4-METHYLCATECHOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H8O2
Molecular Weight	124.1372
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(O)C(O)=C1

InChI

InChIKey=ZBCATMYQYDCTIZ-UHFFFAOYSA-N

InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3

HIDE SMILES / InChI

Molecular Formula	C7H8O2
Molecular Weight	124.1372
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
Isolation of a benzoate-utilizing Pseudomonas strain from soil and production of catechol from benzoate by transpositional mutants.	2001	11572455
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.	2001 Feb	11160877
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii.	2001 Feb 5	11166989
Oxidative damage shifts from lipid peroxidation to thiol arylation by catechol-containing antioxidants.	2002 Aug 8	12176395
Characterization of catechol glucuronidation in rat liver.	2002 Feb	11792691
Comparison of antioxidative capacities and inhibitory effects on cholesterol biosynthesis of quercetin and potential metabolites.	2002 Jan	11924762
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase.	2002 Mar 13	11879044
Synthesis of water-soluble polymeric prodrugs possessing 4-methylcatechol derivatives by mechanochemical solid-state copolymerization and nature of drug release.	2002 Nov	12419905
Capture of a labile substrate by expulsion of water molecules from the active site of nicotinate mononucleotide:5,6-dimethylbenzimidazole phosphoribosyltransferase (CobT) from Salmonella enterica.	2002 Oct 25	12101181
Proteomic analysis of the benzoate degradation pathway in Acinetobacter sp. KS-1.	2003 Dec	14643408
Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses.	2003 Dec 1	14642385
p75NTR in the spleen: age-dependent changes, effect of NGF and 4-methylcatechol treatment, and structural changes in p75NTR-deficient mice.	2003 Feb	12524687
Glucuronuria in the koala.	2003 Jun	12918928
Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8.	2003 Jun 13	12672826
Properties of wheat bran polyphenol oxidase.	2004 Feb	15053343
Electrochemical performance of diamond thin-film electrodes from different commercial sources.	2004 May 1	15117197
Purification and characterization of Ocimum basilicum L. polyphenol oxidase.	2005 Dec 28	16366719
Development of a stable isotope dilution analysis with liquid chromatography-tandem mass spectrometry detection for the quantitative analysis of di- and trihydroxybenzenes in foods and model systems.	2006 Aug 9	16881674
Purification and characterization of catechol 2,3-dioxygenase from the aniline degradation pathway of Acinetobacter sp. YAA and its mutant enzyme, which resists substrate inhibition.	2007 Jul	17617714
Intradiol pathway of para-cresol conversion by Rhodococcus opacus 1CP.	2007 Jul	17506026
Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines.	2007 Jun 12	17503772
Polyphenol oxidase from yacon roots (Smallanthus sonchifolius).	2007 Mar 21	17316020
Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling.	2007 May 16	17439234
Understanding marine mussel adhesion.	2007 Nov-Dec	17990038
Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4.	2007 Oct	18023805
Biomimetic modeling of copper complexes: a study of enantioselective catalytic oxidation on d-(+)-catechin and L-( - )-epicatechin with copper complexes.	2008	18825268
Kinetics and mechanism of the reaction between chromium(III) and 3,4-dihydroxy-phenyl-propenoic acid (caffeic acid) in weak acidic aqueous solutions.	2008	18695733
Nerve sprouting suppresses myocardial I(to) and I(K1) channels and increases severity to ventricular fibrillation in rat.	2008 Dec 15	18818126
Characterisation by liquid chromatography coupled to electrospray ionisation ion trap mass spectrometry of phloroglucinol and 4-methylcatechol oxidation products to study the reactivity of epicatechin in an apple juice model system.	2008 Feb 1	18093608
Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects.	2008 Jun	18188544
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity.	2008 Jun 24	18499097
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase.	2008 Nov	18987457
A wounding-induced PPO from cowpea (Vigna unguiculata) seedlings.	2008 Sep	18675435
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor.	2009 Apr	18830916
Purification and biochemical characterization of polyphenol oxidases from embryogenic and nonembryogenic cotton (Gossypium hirsutum L.) cells.	2009 Aug	18795241
Simple ortho- and para-hydroquinones as compounds neuroprotective against oxidative stress in a manner associated with specific transcriptional activation.	2009 Feb 6	19118528
Extracellular and intracellular polyphenol oxidases cause opposite effects on sensitivity of Streptomyces to phenolics: a case of double-edged sword.	2009 Oct 14	19826489
4-Methylcatechol-induced heme oxygenase-1 exerts a protective effect against oxidative stress in cultured neural stem/progenitor cells via PI3 kinase/Akt pathway.	2010 Feb	20203419
A multidisciplinary study of archaeological grape seeds.	2010 Feb	20033124
Catechol 1,2-dioxygenase from the Gram-positive Rhodococcus opacus 1CP: quantitative structure/activity relationship and the crystal structures of native enzyme and catechols adducts.	2010 Jun	20040374
Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products.	2010 Mar 1	19969069
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader.	2010 Mar 22	20339589
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.	2010 Sep 14	20957092

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:07:20 GMT 2025` Edited by `admin` on `Mon Mar 31 19:07:20 GMT 2025`
Record UNII	12GLI7JGB3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-METHYLCATECHOL

Systematic Name

English

HMDB00873

Preferred Name

English

METHYL CATECHOL, 4-

Common Name

English

P-METHYLCATECHOL

Common Name

English

3,4-DIHYDROXYTOLUENE

Systematic Name

English

TOLUENE-3,4-DIOL

Systematic Name

English

HOMOPYROCATECHOL

Common Name

English

DROXIDOPA METABOLITE (3,4-DIHYDROXYTOLUENE)

Common Name

English

1,2-DIHYDROXY-4-METHYLBENZENE

Systematic Name

English

NSC-17489

Code

English

PYROCATECHOL, 4-METHYL-

Systematic Name

English

1,2-BENZENEDIOL, 4-METHYL-

Systematic Name

English

1-METHYL-3,4-DIHYDROXYBENZENE

Systematic Name

English

4-METHYL-1,2-BENZENEDIOL

Systematic Name

English

2-HYDROXY-4-METHYLPHENOL

Systematic Name

English

Code System Code Type Description

MESH

C018599