2,6-dimethoxy-1,4-benzoquinone

2,5-cyclohexadiene-1,4-dione, 2,6-dimethoxy-

CAS: 530-55-2 C8 H8 O4 MW: 168.14856000

Identification

Name2,6-dimethoxy-1,4-benzoquinone
CAS Number530-55-2
EINECS208-484-7
FDA UNII1Z701W789S
Molecular FormulaC8 H8 O4
Molecular Weight168.14856000
MDL NumberMFCD00016368
Nikkaji NumberJ6.704K
XlogP3-0.10 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 7.06e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for 2,6-dimethoxy-1,4-benzoquinone usage levels up tonot for fragrance use.
Recommendation for 2,6-dimethoxy-1,4-benzoquinone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

phyllostachys heterocycla var. pubescens bark wheat

Synonyms

2,5- cyclohexadiene-1,4-dione, 2,6-dimethoxy- 2,6- dimethoxy-2,5-cyclohexadiene-1,4-dione 2,6- dimethoxy-para-benzoquinone 2,6- dimethoxycyclohexa-2,5-diene-1,4-dione PubMed: Identification of Characteristic Phenolic Constituents in Mousouchiku Extract Used as Food Additives. PubMed: Anti-Inflammatory Activity of Citric Acid-Treated Wheat Germ Extract in Lipopolysaccharide-Stimulated Macrophages. PubMed: Laccase- and electrochemically mediated conversion of triclosan: Metabolite formation and influence on antibacterial activity. PubMed: Antiproliferative and antimetabolic effects behind the anticancer property of fermented wheat germ extract. PubMed: Antioxidant compounds from the stem bark of Garcinia atroviridis. PubMed: [Chemical Constituents from Macaranga denticulata Root]. PubMed: Haustorial Hairs Are Specialized Root Hairs That Support Parasitism in the Facultative Parasitic Plant Phtheirospermum japonicum. PubMed: Antimicrobial activities of some Thai traditional medical longevity formulations from plants and antibacterial compounds from Ficus foveolata. PubMed: Hydroxylated derivatives of dimethoxy-1,4-benzoquinone as redox switchable earth-alkaline metal ligands and radical scavengers. PubMed: Characterizing the efficacy of fermented wheat germ extract against ovarian cancer and defining the genomic basis of its activity. PubMed: Chemical and bioactivity evaluation of the bark of Neonauclea purpurea. PubMed: Agrobacterium rhizogenes-mediated transformation of the parasitic plant Phtheirospermum japonicum. PubMed: [Liposoluble constituents from Iodes cirrhosa and their neuroprotective and potassium channel-blocking activity]. PubMed: Differential regulation of laccase gene expression in Coriolopsis rigida LPSC No. 232. PubMed: Antimicrobial activities of 1,4-benzoquinones and wheat germ extract. PubMed: [Chemical constituents of stems and branches of Adina polycephala]. PubMed: Role of quinones in the ascorbate reduction rates of S-nitrosoglutathione. PubMed: Advanced oxidation of benzene, toluene, ethylbenzene and xylene isomers (BTEX) by Trametes versicolor. PubMed: Oxidative depolymerization of lignin in ionic liquids. PubMed: Fe-superoxide dismutase and 2-hydroxy-1,4-benzoquinone reductase preclude the auto-oxidation step in 4-aminophenol metabolism by Burkholderia sp. strain AK-5. PubMed: Oxidation of atenolol, propranolol, carbamazepine and clofibric acid by a biological Fenton-like system mediated by the white-rot fungus Trametes versicolor. PubMed: Induction of extracellular hydroxyl radical production by white-rot fungi through quinone redox cycling. PubMed: Enhancing the production of hydroxyl radicals by Pleurotus eryngii via quinone redox cycling for pollutant removal. PubMed: [Chemical constituents of aerial part of Acalypha australis]. PubMed: Photophysical properties of quinones and their interaction with the photosynthetic reaction centre. PubMed: Cloning and characterization of a new laccase from Bacillus licheniformis catalyzing dimerization of phenolic acids. PubMed: Safety studies regarding a standardized extract of fermented wheat germ. PubMed: alpha-Glucosidase inhibitory pentacyclic triterpenes from the stem bark of Fagara tessmannii (Rutaceae). PubMed: [Chemical constituents in root of Zanthoxylum nitidum]. PubMed: Antibacterial evaluation of 1,4-benzoquinone derivatives. PubMed: Anti-platelet aggregation and chemical constituents from the rhizome of Gynura japonica. PubMed: Cytotoxic constituents of the stem bark of Neolitsea acuminatissima. PubMed: Transcriptional responses in the hemiparasitic plant Triphysaria versicolor to host plant signals. PubMed: Phytochemical constituents of Artemisia stolonifera. PubMed: Differential RNA expression of alpha-expansin gene family members in the parasitic angiosperm Triphysaria versicolor (Scrophulariaceae). PubMed: Occupational allergic contact dermatitis caused by wood dusts. PubMed: Fully reversible redox cycling of 2,6-dimethoxy-1,4-benzoquinone induced by ascorbate. PubMed: Synergism of dimethoxybenzosemiquinone free radicals and CD4+ T-lymphocytes to suppress Ehrlich ascites tumor. PubMed: 1,4-Benzoquinone reductase from basidiomycete Phanerochaete chrysosporium: spectral and kinetic analysis. PubMed: Mode of action and active site of an extracellular peroxidase from Pleurotus ostreatus. PubMed: Colorimetric determination of isoniazid and its pharmaceutical formulations. PubMed: Oxidation of phenolic arylglycerol beta-aryl ether lignin model compounds by manganese peroxidase from Phanerochaete chrysosporium: oxidative cleavage of an alpha-carbonyl model compound. PubMed: Contact allergy to Australian blackwood (Acacia melanoxylon R.Br.): isolation and identification of new hydroxyflavan sensitizers. PubMed: Formation of 2,6-dimethoxy-1,4-benzoquinone, a highly genotoxic compound, from the reaction of sodium nitrite with the sympathomimetic drug dimethophrine in acidic aqueous solution. PubMed: Cytotoxic, DNA-damaging and mutagenic properties of 2,6-dimethoxy-1,4-benzoquinone, formed by dimethophrine-nitrite interaction. PubMed: [Mutagenic activity of 2,6-dimethoxy-1,4-benzoquinone, produced during the nitrosation of dimethophrine, in V 79 cells]. PubMed: Pro-oxidant activation of ocular reductants. 2. Lens epithelial cell cytotoxicity of a dietary quinone is associated with a stable free radical formed with glutathione in vitro. PubMed: Toward a rationalization of the sensitizing potency of substituted p-benzoquinones: reaction of nucleophiles with p-benzoquinones. PubMed: Inhibition of mast cell histamine release by 2,6-dimethoxy-p-benzoquinone isolated from Berchemia racemosa. PubMed: Orchid allergy. PubMed: Non-mutagenicity of some wood-related compounds in the bacterial/microsome plate incorporation and microsuspension assays. PubMed: [Studies on anti-inflammatory agents. III. An anti-inflammatory constituent of the genus Acer (author's transl)]. PubMed: Quinonoid constituents as contact sensitisers in Australian blackwood (Acacia melanoxylon RBR). PubMed: [Action of diazomethane on 2,6-dimethoxy-p-benzoquinone. IV. Action of diazo compounds on quinones].