5-Hydroxyuracil

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]

5-Hydroxyuracil

Names
IUPAC name 2,4,5-Pyrimidinetriol
Other names 5-Hydroxy-2,4(1H,3H)-pyrimidinedione
Identifiers
CAS Number	496-76-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:29115
ChEMBL	ChEMBL1561505
ChemSpider	66014
ECHA InfoCard	100.007.119
EC Number	207-829-9
PubChem CID	73268
UNII	438WJI1S49 Y
CompTox Dashboard (EPA)	DTXSID30174667
InChI InChI=1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1,7H,(H2,5,6,8,9) Key: OFJNVANOCZHTMW-UHFFFAOYSA-N
SMILES c1c(c(nc(n1)O)O)O
Properties
Chemical formula	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). Infobox references