NICOTINURIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H8N2O3
Molecular Weight	180.1607
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CNC(=O)C1=CC=CN=C1

InChI

InChIKey=ZBSGKPYXQINNGF-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C8H8N2O3
Molecular Weight	180.1607
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
High-performance liquid-chromatographic determination of free nicotinic acid and its metabolite, nicotinuric acid, in plasma and urine.	1978 Oct	699281
Comparison of excretion of nicotinuric acid after ingestion of two controlled release nicotinic acid preparations in man.	1988 Dec	3243933
The bioavailability of sustained release nicotinic acid formulations.	1991 Oct	1958442
Simultaneous determination of nicotinic acid and its two metabolites in human plasma using solid-phase extraction in combination with high performance liquid chromatography.	1993	8407165
Synthesis and asymmetric reducing performance of chitin/dihydronicotinamide conjugates having glycine or L-leucine spacer arms.	2002 Jul-Aug	12099814
Effects of excess nicotinamide administration on the urinary excretion of nicotinamide N-oxide and nicotinuric acid by rats.	2004 Jan	14745162
Simultaneous determination of nicotinic acid and its metabolites using hydrophilic interaction chromatography with tandem mass spectrometry.	2005	16193536
Simultaneous determination of niacin, niacinamide and nicotinuric acid in human plasma.	2005 Jan 4	15620531
Metabolite projection analysis for fast identification of metabolites in metabonomics. Application in an amiodarone study.	2006 Jun 1	16737207
Azabicyclic amino acids by stereoselective dearomatizing cyclization of the enolates of N-nicotinoyl glycine derivatives.	2006 Nov 9	17078709
Plasma and urine pharmacokinetics of niacin and its metabolites from an extended-release niacin formulation.	2007 Aug	17725178
Analysis of time-related metabolic fluctuations induced by ethionine in the rat.	2007 Dec	17966971
Effect of the rate of niacin administration on the plasma and urine pharmacokinetics of niacin and its metabolites.	2007 Jun	17463214
Nicotinic acid induces secretion of prostaglandin D2 in human macrophages: an in vitro model of the niacin flush.	2007 Jun	16945375
The comparative bioavailability of an extended-release niacin and lovastatin fixed dose combination tablet versus extended-release niacin tablet, lovastatin tablet and a combination of extended-release niacin tablet and lovastatin tablet.	2007 Sep	17571283
Targeting multiple dyslipidemias with fixed combinations--focus on extended release niacin and simvastatin.	2008	19183748
A comparison of the pharmacokinetics of two different formulations of extended-release niacin.	2009 Jan	19210135
Role of nicotinamide in DNA damage, mutagenesis, and DNA repair.	2010 Jul 25	20725615
[Determination of nicacid and its metabolites in human plasma by HPLC-MS/MS].	2010 Nov	21265114
Simultaneous determination of niacin and its metabolites--nicotinamide, nicotinuric acid and N-methyl-2-pyridone-5-carboxamide--in human plasma by LC-MS/MS and its application to a human pharmacokinetic study.	2010 Oct	20853461

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:55:31 GMT 2023` Edited by `admin` on `Fri Dec 15 17:55:31 GMT 2023`
Record UNII	77V5315PIU
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NICOTINURIC ACID

Common Name

English

GLYCINE, N-NICOTINOYL-

Systematic Name

English

NICOTINOYLGLYCINE

Systematic Name

English

NSC-71273

Code

English

NUA

Common Name

English

(NICOTINOYLAMINO)ACETIC ACID

Systematic Name

English

N-NICOTINYLGLYCINE

Systematic Name

English

GLYCINE, N-(3-PYRIDINYLCARBONYL)-

Systematic Name

English

2-(NICOTINYLAMINO)ACETIC ACID

Systematic Name

English

Code System Code Type Description

PUBCHEM

68499