5-Hydroxyuracil

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5-Hydroxyuracil
File:5-hydroxyuracil tautomer.svg
Names
IUPAC name
2,4,5-Pyrimidinetriol
Other names
5-Hydroxy-2,4(1H,3H)-pyrimidinedione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
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EC Number
  • 207-829-9
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UNII
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1,7H,(H2,5,6,8,9)
    Key: OFJNVANOCZHTMW-UHFFFAOYSA-N
  • c1c(c(nc(n1)O)O)O
Properties
C4H4N2O3
Molar mass 128.087 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5-Hydroxyuracil is an oxidized form of cytosine that is produced by the oxidative deamination of cytosines by reactive oxygen species.[1] It does not distort the DNA molecule and is bypassed by replicative DNA polymerases. It can miscode for adenine and is potentially mutagenic.[2]

References

[edit | edit source]
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