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Details

Stereochemistry ACHIRAL
Molecular Formula C8H6O3
Molecular Weight 150.1314
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENYLGLYOXYLIC ACID

SMILES

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

InChI

InChIKey=FAQJJMHZNSSFSM-UHFFFAOYSA-N
InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Simultaneous determination of mandelic acid enantiomers and phenylglyoxylic acid in urine by high-performance liquid chromatography with precolumn derivatization.
2006 Aug 7
Silymarin and its components scavenge phenylglyoxylic ketyl radicals.
2006 Dec
Accelerating unimolecular decarboxylation by preassociated acid catalysis in thiamin-derived intermediates: implicating Brønsted acids as carbanion traps in enzymes.
2006 Dec 13
[Effects of styrene on the dopaminergic transmitter content and monoamine oxidase activity in different sections of rat brain].
2006 Jul
The functional role of arginine 901 at the C-terminus of the human anion transporter band 3 protein.
2006 May
New perspectives on thiamine catalysis: from enzymic to biomimetic catalysis.
2007
Templated assembly of a mu6-CO3 2- dodecanuclear lanthanum dibenzoylmethanide hydroxido cluster with concomitant formation of phenylglyoxylate.
2007 Dec 28
Styrene-oxide N-terminal valine haemoglobin adducts in reinforced plastic workers: possible influence of genetic polymorphism of drug-metabolising enzymes.
2007 Jul 31
[Hearing function and solvent exposure: study of a worker population exposed to styrene].
2007 Jul-Sep
[Influence of inert nuclei (La3+, Y3+ and Gd3+) on fluorescence of europium complex with phenylglyoxylic acid and phenathroline].
2007 Mar
Antifungal agent and other constituents from Cynanchum otophyllum.
2007 Mar
Rhodium-catalyzed diarylation of oxalates using arylboron compounds.
2007 Mar 16
Simultaneous determination of phenylglyoxylic acid, mandelic acid, styrene glycol and hippuric acid in primary culture of rat hepatocytes incubate by high-performance liquid chromatography.
2007 May
Isolation and characterization of a benzoylformate decarboxylase and a NAD+/NADP+-dependent benzaldehyde dehydrogenase involved in D-phenylglycine metabolism in Pseudomonas stutzeri ST-201.
2007 Nov
Zinc complexes of the biomimetic N,N,O ligand family of substituted 3,3-bis(1-alkylimidazol-2-yl)propionates: the formation of oxalate from pyruvate.
2007 Nov
Evaluation of long-term occupational exposure to styrene vapor on olfactory function.
2007 Oct
Characterization of an oligomeric carbonyl reductase of dog liver: its identity with peroxisomal tetrameric carbonyl reductase.
2007 Sep
Identification and characterization of a plastid-localized Arabidopsis glyoxylate reductase isoform: comparison with a cytosolic isoform and implications for cellular redox homeostasis and aldehyde detoxification.
2008
Stability in urine of authentic phenylglyoxylic and mandelic acids as urinary markers of occupational exposure to styrene.
2008
A new family of D-2-hydroxyacid dehydrogenases that comprises D-mandelate dehydrogenases and 2-ketopantoate reductases.
2008 Apr
Glycine enolates: the effect of formation of iminium ions to simple ketones on alpha-amino carbon acidity and a comparison with pyridoxal iminium ions.
2008 Feb 13
Iron(II) complexes of sterically bulky alpha-ketocarboxylates. structural models for alpha-ketoacid-dependent nonheme iron halogenases.
2008 Feb 18
Trends in occupational exposure to styrene in the European glass fibre-reinforced plastics industry.
2008 Jul
Probing the active center of benzaldehyde lyase with substitutions and the pseudosubstrate analogue benzoylphosphonic acid methyl ester.
2008 Jul 22
Preparation and characterization of Saccharomyces cerevisiae alcohol dehydrogenase immobilized on magnetic nanoparticles.
2008 Jun 1
Mechanism of benzaldehyde lyase studied via thiamin diphosphate-bound intermediates and kinetic isotope effects.
2008 Mar 25
Thyroid function and exposure to styrene.
2008 Oct
Determination of organic acids in urine by solid-phase microextraction and gas chromatography-ion trap tandem mass spectrometry previous 'in sample' derivatization with trimethyloxonium tetrafluoroborate.
2008 Oct
An integrated approach to biomonitoring exposure to styrene and styrene-(7,8)-oxide using a repeated measurements sampling design.
2008 Sep
Shape-selective interception by hydrocarbons of the O2-derived oxidant of a biomimetic nonheme iron complex.
2009
A field study to determine the effectiveness of several respiratory protection masks on the styrene exposure during lamination activities.
2009 Apr
Snapshot of a reaction intermediate: analysis of benzoylformate decarboxylase in complex with a benzoylphosphonate inhibitor.
2009 Apr 21
Structural and kinetic studies on native intermediates and an intermediate analogue in benzoylformate decarboxylase reveal a least motion mechanism with an unprecedented short-lived predecarboxylation intermediate.
2009 Apr 21
Occupational styrene exposure and neurobehavioural functions: a cohort study with repeated measurements.
2009 Aug
Internal return of carbon dioxide in decarboxylation: catalysis of separation and 12C/13C kinetic isotope effects.
2009 Aug 26
Effects of styrene exposure on vibration perception threshold.
2009 Jan
Genetic effects and biotoxicity monitoring of occupational styrene exposure.
2009 Jan
[Cloning, expression and the application of human, rat alcohol dehydrogenase and aldo-keto reductase].
2009 Jul
Structures of the G81A mutant form of the active chimera of (S)-mandelate dehydrogenase and its complex with two of its substrates.
2009 Jun
Occupational styrene exposure and hearing loss: a cohort study with repeated measurements.
2009 Mar
[Determination of cotinine, phenylglyoxylic acid and mandelic acid in human urine by GC/MS].
2009 May
Occupational styrene exposure, colour vision and contrast sensitivity: a cohort study with repeated measurements.
2009 May
[Influence of ethylbenzene on the levels of mandelic acid and phenylglyoxylic acid in urine, ultrastructure and the expressions of Mitochondrial apoptotic-related proteins in the rat nephridial tissues].
2009 Nov
Pyridoxal 5'-phosphate: electrophilic catalyst extraordinaire.
2009 Oct
Mechanistic insights on the magnesium(II) ion-activated reduction of methyl benzoylformate with chelated NADH peptide beta-lactam models.
2009 Sep 4
Engineering the substrate binding site of benzoylformate decarboxylase.
2009 Sep 8
Assessing variability and comparing short-term biomarkers of styrene exposure using a repeated measurements approach.
2010 Jan 15
Use of the CYP2E1 genotype and phenotype for the biological monitoring of occupational exposure to styrene.
2010 Jan 15
Active-site engineering of benzaldehyde lyase shows that a point mutation can confer both new reactivity and susceptibility to mechanism-based inhibition.
2010 Jan 20
Involvement of mitochondria-mediated apoptosis in ethylbenzene-induced renal toxicity in rat.
2010 May
Patents
Name Type Language
PHENYLGLYOXYLIC ACID
Systematic Name English
2-OXO-2-PHENYLETHANOIC ACID
Systematic Name English
GLYCOPYRRONIUM BROMIDE IMPURITY B [EP IMPURITY]
Common Name English
OXOPHENYLACETIC ACID
Systematic Name English
BENZOYLFORMIC ACID
Systematic Name English
NSC-28293
Code English
PHENYLOXOACETIC ACID
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-OXO-
Common Name English
.ALPHA.-OXOBENZENEACETIC ACID
Systematic Name English
.ALPHA.-KETOPHENYLACETIC ACID
Systematic Name English
GLYOXYLIC ACID, PHENYL-
Common Name English
2-OXO-2-PHENYLACETIC ACID
Systematic Name English
Code System Code Type Description
CHEBI
18280
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
FDA UNII
2PZL5A0W0M
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
NCI_THESAURUS
C173424
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
CAS
611-73-4
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
NSC
28293
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
MESH
C012482
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
WIKIPEDIA
PHENYLGLYOXYLIC ACID
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
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DRUG BANK
DB02279
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID80209993
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
PUBCHEM
11915
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-278-7
Created by admin on Fri Dec 15 17:53:54 GMT 2023 , Edited by admin on Fri Dec 15 17:53:54 GMT 2023
PRIMARY