481-85-6 | 2-Methyl-1,4-naphthohydroquinone

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$81.00	$57.00
1g	95%	in stock	$201.00	$141.00
5g	95%	in stock	$572.00	$400.00
10g	95%	in stock	$945.00	$661.00
25g	95%	in stock	$1,878.00	$1,315.00

Description

• Catalog Number: AG24719
• Chemical Name: 2-Methyl-1,4-naphthohydroquinone
• CAS Number: 481-85-6
• Molecular Formula: C11H10O2
• Molecular Weight: 174.1959
• MDL Number: MFCD00655068
• SMILES: Oc1cc(C)c(c2c1cccc2)O

Computed Properties

• Complexity: 181
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• XLogP3: 2.8

Literature

• NAD(P)H-dependent quinone oxidoreductase 1 (NQO1) and cytochrome P450 oxidoreductase (CYP450OR) differentially regulate menadione-mediated alterations in redox status, survival and metabolism in pancreatic β-cells.

  Toxicology letters 20161116

• A functional description of CymA, an electron-transfer hub supporting anaerobic respiratory flexibility in Shewanella.

  The Biochemical journal 20120615

• The Membrane QmoABC Complex Interacts Directly with the Dissimilatory Adenosine 5'-Phosphosulfate Reductase in Sulfate Reducing Bacteria.

  Frontiers in microbiology 20120101

• Proteogenomic and functional analysis of chromate reduction in Acidiphilium cryptum JF-5, an Fe(III)-respiring acidophile.

  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20101201

• Measurement of menadione in urine by HPLC.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100915

• The alternative complex III of Rhodothermus marinus and its structural and functional association with caa3 oxygen reductase.

  Biochimica et biophysica acta 20100801

• Cooperation of NAD(P)H:quinone oxidoreductase 1 and UDP-glucuronosyltransferases reduces menadione cytotoxicity in HEK293 cells.

  Biochemical and biophysical research communications 20100409

• The structure of the leukemia drug imatinib bound to human quinone reductase 2 (NQO2).

  BMC structural biology 20090101

• UDP-glucuronosyltransferases 1A6 and 1A10 catalyze reduced menadione glucuronidation.

  Biochemical and biophysical research communications 20080627

• 2,5-dihydroxybenzyl and (1,4-dihydroxy-2-naphthyl)methyl, novel reductively armed photocages for the hydroxyl moiety.

  The Journal of organic chemistry 20071123

• A novel chimera: the 'truncated hemoglobin-antibiotic monooxygenase' from Streptomyces avermitilis.

  Gene 20070815

• Characterization of the Desulfovibrio desulfuricans ATCC 27774 DsrMKJOP complex--a membrane-bound redox complex involved in the sulfate respiratory pathway.

  Biochemistry 20060110

• Phase I trial of menadiol diphosphate (vitamin K3) in advanced malignancy.

  Investigational new drugs 20050601

• An unbiased cell morphology-based screen for new, biologically active small molecules.

  PLoS biology 20050501

• Structural and biochemical evidence for an enzymatic quinone redox cycle in Escherichia coli: identification of a novel quinol monooxygenase.

  The Journal of biological chemistry 20050304

• Evidence for two different electron transfer pathways in the same enzyme, nitrate reductase A from Escherichia coli.

  European journal of biochemistry 20040601

• Menadione kills trophozoites and cysts of Giardia intestinalis.

  Microbiology (Reading, England) 20040501

• 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

• Role of NAD(P)H:quinone oxidoreductase encoded by drgA gene in reduction of exogenous quinones in cyanobacterium Synechocystis sp. PCC 6803 cells.

  Biochemistry. Biokhimiia 20040201

• Effects of site-directed mutations on heme reduction in Escherichia coli nitrate reductase A by menaquinol: a stopped-flow study.

  Biochemistry 20031209

• 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

• A novel membrane-bound respiratory complex from Desulfovibrio desulfuricans ATCC 27774.

  Biochimica et biophysica acta 20030818

• Transient kinetic studies of heme reduction in Escherichia coli nitrate reductase A (NarGHI) by menaquinol.

  Biochemistry 20030513

• Oxygen control of nif gene expression in Klebsiella pneumoniae depends on NifL reduction at the cytoplasmic membrane by electrons derived from the reduced quinone pool.

  European journal of biochemistry 20030401

• Roles of NapF, NapG and NapH, subunits of the Escherichia coli periplasmic nitrate reductase, in ubiquinol oxidation.

  Molecular microbiology 20020401

• Concerted action of DT-diaphorase and superoxide dismutase in preventing redox cycling of naphthoquinones: an evaluation.

  Free radical research 20010801

• Redox changes of cytochrome b(559) in the presence of plastoquinones.

  The Journal of biological chemistry 20010105