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N4751

Sigma-Aldrich

Nicotinuric acid

Synonym(s):

Nicotinylglycine

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About This Item

Empirical Formula (Hill Notation):
C8H8N2O3
CAS Number:
Molecular Weight:
180.16
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.79

Assay

≥98% (with NaOH, titration)

form

powder

color

white

SMILES string

OC(=O)CNC(=O)c1cccnc1

InChI

1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)

InChI key

ZBSGKPYXQINNGF-UHFFFAOYSA-N

Biochem/physiol Actions

Nicotinuric acid (NUA) is a metabolite of niacin/vitamin B. Measurement of NUA levels in urine is used to indicate possible elevated nicotinamide adenine dinucleotide (NAD) catabolism. NUA may be used as a reference (standard curve) in the analysis of NAD and NUA catabolism. Nicotinic acid reduces triglycerides and increases high density lipoprotein(HDL) cholesterol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Frank Dieterle et al.
Analytical chemistry, 78(11), 3551-3561 (2006-06-02)
The assignment of significantly changed NMR signals, which were identified with the help of multivariate models, to individual metabolites in biofluids is a manual and tedious task requiring knowledge in chemometrics and NMR spectroscopy. Metabolite projection analysis, introduced in this
Quantification of Niacin and Its Metabolite Nicotinuric Acid in Human Plasma by LC-MS/MS: Application to a Clinical Trial of a Fixed Dose Combination Tablet of Niacin Extended-Release/Simvastatin (500 mg/10 mg) in Healthy Chinese Volunteers
Zhang P, et al.
International Journal of Analytical Chemistry, 2015 (2015)
M Iwaki et al.
Journal of chromatography. B, Biomedical applications, 661(1), 154-158 (1994-11-04)
The concentrations of nicotinic acid (NiAc) and nicotinuric acid (NiUAc), a major metabolite of NiAc, were simultaneously determined in urine using solid-phase extraction (cation-exchange extraction) and reversed-phase high-performance liquid chromatography with ultraviolet detection. The intra- and inter-day precision studies showed
C Daniel Meyers et al.
Atherosclerosis, 192(2), 253-258 (2006-09-02)
Nicotinic acid is a safe, broad-spectrum lipid agent shown to prevent cardiovascular disease, yet its widespread use is limited by the prostaglandin D2 (PGD2) mediated niacin flush. Previous research suggests that nicotinic acid-induced PGD2 secretion is mediated by the skin
R H Stern et al.
Metabolism: clinical and experimental, 41(8), 879-881 (1992-08-01)
The possibility that differences in metabolism might underly the differences in efficacy and toxicity between time-release and unmodified formulations of nicotinic acid was investigated by measuring 24-hour urinary excretion of metabolites in 10 subjects who received both forms. Nicotinic acid

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