PHENYLGLYOXAL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H6O2
Molecular Weight	134.132
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=OJUGVDODNPJEEC-UHFFFAOYSA-N

InChI=1S/C8H6O2/c9-6-8(10)7-4-2-1-3-5-7/h1-6H

HIDE SMILES / InChI

Molecular Formula	C8H6O2
Molecular Weight	134.132
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
The strength of dehalogenase-substrate hydrogen bonding correlates with the rate of Meisenheimer intermediate formation.	2003 Aug 12	12899635
Asymmetric reduction of benzil to (S)-benzoin with whole cells of Bacillus cereus.	2003 Dec	14665737
The role of residues R97 and Y331 in modulating the pH optimum of an insect beta-glycosidase of family 1.	2003 Dec	14653813
Fungal phyA gene expressed in potato leaves produces active and stable phytase.	2003 Jun 27	12804608
Chemical modifications of alpha1,6-fucosyltransferase define amino acid residues of catalytic importance.	2003 Mar-Apr	12770769
Chloride channels in basolateral TAL membranes. XVIII. Phenylglyoxal induces functional mcCIC-Ka activity in basolateral MTAL membranes.	2003 Sep 15	14692446
Kinetics of chemical modification of arginine residues in mitochondrial creatine kinase from bovine heart: evidence for negative cooperativity.	2004 Apr	15170384
A benzil and isoflavone derivatives from Derris scandens Benth.	2004 Apr	15110702
Identification and characterization of the pseudopterosin diterpene cyclase, elisabethatriene synthase, from the marine gorgonian, Pseudopterogorgia elisabethae.	2004 Apr 1	15019841
Hydrogen-mediated C-C bond formation: catalytic regio- and stereoselective reductive condensation of alpha-keto aldehydes and 1,3-enynes.	2004 Apr 14	15070383
A diffuse reflectance comparative study of benzil inclusion within microcrystalline cellulose and beta-cyclodextrin.	2004 Feb	14872233
Complex formation between ferredoxin and Synechococcus ferredoxin: nitrate oxidoreductase.	2004 Feb 15	14871493
Overexpression and enzymatic characterization of Neisseria gonorrhoeae penicillin-binding protein 4.	2004 Jan	14686916
Peptide-derivatized shell-cross-linked nanoparticles. 1. Synthesis and characterization.	2004 Jul-Aug	15264856
Covalent and noncovalent chemical modifications of arginine residues decrease dopamine transporter activity.	2004 Jun 15	15103693
Identification of arginine residues important for the activity of Escherichia coli signal peptidase I.	2004 May	15195997
Evidence for the involvement of arginyl residue at the active site of penicillin G acylase from Kluyvera citrophila.	2004 Oct	15604805
The role of carboxyl, guanidine and imidazole groups in catalysis by a midgut trehalase purified from an insect larvae.	2004 Oct	15475303
Chemical modification of arginine residues of Notechis scutatus scutatus notexin.	2004 Oct	15450923
QM/MM studies of the enzyme-catalyzed dechlorination of 4-chlorobenzoyl-CoA provide insight into reaction energetics.	2004 Oct 27	15493922
Observation of the two triplet state conformations of alkyl phenylglyoxylates.	2004 Sep	15346192
Modification of permeability transition pore arginine(s) by phenylglyoxal derivatives in isolated mitochondria and mammalian cells. Structure-function relationship of arginine ligands.	2005 Apr 1	15671016
Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.	2005 Apr 21	15828829
Purification and characterization of a serine alkaline protease from Bacillus clausii GMBAE 42.	2005 Aug	15988584
Inhibition of carboxylesterases by benzil (diphenylethane-1,2-dione) and heterocyclic analogues is dependent upon the aromaticity of the ring and the flexibility of the dione moiety.	2005 Aug 25	16107154
Chemical modification studies of tryptophan, arginine and lysine residues in maize chloroplast ferredoxin:sulfite oxidoreductase.	2005 Dec	16307304
Chemical modification studies on alkaline phosphatase from pearl oyster (Pinctada fucata): a substrate reaction course analysis and involvement of essential arginine and lysine residues at the active site.	2005 Jul	15833276
The effect of camphorquinone (CQ) and CQ-related photosensitizers on the generation of reactive oxygen species and the production of oxidative DNA damage.	2005 Jul	15664636
The dimethyldioxirane-mediated oxidation of phenylethyne.	2005 Jun 21	16010366
Mutational analysis of the active-site residues crucial for catalytic activity of adenosine kinase from Leishmania donovani.	2005 May 1	15606359
Methylphenidate analogs with behavioral differences interact differently with arginine residues on the dopamine transporter in rat striatum.	2005 Sep 1	15945061
Structural insights into drug processing by human carboxylesterase 1: tamoxifen, mevastatin, and inhibition by benzil.	2005 Sep 9	16081098
Citrate transporters play a critical role in aluminium-stimulated citrate efflux in rice bean (Vigna umbellata) roots.	2006 Apr	16446286
Monitoring of 8-oxo-7,8-dihydro-2'-deoxyguanosine in urine by high-performance liquid chromatography after pre-column derivatization with glyoxal reagents.	2006 Aug	16389633
Trypanothione-dependent glyoxalase I in Trypanosoma cruzi.	2006 Dec 1	16958620
Reactions of a modified lysine with aldehydic and diketonic dicarbonyl compounds: an electrospray mass spectrometry structure/activity study.	2006 Feb	16421861
Antimelanoma activity of apoptogenic carbonyl scavengers.	2006 Feb	16210394
Non-enzymatic model glycation reactions--a comprehensive study of the reactivity of a modified arginine with aldehydic and diketonic dicarbonyl compounds by electrospray mass spectrometry.	2006 Jun	16646000
Reduction of activated carbonyl groups by alkyl phosphines: formation of alpha-hydroxy esters and ketones.	2006 Mar 21	16518496
The functional role of arginine 901 at the C-terminus of the human anion transporter band 3 protein.	2006 May	16751598
The role of charged residues in the transmembrane helices of monocarboxylate transporter 1 and its ancillary protein basigin in determining plasma membrane expression and catalytic activity.	2006 Nov-Dec	17127621
Binding of polyaminocarboxylate chelators to the active-site copper inhibits the GSNO-reductase activity but not the superoxide dismutase activity of Cu,Zn-superoxide dismutase.	2006 Oct 24	17042490
Intracellular inhibition of carboxylesterases by benzil: modulation of CPT-11 cytotoxicity.	2006 Sep	16985062
Benzil-tethered precipitons for controlling solubility: a round-trip energy-transfer mechanism in the isomerization of extended stilbene analogues.	2007 Apr 4	17348650
Simultaneous fitting of X-ray and neutron diffuse scattering data.	2007 Jan	17179604
Photoinitiation chemistry affects light transmission and degree of conversion of curing experimental dental resin composites.	2007 Jul	16914191
Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils.	2007 Jun 1	17399985
Facile determination of DNA-binding nuclear factor-kappaB by chemiluminescence detection.	2007 May 1	17374353
Lipid composition greatly affects the in vitro surface activity of lung surfactant protein mimics.	2007 May 15	17287113
Synthesis, spectroscopic and thermal studies of transition metal complexes derived from benzil and diethylenetriamine.	2007 Oct	17368084

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:58:46 GMT 2023` Edited by `admin` on `Fri Dec 15 18:58:46 GMT 2023`
Record UNII	N45G3015PA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENYLGLYOXAL

Systematic Name

English

1-PHENYLETHANEDIONE

Systematic Name

English

NSC-26909

Code

English

NSC-156299

Code

English

Code System Code Type Description

NSC

156299