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72309

Sigma-Aldrich

Nicotinic acid

≥99.5% (HPLC)

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:
Molecular Weight:
123.11
Beilstein:
109591
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic

Assay

≥99.5% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

≤0.2% water

ign. residue

≤0.05%

color

colorless to white

mp

234-238 °C
236-239 °C (lit.)

solubility

water: 0.1 g/10 mL, clear, colorless

density

1.473 g/cm3 at 25 °C

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 as Niacin or vitamin B3, is a water soluble vitamin. It is present in vitamin-enriched bread, liver, meat, fish, poultry, potatoes, green vegetables, peanuts and cereals.

Application

Nicotinic acid has been used as a standard in NAD+ precursor rescue experiments. It has also been used as a vitamin supplement in various culture media such as complete medium (CM) and synthetic medium.

Biochem/physiol Actions

Nicotinic acid or Niacin regulates lipid metabolism by reducing low density lipoprotein (LDL), increasing high-density lipoprotein (HDL) and by inhibiting the progression of atherosclerosis and coronary artery lesions. Niacin deficiency leads to pellagra. In addition to vitamin supplement, niacin is also used as a broad spectrum lipid drug.

Other Notes

Coenzyme and Cofactors, vol 2: Pyridine Nucleotide Coenzymes

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

379.4 °F - closed cup

Flash Point(C)

193 °C - closed cup

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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D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 759-759 (1987)
Nicotinic acid: the broad-spectrum lipid drug. A 50th anniversary review
Carlson LA
Journal of Internal Medicine, 258(2), 94-114 (2005)
Nicotinic Acid Regulates Glucose and Lipid Metabolism Through Lipidindependent Pathways
Liu D, et al.
Current Pharmaceutical Biotechnology, 16(1), 3-10 (2015)
Chemical, Biochemical and Medical Aspects, 776-776 null
NAMPT-mediated NAD+ biosynthesis in adipocytes regulates adipose tissue function and multi-organ insulin sensitivity in mice
Stromsdorfer KL, et al.
Testing, 16(7), 1851-1860 (2016)

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