3-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=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

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
Substrate binding mechanism of a type I extradiol dioxygenase.	2010-11-05	20810655
Theoretical study on the thermodynamic properties and self-decomposition of methylbenzenediol isomers.	2010-11-04	20931952
A process optimization for bio-catalytic production of substituted catechols (3-nitrocatechol and 3-methylcatechol.	2010-06-30	20587073
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	20040374
Investigation of peptide reactivity of pro-hapten skin sensitizers using a peroxidase-peroxide oxidation system.	2009-11	19748994
Cellulosic hydrolysate toxicity and tolerance mechanisms in Escherichia coli.	2009-10-15	19832972
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme.	2009-09	19916910
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	19575758
C(1) compounds as auxiliary substrate for engineered Pseudomonas putida S12.	2009-06	19280184
Oxidative transformation of aqueous phenolic mixtures by birnessite-mediated catalysis.	2008-12-15	18812250
Isolation of the phe-operon from G. stearothermophilus comprising the phenol degradative meta-pathway genes and a novel transcriptional regulator.	2008-11-13	19014555
Response of Pseudomonas putida F1 cultures to fluctuating toluene loads and operational failures in suspended growth bioreactors.	2008-11	18408894
Metabolic reconstruction of aromatic compounds degradation from the genome of the amazing pollutant-degrading bacterium Cupriavidus necator JMP134.	2008-08	18691224
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity.	2008-06-24	18499097
Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles.	2008-05-05	18366179
Characterization of polyphenol oxidase changes induced by desiccation of Ramonda serbica leaves.	2008-04	18248509
Oxidative transformation of natural and synthetic phenolic mixtures by Trametes versicolor laccase.	2008-02-27	18205305
A novel solid-liquid two-phase partitioning bioreactor for the enhanced bioproduction of 3-methylcatechol.	2007-12-01	17461425
Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4.	2007-10	18023805
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	17617714
Solvent selection for enhanced bioproduction of 3-methylcatechol in a two-phase partitioning bioreactor.	2007-06-15	17099912
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	17439234
New insights on toluene biodegradation by Pseudomonas putida F1: influence of pollutant concentration and excreted metabolites.	2007-03	17136537
Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using "in bean" model experiments and stable isotope dilution analysis.	2006-12-27	17177545
A novel meta-cleavage product hydrolase from Flavobacterium sp. ATCC27551.	2006-12-22	17078928
Electrochemical monitoring of the biodegradation of 2,4-dimethylaniline.	2006-11-15	17090125
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	16881674
A gold standard set of mechanistically diverse enzyme superfamilies.	2006	16507141
Modification of the Lowry assay to measure proteins and phenols in covalently bound complexes.	2005-11-01	16197913
Characterization of methylhydroquinone-metabolizing oxygenase genes encoded on plasmid in Burkholderia sp. NF100.	2005-11	16384790
Active site residues controlling substrate specificity in 2-nitrotoluene dioxygenase from Acidovorax sp. strain JS42.	2005-10	16175409
Isolation and characterization of a rhodococcus species strain able to grow on ortho- and para-xylene.	2005-08	16145546
Functional characterization and molecular modeling of methylcatechol 2,3-dioxygenase from o-xylene-degrading Rhodococcus sp. strain DK17.	2005-01-28	15607751
Effects of surface hydrophobicity on the catalytic iron ion retention in the active site of two catechol 1,2-dioxygenase isoenzymes.	2004-12	15689112
Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5.	2004-06	15228078
Use of 3-hydroxyphenylacetylene for activity-dependent, fluorescent labeling of bacteria that degrade toluene via 3-methylcatechol.	2003-12	14607424
Model description of bacterial 3-methylcatechol production in one- and two-phase systems.	2003-11	13680334
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.	2003-07-05	12740927
Oxidative transformation of phenols in aqueous mixtures.	2003-07	14509708
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	12672826
Degradation of toluene, xylene, and trimethylbenzene vapors by biofiltration: a comparison.	2003-02	12617295
Diversity of 2,3-dihydroxybiphenyl dioxygenase genes in a strong PCB degrader, Rhodococcus sp. strain RHA1.	2002	16233225
TOM, a new aromatic degradative plasmid from Burkholderia (Pseudomonas) cepacia G4.	1995-04	7538275
A novel toluene-3-monooxygenase pathway cloned from Pseudomonas pickettii PKO1.	1994-06	8206853
Evidence for the involvement of multiple pathways in the biodegradation of 1- and 2-methylnaphthalene by Pseudomonas putida CSV86.	1994	8042906
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	1740120
Degradation of 2-methylbenzoic acid by Pseudomonas cepacia MB2.	1992-01	1371658
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	1856161
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication.	1991	1675677
Purification and some properties of a novel heat-stable cis-toluene dihydrodiol dehydrogenase.	1987-06-15	3446178

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:49:18 GMT 2025` Edited by `admin` on `Mon Mar 31 19:49:18 GMT 2025`
Record UNII	0HUZ4Q9R8C
Record Status	`Validated (UNII)`
Record Version

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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