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Key Documents

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
R W Ding et al.
Clinical pharmacology and therapeutics, 46(6), 642-647 (1989-12-01)
Both nicotinic acid and salicylic acid undergo glycine conjugation in human beings. Competitive inhibition may therefore be possible when these substances are used concomitantly in patients with hyperlipidemic disorders. The aim of this study was to determine, in six healthy
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

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