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isocytosine

Structure via PubChem · Public domain (PubChem)

EntityQ10859790· pop 12· linked from 10 articles

isocytosine

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Also known as 2-amino-4-hydroxypyrimidine, 2-amino-4-pyrimidone, 2-amino-4-pyrimdinol, 2-amino-4-oxypyrimidine

Isocytosine or 2-aminouracil is a pyrimidine base that is an isomer of cytosine. The nucleoside form is called isocytidine (iC).

Chemical data

Formula
C4H5N3O
Molecular weight
111.1 g/mol
IUPAC name
2-amino-1H-pyrimidin-6-one
SMILES
C1=CN=C(NC1=O)N
InChIKey
XQCZBXHVTFVIFE-UHFFFAOYSA-N
XLogP
-1
Polar surface area
67.5 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
111.043
Show 3 more facts
chemical formula
C₄H₅N₃O
canonical SMILES
C1=CN=C(NC1=O)N
Commons category
Isocytosine
Sources (1)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Synthesis
  • Uses
  • References

Isocytosine or 2-aminouracil is a pyrimidine base that is an isomer of cytosine. The nucleoside form is called isocytidine (iC).

It is used in combination with isoguanine in studies of unnatural nucleic acid analogues of the normal base pairs in DNA. In particular, it is used as a nucleobase of hachimoji RNA with the abbreviation rS.

Excerpted from Wikipedia’s “isocytosine” article, available under the CC BY-SA 4.0 licence.

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