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 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

Approval Year

PubMed

PubMed

TitleDatePubMed
Structure Effect on Antioxidant Activity of Catecholamines toward Singlet Oxygen and Other Reactive Oxygen Species in vitro.
2010-11
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.
2010-09-14
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
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader.
2010-03-22
Discovery of fragment molecules that bind the human peroxiredoxin 5 active site.
2010-03-17
Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products.
2010-03-01
4-Methylcatechol-induced heme oxygenase-1 exerts a protective effect against oxidative stress in cultured neural stem/progenitor cells via PI3 kinase/Akt pathway.
2010-02
A multidisciplinary study of archaeological grape seeds.
2010-02
Effects of 4-methylcatechol on skin reinnervation: promotion of cutaneous nerve regeneration after crush injury.
2009-12
Crystal structure and catalytic mechanism of 4-methylmuconolactone methylisomerase.
2009-11-20
Extracellular and intracellular polyphenol oxidases cause opposite effects on sensitivity of Streptomyces to phenolics: a case of double-edged sword.
2009-10-14
Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges.
2009-09-07
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme.
2009-09
The innate immune and systemic response in honey bees to a bacterial pathogen, Paenibacillus larvae.
2009-08-21
Purification and biochemical characterization of polyphenol oxidases from embryogenic and nonembryogenic cotton (Gossypium hirsutum L.) cells.
2009-08
An updated review of tyrosinase inhibitors.
2009-05-26
Characterization of catechol derivative removal by lignin peroxidase in aqueous mixture.
2009-04
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor.
2009-04
Simple ortho- and para-hydroquinones as compounds neuroprotective against oxidative stress in a manner associated with specific transcriptional activation.
2009-02-06
Production of o-diphenols by immobilized mushroom tyrosinase.
2009-01-15
Nerve sprouting suppresses myocardial I(to) and I(K1) channels and increases severity to ventricular fibrillation in rat.
2008-12-15
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase.
2008-11
Interleukin-6 protects against paclitaxel, cisplatin and vincristine-induced neuropathies without impairing chemotherapeutic activity.
2008-11
A wounding-induced PPO from cowpea (Vigna unguiculata) seedlings.
2008-09
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions.
2008-06-25
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity.
2008-06-24
Ultrasmall c(RGDyK)-coated Fe3O4 nanoparticles and their specific targeting to integrin alpha(v)beta3-rich tumor cells.
2008-06-18
Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects.
2008-06
Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles.
2008-05-05
Effects of 4-methylcatechol on spatial memory and depression.
2008-02-12
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.
2008-02-01
Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy.
2008-02
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
Polyphenol oxidase from wheat bran is a serpin.
2008
Purification and characterization of peroxidase from cauliflower (Brassica oleracea L. var. botrytis) buds.
2008
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
Intradiol pathway of para-cresol conversion by Rhodococcus opacus 1CP.
2007-07
Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines.
2007-06-12
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
Polyphenol oxidase from yacon roots (Smallanthus sonchifolius).
2007-03-21
Understanding marine mussel adhesion.
2007-03-07
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
A green method for the electroorganic synthesis of new 1,3-Indandione derivatives.
2006-10
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
Effects of increased nerve growth factor plasma levels on the expression of TrkA and p75 in rat testicles.
2006-03
Interleukin-6 attenuates the development of experimental diabetes-related neuropathy.
2006-02
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication.
1991
Patents
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