2.0 2012-10-10 12:17:04 -0600 2015-06-03 17:25:57 -0600 ECMDB23110 M2MDB003500 5-Hydroxyisourate 5-Hydroxyisourate is involved in purine degradation. It is a substrate of the enzyme hydroxyisourate hydrolase which catalyzes the reaction 5-hydroxyisourate + H2O <=> 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate. In most organisms, including some bacteria (such as E. coli), plants, and certain animals, urate is metabolized via a common pathway, producing the stereospecific form S-allantoin as the final product. In the first step of the pathway factor-independent urate hydroxylase catalyzes the conversion of urate to 5-hydroxyisourate. 5-Hydroxy-2,6-dioxo-2,5,6,7-tetrahydro-1H-purin-8-olate 5-Hydroxy-2,6-dioxo-2,5,6,7-tetrahydro-1H-purin-8-olic acid 5-hydroxy-3,7-dihydropurine-2,6,8-trione 5-Hydroxy-5,7-dihydro-1H-purin-2,6,8(3H)-trion 5-hydroxy-5,7-dihydro-1H-purine-2,6,8(9H)-trione 5-Hydroxyisoate 5-Hydroxyisoic acid 5-Hydroxyisouric acid C5H4N4O4 184.1097 184.023254636 5-hydroxy-2,3,5,6,7,8-hexahydro-1H-purine-2,6,8-trione 5-hydroxyisourate OC12NC(=O)N=C1NC(=O)NC2=O InChI=1S/C5H4N4O4/c10-2-5(13)1(6-3(11)8-2)7-4(12)9-5/h13H,(H3,6,7,8,9,10,11,12) LTQYPAVLAYVKTK-UHFFFAOYSA-N Extracellular Cytoplasm logp -1.48 ALOGPS logs -1.24 ALOGPS solubility 1.06e+01 g/l ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 9.01 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac 5-hydroxy-2,3,5,6,7,8-hexahydro-1H-purine-2,6,8-trione ChemAxon average_mass 184.1097 ChemAxon mono_mass 184.023254636 ChemAxon smiles OC12NC(=O)N=C1NC(=O)NC2=O ChemAxon formula C5H4N4O4 ChemAxon inchi InChI=1S/C5H4N4O4/c10-2-5(13)1(6-3(11)8-2)7-4(12)9-5/h13H,(H3,6,7,8,9,10,11,12) ChemAxon inchikey LTQYPAVLAYVKTK-UHFFFAOYSA-N ChemAxon polar_surface_area 119.89 ChemAxon refractivity 35.59 ChemAxon polarizability 14.17 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Purine metabolism ec00230 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 Specdb::CMs 22373 Specdb::CMs 41746 Specdb::NmrOneD 327512 Specdb::NmrOneD 327513 Specdb::NmrOneD 327514 Specdb::NmrOneD 327515 Specdb::NmrOneD 327516 Specdb::NmrOneD 327517 Specdb::NmrOneD 327518 Specdb::NmrOneD 327519 Specdb::NmrOneD 327520 Specdb::NmrOneD 327521 Specdb::NmrOneD 327522 Specdb::NmrOneD 327523 Specdb::NmrOneD 327524 Specdb::NmrOneD 327525 Specdb::NmrOneD 327526 Specdb::NmrOneD 327527 Specdb::NmrOneD 327528 Specdb::NmrOneD 327529 Specdb::NmrOneD 327530 Specdb::NmrOneD 327531 Specdb::MsMs 28532 Specdb::MsMs 28533 Specdb::MsMs 28534 Specdb::MsMs 35090 Specdb::MsMs 35091 Specdb::MsMs 35092 HMDB30097 250388 C11821 18072 5-Hydroxyisourate FDB001616 Afendi FM, Okada T, Yamazaki M, Hirai-Morita A, Nakamura Y, Nakamura K, Ikeda S, Takahashi H, Altaf-Ul-Amin M, Darusman LK, Saito K, Kanaya S. (2012) KNApSAcK family databases: integrated metabolite-plant species databases for multifaceted plant research. Plant Cell Physiol. 2012 Feb;53(2):e1. Hydroxyisourate hydrolase P76341 hiuH http://ecmdb.ca/proteins/P76341.xml 5-Hydroxyisourate + Water > 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate R06601 5-Hydroxyisourate + Water + 5-Hydroxyisourate <> 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate + 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate R06601