Nicotinamide mononucleotide

Nicotinamide mononucleotide ("NMN", "NAMN", and "β-NMN") is a nucleotide derived from ribose and nicotinamide.[1] Like nicotinamide riboside, NMN is a derivative of niacin, and humans have enzymes that can use NMN to generate nicotinamide adenine dinucleotide (NADH).[1] NMN enters cells via the gut within 10 minutes converting to NAD+ through the Slc12a8 NMN transporter.[2] Because NADH is a cofactor for processes inside mitochondria, for sirtuins, and for PARP, NMN has been studied in animal models as a potential neuroprotective and anti-aging agent.[3][4] Dietary supplement companies have aggressively marketed NMN products claiming those benefits.[5] Doses of up to 500 mg was shown safe in men in a recent human study[6] at Keio University School of Medicine, Shinjuku, Tokyo Japan. Multiple long term human studies are underway.[7] [8]

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
3D model (JSmol)	Interactive image
ChemSpider	13553
ECHA InfoCard	100.012.851
PubChem CID	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	334.221 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