2.0 2012-10-10 12:12:19 -0600 2015-06-03 17:25:44 -0600 ECMDB23014 M2MDB003404 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine 2,5-diamino-6-hydroxy-4-(5-phospho-d-ribosylamino)pyrimidine belongs to the family of Glycosylamines. These are compounds consisting of an amine with a β-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (α-aminoether). (2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphate (2R,3S,4R,5R)-5-(2,5-diamino-4-oxo-1H-Pyrimidin-6-yl)amino-3,4-dihydroxyoxolan-2-ylmethyl phosphoric acid (2R,3S,4R,5R)-5-(2,5-diamino-6-hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphate (2R,3S,4R,5R)-5-(2,5-diamino-6-Hydroxy-pyrimidin-4-yl)amino-3,4-dihydroxy-tetrahydrofuran-2-ylmethyl phosphoric acid N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-b-D-ribofuranosylamine N-(2,5-diamino-6-hydroxypyrimidin-4-yl)-5-O-phosphonato-beta-D-ribofuranosylamine N-(2,5-diamino-6-Hydroxypyrimidin-4-yl)-5-O-phosphonato-β-D-ribofuranosylamine C9H14N5O8P 351.2099 351.057998961 5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1,2-dihydropyrimidin-4-olate 5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1H-pyrimidin-4-olate [H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1 OCLCLRXKNJCOJD-UMMCILCDSA-L logp -1.79 ALOGPS logs -1.56 ALOGPS solubility 1.06e+01 g/l ALOGPS logp -4.1 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic 21.89 ChemAxon iupac 5-amino-6-{[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]amino}-2-imino-1,2-dihydropyrimidin-4-olate ChemAxon average_mass 351.2099 ChemAxon mono_mass 351.057998961 ChemAxon smiles [H][C@]1(O)[C@@]([H])(O)[C@]([H])(NC2=C(N)C([O-])=NC(=N)N2)O[C@]1([H])COP(O)([O-])=O ChemAxon formula C9H14N5O8P ChemAxon inchi InChI=1S/C9H16N5O8P/c10-3-6(13-9(11)14-7(3)17)12-8-5(16)4(15)2(22-8)1-21-23(18,19)20/h2,4-5,8,15-16H,1,10H2,(H2,18,19,20)(H4,11,12,13,14,17)/p-2/t2-,4-,5-,8-/m1/s1 ChemAxon inchikey OCLCLRXKNJCOJD-UMMCILCDSA-L ChemAxon polar_surface_area 228.63 ChemAxon refractivity 102.3 ChemAxon polarizability 29.42 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge -1 ChemAxon formal_charge -2 ChemAxon Riboflavin metabolism ec00740 Metabolic pathways eco01100 Specdb::NmrOneD 254928 Specdb::NmrOneD 254929 Specdb::NmrOneD 254930 Specdb::NmrOneD 254931 Specdb::NmrOneD 254932 Specdb::NmrOneD 254933 Specdb::NmrOneD 254934 Specdb::NmrOneD 254935 Specdb::NmrOneD 254936 Specdb::NmrOneD 254937 Specdb::NmrOneD 254938 Specdb::NmrOneD 254939 Specdb::NmrOneD 254940 Specdb::NmrOneD 254941 Specdb::NmrOneD 254942 Specdb::NmrOneD 254943 Specdb::NmrOneD 254944 Specdb::NmrOneD 254945 Specdb::NmrOneD 254946 Specdb::NmrOneD 254947 Specdb::MsMs 29285 Specdb::MsMs 29286 Specdb::MsMs 29287 Specdb::MsMs 35843 Specdb::MsMs 35844 Specdb::MsMs 35845 Guanosine triphosphate + 3 Water <> 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Formic acid +2 Hydrogen ion + Pyrophosphate + 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine R00425 GTP-CYCLOHYDRO-II-RXN 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Water + 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine <> 5-Amino-6-(5'-phosphoribosylamino)uracil + Ammonia R03459 RIBOFLAVINSYNDEAM-RXN Guanosine triphosphate + 3 Water <>2 2,5-Diamino-6-hydroxy-4-(5-phosphoribosylamino)pyrimidine + Formic acid +2 Hydrogen ion + Pyrophosphate +2 2,5-diamino-6-hydroxy-4-(5-phospho-D-ribosylamino)pyrimidine