1.0 2011-09-21 01:31:29 UTC 2015-07-21 06:59:16 UTC FDB027889 5-Amino-6-ribitylamino uracil 5-Amino-6-ribitylamino uracil is an intermediate in riboflavin metabolism. It is converted from 5-Amino-6-(5'-phosphoribitylamino)uracil via dephosphorylation by the enzyme phosphohistidine phosphatase 1 (EC 3.1.3.-). It is considered to be the second product of the riboflavin synthase reaction (PMID: 14245407). Humans do not have all the enzymes needed to synthesize or metabolize riboflavin. However, gut microflora do have the necessary enzymatic machinery to produce and metabolize this vitamin. Riboflavin (or vitamin B2) is an easily absorbed micronutrient with a key role in maintaining health in humans and animals. It is the central component of the cofactors FAD and FMN, and is therefore required by all flavoproteins. Riboflavin is yellow or yellow-orange in color and in addition to being used as a food coloring it is also used to fortify some foods including baby foods, breakfast cereals, pastas, sauces, processed cheese, fruit drinks, vitamin-enriched milk products, some energy drinks, and vitamin supplements. [HMDB] 1-[(5-amino-2,6-dihydroxypyrimidin-4-yl)amino]-1-deoxy-D-ribitol 1-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-1-deoxy-D-ribitol 4-(1-D-Ribitylamino)-5-amino-2,6 dihydroxypyrimidine 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine 4-(1-D-Ribitylamino)-5-aminouracil 5-amino-6-(2,3,4,5-tetrahydroxypentylamino)-1H-pyrimidine-2,4-dione 6-Ribitylamino-5-aminouracil C9H16N4O6 276.2465 276.106984264 5-amino-6-[(2,3,4,5-tetrahydroxypentyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione 5-amino-6-[(2,3,4,5-tetrahydroxypentyl)amino]-1,3-dihydropyrimidine-2,4-dione NC1=C(NCC(O)C(O)C(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) XKQZIXVJVUPORE-UHFFFAOYSA-N belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. Pentoses Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organopnictogen compounds Polyols Primary alcohols Primary amines Pyrimidones Secondary alcohols Secondary alkylarylamines Ureas Vinylogous amides Alcohol Amine Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Organic nitrogen compound Organic oxide Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Pentose monosaccharide Polyol Primary alcohol Primary amine Pyrimidine Pyrimidone Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine Urea Vinylogous amide a small molecule Solid logp -2.44 ALOGPS logs -1.29 ALOGPS solubility 1.43e+01 g/l ALOGPS logp -4.4 ChemAxon pka_strongest_acidic 9.41 ChemAxon pka_strongest_basic 4.36 ChemAxon iupac 5-amino-6-[(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(NCC(O)C(O)C(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) ChemAxon inchikey XKQZIXVJVUPORE-UHFFFAOYSA-N ChemAxon polar_surface_area 177.17 ChemAxon refractivity 71.48 ChemAxon polarizability 25.92 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2464 Specdb::CMs 39546 Specdb::MsMs 24389 Specdb::MsMs 24390 Specdb::MsMs 24391 Specdb::MsMs 30947 Specdb::MsMs 30948 Specdb::MsMs 30949 Specdb::NmrOneD 279538 Specdb::NmrOneD 279539 Specdb::NmrOneD 279540 Specdb::NmrOneD 279541 Specdb::NmrOneD 279542 Specdb::NmrOneD 279543 Specdb::NmrOneD 279544 Specdb::NmrOneD 279545 Specdb::NmrOneD 279546 Specdb::NmrOneD 279547 Specdb::NmrOneD 279548 Specdb::NmrOneD 279549 Specdb::NmrOneD 279550 Specdb::NmrOneD 279551 Specdb::NmrOneD 279552 Specdb::NmrOneD 279553 Specdb::NmrOneD 279554 Specdb::NmrOneD 279555 Specdb::NmrOneD 279556 Specdb::NmrOneD 279557 HMDB11106 15934 #<Reference:0x000055ce317a82d0> 14 kDa phosphohistidine phosphatase Q9NRX4 PHPT1