2-PHENYLPROPIONIC ACID

Details

Stereochemistry	RACEMIC
Molecular Formula	C9H10O2
Molecular Weight	150.1745
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C(O)=O)C1=CC=CC=C1

InChI

InChIKey=YPGCWEMNNLXISK-UHFFFAOYSA-N

InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula	C9H10O2
Molecular Weight	150.1745
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
High-performance liquid chromatography/mass spectrometric and proton nuclear magnetic resonance spectroscopic studies of the transacylation and hydrolysis of the acyl glucuronides of a series of phenylacetic acids in buffer and human plasma.	2010-10-30	20872637
Role of COX-2 in nonsteroidal anti-inflammatory drug enteropathy in rodents.	2010-08	20441531
Oxidation of aliphatic, branched chain, and aromatic hydrocarbons by Nocardia cyriacigeorgica isolated from oil-polluted sand samples collected in the Saudi Arabian Desert.	2010-06	20143352
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.	2009-09	19579003
Glycosylation of fluorophenols by plant cell cultures.	2009-04-27	19564930
Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide.	2008-12	19029707
Carprofen induction of p75NTR-dependent apoptosis via the p38 mitogen-activated protein kinase pathway in prostate cancer cells.	2008-11	18974393
Differential effects of fibrates on the metabolic activation of 2-phenylpropionic acid in rats.	2008-04	18187563
Parallel kinetic resolution of an oxazolidinone using a quasi-enantiomeric combination of [D,13C]-isotopomers of pentafluorophenyl 2-phenyl propionate.	2007-05-05	17357120
Hydrogels of dextran containing nonsteroidal anti-inflammatory drugs as pendant agents.	2007-02	17364872
Asymmetric resolution in ester reduction by NaBH4 at the interface of aqueous aggregates of amino acid, peptide, and chiral-counterion-based cationic surfactants.	2006-12-18	17441121
Synthesis and characterization of (S)-amino alcohol modified M41S as effective material for the enantioseparation of racemic compounds.	2006-12-01	17055521
Loading-washout studies of the stereoselective sinusoidal uptake of (R)- and (s)-2-phenylpropionyl acyl glucuronide.	2006-10	17073581
Display of a thermostable lipase on the surface of a solvent-resistant bacterium, Pseudomonas putida GM730, and its applications in whole-cell biocatalysis.	2006-04-19	16620394
Application of thin-layer chromatography to investigate oscillatory instability of the selected profen enantiomers in dichloromethane.	2006-01-28	16438797
Sub- and supercritical chiral separation of racemic compounds on columns with stationary phases having different functional groups.	2005-10	16204983
Expression and purification of a recombinant enantioselective amidase.	2005-03	15721788
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation.	2004-07-02	15117964
Structural and kinetic studies on ligand binding in wild-type and active-site mutants of penicillin acylase.	2004-05	15254299
Stereoselective hepatic disposition of model diastereomeric acyl glucuronides.	2004-02	15346849
Use of ionic liquids in a lipase-facilitated supported liquid membrane.	2003-05	12882011
In vivo mechanistic studies on the metabolic activation of 2-phenylpropionic acid in rat.	2003-04	12649376
Self-micellization of gemfibrozil 1-O-beta acyl glucuronide in aqueous solution.	2003-03	12669970
Enantioselective covalent binding of 2-phenylpropionic Acid to protein in vitro in rat hepatocytes.	2002-11	12437340
Identification of degradation products of ibuprofen arising from oxidative and thermal treatments.	2002-10-15	12367674
Studies on the chemical reactivity of 2-phenylpropionic acid 1-O-acyl glucuronide and S-acyl-CoA thioester metabolites.	2002-10	12387630
Microbial deracemization of alpha-substituted carboxylic acids.	2002-02-07	11820882
Enhancement of enzyme activity and enantioselectivity via cultivation in nitrile metabolism by Rhodococcus sp. CGMCC 0497.	2002-02	11834131
Photo-fries rearrangements of 1-naphthyl esters in the glassy and melted states of poly(vinyl acetate). Comparisons with reactions in less polar polymers and low-viscosity solvents.	2002-01	12659149
Metabolism and disposition of alpha-methylstyrene in rats.	2001-02	11159807
A recombinant phenobarbital-inducible rat liver UDP-glucuronosyltransferase (UDP-glucuronosyltransferase 2B1) stably expressed in V79 cells catalyzes the glucuronidation of morphine, phenols, and carboxylic acids.	1994-01	8302279

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:13:30 GMT 2025` Edited by `admin` on `Mon Mar 31 22:13:30 GMT 2025`
Record UNII	CH15E393A2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-245033

Preferred Name

English

2-PHENYLPROPIONIC ACID

Systematic Name

English

.ALPHA.-METHYLPHENYLACETIC ACID

Systematic Name

English

DL-2-PHENYLPROPIONIC ACID

Systematic Name

English

HYDRATROPIC ACID

Systematic Name

English

DL-PPA

Common Name

English

NSC-42872

Code

English

.ALPHA.-METHYLBENZENEACETIC ACID

Systematic Name

English

2-PHENYLPROPANOIC ACID

Systematic Name

English

(±)-2-PHENYLPROPIONIC ACID

Systematic Name

English

Code System Code Type Description

FDA UNII

CH15E393A2