Nicotinamide mononucleotide

Nicotinamide mononucleotide

Names
IUPAC name 3-Carbamoyl-1-[5-O-(hydroxyphosphinato)-β-D-ribofuranosyl]pyridinium
Other names Nicotinamide ribonucleoside 5'-phosphate Nicotinamide D-ribonucleotide β-Nicotinamide ribose monophosphate Nicotinamide nucleotide
Identifiers
CAS Number	1094-61-7
ChemSpider	13553
Jmol 3D model	Interactive image
PubChem	16219737
InChI InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1 Key: DAYLJWODMCOQEW-TURQNECASA-N
SMILES c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)[O-])O)O)C(=O)N
Properties
Chemical formula	C11H15N2O8P
Molar mass	334.22 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Nicotinamide mononucleotide ("NMN" and "β-NMN") is a nucleotide derived from ribose and nicotinamide. It is found in a variety of nutritional sources, including milk.^[1]

As a biochemical precursor of NAD+, it may be useful in the prevention of pellagra.^[2]

See also

• Nicotinamide riboside

References

1. Bieganowski P, Brenner C (2004). "Discoveries of nicotinamide riboside as a nutrient and conserved NRK genes establish a Preiss-Handler independent route to NAD+ in fungi and humans". Cell 117: 495–502.
2. Katrina L. Bogan and Charles Brenner. "Nicotinic Acid, Nicotinamide, and Nicotinamide Riboside: A Molecular Evaluation of NAD+ Precursor Vitamins in Human Nutrition". Annual Review of Nutrition 28: 115–130. doi:10.1146/annurev.nutr.28.061807.155443.