Nicotinamide mononucleotide
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Nicotinamide mononucleotide
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CAS No:
1094-61-7
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Formula:
C11H15N2O8P
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Chemical Name:
Nicotinamide mononucleotide
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Synonyms:
Pyridinium,3-(aminocarbonyl)-1-(5-O-phosphono-β-D-ribofuranosyl)-,inner salt;Pyridinium,3-carbamoyl-1-β-D-ribofuranosyl-,hydroxide,5′-(dihydrogen phosphate),inner salt;Pyridinium,3-(aminocarbonyl)-1-(5-O-phosphono-β-D-ribofuranosyl)-,hydroxide,inner salt;3-Carbamoyl-1-β-D-ribofuranosylpyridinium hydroxide,5′-phosphate,inner salt;Nicotinamide mononucleotide;Nicotinamide ribonucleotide;NMN;Nicotinamide ribotide;β-NMN;Nicotinamide ribonucleoside 5′-phosphate;NMN (mononucleotide);β-D-NMN;27626-81-9;1140909-84-7
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CAS No:
Description
β-nicotinamide mononucleotide is an intermediate in NAD+ biosynthesis produced from nicotinamide (NAM) and phosphoribosyl pyrophosphate (PRPP) by nicotinamide phosphoribosyl transferase enzyme.
NMN zwitterion is a nicotinamide mononucleotide. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate base of a NMN(+). It is a conjugate acid of a NMN(-).|3-Carbamoyl-1-beta-D-ribofuranosyl pyridinium hydroxide-5'phosphate, inner salt. A nucleotide in which the nitrogenous base, nicotinamide, is in beta-N-glycosidic linkage with the C-1 position of D-ribose. Synonyms: Nicotinamide Ribonucleotide; NMN.
Characteristics
166
-3.5
2-8°C
165.2 Ų [M]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|165.2 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|167.13 Ų [M+H]+ [CCS Type: DT, Method: stepped-field]|166 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|165.8 Ų [M+H]+
Nicotinamide mononucleotide Use and Manufacturing
A product of the extracellular Nicotinamide phosphoribosyltransferase (eNAMPT) reaction and a key NAD+ intermediate. It ameliorates glucose intolerance by restoring NAD+ levels in HFD-induced T2D mice. It also enhances hepatic insulin sensitivity and restores gene expression related to oxidative stress, inflammatory response, and circadian rhythm, partly through SIRT1 activation.
Computed Properties
Molecular Weight:334.22
XLogP3:-3.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:334.05660244
Monoisotopic Mass:334.05660244
Topological Polar Surface Area:166
Heavy Atom Count:22
Complexity:455
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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