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5-Hydroxyisourate: Difference between revisions

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Revision as of 14:57, 11 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_Chemicals|error← Previous edit Latest revision as of 16:16, 18 March 2023 edit undoSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,022 edits replace obsolete ref 
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{{Unreferenced stub|auto=yes|date=December 2009}}
{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 443356181 | verifiedrevid = 477224617
|ImageFile=5-Hydroxyisourate.svg | ImageFile=5-Hydroxyisourate.svg
|ImageSize= | ImageSize=
|IUPACName=5-hydroxy-3,7-dihydropurine-2,6,8-trione | IUPACName=5-hydroxy-3,7-dihydropurine-2,6,8-trione
|OtherNames= | OtherNames=
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 219288 | ChemSpiderID = 219288
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = LTQYPAVLAYVKTK-UHFFFAOYSA-N | StdInChIKey = LTQYPAVLAYVKTK-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=6960-30-1 | CASNo=6960-30-1
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem=250388
| UNII = DU6PJ7L9BX
| ChEBI_Ref = {{ebicite|correct|EBI}}
| PubChem=250388
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 18072 | ChEBI = 18072
| SMILES=C12=NC(=O)NC1(C(=O)NC(=O)N2)O | SMILES=C12=NC(=O)NC1(C(=O)NC(=O)N2)O
| MeSHName=5-Hydroxyisourate | MeSHName=5-Hydroxyisourate
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>5</sub>H<sub>4</sub>N<sub>4</sub>O<sub>4</sub> | Formula=C<sub>5</sub>H<sub>4</sub>N<sub>4</sub>O<sub>4</sub>
| MolarMass=184.11 g/mol | MolarMass=184.11 g/mol
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''5-Hydroxyisourate''' is an ] that is produced by the ] of ]. The conversion is a major pathway in the antioxidant properties of urate. The conversion is catalysed by ].<ref>{{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 }}</ref><ref>{{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 }}</ref>
'''5-Hydroxyisourate''' is a ] with a formula of C<sub>5</sub>H<sub>4</sub>N<sub>4</sub>O<sub>4</sub> and molecular weight of 184.110 g/mol. It is the product of the ] of ] by ].
]
5-Hydroxyisourate rearranges to ].

==References==
{{reflist}}


==See also== ==See also==
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] ]

]
]

Latest revision as of 16:16, 18 March 2023

5-Hydroxyisourate
Names
IUPAC name 5-hydroxy-3,7-dihydropurine-2,6,8-trione
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH 5-Hydroxyisourate
PubChem CID
UNII
CompTox Dashboard (EPA)
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)Key: LTQYPAVLAYVKTK-UHFFFAOYSA-N
  • 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 , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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.

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

Nucleotide metabolic intermediates
purine
metabolism
anabolism
R5PIMP:
IMPAMP:Adenylosuccinate
IMPGMP:Xanthosine monophosphate
catabolism
pyrimidine
metabolism
anabolism
catabolism
uracil:
thymine:



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