Nicotinamide Riboside

Names

[ Name ]:
Nicotinamide Riboside

[Synonym ]:
Pyridinium, 3-(aminocarbonyl)-1-β-D-ribofuranosyl-
Nicotinamide riboside-oxidized form
3-Carbamoyl-1-(β-D-ribofuranosyl)pyridinium
Nicotinamide Ribose
3-(Aminocarbonyl)-1beta-D-ribofuranosylpyridinium
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyridine-5-carboxamide
NRH-oxidized form
3-(aminocarbonyl)-1-β-D-ribofuranosyl-Pyridinium
Nicotinamide riboside
N-ribosylnicotinamid

Biological Activity

[Description]:

Nicotinamide riboside is a crystal form of Nicotinamide riboside (NR) chloride. Nicotinamide riboside increases NAD[+] levels and activates SIRT1 and SIRT3, culminating in enhanced oxidative metabolism and protection against high fat diet-induced metabolic abnormalities. Nicotinamide riboside is used in dietary supplements[1].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> Sirtuin

Signaling Pathways >> Cell Cycle/DNA Damage >> Sirtuin

[Target]

SIRT1

SIRT3

[In Vitro]

Nicotinamide riboside (0.5 nM; 24 hours) reduces the acetylation status of Ndufa9 and SOD2[1]. Western Blot Analysis[1] Cell Line: HEK293T cells Concentration: 0.5 nM Incubation Time: 24 hours Result: Reduced the acetylation status of Ndufa9 and SOD2.

[In Vivo]

Chronic Nicotinamide riboside (p.o.; 400 mg/kg/day; for 16 weeks) supplementation increases plasma and intracellular NAD[+] content in a tissue-specific manner[1]. Animal Model: 10-week-old C57Bl/6J mice[1] Dosage: 400 mg/kg Administration: p.o.; daily; for 16 weeks Result: Increased plasma and intracellular NAD[+] content in a tissue-specific manner.

[References]

[1]. Cantó C, et al. The NAD(+) precursor nicotinamide riboside enhances oxidative metabolism and protectsagainst high-fat diet-induced obesity. Cell Metab. 2012 Jun 6;15(6):838-47.

Chemical & Physical Properties

[ Density]:
1.201g/cm3

[ Boiling Point ]:
353.7ºC at 760mmHg

[ Molecular Formula ]:
C₁₁H₁₅N₂O₅

[ Molecular Weight ]:
255.247

[ Flash Point ]:
181.9ºC

[ Exact Mass ]:
255.097549

[ PSA ]:
116.25000

[ LogP ]:
-2.30

[ Vapour Pressure ]:
3.05E-07mmHg at 25°C

[ Index of Refraction ]:
1.549

Safety Information

[ Hazard Codes ]:
Xn

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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