5-Hydroxyisourate

5-Hydroxyisourate

Names
IUPAC name 5-hydroxy-3,7-dihydropurine-2,6,8-trione
Identifiers
CAS Number	6960-30-1^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:18072^Y
ChemSpider	219288^Y
KEGG	C11821^Y
MeSH	5-Hydroxyisourate
PubChem CID	250388
UNII	DU6PJ7L9BX^Y
CompTox Dashboard (EPA)	DTXSID10290591
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)^Y Key: LTQYPAVLAYVKTK-UHFFFAOYSA-N^Y 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) Key: LTQYPAVLAYVKTK-UHFFFAOYAS
SMILES C12=NC(=O)NC1(C(=O)NC(=O)N2)O O=C1NC(=O)N/C2=N/C(=O)NC12O
Properties
Chemical formula	C5H4N4O4
Molar mass	184.11 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

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.^[1][2]

sequence of oxidation of ureate.

5-Hydroxyisourate rearranges to allantoin.

References

1. Oksanen E, Blakeley MP, El-Hajji M, Ryde U, Budayova-Spano M (2014-01-23). "The Neutron Structure of Urate Oxidase Resolves a Long-Standing Mechanistic Conundrum and Reveals Unexpected Changes in Protonation". PLOS ONE. 9 (1): e86651. Bibcode:2014PLoSO...986651O. doi:10.1371/journal.pone.0086651. PMC 3900588. PMID 24466188.
2. Fetzner, Susanne; Steiner, Roberto A. (2010). "Cofactor-independent oxidases and oxygenases". Applied Microbiology and Biotechnology. 86 (3): 791–804. doi:10.1007/s00253-010-2455-0. PMID 20157809. S2CID 25377247.

See also

• Urate oxidase
• Glycolaldehyde