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452-86-8

452-86-8 | 4-Methylbenzene-1,2-diol

CAS No: 452-86-8 Catalog No: AG003LRO MDL No:MFCD00002205

Product Description

Catalog Number:
AG003LRO
Chemical Name:
4-Methylbenzene-1,2-diol
CAS Number:
452-86-8
Molecular Formula:
C7H8O2
Molecular Weight:
124.1372
MDL Number:
MFCD00002205
IUPAC Name:
4-methylbenzene-1,2-diol
InChI:
InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3
InChI Key:
ZBCATMYQYDCTIZ-UHFFFAOYSA-N
SMILES:
Cc1ccc(c(c1)O)O
EC Number:
207-214-5
UNII:
12GLI7JGB3
NSC Number:
17489

Properties

Complexity:
92.9  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
124.052g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
124.139g/mol
Monoisotopic Mass:
124.052g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
40.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.4  

Literature

Title Journal
Nerve sprouting contributes to increased severity of ventricular tachyarrhythmias by upregulating iGluRs in rats with healed myocardial necrotic injury. Journal of molecular neuroscience : MN 20121001
H-point curve isolation method for determination of catechol in complex unknown mixtures. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121001
Polyphenol oxidases in Physcomitrella: functional PPO1 knockout modulates cytokinin-dependent development in the moss Physcomitrella patens. Journal of experimental botany 20120901
Intracerebroventricular 4-methylcatechol (4-MC) ameliorates chronic pain associated with depression-like behavior via induction of brain-derived neurotrophic factor (BDNF). Cellular and molecular neurobiology 20120801
Laccase activity in soils: considerations for the measurement of enzyme activity. Chemosphere 20120801
Molecular interactions of mussel protective coating protein, mcfp-1, from Mytilus californianus. Biomaterials 20120201
Ras signaling in NGF reduction and TNF-α-related pancreatic β cell apoptosis in hyperglycemic rats. Apoptosis : an international journal on programmed cell death 20120101
Photocatalytic degradation of p-cresol by zinc oxide under UV irradiation. International journal of molecular sciences 20120101
Valuable nutrients and functional bioactives in different parts of olive (Olea europaea L.)-a review. International journal of molecular sciences 20120101
Characterization of catechol 2,3-dioxygenase from Planococcus sp. strain S5 induced by high phenol concentration. Acta biochimica Polonica 20120101
Agonistic effect of polyunsaturated fatty acids (PUFAs) and its metabolites on brain-derived neurotrophic factor (BDNF) through molecular docking simulation. Lipids in health and disease 20120101
Optimization of 2,3-dihydroxybiphenyl 1,2-dioxygenase expression and its application for biosensor. Bioresource technology 20111101
Evolution of a new bacterial pathway for 4-nitrotoluene degradation. Molecular microbiology 20111001
4-methylcatechol inhibits protein oxidation in meat but not disulfide formation. Journal of agricultural and food chemistry 20110928
Extradiol dioxygenase-SiO₂ sol-gel modified electrode for catechol and its derivatives detection. Biosensors & bioelectronics 20110715
Thiol-quinone adduct formation in myofibrillar proteins detected by LC-MS. Journal of agricultural and food chemistry 20110713
The effect of the buffering capacity of the supporting electrolyte on the electrochemical oxidation of dopamine and 4-methylcatechol in aqueous and nonaqueous solvents. Chemistry, an Asian journal 20110606
Natural flavonoids as potential multifunctional agents in prevention of diabetic cataract. Interdisciplinary toxicology 20110601
4-Methylcatechol-induced oxidative stress induces intrinsic apoptotic pathway in metastatic melanoma cells. Biochemical pharmacology 20110515
Natural compounds containing a catechol group enhance the formation of Nε-(carboxymethyl)lysine of the Maillard reaction. Free radical biology & medicine 20110401
4-Methlycatechol prevents NGF/p75(NTR)-mediated apoptosis via NGF/TrkA system in pancreatic β cells. Neuropeptides 20110401
Degradative potential of Stenotrophomonas strain HPC383 having genes homologous to dmp operon. Bioresource technology 20110201
Purification and partial biochemical characterization of polyphenol oxidase from mamey (Pouteria sapota). Phytochemistry 20110101
Purification and biochemical characterization of ionically unbound polyphenol oxidase from Musa paradisiaca leaf. Preparative biochemistry & biotechnology 20110101
Cloning, characterization and analysis of cat and ben genes from the phenol degrading halophilic bacterium Halomonas organivorans. PloS one 20110101
Kinetic cooperativity of tyrosinase. A general mechanism. Acta biochimica Polonica 20110101
Improved Laccase Production by Trametes pubescens MB89 in Distillery Wastewaters. Enzyme research 20110101
Structure Effect on Antioxidant Activity of Catecholamines toward Singlet Oxygen and Other Reactive Oxygen Species in vitro. Journal of clinical biochemistry and nutrition 20101101
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. Journal of structural biology 20100601
Rutin metabolites: novel inhibitors of nonoxidative advanced glycation end products. Free radical biology & medicine 20100301
A multidisciplinary study of archaeological grape seeds. Die Naturwissenschaften 20100201
4-Methylcatechol-induced heme oxygenase-1 exerts a protective effect against oxidative stress in cultured neural stem/progenitor cells via PI3 kinase/Akt pathway. Biomedical research (Tokyo, Japan) 20100201
Discovery of fragment molecules that bind the human peroxiredoxin 5 active site. PloS one 20100101
The complete multipartite genome sequence of Cupriavidus necator JMP134, a versatile pollutant degrader. PloS one 20100101
Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. International journal of molecular sciences 20100101
Characteristics of lignin from flax shives as affected by extraction conditions. International journal of molecular sciences 20100101
Effects of 4-methylcatechol on skin reinnervation: promotion of cutaneous nerve regeneration after crush injury. Journal of neuropathology and experimental neurology 20091201
Crystal structure and catalytic mechanism of 4-methylmuconolactone methylisomerase. The Journal of biological chemistry 20091120
Catalytic properties of catechol 1,2-dioxygenase from Acinetobacter radioresistens S13 immobilized on nanosponges. Dalton transactions (Cambridge, England : 2003) 20090907
Methylcatechol 1,2-dioxygenase of Rhodococcus opacus 6a is a new type of the catechol-cleaving enzyme. Biochemistry. Biokhimiia 20090901
Purification and biochemical characterization of polyphenol oxidases from embryogenic and nonembryogenic cotton (Gossypium hirsutum L.) cells. Applied biochemistry and biotechnology 20090801
An updated review of tyrosinase inhibitors. International journal of molecular sciences 20090601
Differential in vitro inhibition of polyphenoloxidase from a wild edible mushroom Lactarius salmonicolor. Journal of enzyme inhibition and medicinal chemistry 20090401
Characterization of catechol derivative removal by lignin peroxidase in aqueous mixture. Bioresource technology 20090401
Simple ortho- and para-hydroquinones as compounds neuroprotective against oxidative stress in a manner associated with specific transcriptional activation. Biochemical and biophysical research communications 20090206
Production of o-diphenols by immobilized mushroom tyrosinase. Journal of biotechnology 20090115
The innate immune and systemic response in honey bees to a bacterial pathogen, Paenibacillus larvae. BMC genomics 20090101
Extracellular and intracellular polyphenol oxidases cause opposite effects on sensitivity of Streptomyces to phenolics: a case of double-edged sword. PloS one 20090101
Nerve sprouting suppresses myocardial I(to) and I(K1) channels and increases severity to ventricular fibrillation in rat. Autonomic neuroscience : basic & clinical 20081215
Interleukin-6 protects against paclitaxel, cisplatin and vincristine-induced neuropathies without impairing chemotherapeutic activity. Cancer chemotherapy and pharmacology 20081101
Evidence consistent with the requirement of cresolase activity for suicide inactivation of tyrosinase. The Tohoku journal of experimental medicine 20081101
A wounding-induced PPO from cowpea (Vigna unguiculata) seedlings. Phytochemistry 20080901
Stopped-flow kinetic study of the aroxyl radical-scavenging action of catechins and vitamin C in ethanol and micellar solutions. Journal of agricultural and food chemistry 20080625
Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. European journal of pharmacology 20080624
Ultrasmall c(RGDyK)-coated Fe3O4 nanoparticles and their specific targeting to integrin alpha(v)beta3-rich tumor cells. Journal of the American Chemical Society 20080618
Titania sol-gel-derived tyrosinase-based amperometric biosensor for determination of phenolic compounds in water samples. Examination of interference effects. Analytical and bioanalytical chemistry 20080601
Binding of catechols to mononuclear titanium(IV) and to 1- and 5-nm TiO2 nanoparticles. Inorganic chemistry 20080505
Effects of 4-methylcatechol on spatial memory and depression. Neuroreport 20080212
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. Journal of chromatography. A 20080201
Enhancement of cutaneous nerve regeneration by 4-methylcatechol in resiniferatoxin-induced neuropathy. Journal of neuropathology and experimental neurology 20080201
Purification and characterization of peroxidase from cauliflower (Brassica oleracea L. var. botrytis) buds. Protein and peptide letters 20080101
Polyphenol oxidase from wheat bran is a serpin. Acta biochimica Polonica 20080101
Kinetics and mechanism of the reaction between chromium(III) and 3,4-dihydroxy-phenyl-propenoic acid (caffeic acid) in weak acidic aqueous solutions. Bioinorganic chemistry and applications 20080101
Biomimetic modeling of copper complexes: a study of enantioselective catalytic oxidation on d-(+)-catechin and L-( - )-epicatechin with copper complexes. Bioinorganic chemistry and applications 20080101
Understanding marine mussel adhesion. Marine biotechnology (New York, N.Y.) 20071201
Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. Journal of bioscience and bioengineering 20071001
Intradiol pathway of para-cresol conversion by Rhodococcus opacus 1CP. Biotechnology journal 20070701
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. Bioscience, biotechnology, and biochemistry 20070701
Oxidation of 4-methylcatechol: implications for the oxidation of catecholamines. Biochemistry 20070612
Quantitative studies on the formation of phenol/2-furfurylthiol conjugates in coffee beverages toward the understanding of the molecular mechanisms of coffee aroma staling. Journal of agricultural and food chemistry 20070516
Polyphenol oxidase from yacon roots (Smallanthus sonchifolius). Journal of agricultural and food chemistry 20070321
Quantitative precursor studies on di- and trihydroxybenzene formation during coffee roasting using 'in bean' model experiments and stable isotope dilution analysis. Journal of agricultural and food chemistry 20061227
A novel meta-cleavage product hydrolase from Flavobacterium sp. ATCC27551. Biochemical and biophysical research communications 20061222
A green method for the electroorganic synthesis of new 1,3-Indandione derivatives. Chemical & pharmaceutical bulletin 20061001
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. Journal of agricultural and food chemistry 20060809
Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites. The Journal of nutritional biochemistry 20060801
Calculating molar absorptivities for quinones: application to the measurement of tyrosinase activity. Analytical biochemistry 20060401
Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system. Journal of agricultural and food chemistry 20060308
Effects of increased nerve growth factor plasma levels on the expression of TrkA and p75 in rat testicles. Journal of anatomy 20060301
p-hydroxylation reactions catalyzed by naphthalene dioxygenase. FEMS microbiology letters 20060201
Interleukin-6 attenuates the development of experimental diabetes-related neuropathy. Neuropathology : official journal of the Japanese Society of Neuropathology 20060201
Purification and characterization of Ocimum basilicum L. polyphenol oxidase. Journal of agricultural and food chemistry 20051228
Immune cascade of Spodoptera litura: cloning, expression, and characterization of inducible prophenol oxidase. Biochemical and biophysical research communications 20051111
Kinetic study of the quenching reaction of singlet oxygen by tea catechins in ethanol solution. Free radical biology & medicine 20050915
Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibitory effects of some chemicals on enzyme activity. Journal of enzyme inhibition and medicinal chemistry 20050601
Tissue localization of cytokinin dehydrogenase in maize: possible involvement of quinone species generated from plant phenolics by other enzymatic systems in the catalytic reaction. Plant & cell physiology 20050501
Structure-activity relationship of the tocopherol-regeneration reaction by catechins. Free radical biology & medicine 20050501
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. Journal of colloid and interface science 20050415
A kinetic study of p-cresol oxidation by quince fruit polyphenol oxidase. Journal of agricultural and food chemistry 20050223
Characterization and purification of polyphenol oxidase from artichoke (Cynara scolymus L.). Journal of agricultural and food chemistry 20050209
Functional characterization and molecular modeling of methylcatechol 2,3-dioxygenase from o-xylene-degrading Rhodococcus sp. strain DK17. Biochemical and biophysical research communications 20050128
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. Journal of applied microbiology 20050101
Effects of aliphatic acids, furfural, and phenolic compounds on Debaryomyces hansenii CCMI 941. Applied biochemistry and biotechnology 20050101
Assessment of catechol induction and glucuronidation in rat liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20041201
The pig caecum model: a suitable tool to study the intestinal metabolism of flavonoids. Molecular nutrition & food research 20040901
Comparisons of platinum, gold, palladium and glassy carbon as electrode materials in the design of biosensors for glutamate. Biosensors & bioelectronics 20040615
Isolation and characterization of polycyclic aromatic hydrocarbons-degrading Sphingomonas sp. strain ZL5. Biodegradation 20040601
Electrochemical performance of diamond thin-film electrodes from different commercial sources. Analytical chemistry 20040501
Genes for Mn(II)-dependent NahC and Fe(II)-dependent NahH located in close proximity in the thermophilic naphthalene and PCB degrader, Bacillus sp. JF8: cloning and characterization. Microbiology (Reading, England) 20040401
Purification and characterization of tyrosinase from gill tissue of Portabella mushrooms. Phytochemistry 20040301
Properties of wheat bran polyphenol oxidase. Die Nahrung 20040201
Nitric oxide promotes strong cytotoxicity of phenolic compounds against Escherichia coli: the influence of antioxidant defenses. Free radical biology & medicine 20031201
Proteomic analysis of the benzoate degradation pathway in Acinetobacter sp. KS-1. Research in microbiology 20031201
Purification of catecholase from Solanum melangena (brinjal). Indian journal of biochemistry & biophysics 20031201
Optimization of catechol production by membrane-immobilized polyphenol oxidase: a modeling approach. Biotechnology and bioengineering 20030705
In vitro cytotoxicity of 4-methylcatechol in murine tumor cells: induction of apoptotic cell death by extracellular pro-oxidant action. The Journal of pharmacology and experimental therapeutics 20030701
Characterization of a novel thermostable Mn(II)-dependent 2,3-dihydroxybiphenyl 1,2-dioxygenase from a polychlorinated biphenyl- and naphthalene-degrading Bacillus sp. JF8. The Journal of biological chemistry 20030613
Glucuronuria in the koala. Journal of chemical ecology 20030601
p75NTR in the spleen: age-dependent changes, effect of NGF and 4-methylcatechol treatment, and structural changes in p75NTR-deficient mice. The anatomical record. Part A, Discoveries in molecular, cellular, and evolutionary biology 20030201
4-Methylcatechol stimulates phosphorylation of Trk family neurotrophin receptors and MAP kinases in cultured rat cortical neurons. Journal of neuroscience research 20021101
Synthesis of water-soluble polymeric prodrugs possessing 4-methylcatechol derivatives by mechanochemical solid-state copolymerization and nature of drug release. Chemical & pharmaceutical bulletin 20021101
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. The Journal of biological chemistry 20021025
15N NMR investigation of the covalent binding of reduced TNT amines to soil humic acid, model compounds, and lignocellulose. Environmental science & technology 20020901
Oxidative damage shifts from lipid peroxidation to thiol arylation by catechol-containing antioxidants. Biochimica et biophysica acta 20020808
Sequence analysis and molecular characterization of a nitrocatechol dioxygenase gene from Pseudomonas putida. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20020701
Ferredoxin-mediated reactivation of the chlorocatechol 2,3-dioxygenase from Pseudomonas putida GJ31. Archives of microbiology 20020401
Diphenol activation of the monophenolase and diphenolase activities of field bean (Dolichos lablab) polyphenol oxidase. Journal of agricultural and food chemistry 20020313
Characterization of catechol glucuronidation in rat liver. Drug metabolism and disposition: the biological fate of chemicals 20020201
Comparison of antioxidative capacities and inhibitory effects on cholesterol biosynthesis of quercetin and potential metabolites. Phytomedicine : international journal of phytotherapy and phytopharmacology 20020101
Electrochemical behavior of catechol and 3,4-dihydroxytoluene in acetonitrile at a platinum-disk electrode modified with a tyrosinase containing polyacrylamide film. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20010901
Pyridoxine-induced neuropathy in rats: a sensory neuropathy that responds to 4-methylcatechol. Neurobiology of disease 20010801
Biological production of optically active muconolactones by Rhodococcus rhodochrous. Applied microbiology and biotechnology 20010801
Properties of diphenolase from Vanilla planifolia (Andr.) shoot primordia cultured in vitro. Journal of agricultural and food chemistry 20010701
Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase. Biochemical and biophysical research communications 20010216
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii. FEMS microbiology letters 20010205
Molecular mechanisms controlling the rate and specificity of catechol O-methylation by human soluble catechol O-methyltransferase. Molecular pharmacology 20010201
Isolation of a benzoate-utilizing Pseudomonas strain from soil and production of catechol from benzoate by transpositional mutants. Microbiological research 20010101
Therapeutic effects of aldose reductase inhibitor on experimental diabetic neuropathy through synthesis/secretion of nerve growth factor. Experimental neurology 19980601
Classification of catechol 1,2-dioxygenase family: sequence analysis of a gene for the catechol 1,2-dioxygenase showing high specificity for methylcatechols from Gram+ aniline-assimilating Rhodococcus erythropolis AN-13. Gene 19970131
Substrate specificity of catechol 2,3-dioxygenase encoded by TOL plasmid pWW0 of Pseudomonas putida and its relationship to cell growth. Journal of bacteriology 19941001
3-Sulphocatechol 2,3-dioxygenase and other dioxygenases (EC 1.13.11.2 and EC 1.14.12.-) in the degradative pathways of 2-aminobenzenesulphonic, benzenesulphonic and 4-toluenesulphonic acids in Alcaligenes sp. strain O-1. Microbiology (Reading, England) 19940701
The therapeutic effects of 4-methylcatechol, a stimulator of endogenous nerve growth factor synthesis, on experimental diabetic neuropathy in rats. Journal of the neurological sciences 19940301
Evidence for the involvement of multiple pathways in the biodegradation of 1- and 2-methylnaphthalene by Pseudomonas putida CSV86. Archives of microbiology 19940101
Immunogenicity studies of a synthetic antigen of alpha methyl dopa. Immunopharmacology and immunotoxicology 19931101
Selective inhibitory activity of polyhydroxycarboxylates derived from phenolic compounds against human immunodeficiency virus replication. Journal of acquired immune deficiency syndromes 19910101
Identification of cis-diols as intermediates in the oxidation of aromatic acids by a strain of Pseudomonas putida that contains a TOL plasmid. Journal of bacteriology 19860601

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