2.02012-10-10 12:16:59 -06002015-06-03 17:25:56 -0600ECMDB23108M2MDB0034985-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylate is an intermediate in purine degradataion. It is a byproduct of 5-hydroxyisurate metabolism. It is generated by 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-hydroxyisourate is relatively unstable, and often decomposes in vitro to yield racemic allantoin. Hydroxyisourate hydrolase catalyzes the hydrolysis of the N1-C6 bond of 5-hydroxyisourate to form 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate.2-oxo-4-Hydroxy-4-carboxy-5-ureidoimidazoline4-(carbamoylamino)-5-Hydroxy-2-oxo-1H-imidazole-5-carboxylate4-(carbamoylamino)-5-hydroxy-2-oxo-1H-imidazole-5-carboxylic acid4-(carbamoylamino)-5-Hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylate4-(Carbamoylamino)-5-hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylic acid5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylic acidC5H6N4O5202.1249202.0338193224-(carbamoylamino)-5-hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylic acid5-(carbamoylamino)-4-hydroxy-2-oxo-3H-imidazole-4-carboxylic acidNC(=O)NC1=NC(=O)NC1(O)C(O)=OInChI=1S/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13)WHKYNCPIXMNTRQ-UHFFFAOYSA-Nlogp-1.86logs-1.62solubility4.85e+00 g/llogp-2.3pka_strongest_acidic2.53pka_strongest_basic-1.1iupac4-(carbamoylamino)-5-hydroxy-2-oxo-2,5-dihydro-1H-imidazole-5-carboxylic acidaverage_mass202.1249mono_mass202.033819322smilesNC(=O)NC1=NC(=O)NC1(O)C(O)=OformulaC5H6N4O5inchiInChI=1S/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13)inchikeyWHKYNCPIXMNTRQ-UHFFFAOYSA-Npolar_surface_area154.11refractivity38.67polarizability16rotatable_bond_count1acceptor_count6donor_count5physiological_charge-1formal_charge0Purine metabolismec00230Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100Specdb::CMs34138Specdb::CMs47851Specdb::MsMs26513Specdb::MsMs26514Specdb::MsMs26515Specdb::MsMs33071Specdb::MsMs33072Specdb::MsMs33073Specdb::MsMs3597860Specdb::MsMs3597861Specdb::MsMs3597862Specdb::MsMs3597863Specdb::MsMs3597864Specdb::MsMs3597865443736C1224831132Hydroxyisourate hydrolaseP76341hiuHhttp://ecmdb.ca/proteins/P76341.xml5-Hydroxyisourate + Water > 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H-imidazole-5-carboxylateR066015-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-carboxylateR06601