1.0 2011-09-21 00:05:02 UTC 2025-11-19 02:40:22 UTC FDB021912 Nicotinamide ribotide Nicotinamide ribotide (NMN) is an important intermediate metabolite in the nicotinate and nicotinamide metabolism pathway. Mammals predominantly use nicotinamide rather than nicotinic acid as a precursor for NAD biosynthesis. Instead of the deamidation to nicotinic acid, nicotinamide is directly converted to NMN by nicotinamide phosphoribosyltransferase (NAMPT, EC 2.4.2.12). The enzyme nicotinamide mononucleotide adenylyltransferase (NMNAT, EC 2.7.7.1), a member of the nucleotidyltransferase alpha/beta-phosphodiesterase superfamily, catalyzes the reaction NMN + ATP = Nicotinamide adenine dinucleotide (NAD) + PPi, representing the final step in the biosynthesis of NAD, a molecule playing a fundamental role as a cofactor in cellular redox reactions. Thus NMN is an important metabolite for the maintenance of normal NAD biosynthesis, and circulating NMN levels may play an important role in regulating cell function in physiological and pathophysiological conditions. (PMID: 15078171, 17983582) [HMDB] 3-(Aminocarbonyl)-1-(5-O-onato-b-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-onato-beta-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-onato-β-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)-pyridinium hydroxide inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)-pyridinium inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)pyridinium, inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-beta-D-ribofuranosyl)pyridinium, inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-beta-delta-ribofuranosyl)-pyridinium hydroxide inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-beta-delta-ribofuranosyl)-pyridinium inner salt 3-(Aminocarbonyl)-1-(5-O-ONO-β-D-ribofuranosyl)pyridinium, inner salt 3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium hydroxide inner salt 3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium inner salt 3-(aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-Pyridinium hydroxide inner salt 3-(aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-Pyridinium inner salt 3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-ate inner salt 3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt 3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ate inner salt 3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt b-D-NMN b-Nicotinamide D-ribonucleotide b-Nicotinamide mononucleotide b-Nicotinamide ribonucleotide b-NMN beta-delta-NMN beta-Nicotinamide D-ribonucleotide beta-Nicotinamide mononucleotide beta-Nicotinamide ribonucleotide beta-NMN Nicotinamide D-ribonucleotide Nicotinamide mononucleotide Nicotinamide nucleotide Nicotinamide ribonucleoside 5'-ate Nicotinamide ribonucleoside 5'-phosphate Nicotinamide ribonucleotide NMN β-nicotinamide D-ribonucleotide β-nicotinamide mononucleotide β-nicotinamide ribonucleotide C11H15N2O8P 334.2192 334.056601978 3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium 3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium 1094-61-7 NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1O 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 DAYLJWODMCOQEW-TURQNECASA-N belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof. Nicotinamide nucleotides Organic compounds Nucleosides, nucleotides, and analogues Pyridine nucleotides Nicotinamide nucleotides Aromatic heteromonocyclic compounds 1,2-diols Alkyl phosphates Azacyclic compounds Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Monosaccharide phosphates Nicotinamides Organic oxides Organic zwitterions Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary carboxylic acid amides Pyridinium derivatives Secondary alcohols Tetrahydrofurans Vinylogous amides 1,2-diol Alcohol Alkyl phosphate Aromatic heteromonocyclic compound Azacycle Carboxamide group Carboxylic acid derivative Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Monosaccharide Monosaccharide phosphate N-glycosyl compound Nicotinamide Nicotinamide-nucleotide Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic zwitterion Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary carboxylic acid amide Pyridine Pyridine carboxylic acid or derivatives Pyridinium Secondary alcohol Tetrahydrofuran Vinylogous amide nicotinamide mononucleotide Solid logp -1.53 ALOGPS logs -1.97 ALOGPS solubility 4.16e+00 g/l ALOGPS logp -6.2 ChemAxon pka_strongest_acidic 1.21 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac 3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium ChemAxon average_mass 334.2192 ChemAxon mono_mass 334.056601978 ChemAxon smiles NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1O ChemAxon formula C11H15N2O8P ChemAxon 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 ChemAxon inchikey DAYLJWODMCOQEW-TURQNECASA-N ChemAxon polar_surface_area 166.25 ChemAxon refractivity 70.59 ChemAxon polarizability 28.77 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Nicotinate and Nicotinamide Metabolism SMP00048 map00760 Specdb::NmrOneD 1245 Specdb::NmrOneD 4776 Specdb::NmrOneD 4777 Specdb::NmrTwoD 1001 Specdb::NmrTwoD 1224 Specdb::CMs 2832 Specdb::CMs 37373 Specdb::MsMs 382 Specdb::MsMs 383 Specdb::MsMs 384 Specdb::MsMs 3682 Specdb::MsMs 178956 Specdb::MsMs 178957 Specdb::MsMs 178958 Specdb::MsMs 181281 Specdb::MsMs 181282 Specdb::MsMs 181283 Specdb::MsMs 448077 HMDB00229 16171 #<Reference:0x000055ce32387dd0> #<Reference:0x000055ce32387bc8> #<Reference:0x000055ce323879e8> #<Reference:0x000055ce32387830> #<Reference:0x000055ce32387628> #<Reference:0x000055ce32387448> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Cytosolic 5'-nucleotidase 3 Q9H0P0 NT5C3