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N4126

Sigma-Aldrich

Nicotinic acid

≥98%

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Synonym(s):
3-Picolinic acid, Niacin, Pellagra preventive factor, Pyridine-3-carboxylic acid, Vitamin B3
Empirical Formula (Hill Notation):
C6H5NO2
CAS Number:
59-67-6
Molecular Weight:
123.11
Beilstein:
109591
EC Number:
200-441-0
MDL number:
MFCD00006391
PubChem Substance ID:
24897668
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

Assay

≥98%

form

powder

color

white to off-white

mp

236-239 °C (lit.)

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 is also known as vitamin B3 or Niacin. It is a water soluble vitamin. Niacin can be either synthesized within the body or can be obtained from dietary sources.

Application

Nicotinic acid has been used:
  • as a component of the MS vitamins stock solution
  • for the detection of siderophores in Escherichia coli bacterial culture
  • as a component of the holidic medium for adult Drosophila .

Biochem/physiol Actions

Niacin is involved in the production of nicotinamide adenine dinucleotide (NAD+), which is used in the adenine triphosphate (ATP) production in mitochondrial oxidative phosphorylation. It also decreases hepatic production of very-low density lipoproteins (VLDL), and apolipoprotein B (apo-B). Niacin deficiency leads to pellagra.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

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

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Vitamin B3 and sirtuin function
Denu J M
Trends in Biochemical Sciences, 30(9), 479-483 (2005)
An investigation into the pathogenic properties of Escherichia coli strains BLR, BL21, DH5 alpha and EQ1
Chart H, et al.
Journal of Applied Microbiology, 89(6), 1048-1058 (2000)
Variation in availability of niacin in grain products
Wall JS and Carpenter KJ
Food Technology (1988)
Mechanism of action of niacin
Kamanna V S and Kashyap M L
The American Journal of Cardiology, 101(8), S20-S26 (2008)
A holidic medium for Drosophila melanogaster
Piper M D W, et al.
Nature Methods, 11(1), 100-100 (2014)
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