Nicotinamide N-oxide - CAS 1986-81-8
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C6H6N2O2
Molecular Weight:
138.12
COA:
Inquire
Targets:
CXCR
Description:
Nicotinamide N-oxide, a metabolite of Nicotinamide, is a potent, and selective antagonist of the CXCR2 receptor and used in studies of mechanisms of niacin-related granulocyte differentiation of cells.
Brife Description:
A potent, and selective antagonist of the CXCR2 receptor
Synonyms:
1-oxidopyridin-1-ium-3-carboxamide; nicotinamide N-oxide
Solubility:
DMSO: 6.6 mg/mL (Need warming)
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
Inquire
Boiling Point:
514.7±23.0 ℃ at 760 Torr
Melting Point:
275-276 ℃ (decomp)
Density:
1.34±0.1 g/cm3
InChIKey:
USSFUVKEHXDAPM-UHFFFAOYSA-N
InChI:
1S/C6H6N2O2/c7-6(9)5-2-1-3-8(10)4-5/h1-4H,(H2,7,9)
Canonical SMILES:
C1=CC(=C[N+](=C1)[O-])C(=O)N
1.Identification of activation of tryptophan-NAD
Wang L;Yao D;Urriola PE;Hanson AR;Saqui-Salces M;Kerr BJ;Shurson GC;Chen C J Nutr Biochem. 2018 Jul;57:255-267. doi: 10.1016/j.jnutbio.2018.04.009. Epub 2018 Apr 25.
Consumption of thermally oxidized oil is associated with metabolic disorders, but oxidized oil-elicited changes in the metabolome are not well defined. In this study, C57BL/6 mice were fed the diets containing either control soybean oil or heated soybean oil (HSO) for 4 weeks. HSO-responsive metabolic events were examined through untargeted metabolomics-guided biochemical analysis. HSO directly contributed to the presence of new HSO-derived metabolites in urine and the decrease of polyunsaturated fatty acid-containing phospholipids in serum and the liver. HSO disrupted redox balance by decreasing hepatic glutathione and ascorbic acid. HSO also activated peroxisome proliferator-activated receptors, leading to the decrease of serum triacylglycerols and the changes of cofactors and products in fatty acid oxidation pathways. Most importantly, multiple metabolic changes, including the decrease of tryptophan in serum; the increase of NAD;+; in the liver; the increases of kynurenic acid, nicotinamide and nicotinamide N-oxide in urine; and the decreases of the metabolites from pyridine nucleotide degradation in the liver indicated that HSO activated tryptophan-NAD;+; metabolic pathway, which was further confirmed by the upregulation of gene expression in this pathway.
2.Purification of aldehyde oxidase from bovine ciliary body.
Shimada S;Mishima HK;Nikaido H;Kitamura S;Tatsumi K Curr Eye Res. 1989 Jul;8(7):721-6.
Ocular aldehyde oxidase was purified for the first time from bovine ciliary body cytosol by ammonium sulfate fractionation and successive HPLC using DEAE anion-exchange and hydroxyapatite columns. The purified enzyme was homogeneous by the criterion of sodium dodecyl sulfate-polyacrylamide gel electrophoresis. The molecular weight of the enzyme was estimated to be about 150,000 by electrophoresis and to be about 300,000 by gel filtration HPLC on a TSK gel G3000SWXL column, indicating that the enzyme consists of two subunits with the same molecular weight. On the other hand, nicotinamide N-oxide reductase activity was associated with aldehyde oxidase activity throughout the purification steps of the latter enzyme. This fact indicated that nicotinamide N-oxide reductase activity of the ciliary body cytosol is due to aldehyde oxidase present in the tissue preparation.
3.Development of a hydrophilic liquid interaction chromatography-high-performance liquid chromatography-tandem mass spectrometry based stable isotope dilution analysis and pharmacokinetic studies on bioactive pyridines in human plasma and urine after coffee consumption.
Lang R;Wahl A;Skurk T;Yagar EF;Schmiech L;Eggers R;Hauner H;Hofmann T Anal Chem. 2010 Feb 15;82(4):1486-97. doi: 10.1021/ac902616k.
The paper reports on the development of an accurate hydrophilic liquid interaction chromatography tandem mass spectrometry (HILIC-MS/MS) based stable isotope dilution analysis for the simultaneous quantitation of the food-derived bioactive pyridines trigonelline, nicotinic acid, nicotinamide, and N-methylpyridinium, as well as their key metabolites nicotinamide-N-oxide, N-methylnicotinamide, N-methyl-2-pyridone-5-carboxamide, N-methyl-4-pyridone-5-carboxamide, and N-methyl-2-pyridone-5-carboxylic acid in human plasma and urine. Precision of the stable isotope dilution analysis (SIDA) was 1.9% and 11.9% relative standard deviation (n = 6), and accuracy was between 92.4% and 113.0%. The lower limit of quantitation (LLOQ) was 50 fmol (10 pmol/mL) injected onto the column for all analytes with the exception of N-methyl-2-pyridone-5-carboxylic acid and N-methyl-2-pyridone-5-carboxamide, for which an LLOQ of 100 fmol (20 pmol/mL) was found. The method was applied to monitor the plasma appearance and urinary excretion and to determine pharmacokinetic parameters of the bioactive pyridines as well as their metabolites in a clinical human intervention study with healthy volunteers (six women, seven men) after oral administration of 350 mL of a standard coffee beverage.
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Chemical Structure

CAS 1986-81-8 Nicotinamide N-oxide

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