1.0 2016-09-30 22:27:05 UTC 2020-05-21 16:28:55 UTC BMDB0000229 BMDB00229 Nicotinamide ribotide Nicotinamide ribotide, also known as NMN or beta-NMN, belongs to the class of organic compounds known as nicotinamide ribotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof. Nicotinamide ribotide is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Nicotinamide ribotide exists in all eukaryotes, ranging from yeast to humans. Nicotinamide ribotide participates in a number of enzymatic reactions, within cattle. In particular, Nicotinamide ribotide can be biosynthesized from nicotinamide riboside through the action of the enzyme cytosolic purine 5'-nucleotidase. In addition, Nicotinamide ribotide can be biosynthesized from niacinamide and phosphoribosyl pyrophosphate; which is mediated by the enzyme nicotinamide phosphoribosyltransferase. In cattle, nicotinamide ribotide is involved in the metabolic pathway called the nicotinate and nicotinamide metabolism pathway. 3-(Aminocarbonyl)-1-(5-O-phosphonato-beta-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridinium, inner salt beta-Nicotinamide D-ribonucleotide beta-Nicotinamide mononucleotide beta-Nicotinamide ribonucleotide Nicotinamide D-ribonucleotide Nicotinamide mononucleotide Nicotinamide nucleotide Nicotinamide ribonucleotide NMN 3-(Aminocarbonyl)-1-(5-O-phosphonato-b-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-phosphonato-β-D-ribofuranosyl)pyridinium 3-(Aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)pyridinium, inner salt 3-(Aminocarbonyl)-1-(5-O-phosphono-β-D-ribofuranosyl)pyridinium, inner salt b-Nicotinamide D-ribonucleotide Β-nicotinamide D-ribonucleotide b-Nicotinamide mononucleotide Β-nicotinamide mononucleotide b-Nicotinamide ribonucleotide Β-nicotinamide ribonucleotide Mononucleotide, nicotinamide 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'-phosphate inner salt 3-Carbamoyl-1-beta-delta-ribofuranosylpyridinium hydroxide 5'-phosphate inner salt b-D-NMN b-NMN beta-delta-NMN beta-NMN Nicotinamide ribonucleoside 5'-phosphate Bibenzoyl Diphenylethanedione Diphenylglyoxal 1,2-Diphenylethane-1,2-dione Diphenylethane-1,2-dione Diphenyl-alpha-beta-ketone Phosphatidylinositol 4,5-bisphosphoric acid Diadenosine triphosphoric acid Adenosine (5')triphospho(5')adenosine Adenosine 5'-triphosphate 5'-adenosine Adenosine(3)triphosphate adenosine Adenosine(5')triphospho(5')adenosine Bis(adenosine)-5'-triphosphate p(1),p(3)-Bis(5'-adenosyl) trihydrogen triphosphate p(1),p(3)-Bis(5'-adenosyl) triphosphate p(1)-p(3)-Bis(5'-adenosyl) triphosphate P1,P3-Bis(5'-adenosyl) triphosphate Ap3a 5'Ap3a p(1),(P3)-Bis(5'-adenosyl)triphosphate ApppA Tetrahydrofolate (6S)-Tetrahydrofolate (6S)-Tetrahydrofolic acid 5,6,7,8-Tetrahydrofolate 5,6,7,8-Tetrahydrofolic acid Tetra-H-folate Tetrahydrafolate Tetrahydropteroyl mono-L-glutamate Tetrahydropteroylglutamate 1,4-Butanediamine 1,4-Butylenediamine 1,4-DIAMINOBUTANE 1,4-Tetramethylenediamine Butane-1,4-diamine Butylenediamine H2N(CH2)4nh2 Putrescin Putrescina Putreszin Tetramethylendiamin Tetramethylenediamine 1,4-Butanediammonium Tetramethyldiamine 1,4 Diaminobutane 1,4 Butanediamine 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. Organic compounds Nucleosides, nucleotides, and analogues Pyridine nucleotides Nicotinamide nucleotides Nicotinamide nucleotides 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 Aromatic heteromonocyclic compounds nicotinamide mononucleotide Solid logp -1.53 ALOGPS logs -1.97 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 number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Nicotinate and Nicotinamide Metabolism SMP0087241 Specdb::NmrOneD 1245 Specdb::NmrOneD 4776 Specdb::NmrOneD 4777 Specdb::CMs 2832 Specdb::CMs 37373 Specdb::NmrTwoD 1001 Specdb::NmrTwoD 1224 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 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 C00455 FDB021912 14180 16171 C00019694 Liu, Rihe; Visscher, Johannes. A novel preparation of nicotinamide mononucleotide. Nucleosides & Nucleotides (1994), 13(5), 1215-16. BMDBP00105 Nicotinamide/nicotinic acid mononucleotide adenylyltransferase 1 Q0VD50 NMNAT1 Enzyme BMDBP00106 Nicotinamide/nicotinic acid mononucleotide adenylyltransferase 2 Q0VC59 NMNAT2 Enzyme BMDBP00149 Cytosolic purine 5'-nucleotidase O46411 NT5C2 Enzyme BMDBP00512 Peroxisomal NADH pyrophosphatase NUDT12 Q29RH3 NUDT12 Enzyme BMDBP02942 Nicotinamide phosphoribosyltransferase F1MJ80 NAMPT Enzyme