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6-methoxyguanine

Structure via PubChem · Public domain (PubChem)

EntityQ4641549· pop 9· linked from 9 articles

6-methoxyguanine

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Also known as 2-Amino-6-methoxypurine, 6-Methoxy-1H-purine-2-amine, O(6)-methylguanine, O-(6)-Methylguanine

'6-O-Methylguanine' is a derivative of the nucleobase guanine in which a methyl group is attached to the oxygen atom. It base-pairs to thymine rather than cytosine, causing a G:C to A:T transition in DNA.

Chemical data

Formula
C6H7N5O
Molecular weight
165.15 g/mol
IUPAC name
6-methoxy-7H-purin-2-amine
SMILES
COC1=NC(=NC2=C1NC=N2)N
InChIKey
BXJHWYVXLGLDMZ-UHFFFAOYSA-N
XLogP
-0.2
Polar surface area
89.7 Ų
H-bond donors
2
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
165.065
Show 2 more facts
chemical formula
C₆H₇N₅O
canonical SMILES
COC1=NC(=NC2=C1NC=N2)N
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

6 sections
Contents
  • Formation
  • Repair and carcinogenicity
  • Mutagenicity
  • Other effects
  • See also
  • References

'6-O-Methylguanine' is a derivative of the nucleobase guanine in which a methyl group is attached to the oxygen atom. It base-pairs to thymine rather than cytosine, causing a G:C to A:T transition in DNA.

== Formation ==

Excerpted from Wikipedia’s “6-methoxyguanine” article, available under the CC BY-SA 4.0 licence.

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