Structure via PubChem · Public domain (PubChem)
5-hydroxycytosine
Sign in to saveAlso known as hydroxycytosine
5-Hydroxycytosine is an oxidized form of cytosine that is associated with an increased frequency of C to T transition mutations, with some C to G transversions. It does not distort the DNA molecule and is readily bypassed by replicative DNA polymerases.
Chemical data
- Formula
- C4H5N3O2
- Molecular weight
- 127.1 g/mol
- IUPAC name
- 6-amino-5-hydroxy-1H-pyrimidin-2-one
- SMILES
- C1=NC(=O)NC(=C1O)N
- InChIKey
- NLLCDONDZDHLCI-UHFFFAOYSA-N
- XLogP
- -1.3
- Polar surface area
- 87.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 127.0381764
Show 2 more facts
- canonical SMILES
- C1=NC(=O)NC(=C1O)N
- chemical formula
- C₄H₅N₃O₂
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
5-Hydroxycytosine is an oxidized form of cytosine that is associated with an increased frequency of C to T transition mutations, with some C to G transversions. It does not distort the DNA molecule and is readily bypassed by replicative DNA polymerases.
It has been shown in vitro to miscode for adenine.
Excerpted from Wikipedia’s “5-hydroxycytosine” article, available under the CC BY-SA 4.0 licence.