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

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 3-METHYLCATECHOL

SMILES

CC1=CC=CC(O)=C1O

InChI

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

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Substrate binding mechanism of a type I extradiol dioxygenase.
2010-11-05
Theoretical study on the thermodynamic properties and self-decomposition of methylbenzenediol isomers.
2010-11-04
A process optimization for bio-catalytic production of substituted catechols (3-nitrocatechol and 3-methylcatechol.
2010-06-30
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.
2010-06
Investigation of peptide reactivity of pro-hapten skin sensitizers using a peroxidase-peroxide oxidation system.
2009-11
Cellulosic hydrolysate toxicity and tolerance mechanisms in Escherichia coli.
2009-10-15
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme.
2009-09
Metagenomics reveals diversity and abundance of meta-cleavage pathways in microbial communities from soil highly contaminated with jet fuel under air-sparging bioremediation.
2009-09
C(1) compounds as auxiliary substrate for engineered Pseudomonas putida S12.
2009-06
Oxidative transformation of aqueous phenolic mixtures by birnessite-mediated catalysis.
2008-12-15
Isolation of the phe-operon from G. stearothermophilus comprising the phenol degradative meta-pathway genes and a novel transcriptional regulator.
2008-11-13
Response of Pseudomonas putida F1 cultures to fluctuating toluene loads and operational failures in suspended growth bioreactors.
2008-11
Metabolic reconstruction of aromatic compounds degradation from the genome of the amazing pollutant-degrading bacterium Cupriavidus necator JMP134.
2008-08
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity.
2008-06-24
Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles.
2008-05-05
Characterization of polyphenol oxidase changes induced by desiccation of Ramonda serbica leaves.
2008-04
Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.
2008-02-27
A novel solid-liquid two-phase partitioning bioreactor for the enhanced bioproduction of 3-methylcatechol.
2007-12-01
Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4.
2007-10
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.
2007-07
Solvent selection for enhanced bioproduction of 3-methylcatechol in a two-phase partitioning bioreactor.
2007-06-15
Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling.
2007-05-16
New insights on toluene biodegradation by Pseudomonas putida F1: influence of pollutant concentration and excreted metabolites.
2007-03
Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis.
2006-12-27
A novel meta-cleavage product hydrolase from Flavobacterium sp. ATCC27551.
2006-12-22
Electrochemical monitoring of the biodegradation of 2,4-dimethylaniline.
2006-11-15
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.
2006-08-09
A gold standard set of mechanistically diverse enzyme superfamilies.
2006
Modification of the Lowry assay to measure proteins and phenols in covalently bound complexes.
2005-11-01
Characterization of methylhydroquinone-metabolizing oxygenase genes encoded on plasmid in Burkholderia sp. NF100.
2005-11
Active site residues controlling substrate specificity in 2-nitrotoluene dioxygenase from Acidovorax sp. strain JS42.
2005-10
Isolation and characterization of a rhodococcus species strain able to grow on ortho- and para-xylene.
2005-08
Functional characterization and molecular modeling of methylcatechol 2,3-dioxygenase from o-xylene-degrading Rhodococcus sp. strain DK17.
2005-01-28
Effects of surface hydrophobicity on the catalytic iron ion retention in the active site of two catechol 1,2-dioxygenase isoenzymes.
2004-12
Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5.
2004-06
Use of 3-hydroxyphenylacetylene for activity-dependent, fluorescent labeling of bacteria that degrade toluene via 3-methylcatechol.
2003-12
Model description of bacterial 3-methylcatechol production in one- and two-phase systems.
2003-11
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.
2003-07-05
Oxidative transformation of phenols in aqueous mixtures.
2003-07
Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8.
2003-06-13
Degradation of toluene, xylene, and trimethylbenzene vapors by biofiltration: a comparison.
2003-02
Diversity of 2,3-dihydroxybiphenyl dioxygenase genes in a strong PCB degrader, Rhodococcus sp. strain RHA1.
2002
TOM, a new aromatic degradative plasmid from Burkholderia (Pseudomonas) cepacia G4.
1995-04
A novel toluene-3-monooxygenase pathway cloned from Pseudomonas pickettii PKO1.
1994-06
Evidence for the involvement of multiple pathways in the biodegradation of 1- and 2-methylnaphthalene by Pseudomonas putida CSV86.
1994
cis-diol dehydrogenases encoded by the TOL pWW0 plasmid xylL gene and the Acinetobacter calcoaceticus chromosomal benD gene are members of the short-chain alcohol dehydrogenase superfamily.
1992-02-15
Degradation of 2-methylbenzoic acid by Pseudomonas cepacia MB2.
1992-01
Genetic organization and regulation of a meta cleavage pathway for catechols produced from catabolism of toluene, benzene, phenol, and cresols by Pseudomonas pickettii PKO1.
1991-08
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication.
1991
Purification and some properties of a novel heat-stable cis-toluene dihydrodiol dehydrogenase.
1987-06-15
Patents

Patents

Name Type Language
3-METHYLCATECHOL
Systematic Name English
NSC-66523
Preferred Name English
1,2-DIHYDROXY-3-METHYLBENZENE
Systematic Name English
1,2-BENZENEDIOL, 3-METHYL-
Systematic Name English
3-METHYL-1,2-DIHYDROXYBENZENE
Systematic Name English
2,3-DIHYDROXYTOLUENE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID9060071
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-672-6
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
WIKIPEDIA
3-Methylcatechol
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
CAS
488-17-5
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
CHEBI
18404
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
FDA UNII
0HUZ4Q9R8C
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
NSC
66523
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
PUBCHEM
340
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY
MESH
C031136
Created by admin on Mon Mar 31 19:49:18 GMT 2025 , Edited by admin on Mon Mar 31 19:49:18 GMT 2025
PRIMARY