4-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=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

Title	Date	PubMed
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication.	1991	1675677
Isolation of a benzoate-utilizing Pseudomonas strain from soil and production of catechol from benzoate by transpositional mutants.	2001	11572455
Biological production of optically active muconolactones by Rhodococcus rhodochrous.	2001 Aug	11549019
Pyridoxine-induced neuropathy in rats: a sensory neuropathy that responds to 4-methylcatechol.	2001 Aug	11493027
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase.	2001 Feb	11160877
Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase.	2001 Feb 16	11178979
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii.	2001 Feb 5	11166989
Properties of diphenolase from Vanilla planifolia (Andr.) shoot primordia cultured in vitro.	2001 Jul	11453787
Electrochemical behavior of catechol and 3,4-dihydroxytoluene in acetonitrile at a platinum-disk electrode modified with a tyrosinase containing polyacrylamide film.	2001 Sep	11708058
Characterization of catechol glucuronidation in rat liver.	2002 Feb	11792691
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase.	2002 Mar 13	11879044
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	12101181
15N NMR investigation of the covalent binding of reduced TNT amines to soil humic acid, model compounds, and lignocellulose.	2002 Sep 1	12322752
Proteomic analysis of the benzoate degradation pathway in Acinetobacter sp. KS-1.	2003 Dec	14643408
Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses.	2003 Dec 1	14642385
p75NTR in the spleen: age-dependent changes, effect of NGF and 4-methylcatechol treatment, and structural changes in p75NTR-deficient mice.	2003 Feb	12524687
In vitro cytotoxicity of 4-methylcatechol in murine tumor cells: induction of apoptotic cell death by extracellular pro-oxidant action.	2003 Jul	12676882
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach.	2003 Jul 5	12740927
Glucuronuria in the koala.	2003 Jun	12918928
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	12672826
Construction of chimeric catechol 2,3-dioxygenase exhibiting improved activity against the suicide inhibitor 4-methylcatechol.	2004 Mar	15006807
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	15715866
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	15780309
A kinetic study of p-cresol oxidation by quince fruit polyphenol oxidase.	2005 Feb 23	15713040
Characterization and purification of polyphenol oxidase from artichoke (Cynara scolymus L.).	2005 Feb 9	15686433
Functional characterization and molecular modeling of methylcatechol 2,3-dioxygenase from o-xylene-degrading Rhodococcus sp. strain DK17.	2005 Jan 28	15607751
Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibitory effects of some chemicals on enzyme activity.	2005 Jun	16119202
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	15746157
Structure-activity relationship of the tocopherol-regeneration reaction by catechins.	2005 May 1	15808422
Kinetic study of the quenching reaction of singlet oxygen by tea catechins in ethanol solution.	2005 Sep 15	16109305
Effects of aliphatic acids, furfural, and phenolic compounds on Debaryomyces hansenii CCMI 941.	2005 Spring	15917618
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	16881674
Interleukin-6 attenuates the development of experimental diabetes-related neuropathy.	2006 Feb	16521477
Effects of increased nerve growth factor plasma levels on the expression of TrkA and p75 in rat testicles.	2006 Mar	16533319
Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system.	2006 Mar 8	16506850
Polyphenol oxidase from wheat bran is a serpin.	2008	18506224
Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy.	2008 Feb	18219259
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	18093608
Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects.	2008 Jun	18188544
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions.	2008 Jun 25	18500808
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase.	2008 Nov	18987457
Interleukin-6 protects against paclitaxel, cisplatin and vincristine-induced neuropathies without impairing chemotherapeutic activity.	2008 Nov	18270703
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor.	2009 Apr	18830916
Effects of 4-methylcatechol on skin reinnervation: promotion of cutaneous nerve regeneration after crush injury.	2009 Dec	19915488
Production of o-diphenols by immobilized mushroom tyrosinase.	2009 Jan 15	19047003
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme.	2009 Sep	19916910
A multidisciplinary study of archaeological grape seeds.	2010 Feb	20033124
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader.	2010 Mar 22	20339589
Structure Effect on Antioxidant Activity of Catecholamines toward Singlet Oxygen and Other Reactive Oxygen Species in vitro.	2010 Nov	21103026
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.	2010 Sep 14	20957092

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

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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