthesis of enzymatic octyl hydroxyphenylpropionate by response surface methodology.
2010-07-19
Proanthocyanidin metabolites associated with dietary fibre from in vitro colonic fermentation and proanthocyanidin metabolites in human plasma.
2010-07
Production of 4-ethylphenol from 4-hydroxycinnamic acid by Lactobacillus sp. isolated from a swine waste lagoon.
2010-07
Metabolic characterization of a strain (BM90) of Delftia tsuruhatensis showing highly diversified capacity to degrade low molecular weight phenols.
2010-06
Metabolic alterations in the hamster co-infected with Schistosoma japonicum and Necator americanus.
2010-05
Use of 3-(4-hydroxyphenyl)propionic acid as electron donating compound in a potentiometric aflatoxin M1-immunosensor.
2010-02-19
Catalytic activity of the anaerobic tyrosine lyase required for thiamine biosynthesis in Escherichia coli.
2010-02-19
Quantitative analysis of plasma caffeic and ferulic acid equivalents by liquid chromatography tandem mass spectrometry.
2009-12-01
Sensitive fluorescent probes for determination of hydrogen peroxide and glucose based on enzyme-immobilized magnetite/silica nanoparticles.
2009-12
Metabolomics reveals metabolic biomarkers of Crohn's disease.
2009-07-28
catena-Poly[[[tetra-aqua-cobalt(II)]-μ-4,4'-bipyridine-κN:N'] 2-[4-(2-carboxyl-ato-eth-yl)phen-oxy]acetate].
2009-06-13
Elevated serum levels of arachidonoyl-lysophosphatidic acid and sphingosine 1-phosphate in systemic sclerosis.
2009-06-05
Injectable chitosan-based hydrogels for cartilage tissue engineering.
2009-05
Influence of Honey on the Suppression of Human Low Density Lipoprotein (LDL) Peroxidation (In vitro).
2009-03
Production of o-diphenols by immobilized mushroom tyrosinase.
2009-01-15
[Phenolic components from herbs of Dendrobium aphyllum].
2008-12
[Effect of phenylcarboxylic acids on phagocytic activity of neutrophils].
2008-08
p-Coumaric acid, a constituent of Sasa quelpaertensis Nakai, inhibits cellular melanogenesis stimulated by alpha-melanocyte stimulating hormone.
2008-08
Analysis of time-related metabolic fluctuations induced by ethionine in the rat.
2007-12
Hypocholesterolemic and antioxidant properties of 3-(4-hydroxyl)propanoic acid derivatives in high-cholesterol fed rats.
2007-10-20
Weakening of salmonella with selected microbial metabolites of berry-derived phenolic compounds and organic acids.
2007-05-16
Metabolism of flavone C-glucosides and p-coumaric acid from antioxidant of bamboo leaves (AOB) in rats.
2007-03
Characterization and localization of Ac-SDKP receptor binding sites using 125I-labeled Hpp-Aca-SDKP in rat cardiac fibroblasts.
2007-02
Hypocholesterolemic and antioxidative effects of naringenin and its two metabolites in high-cholesterol fed rats.
2007-01
Highly efficient preparation of lipophilic hydroxycinnamates by solvent-free lipase-catalyzed transesterification.
2006-09-20
Mechanistic insight into the activity of tyrosinase from variable-temperature studies in an aqueous/organic solvent.
2006-03-08
Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
2006-01
CYP3A4 inhibitors isolated from Licorice.
2005-10
Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.
2005-03-15
A role for the carbohydrate portion of ginsenoside Rg3 in Na+ channel inhibition.
2005-02-28
Tyrosine kinase inhibitors from the rainforest tree Polyscias murrayi.
2005-02
The differential tissue distribution of the citrus flavanone naringenin following gastric instillation.
2004-12
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
Regulation of enzyme-substrate complexation by a substrate conjugated with a phospholipid polymer.
2004-05-11
Exploring recombinant flavonoid biosynthesis in metabolically engineered Escherichia coli.
2004-04-02
A screening system of prodrugs selective for MAO-A or MAO-B.
2004-01
Reactivity study on microperoxidase-8.
2003-09
Two cinnamate derivatives produce similar alteration in mRNA expression and activity of antioxidant enzymes in rats.
2003
Singlet oxygen-mediated protein oxidation: evidence for the formation of reactive side chain peroxides on tyrosine residues.
2002-07
Synthesis and antiproliferative activity of a new compound containing an alpha-methylene-gamma-lactone group.
2002-06-06
Identification of phenyldecanoic acid as a constituent of triacylglycerols and wax ester produced by Rhodococcus opacus PD630.
2002-05
Molecularly imprinted polymer using-p-hydroxybenzoic acid, p-hydroxyphenylacetic acid and p-hydroxyphenylpropionic acid as templates.
2002-01-05
Comparative metabolism of genistin by human and rat gut microflora: detection and identification of the end-products of metabolism.
2002-01
Functional activation of antibodies on modification with Pd(II) coproporphyrin I N-Hydroxysuccinimide ester.
1997-08
Synthetic peptide-based enzyme-linked immunosorbent assay for serodiagnosis of visceral leishmaniasis.
1996-02
An enzyme-linked immunosorbent assay (ELISA) for human semen identification based on a biotinylated monoclonal antibody to a seminal vesicle-specific antigen.
1987-03
Further studies on the metabolism of carbidopa, (minus)-L-alpha-hydrazino-3,4-dihydroxy-alpha-methylbenzenepropanoic acid monohydrate, in the human, Rhesus monkey, dog, and rat.
1975-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:18:45 GMT 2025
Edited
by admin
on Mon Mar 31 19:18:45 GMT 2025
Record UNII
6QNC6P18SR
Record Status Validated (UNII)
Record Version
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Name Type Language
3-(4-HYDROXYPHENYL)PROPIONIC ACID
Systematic Name English
NSC-40949
Preferred Name English
2,3-DIHYDRO-P-COUMARIC ACID
Common Name English
BENZENEPROPANOIC ACID, 4-HYDROXY-
Common Name English
3-(P-HYDROXYPHENYL)PROPIONIC ACID
Common Name English
3-(4'-HYDROXYPHENYL)PROPIONIC ACID
Common Name English
4-HYDROXYBENZENEPROPANOIC ACID
Systematic Name English
3-(4-HYDROXYPHENYL)PROPANOIC ACID
Systematic Name English
DIHYDRO-P-COUMARIC ACID
Common Name English
HYDRO-P-COUMARIC ACID
Common Name English
HYDROCINNAMIC ACID, P-HYDROXY-
Common Name English
3-(P-HYDROXYPHENYL)PROPANOIC ACID
Common Name English
DIHYDROCOUMARIC ACID
Common Name English
Code System Code Type Description
WIKIPEDIA
Phloretic acid
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
FDA UNII
6QNC6P18SR
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
PUBCHEM
10394
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
MESH
C008869
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
CHEBI
32980
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
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DRUG BANK
DB03897
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-931-3
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID2075427
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
CAS
501-97-3
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY
NSC
40949
Created by admin on Mon Mar 31 19:18:45 GMT 2025 , Edited by admin on Mon Mar 31 19:18:45 GMT 2025
PRIMARY