U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H4O2
Molecular Weight 108.0948
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of O-BENZOQUINONE

SMILES

O=C1C=CC=CC1=O

InChI

InChIKey=WOAHJDHKFWSLKE-UHFFFAOYSA-N
InChI=1S/C6H4O2/c7-5-3-1-2-4-6(5)8/h1-4H

HIDE SMILES / InChI

Molecular Formula C6H4O2
Molecular Weight 108.0948
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Fe(III)-oxalate complexes induced photooxidation of diethylstilbestrol in water.
2004-10
Syntheses and anti-MRSA activities of the C3 analogs of mansonone F, a potent anti-bacterial sesquiterpenoid: insights into its structural requirements for anti-MRSA activity.
2004-09-06
The oxidative mechanism of action of ortho-quinone inhibitors of protein-tyrosine phosphatase alpha is mediated by hydrogen peroxide.
2004-09-01
HPLC study of tyrosinase inhibition by thiopronine.
2004-09
Synthesis and liquid chromatography/tandem mass spectrometric characterization of the adducts of bisphenol A o-quinone with glutathione and nucleotide monophosphates.
2004-08
Determination of enzyme mechanisms by molecular dynamics: studies on quinoproteins, methanol dehydrogenase, and soluble glucose dehydrogenase.
2004-08
Cellular and genetic analysis of wound healing in Drosophila larvae.
2004-08
Synthesis and antitumor activity of quinonoid derivatives of cannabinoids.
2004-07-15
Kinetic analysis of catechin oxidation by polyphenol oxidase at neutral pH.
2004-07-02
The reaction of bisphenol A 3,4-quinone with DNA.
2004-06-25
Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression.
2004-06-04
Effects of alcoholic solvents on antiradical abilities of protocatechuic acid and its alkyl esters.
2004-06
The structure of a biosynthetic intermediate of pyrroloquinoline quinone (PQQ) and elucidation of the final step of PQQ biosynthesis.
2004-05-05
Initiating activity of 4-chlorobiphenyl metabolites in the resistant hepatocyte model.
2004-05
Diels-Alder reactions of masked o-benzoquinones: new experimental findings and a theoretical study of the inverse electron demand case.
2004-04-02
Association between the glutathione S-transferase M1 gene deletion and female methamphetamine abusers.
2004-04-01
Identification of 2,3-diaminophenazine and of o-benzoquinone dioxime as the major in vitro metabolites of benzofuroxan.
2004-04
Alpha-conidendrin as a source for preparation of sikkimotoxin derivatives.
2004-04
Characterization of glutathione conjugates of the remoxipride hydroquinone metabolite NCQ-344 formed in vitro and detection following oxidation by human neutrophils.
2004-04
Flow injection analysis of gallic acid with inhibited electrochemiluminescence detection.
2004-04
Chemical reactivity as a tool to study carcinogenicity: reaction between estradiol and estrone 3,4-quinones ultimate carcinogens and guanine.
2004-03-23
Synthesis of the o-quinones and other oxidized metabolites of polycyclic aromatic hydrocarbons implicated in carcinogenesis.
2004-03-19
Metabolism and DNA binding studies of 4-hydroxyestradiol and estradiol-3,4-quinone in vitro and in female ACI rat mammary gland in vivo.
2004-02
Metal-induced tautomerization of p- to o-quinone compounds: experimental evidence from CuI and ReI complexes of azophenine and DFT studies.
2004-01-05
Kinetic study of the oxidation of quercetin by mushroom tyrosinase.
2003-12-17
Enzymatic synthesis of 3'-hydroxyacetaminophen catalyzed by tyrosinase.
2003-12-06
Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses.
2003-12-01
Total syntheses of sesterpenic acids: refuted (+/-)-bilosespenes A and B.
2003-11-27
Oxidative conjugation of chlorogenic acid with glutathione. Structural characterization of addition products and a new nitrite-Promoted pathway.
2003-11-03
Oxidative DNA damage induced by benz[a]anthracene metabolites via redox cycles of quinone and unique non-quinone.
2003-11
Synthesis, cytotoxicity and antiviral activity of podophyllotoxin analogues modified in the E-ring.
2003-10
Formation of para-quinomethanes via 4-aminobutylcatechol oxidation and ortho-quinone tautomerism.
2003-09-07
Structure of the phenylhydrazine adduct of the quinohemoprotein amine dehydrogenase from Paracoccus denitrificans at 1.7 A resolution.
2003-09
Oxidized quercetin reacts with thiols rather than with ascorbate: implication for quercetin supplementation.
2003-08-29
Catalytic oxidation of acetaminophen by tyrosinase in the presence of L-proline: a kinetic study.
2003-08-15
Two polycyclic aromatic hydrocarbon o-quinone reductases from a pyrene-degrading Mycobacterium.
2003-08-15
Dopamine prevents nitration of tyrosine hydroxylase by peroxynitrite and nitrogen dioxide: is nitrotyrosine formation an early step in dopamine neuronal damage?
2003-08-01
Mechanistic studies of catechol generation from secondary quinone amines relevant to indole formation and tyrosinase activation.
2003-08
Quantification of acetaminophen by oxidation with tyrosinase in the presence of Besthorn's hydrazone.
2003-07-15
In silico studies of the mechanism of methanol oxidation by quinoprotein methanol dehydrogenase.
2003-07-09
Antiestrogenic and DNA damaging effects induced by tamoxifen and toremifene metabolites.
2003-07
Radical formation and coupling of hydroxycinnamic acids containing 1,2-dihydroxy substituents.
2003-06
Aldehydic DNA lesions induced by catechol estrogens in calf thymus DNA.
2003-06
Effect of halogenated substituents on the metabolism and estrogenic effects of the equine estrogen, equilenin.
2003-06
The IFPCS presidential lecture: a chemist's view of melanogenesis.
2003-06
Synthesis and characterization of model compounds of the lysine tyrosyl quinone cofactor of lysyl oxidase.
2003-05-21
Electrophoretic analysis of quinone anion radicals in acetonitrile solutions using an on-line radical generator.
2003-05
Tyrosinase autoactivation and the chemistry of ortho-quinone amines.
2003-05
Catechol estrogen 4-hydroxyequilenin is a substrate and an inhibitor of catechol-O-methyltransferase.
2003-05
Synthesis and antimelanoma activity of tertiary amide analogues of N-acetyl-4-S-cysteaminylphenol.
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:34:32 GMT 2025
Edited
by admin
on Mon Mar 31 18:34:32 GMT 2025
Record UNII
SVD1LJ47R7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
O-BENZOQUINONE
Common Name English
O-QUINONE
Preferred Name English
3,5-CYCLOHEXADIENE-1,2-DIONE
Systematic Name English
1,2-BENZOQUINONE
Systematic Name English
BENZOQUINONE, O-
Common Name English
Code System Code Type Description
CAS
583-63-1
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
WIKIPEDIA
1,2-BENZOQUINONE
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
EPA CompTox
DTXSID60894765
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
CHEBI
17253
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
PUBCHEM
11421
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
FDA UNII
SVD1LJ47R7
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY
CHEBI
25622
Created by admin on Mon Mar 31 18:34:32 GMT 2025 , Edited by admin on Mon Mar 31 18:34:32 GMT 2025
PRIMARY