72345
Nicotinamide
synthetic, ≥98.5% (HPLC), PARP inhibitor, powder
Sinónimos:
Niacinamide, Nicotinic acid amide, Pyridine-3-carboxylic acid amide, Vitamin B3, Vitamin PP
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Fórmula empírica (notación de Hill):
C6H6N2O
Número CAS:
Peso molecular:
122.12
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
202-713-4
MDL number:
Beilstein/REAXYS Number:
383619
Servicio técnico
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Permítanos ayudarleNombre del producto
Nicotinamide, ≥98.5% (HPLC)
biological source
synthetic
Quality Level
assay
≥98.5% (HPLC)
form
powder
color
colorless to white
mp
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
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.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 1
flash_point_f
302.0 °F - closed cup
flash_point_c
150 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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PloS one, 15(8), e0237605-e0237605 (2020-08-18)
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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)