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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

Molecular Formula C8H6O3
Molecular Weight 150.1314
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Involvement of mitochondria-mediated apoptosis in ethylbenzene-induced renal toxicity in rat.
2010-05
Active-site engineering of benzaldehyde lyase shows that a point mutation can confer both new reactivity and susceptibility to mechanism-based inhibition.
2010-01-20
Assessing variability and comparing short-term biomarkers of styrene exposure using a repeated measurements approach.
2010-01-15
Use of the CYP2E1 genotype and phenotype for the biological monitoring of occupational exposure to styrene.
2010-01-15
[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].
2009-11
Pyridoxal 5'-phosphate: electrophilic catalyst extraordinaire.
2009-10
Engineering the substrate binding site of benzoylformate decarboxylase.
2009-09-08
Mechanistic insights on the magnesium(II) ion-activated reduction of methyl benzoylformate with chelated NADH peptide beta-lactam models.
2009-09-04
Internal return of carbon dioxide in decarboxylation: catalysis of separation and 12C/13C kinetic isotope effects.
2009-08-26
Occupational styrene exposure and neurobehavioural functions: a cohort study with repeated measurements.
2009-08
[Cloning, expression and the application of human, rat alcohol dehydrogenase and aldo-keto reductase].
2009-07
Structures of the G81A mutant form of the active chimera of (S)-mandelate dehydrogenase and its complex with two of its substrates.
2009-06
[Determination of cotinine, phenylglyoxylic acid and mandelic acid in human urine by GC/MS].
2009-05
Occupational styrene exposure, colour vision and contrast sensitivity: a cohort study with repeated measurements.
2009-05
Snapshot of a reaction intermediate: analysis of benzoylformate decarboxylase in complex with a benzoylphosphonate inhibitor.
2009-04-21
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.
2009-04-21
A field study to determine the effectiveness of several respiratory protection masks on the styrene exposure during lamination activities.
2009-04
Occupational styrene exposure and hearing loss: a cohort study with repeated measurements.
2009-03
Effects of styrene exposure on vibration perception threshold.
2009-01
Genetic effects and biotoxicity monitoring of occupational styrene exposure.
2009-01
Shape-selective interception by hydrocarbons of the O2-derived oxidant of a biomimetic nonheme iron complex.
2009
Thyroid function and exposure to styrene.
2008-10
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.
2008-10
An integrated approach to biomonitoring exposure to styrene and styrene-(7,8)-oxide using a repeated measurements sampling design.
2008-09
Probing the active center of benzaldehyde lyase with substitutions and the pseudosubstrate analogue benzoylphosphonic acid methyl ester.
2008-07-22
Trends in occupational exposure to styrene in the European glass fibre-reinforced plastics industry.
2008-07
Preparation and characterization of Saccharomyces cerevisiae alcohol dehydrogenase immobilized on magnetic nanoparticles.
2008-06-01
[Hearing function and solvent exposure: study of a worker population exposed to styrene].
2008-04-16
A new family of D-2-hydroxyacid dehydrogenases that comprises D-mandelate dehydrogenases and 2-ketopantoate reductases.
2008-04
Mechanism of benzaldehyde lyase studied via thiamin diphosphate-bound intermediates and kinetic isotope effects.
2008-03-25
Iron(II) complexes of sterically bulky alpha-ketocarboxylates. structural models for alpha-ketoacid-dependent nonheme iron halogenases.
2008-02-18
Glycine enolates: the effect of formation of iminium ions to simple ketones on alpha-amino carbon acidity and a comparison with pyridoxal iminium ions.
2008-02-13
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
Templated assembly of a mu6-CO3 2- dodecanuclear lanthanum dibenzoylmethanide hydroxido cluster with concomitant formation of phenylglyoxylate.
2007-12-28
Isolation and characterization of a benzoylformate decarboxylase and a NAD+/NADP+-dependent benzaldehyde dehydrogenase involved in D-phenylglycine metabolism in Pseudomonas stutzeri ST-201.
2007-11
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.
2007-11
Evaluation of long-term occupational exposure to styrene vapor on olfactory function.
2007-10
Characterization of an oligomeric carbonyl reductase of dog liver: its identity with peroxisomal tetrameric carbonyl reductase.
2007-09
Styrene-oxide N-terminal valine haemoglobin adducts in reinforced plastic workers: possible influence of genetic polymorphism of drug-metabolising enzymes.
2007-07-31
Simultaneous determination of phenylglyoxylic acid, mandelic acid, styrene glycol and hippuric acid in primary culture of rat hepatocytes incubate by high-performance liquid chromatography.
2007-05
Rhodium-catalyzed diarylation of oxalates using arylboron compounds.
2007-03-16
[Influence of inert nuclei (La3+, Y3+ and Gd3+) on fluorescence of europium complex with phenylglyoxylic acid and phenathroline].
2007-03
Antifungal agent and other constituents from Cynanchum otophyllum.
2007-03
New perspectives on thiamine catalysis: from enzymic to biomimetic catalysis.
2007
Accelerating unimolecular decarboxylation by preassociated acid catalysis in thiamin-derived intermediates: implicating Brønsted acids as carbanion traps in enzymes.
2006-12-13
Silymarin and its components scavenge phenylglyoxylic ketyl radicals.
2006-12
Simultaneous determination of mandelic acid enantiomers and phenylglyoxylic acid in urine by high-performance liquid chromatography with precolumn derivatization.
2006-08-07
[Effects of styrene on the dopaminergic transmitter content and monoamine oxidase activity in different sections of rat brain].
2006-07
The functional role of arginine 901 at the C-terminus of the human anion transporter band 3 protein.
2006-05
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:56:32 GMT 2025
Edited
by admin
on Mon Mar 31 18:56:32 GMT 2025
Record UNII
2PZL5A0W0M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENYLGLYOXYLIC ACID
Systematic Name English
NSC-28293
Preferred 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
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 Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
FDA UNII
2PZL5A0W0M
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
NCI_THESAURUS
C173424
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
CAS
611-73-4
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
NSC
28293
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
MESH
C012482
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
WIKIPEDIA
PHENYLGLYOXYLIC ACID
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
DRUG BANK
DB02279
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID80209993
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
PUBCHEM
11915
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-278-7
Created by admin on Mon Mar 31 18:56:32 GMT 2025 , Edited by admin on Mon Mar 31 18:56:32 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY