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
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)
Approval Year
PubMed
Title | Date | PubMed |
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Simultaneous determination of mandelic acid enantiomers and phenylglyoxylic acid in urine by high-performance liquid chromatography with precolumn derivatization. | 2006 Aug 7 |
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Silymarin and its components scavenge phenylglyoxylic ketyl radicals. | 2006 Dec |
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Accelerating unimolecular decarboxylation by preassociated acid catalysis in thiamin-derived intermediates: implicating Brønsted acids as carbanion traps in enzymes. | 2006 Dec 13 |
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[Effects of styrene on the dopaminergic transmitter content and monoamine oxidase activity in different sections of rat brain]. | 2006 Jul |
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The functional role of arginine 901 at the C-terminus of the human anion transporter band 3 protein. | 2006 May |
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New perspectives on thiamine catalysis: from enzymic to biomimetic catalysis. | 2007 |
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Templated assembly of a mu6-CO3 2- dodecanuclear lanthanum dibenzoylmethanide hydroxido cluster with concomitant formation of phenylglyoxylate. | 2007 Dec 28 |
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Styrene-oxide N-terminal valine haemoglobin adducts in reinforced plastic workers: possible influence of genetic polymorphism of drug-metabolising enzymes. | 2007 Jul 31 |
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[Hearing function and solvent exposure: study of a worker population exposed to styrene]. | 2007 Jul-Sep |
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[Influence of inert nuclei (La3+, Y3+ and Gd3+) on fluorescence of europium complex with phenylglyoxylic acid and phenathroline]. | 2007 Mar |
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Antifungal agent and other constituents from Cynanchum otophyllum. | 2007 Mar |
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Rhodium-catalyzed diarylation of oxalates using arylboron compounds. | 2007 Mar 16 |
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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 |
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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 |
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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 |
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Evaluation of long-term occupational exposure to styrene vapor on olfactory function. | 2007 Oct |
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Characterization of an oligomeric carbonyl reductase of dog liver: its identity with peroxisomal tetrameric carbonyl reductase. | 2007 Sep |
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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 |
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Stability in urine of authentic phenylglyoxylic and mandelic acids as urinary markers of occupational exposure to styrene. | 2008 |
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A new family of D-2-hydroxyacid dehydrogenases that comprises D-mandelate dehydrogenases and 2-ketopantoate reductases. | 2008 Apr |
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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 |
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Iron(II) complexes of sterically bulky alpha-ketocarboxylates. structural models for alpha-ketoacid-dependent nonheme iron halogenases. | 2008 Feb 18 |
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Trends in occupational exposure to styrene in the European glass fibre-reinforced plastics industry. | 2008 Jul |
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Probing the active center of benzaldehyde lyase with substitutions and the pseudosubstrate analogue benzoylphosphonic acid methyl ester. | 2008 Jul 22 |
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Preparation and characterization of Saccharomyces cerevisiae alcohol dehydrogenase immobilized on magnetic nanoparticles. | 2008 Jun 1 |
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Mechanism of benzaldehyde lyase studied via thiamin diphosphate-bound intermediates and kinetic isotope effects. | 2008 Mar 25 |
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Thyroid function and exposure to styrene. | 2008 Oct |
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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 |
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An integrated approach to biomonitoring exposure to styrene and styrene-(7,8)-oxide using a repeated measurements sampling design. | 2008 Sep |
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Shape-selective interception by hydrocarbons of the O2-derived oxidant of a biomimetic nonheme iron complex. | 2009 |
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A field study to determine the effectiveness of several respiratory protection masks on the styrene exposure during lamination activities. | 2009 Apr |
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Snapshot of a reaction intermediate: analysis of benzoylformate decarboxylase in complex with a benzoylphosphonate inhibitor. | 2009 Apr 21 |
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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 |
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Occupational styrene exposure and neurobehavioural functions: a cohort study with repeated measurements. | 2009 Aug |
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Internal return of carbon dioxide in decarboxylation: catalysis of separation and 12C/13C kinetic isotope effects. | 2009 Aug 26 |
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Effects of styrene exposure on vibration perception threshold. | 2009 Jan |
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Genetic effects and biotoxicity monitoring of occupational styrene exposure. | 2009 Jan |
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[Cloning, expression and the application of human, rat alcohol dehydrogenase and aldo-keto reductase]. | 2009 Jul |
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Structures of the G81A mutant form of the active chimera of (S)-mandelate dehydrogenase and its complex with two of its substrates. | 2009 Jun |
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Occupational styrene exposure and hearing loss: a cohort study with repeated measurements. | 2009 Mar |
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[Determination of cotinine, phenylglyoxylic acid and mandelic acid in human urine by GC/MS]. | 2009 May |
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Occupational styrene exposure, colour vision and contrast sensitivity: a cohort study with repeated measurements. | 2009 May |
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[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 |
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Pyridoxal 5'-phosphate: electrophilic catalyst extraordinaire. | 2009 Oct |
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Mechanistic insights on the magnesium(II) ion-activated reduction of methyl benzoylformate with chelated NADH peptide beta-lactam models. | 2009 Sep 4 |
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Engineering the substrate binding site of benzoylformate decarboxylase. | 2009 Sep 8 |
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Assessing variability and comparing short-term biomarkers of styrene exposure using a repeated measurements approach. | 2010 Jan 15 |
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Use of the CYP2E1 genotype and phenotype for the biological monitoring of occupational exposure to styrene. | 2010 Jan 15 |
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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 |
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Involvement of mitochondria-mediated apoptosis in ethylbenzene-induced renal toxicity in rat. | 2010 May |
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Code System | Code | Type | Description | ||
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18280
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2PZL5A0W0M
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C173424
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611-73-4
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28293
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C012482
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PHENYLGLYOXYLIC ACID
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DB02279
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DTXSID80209993
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11915
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210-278-7
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PARENT (METABOLITE)
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD