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N5410

Sigma-Aldrich

Nicotinic acid

meets USP testing specifications

Synonym(s):

3-Picolinic acid, Niacin, Pellagra preventive factor, Pyridine-3-carboxylic acid, Vitamin B3

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About This Item

Empirical Formula (Hill Notation):
C6H5NO2
CAS Number:
59-67-6
Molecular Weight:
123.11
Beilstein:
109591
EC Number:
200-441-0
MDL number:
MFCD00006391
UNSPSC Code:
12352106
PubChem Substance ID:
24897734
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

200

Agency

USP/NF
meets USP testing specifications

Assay

99.0-101.0% dry basis

form

powder

color

white

mp

236-239 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

OC(=O)c1cccnc1

InChI

1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)

InChI key

PVNIIMVLHYAWGP-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)
rat ... Chrnb2(54239)

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General description

Nicotinic acid, also referred to as niacin or as vitamin B3, is a water-soluble vitamin. Nicotinic acid is synthesized from the amino acid tryptophan and is present majorly in peanuts, fish and lean meat.

Application

Nicotinic acid has been used as an antioxidant to evaluate its protective functionality in colon LoVo cell lines against doxorubicin induced cytotoxicity.

Biochem/physiol Actions

Nicotinic modulates lipid metabolism and may be useful in treating dyslipidemia. It is an antioxidant and acts as a coenzyme in the form of nicotinamide adenine nucleotides. Deficiency of niacin leads to enhanced lipid peroxidation and is also implicated in Crohn′s disease Deficiency also impacts DNA repair and also leads to skin and gastrointestinal disorder, pellagra. Nicotinic acid reduces the low-density lipoprotein (LDL) synthesis and improves high-density lipoprotein (HDL) levels.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nicotinic acid: a lipid-lowering agent with unrealized potential
Aboulsoud SH
The Egyptian Journal of Internal Medicine, 26(1), 1-1 (2014)
Pellagra: a non-eradicated old disease
Savvidou S
Clinics and practice, 4(1) (2014)
Niacin deficiency delays DNA excision repair and increases spontaneous and nitrosourea-induced chromosomal instability in rat bone marrow
Kostecki LM
Mutation Research. Fundamental and Molecular Mechanisms of Mutagenesis, 625(1-2), 50-61 (2007)
Effect of pO2 on antitumor drug cytotoxicity on MDR and non-MDR variants selected from the LoVo metastatic colon carcinoma cell line
Lelong-Rebel I, et al.
Anticancer Research, 28(1A), 55-68 (2008)
Niacin and oxidative stress: a mini-review
Ilkhani F, et al.
Journal of Nutritional Medicine and Diet Care, 2(1), 2-14 (2008)
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