200,000+ products from a single source!
sales@angenechem.com
Home > Other Building Blocks > 3066-90-8
3066-90-8 | 1,4-Benzenediol, 2,3-dimethoxy-5-methyl-
CAS No: 3066-90-8 Catalog No: AG0030SG MDL No:MFCD00017161
Product Description
Catalog Number:
AG0030SG
Chemical Name:
1,4-Benzenediol, 2,3-dimethoxy-5-methyl-
CAS Number:
3066-90-8
Molecular Formula:
C9H12O4
Molecular Weight:
184.1892
MDL Number:
MFCD00017161
IUPAC Name:
2,3-dimethoxy-5-methylbenzene-1,4-diol
InChI:
InChI=1S/C9H12O4/c1-5-4-6(10)8(12-2)9(13-3)7(5)11/h4,10-11H,1-3H3
InChI Key:
DSBZYDDWLLIJJS-UHFFFAOYSA-N
SMILES:
COc1c(O)cc(c(c1OC)O)C
Properties
Complexity:
162
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
184.074g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
184.191g/mol
Monoisotopic Mass:
184.074g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
58.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1
Literature
| Title | Journal |
|---|---|
| Structure, function, and assembly of heme centers in mitochondrial respiratory complexes. | Biochimica et biophysica acta 20120901 |
| Beneficial effect of ubiquinol, the reduced form of coenzyme Q10, on cyclosporine nephrotoxicity. | International braz j urol : official journal of the Brazilian Society of Urology 20120101 |
| Impact of oral ubiquinol on blood oxidative stress and exercise performance. | Oxidative medicine and cellular longevity 20120101 |
| Composition of the defensive secretion in three species of European millipedes. | Journal of chemical ecology 20111201 |
| Nitrite as a mediator of ischemic preconditioning and cytoprotection. | Nitric oxide : biology and chemistry 20110801 |
| Rosuvastatin combined with regular exercise preserves coenzyme Q10 levels associated with a significant increase in high-density lipoprotein cholesterol in patients with coronary artery disease. | Atherosclerosis 20110701 |
| Physiological importance of cytochrome c peroxidase in ethanologenic thermotolerant Zymomonas mobilis. | Journal of molecular microbiology and biotechnology 20110401 |
| Renal preservation effect of ubiquinol, the reduced form of coenzyme Q10. | Clinical and experimental nephrology 20110201 |
| Ubiquinol formation in isolated photosynthetic reaction centres monitored by time-resolved differential FTIR in combination with 2D correlation spectroscopy and multivariate curve resolution. | Analytical and bioanalytical chemistry 20110201 |
| Ubiquinol (QH(2)) functions as a negative regulator of purine nucleotide inhibition of Acanthamoeba castellanii mitochondrial uncoupling protein. | Biochimica et biophysica acta 20110101 |
| Altered redox status of coenzyme Q9 reflects mitochondrial electron transport chain deficiencies in Caenorhabditis elegans. | Mitochondrion 20110101 |
| Ubiquinol-induced gene expression signatures are translated into altered parameters of erythropoiesis and reduced low density lipoprotein cholesterol levels in humans. | IUBMB life 20110101 |
| Ubiquinol-binding site in the alternative oxidase: mutagenesis reveals features important for substrate binding and inhibition. | Biochimica et biophysica acta 20101201 |
| The quinone-binding sites of the cytochrome bo3 ubiquinol oxidase from Escherichia coli. | Biochimica et biophysica acta 20101201 |
| Ubiquinol-10 and ubiquinone-10 levels in umbilical cord blood of healthy foetuses and the venous blood of their mothers. | Free radical research 20101101 |
| The reduced form of coenzyme Q10 mediates distinct effects on cholesterol metabolism at the transcriptional and metabolite level in SAMP1 mice. | IUBMB life 20101101 |
| Essential role of copper in the activity and regular periodicity of a recombinant, tumor-associated, cell surface, growth-related and time-keeping hydroquinone (NADH) oxidase with protein disulfide-thiol interchange activity (ENOX2). | Journal of bioenergetics and biomembranes 20101001 |
| Characterization of the semiquinone radical stabilized by the cytochrome aa3-600 menaquinol oxidase of Bacillus subtilis. | The Journal of biological chemistry 20100611 |
| Tunneling effect in regeneration reaction of vitamin E by ubiquinol. | The journal of physical chemistry. B 20100520 |
| Purification and kinetic characterization of recombinant alternative oxidase from Trypanosoma brucei brucei. | Biochimica et biophysica acta 20100401 |
| Modifications of protein environment of the [2Fe-2S] cluster of the bc1 complex: effects on the biophysical properties of the rieske iron-sulfur protein and on the kinetics of the complex. | The Journal of biological chemistry 20100319 |
| RegB kinase activity is controlled in part by monitoring the ratio of oxidized to reduced ubiquinones in the ubiquinone pool. | mBio 20100101 |
| Toward a rational design of multitarget-directed antioxidants: merging memoquin and lipoic acid molecular frameworks. | Journal of medicinal chemistry 20091210 |
| Converting NADH to NAD+ by nicotinamide nucleotide transhydrogenase as a novel strategy against mitochondrial pathologies during aging. | Biogerontology 20090801 |
| Theoretical analysis of the unusual temperature dependence of the kinetic isotope effect in quinol oxidation. | Journal of the American Chemical Society 20090527 |
| The rate-limiting step in the cytochrome bc1 complex (Ubiquinol-Cytochrome c Oxidoreductase) is not changed by inhibition of cytochrome b-dependent deprotonation: implications for the mechanism of ubiquinol oxidation at center P of the bc1 complex. | The Journal of biological chemistry 20090522 |
| The Electron Transfer Pathway of the Na+-pumping NADH:Quinone Oxidoreductase from Vibrio cholerae. | The Journal of biological chemistry 20090327 |
| Validation and application of an HPLC-EC method for analysis of coenzyme Q10 in blood platelets. | Biomedical chromatography : BMC 20081201 |
| Mechanism on two-electron oxidation of ubiquinol at the Qp site in cytochrome bc1 complex: B3LYP study with broken symmetry. | The journal of physical chemistry. B 20081127 |
| The fully oxidized form of the cytochrome bd quinol oxidase from E. coli does not participate in the catalytic cycle: direct evidence from rapid kinetics studies. | FEBS letters 20081029 |
| Characterization of mutations in crucial residues around the Q(o) binding site of the cytochrome bc complex from Paracoccus denitrificans. | The FEBS journal 20081001 |
| High-sensitivity simultaneous analysis of ubiquinol-10 and ubiquinone-10 in human plasma. | Journal of chromatographic science 20080901 |
| A mitochondria-targeted nitroxide is reduced to its hydroxylamine by ubiquinol in mitochondria. | Free radical biology & medicine 20080401 |
| Formation of engineered intersubunit disulfide bond in cytochrome bc1 complex disrupts electron transfer activity in the complex. | Biochimica et biophysica acta 20080301 |
| Mutations in cytochrome b that affect kinetics of the electron transfer reactions at center N in the yeast cytochrome bc1 complex. | Biochimica et biophysica acta 20080301 |
| Voltammetric characterization of the aerobic energy-dissipating nitrate reductase of Paracoccus pantotrophus: exploring the activity of a redox-balancing enzyme as a function of electrochemical potential. | The Biochemical journal 20080101 |
| Subchronic oral toxicity of ubiquinol in rats and dogs. | International journal of toxicology 20080101 |
| Comparison between the free-radical-scavenging activities with vitamin E and ubiquinol in biological systems based on their reaction rates: a research account. | BioFactors (Oxford, England) 20080101 |
| The farnesyl-diphosphate/geranylgeranyl-diphosphate synthase of Toxoplasma gondii is a bifunctional enzyme and a molecular target of bisphosphonates. | The Journal of biological chemistry 20071019 |
| Specific and rapid analysis of ubiquinones using Craven's reaction and HPLC with postcolumn derivatization. | Journal of lipid research 20070901 |
| Effect of carni Q-gel (ubiquinol and carnitine) on cytokines in patients with heart failure in the Tishcon study. | Acta cardiologica 20070801 |
| Ab initio calculation of proton-coupled electron transfer rates using the external-potential representation: a ubiquinol complex in solution. | The Journal of chemical physics 20070614 |
| Solution structure of the Rhodobacter sphaeroides PufX membrane protein: implications for the quinone exchange and protein-protein interactions. | Biochemistry 20070327 |
| Mutational analysis of cytochrome b at the ubiquinol oxidation site of yeast complex III. | The Journal of biological chemistry 20070209 |
| Glutamates 99 and 107 in transmembrane helix III of subunit I of cytochrome bd are critical for binding of the heme b595-d binuclear center and enzyme activity. | Biochemistry 20061226 |
| Investigation of the mechanism of proton translocation by NADH:ubiquinone oxidoreductase (complex I) from bovine heart mitochondria: does the enzyme operate by a Q-cycle mechanism? | The Biochemical journal 20061215 |
| Adaptations to oxidative stress induced by vitamin E deficiency in rat liver. | Journal of bioenergetics and biomembranes 20061201 |
| Regulatory interactions between ubiquinol oxidation and ubiquinone reduction sites in the dimeric cytochrome bc1 complex. | The Journal of biological chemistry 20061013 |
| Localization of superoxide anion production to mitochondrial electron transport chain in 3-NPA-treated cells. | Mitochondrion 20061001 |
| Knock-downs of iron-sulfur cluster assembly proteins IscS and IscU down-regulate the active mitochondrion of procyclic Trypanosoma brucei. | The Journal of biological chemistry 20060929 |
| Probing the role of E272 in quinol oxidation of mitochondrial complex III. | Biochemistry 20060801 |
| Existence of aa3-type ubiquinol oxidase as a terminal oxidase in sulfite oxidation of Acidithiobacillus thiooxidans. | Bioscience, biotechnology, and biochemistry 20060701 |
| Probing the ubiquinol-binding site in cytochrome bd by site-directed mutagenesis. | Biochemistry 20060627 |
| Mass spectrometric analysis of the ubiquinol-binding site in cytochrome bd from Escherichia coli. | The Journal of biological chemistry 20060127 |
| Different effects of chilling on respiration in leaves and roots of cucumber (Cucumis sativus). | Plant physiology and biochemistry : PPB 20060101 |
| Ubiquinol: a potential biomarker for tissue energy requirements and oxidative stress. | Clinica chimica acta; international journal of clinical chemistry 20051001 |
| Lipid peroxidation induced by carbon tetrachloride and its inhibition by antioxidant as evaluated by an oxidative stress marker, HODE. | Toxicology and applied pharmacology 20051001 |
| Ubiquinol oxidation in the cytochrome bc1 complex: reaction mechanism and prevention of short-circuiting. | Biochimica et biophysica acta 20050815 |
| Proteins in human brain cortex are modified by oxidation, glycoxidation, and lipoxidation. Effects of Alzheimer disease and identification of lipoxidation targets. | The Journal of biological chemistry 20050603 |
| Cytochrome b mutations that modify the ubiquinol-binding pocket of the cytochrome bc1 complex and confer anti-malarial drug resistance in Saccharomyces cerevisiae. | The Journal of biological chemistry 20050429 |
| Structural and biochemical characterization of a quinol binding site of Escherichia coli nitrate reductase A. | The Journal of biological chemistry 20050415 |
| Reaction intermediates of quinol oxidation in a photoactivatable system that mimics electron transfer in the cytochrome bc1 complex. | Journal of the American Chemical Society 20050330 |
| Sensitivities of the alternative respiratory components of potato tuber mitochondria to thiol reagents and Ca2+. | Plant physiology and biochemistry : PPB 20050101 |
| Ubiquinol and the papaverine derivative caroverine prevent the expression of tumour- promoting factors in adenoma and carcinoma colon cancer cells induced by dietary fat. | BioFactors (Oxford, England) 20050101 |
| Dynamics of lipid oxidation and antioxidant depletion in Mediterranean fish stored at different temperatures. | BioFactors (Oxford, England) 20050101 |
| Arginine 391 in subunit I of the cytochrome bd quinol oxidase from Escherichia coli stabilizes the reduced form of the hemes and is essential for quinol oxidase activity. | The Journal of biological chemistry 20041224 |
| Cytochrome bc(1) regulates the mitochondrial permeability transition by two distinct pathways. | The Journal of biological chemistry 20041126 |
| Active oxygen chemistry within the liposomal bilayer. Part III: Locating Vitamin E, ubiquinol and ubiquinone and their derivatives in the lipid bilayer. | Chemistry and physics of lipids 20040801 |
| Coenzyme Q10 changes are associated with metabolic syndrome. | Clinica chimica acta; international journal of clinical chemistry 20040601 |
| Anti-cooperative oxidation of ubiquinol by the yeast cytochrome bc1 complex. | The Journal of biological chemistry 20040409 |
| NapGH components of the periplasmic nitrate reductase of Escherichia coli K-12: location, topology and physiological roles in quinol oxidation and redox balancing. | The Biochemical journal 20040401 |
| Disruption of the interaction between the Rieske iron-sulfur protein and cytochrome b in the yeast bc1 complex owing to a human disease-associated mutation within cytochrome b. | European journal of biochemistry 20040401 |
| Plasma and CSF markers of oxidative stress are increased in Parkinson's disease and influenced by antiparkinsonian medication. | Neurobiology of disease 20040201 |
| [Protective effect of hydrophilic ubiquinone on cardiac muscle during oxidative stress]. | Kardiologiia 20040101 |
| Elimination of the disulfide bridge in the Rieske iron-sulfur protein allows assembly of the [2Fe-2S] cluster into the Rieske protein but damages the ubiquinol oxidation site in the cytochrome bc1 complex. | Biochemistry 20031125 |
| Structure of the yeast cytochrome bc1 complex with a hydroxyquinone anion Qo site inhibitor bound. | The Journal of biological chemistry 20030815 |
| Molecular basis for atovaquone binding to the cytochrome bc1 complex. | The Journal of biological chemistry 20030815 |
| Protonmotive pathways and mechanisms in the cytochrome bc1 complex. | FEBS letters 20030612 |
| Architecture of the Qo site of the cytochrome bc1 complex probed by superoxide production. | Biochemistry 20030603 |
| Inhibition of neutral Mg2+-dependent sphingomyelinase by ubiquinol-mediated plasma membrane electron transport. | Protoplasma 20030501 |
| Stability studies of ubiquinol in plasma. | Annals of clinical biochemistry 20030101 |
| Structure and function of quinone binding membrane proteins. | Advances in protein chemistry 20030101 |
| Regeneration of the antioxidant ubiquinol by lipoamide dehydrogenase, thioredoxin reductase and glutathione reductase. | BioFactors (Oxford, England) 20030101 |
| Statins lower plasma and lymphocyte ubiquinol/ubiquinone without affecting other antioxidants and PUFA. | BioFactors (Oxford, England) 20030101 |
| Coenzyme Q10-containing composition (Immugen) protects against occupational and environmental stress in workers of the gas and oil industry. | BioFactors (Oxford, England) 20030101 |
| The protective and healing effects of a natural antioxidant formulation based on ubiquinol and Aloe vera against dextran sulfate-induced ulcerative colitis in rats. | BioFactors (Oxford, England) 20030101 |
| Nonoxidizable ubiquinol derivatives that are suitable for the study of the ubiquinol oxidation site in the cytochrome bc1 complex. | Biochimica et biophysica acta 20021202 |
| Ubiquinol inhibition of neutral sphingomyelinase in liver plasma membrane: specific inhibition of the Mg(2+)-dependent enzyme and role of isoprenoid chain. | Biochemical and biophysical research communications 20020927 |
| Interactions of quinone with the iron-sulfur protein of the bc(1) complex: is the mechanism spring-loaded? | Biochimica et biophysica acta 20020910 |
| Lipoyl dehydrogenase catalyzes reduction of nitrated DNA and protein adducts using dihydrolipoic acid or ubiquinol as the cofactor. | Chemico-biological interactions 20020815 |
| Multiple Q-cycle bypass reactions at the Qo site of the cytochrome bc1 complex. | Biochemistry 20020625 |
| Roles of NapF, NapG and NapH, subunits of the Escherichia coli periplasmic nitrate reductase, in ubiquinol oxidation. | Molecular microbiology 20020401 |
| [Mitochondrial complex II (succinate-ubiquinone oxidoreductase)]. | Nihon rinsho. Japanese journal of clinical medicine 20020401 |
| [Inhibitors of complex I and II of the mitochondrial respiratory chain]. | Nihon rinsho. Japanese journal of clinical medicine 20020401 |
| Mitochondrial superoxide radical formation is controlled by electron bifurcation to the high and low potential pathways. | Free radical research 20020401 |
| Ubiquinol and a coenzyme Q reducing system protect platelet mitochondrial function of transfusional buffy coats from oxidative stress. | Free radical research 20020401 |
| Inhibitory analogs of ubiquinol act anti-cooperatively on the Yeast cytochrome bc1 complex. Evidence for an alternating, half-of-the-sites mechanism of ubiquinol oxidation. | The Journal of biological chemistry 20020111 |
| Role of protonatable groups of bovine heart bc(1) complex in ubiquinol binding and oxidation. | European journal of biochemistry 20011101 |
| Effect of atorvastatin on LDL oxidation and antioxidants in normocholesterolemic type 2 diabetic patients. | Clinica chimica acta; international journal of clinical chemistry 20010925 |
| Reactivity of ubiquinones and ubiquinols with free radicals. | Free radical research 20010701 |
| Neutral magnesium-dependent sphingomyelinase from liver plasma membrane: purification and inhibition by ubiquinol. | Journal of bioenergetics and biomembranes 20010401 |
| Reduction of ubiquinone by lipoamide dehydrogenase. An antioxidant regenerating pathway. | European journal of biochemistry 20010301 |
| Direct evidence for the protonation of aspartate-75, proposed to be at a quinol binding site, upon reduction of cytochrome bo3 from Escherichia coli. | Biochemistry 20010130 |
| Activity of alpha-lipoic acid in the protection against oxidative stress in skin. | Current problems in dermatology 20010101 |
| Purification and some properties of ubiquinol oxidase from obligately chemolithotrophic iron-oxidizing bacterium, Thiobacillus ferrooxidans NASF-1. | Bioscience, biotechnology, and biochemistry 20010101 |
| Biochemical, physiological and medical aspects of ubiquinone function. | Biochimica et biophysica acta 19950524 |
| Ubiquinol: an endogenous antioxidant in aerobic organisms. | The Clinical investigator 19930101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.