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72345

Sigma-Aldrich

Nicotinamide

≥98.5% (HPLC)

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Synonym(s):
Niacinamide, Nicotinic acid amide, Pyridine-3-carboxylic acid amide, Vitamin B3, Vitamin PP
Empirical Formula (Hill Notation):
C6H6N2O
CAS Number:
Molecular Weight:
122.12
Beilstein:
383619
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

Assay

≥98.5% (HPLC)

form

powder

color

colorless to white

mp

128-131 °C (lit.)
128-131 °C

SMILES string

NC(=O)c1cccnc1

InChI

1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

Inchi Key

DFPAKSUCGFBDDF-UHFFFAOYSA-N

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This Item
N337672340N0636
Nicotinamide ≥98.5% (HPLC)

Sigma-Aldrich

72345

Nicotinamide

Nicotinamide ≥98% (HPLC), powder

Sigma-Aldrich

N3376

Nicotinamide

Nicotinamide ≥99.5% (HPLC)

Sigma-Aldrich

72340

Nicotinamide

Nicotinamide BioReagent, suitable for cell culture, suitable for insect cell culture

Sigma-Aldrich

N0636

Nicotinamide

form

powder

form

powder

form

powder or crystals

form

powder

color

colorless to white

color

white

color

colorless to white

color

white

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

biological source

synthetic

biological source

-

biological source

synthetic

biological source

synthetic (organic)

mp

128-131 °C (lit.)

mp

128-131 °C (lit.)

mp

128-131 °C (lit.)

mp

128-131 °C (lit.)

General description

Nicotinamide is synthesized in the liver from nicotinic acid. It is also produced as a result of nicotinamide adenine dinucleotide (NAD+) hydrolysis.

Application

Nicotinamide has been used:
  • as a precursor to study its effect on nicotinamide adenine dinucleotide (NAD) concentration in NAD-deficient mammalian mitochondria
  • as an inhibitor of sirtuin (SIRT) family of deacetylases in in vitro serine hydroxymethyltransferase 2 (SHMT2) deacetylation assay
  • to study its effect on ischemia-reperfusion (I-R) injury-induced cell death in ptenαm/m mice

Biochem/physiol Actions

Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor
Nicotinamide serves as a precursor for β-nicotinamide adenine dinucleotide (NAD+) coenzyme production. It is involved in the synthesis of NAD+ phosphate (NADP+). It also regulates the mechanism of cell survival and cell death. Fatigue, skin pigmentation, decreased appetite and mouth ulcers are indications of nicotinamide deficiency. Its chronic deficiency can lead to pellagra. Nicotinamide is known to show protective effects on oxidative stress.

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)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T1503
Product Number
-
25G
Pack Size/Quantity

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705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

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PTEN alpha regulates mitophagy and maintains mitochondrial quality control
Li G, et al.
Autophagy, 14(10), 1742-1760 (2018)
Deacetylation of serine hydroxymethyl-transferase 2 by SIRT3 promotes colorectal carcinogenesis
Wei Z, et al.
Nature Communications, 9(1), 4468-4468 (2018)
Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7(9), e33246-e33246 (2018)
Rūta Barisevičiūtė et al.
PloS one, 15(8), e0237605-e0237605 (2020-08-18)
The vertical distribution of radiocarbon (14C) was examined in the bottom sediment core, taken from Lake Drūkšiai, which has served as a cooling pond since 1983 for the 26 years of the Ignalina Nuclear Power Plant (INPP) operation using two
William J Quinn et al.
Cell reports, 33(11), 108500-108500 (2020-12-17)
Immune cell function is influenced by metabolic conditions. Low-glucose, high-lactate environments, such as the placenta, gastrointestinal tract, and the tumor microenvironment, are immunosuppressive, especially for glycolysis-dependent effector T cells. We report that nicotinamide adenine dinucleotide (NAD+), which is reduced to NADH

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