2-METHYL-1,4-BENZOQUINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6O2
Molecular Weight	122.1213
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(=O)C=CC1=O

InChI

InChIKey=VTWDKFNVVLAELH-UHFFFAOYSA-N

InChI=1S/C7H6O2/c1-5-4-6(8)2-3-7(5)9/h2-4H,1H3

HIDE SMILES / InChI

Molecular Formula	C7H6O2
Molecular Weight	122.1213
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
Covalent binding of quinones activates the Ah receptor in Hepa1c1c7 cells.	2015-12	26558468
A chemical oscillator based on the photoreduction of 2-methyl-1,4-benzoquinone.	2010-12-30	21138287
Role of quinones in the ascorbate reduction rates of S-nitrosoglutathione.	2010-11-15	20691779
Dual reactivity of hydroxy- and methoxy- substituted o-quinone methides in aqueous solutions: hydration versus tautomerization.	2010-11-05	20925363
Mechanism of the anodic oxidation of 4-chloro-3-methyl phenol in aqueous solution using Ti/SnO2-Sb/PbO2 electrodes.	2010-03-15	19914775
Volatile secretions and epicuticular hydrocarbons of the beetle Ulomoides dermestoides.	2009-12	19689928
Differences in defensive volatiles of the forked fungus beetle, Bolitotherus cornutus, living on two species of fungus.	2009-11	19936835
Effect of quinone on the fluorescence decay dynamics of endogenous flavin bound to bacterial luciferase.	2009-04	19162392
Electrochemical incineration of cresols: a comparative study between PbO2 and boron-doped diamond anodes.	2009-03	19118859
Fucoxanthin, tetraprenylated toluquinone and toluhydroquinone metabolites from Sargassum heterophyllum inhibit the in vitro growth of the malaria parasite Plasmodium falciparum.	2009-02-21	19227833
Crystal structure of a new type of NADPH-dependent quinone oxidoreductase (QOR2) from Escherichia coli.	2008-05-30	18455185
Aqueous photochemistry of methyl-benzoquinone.	2008-04-03	18302352
2,5-dihydroxybenzyl and (1,4-dihydroxy-2-naphthyl)methyl, novel reductively armed photocages for the hydroxyl moiety.	2007-11-23	17958445
Bioluminescent monitoring of detoxification processes: activity of humic substances in quinone solutions.	2007-09-25	17716903
The effects of a naturally produced benzoquinone on microbes common to flour.	2007-06	17473960
Electrophysiological and behavioral activity of secondary metabolites in the confused flour beetle, Tribolium confusum.	2007-03	17265176
Pharmacologic manipulations of mitochondrial membrane potential (DeltaPsim) selectively in glioma cells.	2007-01	16862448
A class of benzenoid chemicals suppresses apoptosis in C. elegans.	2006-12	17051661
Electrochemical combustion of herbicide mecoprop in aqueous medium using a flow reactor with a boron-doped diamond anode.	2006-08	16516266
Prey-rolling behavior of coatis (Nasua spp.) is elicited by benzoquinones from millipedes.	2006-01	16391932
The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.	2005-11-07	16253244
Molecular basis of the low activity of antitumor anthracenediones, mitoxantrone and ametantrone, in oxygen radical generation catalyzed by NADH dehydrogenase. Enzymatic and molecular modelling studies.	2005-04	15804531
Anointing chemicals and ectoparasites: effects of benzoquinones from millipedes on the lone star tick, Amblyomma americanum.	2005-01	15839480
Behavioral responses of 129/Sv, C57BL/6J and DBA/2J mice to a non-predator aversive olfactory stimulus.	2005	15794029
Genetic analysis of benzoquinone production in Tribolium confusum.	2004-05	15274446
The chemical mechanism of action of glucose oxidase from Aspergillus niger.	2004-05	15228088
Quinone mixture as attractant for necrophagous dung beetles specialized on dead millipedes.	2004-04	15260220
Benzoquinones from millipedes deter mosquitoes and elicit self-anointing in capuchin monkeys (Cebus spp.).	2003-07	12883771
Regiospecificity in the synthesis of diaryl sulfones.	2003-06-13	12790618
A computational study of regioselectivity in a cyclodextrin-mediated Diels-Alder reaction: revelation of site selectivity and the importance of shallow binding and multiple binding modes.	2003-02-17	12584711
Phenol--another cockchafer attractant shared by Melolontha hippocastani Fabr. and M. melolontha L.	2002-11-21	12440733
A new easy accessible and low-cost method for screening olfactory sensitivity in mice: behavioural and nociceptive response in male and female CD-1 mice upon exposure to millipede aversive odour.	2002-06	12127017
Detection and characterization of DNA adducts formed from metabolites of the fungicide ortho-phenylphenol.	2002-05-22	12010010
Bioorganic mechanisms of the formation of free radicals catalyzed by glucose oxidase.	2002-04	12020134

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:07:37 GMT 2025` Edited by `admin` on `Mon Mar 31 19:07:37 GMT 2025`
Record UNII	VF06HB6AZN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-METHYL-1,4-BENZOQUINONE

Systematic Name

English

NSC-405002

Preferred Name

English

P-TOLUQUINONE

Common Name

English

METHYL QUINONE

Common Name

English

METHYL-1,4-BENZOQUINONE

Systematic Name

English

P-BENZOQUINONE, 2-METHYL-

Systematic Name

English

1,4-TOLUQUINONE

Common Name

English

TOLUQUINONE

Systematic Name

English

2,5-CYCLOHEXADIENE-1,4-DIONE, 2-METHYL-

Systematic Name

English

2-METHYL-1,4-BENZOQUINONE [HSDB]

Common Name

English

METHYL-P-BENZOQUINONE

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

209-056-2