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
Bioorganic mechanisms of the formation of free radicals catalyzed by glucose oxidase.	2002 Apr	12020134
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 Jun	12127017
Detection and characterization of DNA adducts formed from metabolites of the fungicide ortho-phenylphenol.	2002 May 22	12010010
Phenol--another cockchafer attractant shared by Melolontha hippocastani Fabr. and M. melolontha L.	2002 Sep-Oct	12440733
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 Feb 17	12584711
Benzoquinones from millipedes deter mosquitoes and elicit self-anointing in capuchin monkeys (Cebus spp.).	2003 Jul	12883771
Regiospecificity in the synthesis of diaryl sulfones.	2003 Jun 13	12790618
Quinone mixture as attractant for necrophagous dung beetles specialized on dead millipedes.	2004 Apr	15260220
Genetic analysis of benzoquinone production in Tribolium confusum.	2004 May	15274446
The chemical mechanism of action of glucose oxidase from Aspergillus niger.	2004 May	15228088
Behavioral responses of 129/Sv, C57BL/6J and DBA/2J mice to a non-predator aversive olfactory stimulus.	2005	15794029
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 Apr	15804531
Anointing chemicals and ectoparasites: effects of benzoquinones from millipedes on the lone star tick, Amblyomma americanum.	2005 Jan	15839480
The haloperoxidase of the agaric fungus Agrocybe aegerita hydroxylates toluene and naphthalene.	2005 Nov 7	16253244
Electrochemical combustion of herbicide mecoprop in aqueous medium using a flow reactor with a boron-doped diamond anode.	2006 Aug	16516266
A class of benzenoid chemicals suppresses apoptosis in C. elegans.	2006 Dec	17051661
Prey-rolling behavior of coatis (Nasua spp.) is elicited by benzoquinones from millipedes.	2006 Jan	16391932
Pharmacologic manipulations of mitochondrial membrane potential (DeltaPsim) selectively in glioma cells.	2007 Jan	16862448
The effects of a naturally produced benzoquinone on microbes common to flour.	2007 Jun	17473960
Electrophysiological and behavioral activity of secondary metabolites in the confused flour beetle, Tribolium confusum.	2007 Mar	17265176
2,5-dihydroxybenzyl and (1,4-dihydroxy-2-naphthyl)methyl, novel reductively armed photocages for the hydroxyl moiety.	2007 Nov 23	17958445
Bioluminescent monitoring of detoxification processes: activity of humic substances in quinone solutions.	2007 Sep 25	17716903
Aqueous photochemistry of methyl-benzoquinone.	2008 Apr 3	18302352
Crystal structure of a new type of NADPH-dependent quinone oxidoreductase (QOR2) from Escherichia coli.	2008 May 30	18455185
Fucoxanthin, tetraprenylated toluquinone and toluhydroquinone metabolites from Sargassum heterophyllum inhibit the in vitro growth of the malaria parasite Plasmodium falciparum.	2008 Nov-Dec	19227833
Effect of quinone on the fluorescence decay dynamics of endogenous flavin bound to bacterial luciferase.	2009 Apr	19162392
Volatile secretions and epicuticular hydrocarbons of the beetle Ulomoides dermestoides.	2009 Dec	19689928
Electrochemical incineration of cresols: a comparative study between PbO2 and boron-doped diamond anodes.	2009 Mar	19118859
Differences in defensive volatiles of the forked fungus beetle, Bolitotherus cornutus, living on two species of fungus.	2009 Nov	19936835
A chemical oscillator based on the photoreduction of 2-methyl-1,4-benzoquinone.	2010 Dec 30	21138287
Mechanism of the anodic oxidation of 4-chloro-3-methyl phenol in aqueous solution using Ti/SnO2-Sb/PbO2 electrodes.	2010 Mar 15	19914775
Role of quinones in the ascorbate reduction rates of S-nitrosoglutathione.	2010 Nov 15	20691779
Dual reactivity of hydroxy- and methoxy- substituted o-quinone methides in aqueous solutions: hydration versus tautomerization.	2010 Nov 5	20925363
Covalent binding of quinones activates the Ah receptor in Hepa1c1c7 cells.	2015 Dec	26558468

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:11:37 GMT 2023` Edited by `admin` on `Fri Dec 15 18:11:37 GMT 2023`
Record UNII	VF06HB6AZN
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

2-METHYL-1,4-BENZOQUINONE

Systematic 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

NSC-405002

Code

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