Nicotinamide N-oxide

SKU: orb1310443

Description

Nicotinamide N-oxide is an endogenous metabolite of nicotinamide and a precursor in NAD+ biosynthesis, reduced back to nicotinamide by hepatic xanthine oxidase. This small molecule is used in research to study NAD+ metabolism, redox biology, and enzyme function in both in vitro and in vivo experimental models.

Research Area

Cell Biology, Immunology & Inflammation, Metabolism Research, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 1986-81-8
• MW: 138.12
• Purity: 99.90% (May vary between batches)
• Formula: C₆H₆N₂O₂
• SMILES: NC(=O)C1=CC=C[N+]([O-])=C1
• Target: CXCR,OXPHOS,c-Myc,Endogenous Metabolite,Drug Metabolite
• Solubility: DMSO:3.85 mg/mL (27.87 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:1 mg/mL (7.24 mM);H2O:Limited solubility

Bioactivity

• In Vitro:
  Nicotinamide, a vitamin B3 variant, serves as a precursor to nicotinamide adenine dinucleotide, crucial for oxidative phosphorylation and dehydrogenase cofactor roles. It undergoes metabolism via two pathways: initial methylation by nicotinamide N-methyltransferase, followed by aldehyde oxidase oxidation, and direct oxidation to nicotinamide N-oxide. Studies have introduced a range of nicotinamide N-oxides as innovative, effective CXCR2 receptor antagonists. Specifically, Compound 1 effectively inhibits neutrophil chemotaxis (IC50=10 nM), whereas Compound 2 selectively blocks IL-8 binding (IC50=110 nM) and also significantly hampers neutrophil chemotaxis (IC50=170 nM).
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

1-oxynicotinamide, DrugMetabolite, Drug Metabolite, CXCR, CXC chemokine receptors, c-Myc, cMyc, Endogenous Metabolite, EndogenousMetabolite, Nicotinamide-N-oxide, Nicotinamide N oxide, Nicotinamide Noxide, Nicotinamide N-oxide, Nicotinamide, Nicotinamide 1-oxide, inhibit, Inhibitor

Compound Identifiers

PubChem CID

72661