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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 of 4-METHYLCATECHOL

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

PubMed

TitleDatePubMed
Isolation of a benzoate-utilizing Pseudomonas strain from soil and production of catechol from benzoate by transpositional mutants.
2001
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.
2001 Feb
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii.
2001 Feb 5
Oxidative damage shifts from lipid peroxidation to thiol arylation by catechol-containing antioxidants.
2002 Aug 8
Characterization of catechol glucuronidation in rat liver.
2002 Feb
Comparison of antioxidative capacities and inhibitory effects on cholesterol biosynthesis of quercetin and potential metabolites.
2002 Jan
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase.
2002 Mar 13
Synthesis of water-soluble polymeric prodrugs possessing 4-methylcatechol derivatives by mechanochemical solid-state copolymerization and nature of drug release.
2002 Nov
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
Proteomic analysis of the benzoate degradation pathway in Acinetobacter sp. KS-1.
2003 Dec
Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses.
2003 Dec 1
p75NTR in the spleen: age-dependent changes, effect of NGF and 4-methylcatechol treatment, and structural changes in p75NTR-deficient mice.
2003 Feb
Glucuronuria in the koala.
2003 Jun
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
Properties of wheat bran polyphenol oxidase.
2004 Feb
Electrochemical performance of diamond thin-film electrodes from different commercial sources.
2004 May 1
Purification and characterization of Ocimum basilicum L. polyphenol oxidase.
2005 Dec 28
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
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
Intradiol pathway of para-cresol conversion by Rhodococcus opacus 1CP.
2007 Jul
Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines.
2007 Jun 12
Polyphenol oxidase from yacon roots (Smallanthus sonchifolius).
2007 Mar 21
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
Understanding marine mussel adhesion.
2007 Nov-Dec
Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4.
2007 Oct
Biomimetic modeling of copper complexes: a study of enantioselective catalytic oxidation on d-(+)-catechin and L-( - )-epicatechin with copper complexes.
2008
Kinetics and mechanism of the reaction between chromium(III) and 3,4-dihydroxy-phenyl-propenoic acid (caffeic acid) in weak acidic aqueous solutions.
2008
Nerve sprouting suppresses myocardial I(to) and I(K1) channels and increases severity to ventricular fibrillation in rat.
2008 Dec 15
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
Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects.
2008 Jun
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity.
2008 Jun 24
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase.
2008 Nov
A wounding-induced PPO from cowpea (Vigna unguiculata) seedlings.
2008 Sep
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor.
2009 Apr
Purification and biochemical characterization of polyphenol oxidases from embryogenic and nonembryogenic cotton (Gossypium hirsutum L.) cells.
2009 Aug
Simple ortho- and para-hydroquinones as compounds neuroprotective against oxidative stress in a manner associated with specific transcriptional activation.
2009 Feb 6
Extracellular and intracellular polyphenol oxidases cause opposite effects on sensitivity of Streptomyces to phenolics: a case of double-edged sword.
2009 Oct 14
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
A multidisciplinary study of archaeological grape seeds.
2010 Feb
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
Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products.
2010 Mar 1
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader.
2010 Mar 22
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.
2010 Sep 14
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
  • Download
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
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-214-5
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
NSC
17489
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
CAS
452-86-8
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
CHEBI
17254
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
PUBCHEM
9958
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID5020861
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
WIKIPEDIA
4-Methylcatechol
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
FDA UNII
12GLI7JGB3
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
DRUG BANK
DB04120
Created by admin on Mon Mar 31 19:07:20 GMT 2025 , Edited by admin on Mon Mar 31 19:07:20 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Compound was 34 ug of the yeild of the HTT fraction collected from tobacco smoke. Compound was detected by LTT and derived from the bright tobacco and sample of compound was found to be 128 ug/g.
PARENT -> CONSTITUENT ALWAYS PRESENT
4-Methylcatechol content for water extract of plant leaf was 25.61+/-0.26 and plant callus was 3.27+/-0.13 expressed as mg/100 g of dry base of extract. For the analysis of phenolic acids, a Nova pack C18 UG120 equipped with a Guard column, a JASCO HPLC system consisting of a column oven, a UV-Vis diode array detector set at 280 nm, a Liquid chromatography pump and a ChromNAV software program were used.
Related Record Type Details
PARENT -> METABOLITE
PARENT -> METABOLITE