1.02011-09-21 00:05:02 UTC2015-10-09 22:30:48 UTCFDB021912Nicotinamide ribotideNicotinamide 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)pyridinium3-(Aminocarbonyl)-1-(5-O-onato-beta-D-ribofuranosyl)pyridinium3-(Aminocarbonyl)-1-(5-O-onato-β-D-ribofuranosyl)pyridinium3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)-pyridinium hydroxide inner salt3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)-pyridinium inner salt3-(Aminocarbonyl)-1-(5-O-ONO-b-D-ribofuranosyl)pyridinium, inner salt3-(Aminocarbonyl)-1-(5-O-ONO-beta-D-ribofuranosyl)pyridinium, inner salt3-(Aminocarbonyl)-1-(5-O-ONO-beta-delta-ribofuranosyl)-pyridinium hydroxide inner salt3-(Aminocarbonyl)-1-(5-O-ONO-beta-delta-ribofuranosyl)-pyridinium inner salt3-(Aminocarbonyl)-1-(5-O-ONO-β-D-ribofuranosyl)pyridinium, inner salt3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium hydroxide inner salt3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-Pyridinium inner salt3-(aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-Pyridinium hydroxide inner salt3-(aminocarbonyl)-1-(5-O-phosphono-beta-delta-ribofuranosyl)-Pyridinium inner salt3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-ate inner salt3-Carbamoyl-1-b-D-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-ate inner salt3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner saltb-D-NMNb-Nicotinamide D-ribonucleotideb-Nicotinamide mononucleotideb-Nicotinamide ribonucleotideb-NMNbeta-delta-NMNbeta-Nicotinamide D-ribonucleotidebeta-Nicotinamide mononucleotidebeta-Nicotinamide ribonucleotidebeta-NMNNicotinamide D-ribonucleotideNicotinamide mononucleotideNicotinamide nucleotideNicotinamide ribonucleoside 5'-ateNicotinamide ribonucleoside 5'-phosphateNicotinamide ribonucleotideNMNβ-nicotinamide D-ribonucleotideβ-nicotinamide mononucleotideβ-nicotinamide ribonucleotideC11H15N2O8P334.2192334.0566019783-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium1094-61-7NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1OInChI=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/s1DAYLJWODMCOQEW-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 nucleotidesOrganic compoundsNucleosides, nucleotides, and analoguesPyridine nucleotidesNicotinamide nucleotidesAromatic heteromonocyclic compounds1,2-diolsAlkyl phosphatesAzacyclic compoundsGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesMonosaccharide phosphatesNicotinamidesOrganic oxidesOrganic zwitterionsOrganonitrogen compoundsOrganopnictogen compoundsOxacyclic compoundsPentose phosphatesPrimary carboxylic acid amidesPyridinium derivativesSecondary alcoholsTetrahydrofuransVinylogous amides1,2-diolAlcoholAlkyl phosphateAromatic heteromonocyclic compoundAzacycleCarboxamide groupCarboxylic acid derivativeGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeMonosaccharideMonosaccharide phosphateN-glycosyl compoundNicotinamideNicotinamide-nucleotideOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic zwitterionOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacyclePentose monosaccharidePentose phosphatePentose-5-phosphatePhosphoric acid esterPrimary carboxylic acid amidePyridinePyridine carboxylic acid or derivativesPyridiniumSecondary alcoholTetrahydrofuranVinylogous amidenicotinamide mononucleotideSolidlogp-1.53logs-1.97solubility4.16e+00 g/llogp-6.2pka_strongest_acidic1.21pka_strongest_basic-1.6iupac3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-yliumaverage_mass334.2192mono_mass334.056601978smilesNC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1OformulaC11H15N2O8PinchiInChI=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/s1inchikeyDAYLJWODMCOQEW-TURQNECASA-Npolar_surface_area166.25refractivity70.59polarizability28.77rotatable_bond_count5acceptor_count7donor_count4physiological_charge-1formal_charge0Nicotinate and Nicotinamide MetabolismSMP00048map00760Specdb::NmrOneD1245Specdb::NmrOneD4776Specdb::NmrOneD4777Specdb::NmrTwoD1001Specdb::NmrTwoD1224Specdb::CMs2832Specdb::CMs37373Specdb::MsMs382Specdb::MsMs383Specdb::MsMs384Specdb::MsMs3682Specdb::MsMs178956Specdb::MsMs178957Specdb::MsMs178958Specdb::MsMs181281Specdb::MsMs181282Specdb::MsMs181283Specdb::MsMs448077HMDB0022916171#<Reference:0x0000555674494498>#<Reference:0x00005556744942b8>#<Reference:0x00005556744940d8>#<Reference:0x0000555674483ee0>#<Reference:0x0000555674483bc0>#<Reference:0x0000555674483878>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823Cytosolic 5'-nucleotidase 3Q9H0P0NT5C3