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About This Item
Empirical Formula (Hill Notation):
C6H6N2O
CAS Number:
Molecular Weight:
122.12
UNSPSC Code:
12352205
NACRES:
NA.75
PubChem Substance ID:
EC Number:
202-713-4
Beilstein/REAXYS Number:
383619
MDL number:
biological source
synthetic (organic)
Quality Level
product line
BioReagent
assay
≥98% (HPLC)
form
powder
mol wt
Mw 122.12 g/mol
technique(s)
cell culture | insect: suitable, cell culture | mammalian: suitable
color
white
mp
128-131 °C (lit.)
solubility
water: soluble 50 mg/mL, clear, colorless
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
Gene Information
human ... PARP1(142), SIRT2(22933)
General description
Nicotinamide (NAM) belongs to vitamin B family and is the amide form of vitamin B3. NAM is present in food and is a constituent of nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phosphate (NADP). Tryptophan is the precursor for NAM synthesis in liver. NAM controls cell metabolism, redox reactions, mitochondrial functionsand energy generation. It promotes natural killer cells proliferation and survival. NAM confers neuroprotection and promotes neuronal maturation. It has the ability to cross the blood-brain barrier and may provide protection in ischaemic stroke and traumatic brain injury. NAM may elicit therapeutic benefits in Alzheimer′s, Parkinson′s, and Huntington′s diseases.
Application
Nicotinamide has been used as a medium supplement in organoid culture of intestinal stem cells, esophageal squamous cell carcinomas(ESCC), pancreatic cancer organoids and pancreatic progenitor induction.
Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
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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Nicotinamide, a form of vitamin B3, promotes expansion of natural killer cells that display increased in vivo survival and cytotoxic activity
Frei GM, et al.
Blood, 118, 4035-4035 (2011)
Three-dimensional organoids reveal therapy resistance of esophageal and oropharyngeal squamous cell carcinoma cells
Kijima T, et al.
Cellular and molecular gastroenterology and hepatology, 7(1), 73-91 (2019)
Human Organoids Share Structural and Genetic Features with Primary Pancreatic Adenocarcinoma Tumors
Romero-Calvo I, et al.
Molecular Cancer Research, molcanres-molca0531 (2018)
