2.0 2012-05-31 10:25:39 -0600 2015-09-13 12:56:07 -0600 ECMDB00289 M2MDB000119 Uric acid Uric acid is a heterocyclic purine derivative that is the final oxidation product of purine metabolism. It is produced by the enzyme xanthine oxidase, which oxidizes oxypurines such as xanthine into uric acid. 1H-Purine-2,6,8-triol 2,6,8-Trihydroxypurine 2,6,8-Trioxopurine 2,6,8-Trioxypurine 8-Hydroxyxanthine Lithate Lithic acid Purine-2,6,8(1H,3H,9H)-trione Purine-2,6,8-(1H,3H,9H)-trione Trioxopurine Urate Uric acid C5H4N4O3 168.1103 168.028340014 2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione uric acid 69-93-2 O=C1NC2=C(N1)C(=O)NC(=O)N2 InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12) LEHOTFFKMJEONL-UHFFFAOYSA-N Solid Cytosol logp -1.12 ALOGPS logs -1.98 ALOGPS solubility 1.76e+00 g/l ALOGPS melting_point > 300 oC logp -1.5 ChemAxon pka_strongest_acidic 7.25 ChemAxon pka_strongest_basic -6.5 ChemAxon iupac 2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione ChemAxon average_mass 168.1103 ChemAxon mono_mass 168.028340014 ChemAxon smiles O=C1NC2=C(N1)C(=O)NC(=O)N2 ChemAxon formula C5H4N4O3 ChemAxon inchi InChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12) ChemAxon inchikey LEHOTFFKMJEONL-UHFFFAOYSA-N ChemAxon polar_surface_area 99.33 ChemAxon refractivity 45.63 ChemAxon polarizability 13.61 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 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 adenosine nucleotides degradation The degradation of of adenosine nucleotides starts with AMP reacting with water through a nucleoside monophosphate phosphatase results in the release of phosphate and a adenosine. Adenosine reacts with water and hydrogen ion through an adenosine deaminase resulting in the release of ammonium and a inosine. Inosine reacts with phosphate through a inosine phosphorylase resulting in the release of an alpha-D-ribose-1-phosphate and an hypoxanthine. Hypoxanthine reacts with a water molecule and a NAD molecule through an hypoxanthine hydroxylase resulting in the release of an hydrogen ion, an NADH and a xanthine. Xanthine in turn is degraded by reacting with a water molecule and a NAD through xanthine NAD oxidoreductase resulting in the release of NADH, a hydrogen ion and urate. PW002091 Metabolic adenosine nucleotides degradation II SALVADEHYPOX-PWY guanosine nucleotides degradation III PWY-6608 Specdb::CMs 521 Specdb::CMs 1798 Specdb::CMs 1827 Specdb::CMs 3199 Specdb::CMs 30708 Specdb::CMs 31115 Specdb::CMs 31116 Specdb::CMs 31919 Specdb::CMs 137909 Specdb::CMs 145643 Specdb::EiMs 1045 Specdb::NmrOneD 5049 Specdb::NmrOneD 326072 Specdb::NmrOneD 326073 Specdb::NmrOneD 326074 Specdb::NmrOneD 326075 Specdb::NmrOneD 326076 Specdb::NmrOneD 326077 Specdb::NmrOneD 326078 Specdb::NmrOneD 326079 Specdb::NmrOneD 326080 Specdb::NmrOneD 326081 Specdb::MsMs 489 Specdb::MsMs 490 Specdb::MsMs 491 Specdb::MsMs 21341 Specdb::MsMs 21342 Specdb::MsMs 21343 Specdb::MsMs 22892 Specdb::MsMs 22893 Specdb::MsMs 22894 Specdb::MsMs 440020 Specdb::MsMs 447345 Specdb::MsMs 2239914 Specdb::MsMs 2241783 Specdb::MsMs 2244113 Specdb::MsMs 2244370 Specdb::MsMs 2245751 Specdb::MsMs 2245995 Specdb::MsMs 2246210 Specdb::MsMs 2247814 Specdb::MsMs 2248059 Specdb::MsMs 2248203 Specdb::MsMs 2250186 Specdb::MsMs 2250226 Specdb::MsMs 2252163 Specdb::MsMs 2308149 HMDB00289 1175 1142 C00366 17775 URATE URC Uric acid Keseler, I. 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Helvetica Chimica Acta (1963), 46(4), 1426-8. http://hmdb.ca/system/metabolites/msds/000/000/210/original/HMDB00289.pdf?1358896166 Putative xanthine dehydrogenase yagS FAD-binding subunit P77324 YAGS_ECOLI yagS http://ecmdb.ca/proteins/P77324.xml Putative xanthine dehydrogenase yagR molybdenum-binding subunit P77489 YAGR_ECOLI yagR http://ecmdb.ca/proteins/P77489.xml Xanthine dehydrogenase molybdenum-binding subunit Q46799 XDHA_ECOLI xdhA http://ecmdb.ca/proteins/Q46799.xml Xanthine dehydrogenase FAD-binding subunit Q46800 XDHB_ECOLI xdhB http://ecmdb.ca/proteins/Q46800.xml Xanthine dehydrogenase iron-sulfur-binding subunit Q46801 XDHC_ECOLI xdhC http://ecmdb.ca/proteins/Q46801.xml PaoABC aldehyde oxidoreductase, 2Fe-2S subunit P77165 paoA http://ecmdb.ca/proteins/P77165.xml Water + NAD + Xanthine <> Hydrogen ion + NADH + Uric acid R02103 RXN0-901 Xanthine + NAD + Water > Uric acid + NADH + Hydrogen ion RXN0-901 Xanthine + NAD + Water > Uric acid + NADH