2-HYDROXYPHENYLACETIC ACID

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 Search

SMILES

OC(=O)CC1=CC=CC=C1O

InChI

InChIKey=CCVYRRGZDBSHFU-UHFFFAOYSA-N

InChI=1S/C8H8O3/c9-7-4-2-1-3-6(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

Title	Date	PubMed
Phenylalanine metabolism in uremic and normal man.	1978 Aug	357810
Absence of a significant renal threshold for two aromatic acids in phenylketonuric children over two years of age.	1980 Aug	7439195
Species differences in the metabolism and excretion of fenclofenac.	1980 Oct	7456491
Determination of acidic metabolites of biogenic amines in human aqueous humour by gas chromatography--negative ion chemical ionisation mass spectrometry.	1992 Jan	1727423
The in vivo dermal absorption and metabolism of [4-14C] coumarin by rats and by human volunteers under simulated conditions of use in fragrances.	2001 Feb	11267709
Coumarin metabolism by rat esophageal microsomes and cytochrome P450 2A3.	2001 Oct	11599930
Application of directly coupled high performance liquid chromatography-NMR-mass spectometry and 1H NMR spectroscopic studies to the investigation of 2,3-benzofuran metabolism in Sprague-Dawley rats.	2002 Dec	12433803
Molecular analysis of aerobic phenylacetate degradation in Azoarcus evansii.	2002 Jul	12172805
Biotransformation of N-(2-alkylamino-4-phenylimidazol-1-yl)-acetamides and kinetic studies by using cells and laccase from Trametes versicolor.	2003	14625901
Application of capillary electrophoresis with pH-mediated sample stacking to analysis of coumarin metabolites in microsomal incubations.	2003 Aug 8	12899967
Comparative metabolism and kinetics of coumarin in mice and rats.	2003 Feb	12480300
CYP2A13-catalysed coumarin metabolism: comparison with CYP2A5 and CYP2A6.	2003 Jan	12519695
Functional genomics by NMR spectroscopy. Phenylacetate catabolism in Escherichia coli.	2003 Jul	12846838
Potential inhibitors of angiogenesis. Part II: 3-(azolylmethylene)-2,3-dihydrobenzo[b]furan-2-ones.	2003 Jun	14506916
Liquid chromatographic determination of the glutathione conjugate and ring-opened metabolites formed from coumarin epoxidation.	2003 Sep 5	12954377
Metabolic detoxification determines species differences in coumarin-induced hepatotoxicity.	2004 Aug	15141102
Roles for epoxidation and detoxification of coumarin in determining species differences in clara cell toxicity.	2004 Nov	15282406
Synthesis of hydroxytyrosol, 2-hydroxyphenylacetic acid, and 3-hydroxyphenylacetic acid by differential conversion of tyrosol isomers using Serratia marcescens strain.	2005 Aug 10	16076144
Novel gamma-hydroxybutyric acid (GHB) analogs share some, but not all, of the behavioral effects of GHB and GABAB receptor agonists.	2005 Jun	15769868
Isolation and characterization of a diverse group of phenylacetic acid degrading microorganisms from pristine soil.	2005 Nov	15869782
Selected ectomycorrhizal fungi of black spruce (Picea mariana) can detoxify phenolic compounds of Kalmia angustifolia.	2006 Jul	16718563
[Isolation and characterization of a benzothiophene-desulfurizing bacterium].	2006 Jun	16921958
CprK crystal structures reveal mechanism for transcriptional control of halorespiration.	2006 Sep 22	16803881
Dibutyl phthalate biodegradation by the white rot fungus, Polyporus brumalis.	2007 Aug 15	17221890
Near-ultraviolet photolysis of beta-phenylpyruvic acid generates free radicals and results in DNA damage.	2007 Dec 14	17977740
Isolation and characterization of a nitrile hydrolysing acidotolerant black yeast-Exophiala oligosperma R1.	2007 Jun	17361431
Characterisation of the substrate specificity of the nitrile hydrolyzing system of the acidotolerant black yeast Exophiala oligosperma R1.	2008	19287539
Degradation of phenanthrene and anthracene by Nocardia otitidiscaviarum strain TSH1, a moderately thermophilic bacterium.	2008 Aug	18312570
The rate ladder of proton-coupled tyrosine oxidation in water: a systematic dependence on hydrogen bonds and protonation state.	2008 Jul 23	18582051
The autocorrelation matrix probing biochemical relationships after metabolic fingerprinting with CE.	2009 Apr	19283696
The kinetic effect of internal hydrogen bonds on proton-coupled electron transfer from phenols: a theoretical analysis with modeling of experimental data.	2009 Dec 17	20000384
Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.	2009 Feb 10	19203396
Electrochemical incineration of diclofenac in neutral aqueous medium by anodic oxidation using Pt and boron-doped diamond anodes.	2010 Apr	20307900
Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse.	2010 Aug 6	20540569
catena-Poly[[[aqua-[(2-hydroxy-phen-yl)acetato-κO,O']lead(II)]-μ(3)-[(2-hydroxy-phen-yl)acetato-κO:O,O':O']] monohydrate].	2010 Feb 6	21580222
Vadimezan: 2-(5,6-dimethyl-9-oxo-9H-xanthen-4-yl)acetic acid.	2010 Jul 21	21588382

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:51:03 GMT 2023` Edited by `admin` on `Fri Dec 15 19:51:03 GMT 2023`
Record UNII	UK3R9Q59AV
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-HYDROXYPHENYLACETIC ACID

Systematic Name

English

BENZENEACETIC ACID, 2-HYDROXY-

Common Name

English

HYDROXYPHENYLACETIC ACID, O-

Common Name

English

(2-HYDROXYPHENYL)ACETIC ACID

Systematic Name

English

ACETIC ACID, (O-HYDROXYPHENYL)-

Common Name

English

(O-HYDROXYPHENYL)ACETIC ACID

Common Name

English

2-HYDROXYBENZENEACETIC ACID

Systematic Name

English

NSC-62000

Code

English

Code System Code Type Description

CHEBI

28478