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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
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication.
1991
Isolation of a benzoate-utilizing Pseudomonas strain from soil and production of catechol from benzoate by transpositional mutants.
2001
Biological production of optically active muconolactones by Rhodococcus rhodochrous.
2001 Aug
Pyridoxine-induced neuropathy in rats: a sensory neuropathy that responds to 4-methylcatechol.
2001 Aug
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.
2001 Feb
Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase.
2001 Feb 16
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii.
2001 Feb 5
Properties of diphenolase from Vanilla planifolia (Andr.) shoot primordia cultured in vitro.
2001 Jul
Electrochemical behavior of catechol and 3,4-dihydroxytoluene in acetonitrile at a platinum-disk electrode modified with a tyrosinase containing polyacrylamide film.
2001 Sep
Characterization of catechol glucuronidation in rat liver.
2002 Feb
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase.
2002 Mar 13
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
15N NMR investigation of the covalent binding of reduced TNT amines to soil humic acid, model compounds, and lignocellulose.
2002 Sep 1
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
In vitro cytotoxicity of 4-methylcatechol in murine tumor cells: induction of apoptotic cell death by extracellular pro-oxidant action.
2003 Jul
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.
2003 Jul 5
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
Construction of chimeric catechol 2,3-dioxygenase exhibiting improved activity against the suicide inhibitor 4-methylcatechol.
2004 Mar
The bphC gene-encoded 2,3-dihydroxybiphenyl-1,2-dioxygenase is involved in complete degradation of dibenzofuran by the biphenyl-degrading bacterium Ralstonia sp. SBUG 290.
2005
Effect of AOT on enzymatic activity of the organic solvent resistant tyrosinase from Streptomyces sp. REN-21 in aqueous solutions and water-in-oil microemulsions.
2005 Apr 15
A kinetic study of p-cresol oxidation by quince fruit polyphenol oxidase.
2005 Feb 23
Characterization and purification of polyphenol oxidase from artichoke (Cynara scolymus L.).
2005 Feb 9
Functional characterization and molecular modeling of methylcatechol 2,3-dioxygenase from o-xylene-degrading Rhodococcus sp. strain DK17.
2005 Jan 28
Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibitory effects of some chemicals on enzyme activity.
2005 Jun
Tissue localization of cytokinin dehydrogenase in maize: possible involvement of quinone species generated from plant phenolics by other enzymatic systems in the catalytic reaction.
2005 May
Structure-activity relationship of the tocopherol-regeneration reaction by catechins.
2005 May 1
Kinetic study of the quenching reaction of singlet oxygen by tea catechins in ethanol solution.
2005 Sep 15
Effects of aliphatic acids, furfural, and phenolic compounds on Debaryomyces hansenii CCMI 941.
2005 Spring
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
Interleukin-6 attenuates the development of experimental diabetes-related neuropathy.
2006 Feb
Effects of increased nerve growth factor plasma levels on the expression of TrkA and p75 in rat testicles.
2006 Mar
Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system.
2006 Mar 8
Polyphenol oxidase from wheat bran is a serpin.
2008
Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy.
2008 Feb
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
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions.
2008 Jun 25
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase.
2008 Nov
Interleukin-6 protects against paclitaxel, cisplatin and vincristine-induced neuropathies without impairing chemotherapeutic activity.
2008 Nov
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor.
2009 Apr
Effects of 4-methylcatechol on skin reinnervation: promotion of cutaneous nerve regeneration after crush injury.
2009 Dec
Production of o-diphenols by immobilized mushroom tyrosinase.
2009 Jan 15
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme.
2009 Sep
A multidisciplinary study of archaeological grape seeds.
2010 Feb
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader.
2010 Mar 22
Structure Effect on Antioxidant Activity of Catecholamines toward Singlet Oxygen and Other Reactive Oxygen Species in vitro.
2010 Nov
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.
2010 Sep 14
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 01:26:49 UTC 2023
Edited
by admin
on Thu Jul 06 01:26:49 UTC 2023
Record UNII
12GLI7JGB3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-METHYLCATECHOL
Systematic 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
HMDB00873
Code 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 Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-214-5
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
NSC
17489
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
CAS
452-86-8
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
CHEBI
17254
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
PUBCHEM
9958
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
EPA CompTox
DTXSID5020861
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
WIKIPEDIA
4-Methylcatechol
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
FDA UNII
12GLI7JGB3
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
PRIMARY
DRUG BANK
DB04120
Created by admin on Thu Jul 06 01:26:49 UTC 2023 , Edited by admin on Thu Jul 06 01:26:49 UTC 2023
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
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