Structure via PubChem · Public domain (PubChem)
5-Hydroxyuracil
Sign in to saveAlso known as Dihydropyrimidine-2,4,5(3H)-trione, Isobarbituric acid
5-Hydroxyuracil is an oxidized form of cytosine that is produced by the oxidative deamination of cytosines by reactive oxygen species. It does not distort the DNA molecule and is bypassed by replicative DNA polymerases. It can miscode for adenine and is potentially mutagenic.
In the Vinony graph
Within Vinony's link graph, 5-Hydroxyuracil is referenced by 5 other articles, and connects out to International Standard Book Number, digital object identifier and chemical formula.
It is catalogued under topics including Chembox image size set, ECHA InfoCard ID from Wikidata and Nucleobases.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C4H4N2O3
- Molecular weight
- 128.09 g/mol
- IUPAC name
- 5-hydroxy-1H-pyrimidine-2,4-dione
- SMILES
- C1=C(C(=O)NC(=O)N1)O
- InChIKey
- OFJNVANOCZHTMW-UHFFFAOYSA-N
- XLogP
- -1.1
- Polar surface area
- 78.4 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 128.022
Show 3 more facts
- chemical formula
- C₄H₄N₂O₃
- canonical SMILES
- C1=C(C(=O)NC(=O)N1)O
- Commons category
- 5-Hydroxyuracil
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
5-Hydroxyuracil is an oxidized form of cytosine that is produced by the oxidative deamination of cytosines by reactive oxygen species. It does not distort the DNA molecule and is bypassed by replicative DNA polymerases. It can miscode for adenine and is potentially mutagenic.
==References==
Excerpted from Wikipedia’s “5-Hydroxyuracil” article, available under the CC BY-SA 4.0 licence.