2.0 2012-10-10 12:12:24 -0600 2015-06-03 17:25:44 -0600 ECMDB23016 M2MDB003406 5-amino-6-(D-ribitylamino)uracil 5-amino-6-(D-ribitylamino)uracil is involved in the Cofactor riboflavin biosynthesis pathway. It is a substrate of Riboflavin biosynthesis protein RibD that catalyses the following reactions: 2-hydroxy-3-oxobutyl phosphate + 5-amino-6-(D-ribitylamino)uracil => 6,7-dimethyl-8-(1-D-ribityl)lumazine + H(2)O + 1 phosphate and 6,7-dimethyl-8-(1-D-ribityl)lumazine => 5-amino-6-(D-ribitylamino)uracil + riboflavin 1-(5-Amino-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)amino-1-deoxy-D-ribitol 4-(1-D-Ribitylamino)-5-amino-2,6-dihydroxypyrimidine 5-amino-2,6-dioxo-4-ribitylaminopyrimidine 5-Amino-6-(1-D-ribitylamino)uracil 5-amino-6-(2S,3S,4R)-2,3,4,5-tetrahydroxypentylamino-1H-pyrimidine-2,4-dione 5-amino-6-ribitylamino-2,4-(1H,3H)pyrimidinedione 5-Amino-6-ribitylaminouracil 5-arpd 6-(1-D-Ribitylamino)-5-amino-2,4-dihydroxypyrimidine 6-(1-D-Ribitylamino)-5-aminouracil C9H16N4O6 276.2465 276.106984264 5-amino-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-arpd NC1=C(NC[C@H](O)[C@H](O)[C@H](O)CO)NC(=O)NC1=O InChI=1S/C9H16N4O6/c10-5-7(12-9(19)13-8(5)18)11-1-3(15)6(17)4(16)2-14/h3-4,6,14-17H,1-2,10H2,(H3,11,12,13,18,19)/t3-,4+,6-/m0/s1 XKQZIXVJVUPORE-RPDRRWSUSA-N logp -2.44 ALOGPS logs -1.29 ALOGPS solubility 1.43e+01 g/l ALOGPS logp -4.4 ChemAxon pka_strongest_acidic 8.48 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 5-amino-6-{[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino}-1,2,3,4-tetrahydropyrimidine-2,4-dione ChemAxon average_mass 276.2465 ChemAxon mono_mass 276.106984264 ChemAxon smiles NC1=C(NC[C@H](O)[C@H](O)[C@H](O)CO)NC(=O)NC1=O ChemAxon formula C9H16N4O6 ChemAxon inchi InChI=1S/C9H16N4O6/c10-5-7(12-9(19)13-8(5)18)11-1-3(15)6(17)4(16)2-14/h3-4,6,14-17H,1-2,10H2,(H3,11,12,13,18,19)/t3-,4+,6-/m0/s1 ChemAxon inchikey XKQZIXVJVUPORE-RPDRRWSUSA-N ChemAxon polar_surface_area 177.17 ChemAxon refractivity 71.48 ChemAxon polarizability 25.82 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3313 Specdb::CMs 146953 Specdb::CMs 152133 Specdb::CMs 279561 Specdb::NmrOneD 92652 Specdb::NmrOneD 92653 Specdb::NmrOneD 92654 Specdb::NmrOneD 92655 Specdb::NmrOneD 92656 Specdb::NmrOneD 92657 Specdb::NmrOneD 92658 Specdb::NmrOneD 92659 Specdb::NmrOneD 92660 Specdb::NmrOneD 92661 Specdb::NmrOneD 92662 Specdb::NmrOneD 92663 Specdb::NmrOneD 92664 Specdb::NmrOneD 92665 Specdb::NmrOneD 92666 Specdb::NmrOneD 92667 Specdb::NmrOneD 92668 Specdb::NmrOneD 92669 Specdb::NmrOneD 92670 Specdb::NmrOneD 92671 Specdb::MsMs 28685 Specdb::MsMs 28686 Specdb::MsMs 28687 Specdb::MsMs 35243 Specdb::MsMs 35244 Specdb::MsMs 35245 Specdb::MsMs 2721492 Specdb::MsMs 2721493 Specdb::MsMs 2721494 Specdb::MsMs 2960799 Specdb::MsMs 2960800 Specdb::MsMs 2960801 C04732 15934 Riboflavin synthase alpha chain P0AFU8 RISA_ECOLI ribE http://ecmdb.ca/proteins/P0AFU8.xml 6,7-dimethyl-8-ribityllumazine synthase P61714 RISB_ECOLI ribH http://ecmdb.ca/proteins/P61714.xml