5-Hydroxyisourate

{{Chembox

| Verifiedfields = changed

| verifiedrevid = 477224617

| ImageFile=5-Hydroxyisourate.svg

| ImageSize=

| IUPACName=5-hydroxy-3,7-dihydropurine-2,6,8-trione

| OtherNames=

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 219288

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C11821

| InChI = 1/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)

| InChIKey = LTQYPAVLAYVKTK-UHFFFAOYAS

| SMILES1 = O=C1NC(=O)N/C2=N/C(=O)NC12O

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = LTQYPAVLAYVKTK-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=6960-30-1

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = DU6PJ7L9BX

| PubChem=250388

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 18072

| SMILES=C12=NC(=O)NC1(C(=O)NC(=O)N2)O

| MeSHName=5-Hydroxyisourate

}}

|Section2={{Chembox Properties

| Formula=C₅H₄N₄O₄

| MolarMass=184.11 g/mol

| Appearance=

| Density=

| MeltingPt=

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| Solubility=

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|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

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5-Hydroxyisourate is an organic compound that is produced by the oxidation of uric acid. The conversion is a major pathway in the antioxidant properties of urate. The conversion is catalysed by urate oxidase.{{cite journal | vauthors = Oksanen E, Blakeley MP, El-Hajji M, Ryde U, Budayova-Spano M | title = The Neutron Structure of Urate Oxidase Resolves a Long-Standing Mechanistic Conundrum and Reveals Unexpected Changes in Protonation | journal = PLOS ONE | volume = 9 | issue = 1 | pages = e86651 | date = 2014-01-23 | pmid = 24466188 | pmc = 3900588 | doi = 10.1371/journal.pone.0086651 | bibcode = 2014PLoSO...986651O | doi-access = free }}{{cite journal |doi=10.1007/s00253-010-2455-0|title=Cofactor-independent oxidases and oxygenases |year=2010 |last1=Fetzner |first1=Susanne |last2=Steiner |first2=Roberto A. |journal=Applied Microbiology and Biotechnology |volume=86 |issue=3 |pages=791–804 |pmid=20157809 |s2cid=25377247 }}

File:UreateOxidaseRxn.svg

5-Hydroxyisourate rearranges to allantoin.