5-Hydroxyhydantoin is an oxidation product of 2′-deoxycytidine. If not repaired, it may be processed by DNA polymerases that induce mutagenic processes.[1]

5-Hydroxyhydantoin
Names
IUPAC name
5-Hydroxy-2,4-imidazolidinedione
Other names
Glyoxalurea; Allanturic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C3H4N2O3/c6-1-2(7)5-3(8)4-1/h1,6H,(H2,4,5,7,8)
    Key: WYLUZALOENCNQU-UHFFFAOYSA-N
  • InChI=1S/C3H4N2O3/c6-1-2(7)5-3(8)4-1/h1,6H,(H2,4,5,7,8)
    Key: WYLUZALOENCNQU-UHFFFAOYSA-N
  • OC1NC(=O)NC1=O
Properties
C3H4N2O3
Molar mass 116.076 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Gasparutto, Didier; Muller, Evelyne; Boiteux, Serge; Cadet, Jean (January 2009). "Excision of the oxidatively formed 5-hydroxyhydantoin and 5-hydroxy-5-methylhydantoin pyrimidine lesions by Escherichia coli and Saccharomyces cerevisiae DNA N-glycosylases". Biochimica et Biophysica Acta (BBA) - General Subjects. 1790 (1): 16–24. doi:10.1016/j.bbagen.2008.10.001. PMID 18983898.