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CHEBI:20689 - 6-O-methylguanine

ChEBI IDCHEBI:20689
ChEBI Name6-O-methylguanine
Stars
ASCII Name6-O-methylguanine
DefinitionA methylguanine in which the methyl group is positioned on the oxygen at position 6. Formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds and sometimes due to methylation by other compounds such as endogenous S-adenosylmethionine, it base-pairs to thymine rather than cytidine, causing a G:C to A:T transition in DNA.
Last Modified22 June 2016
DownloadsMolfile
FormulaC6H7N5O
Net Charge0
Average Mass165.156
Monoisotopic Mass165.06506
SMILESCOc1nc(N)nc2ncnc12
InChIInChI=1S/C6H7N5O/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
InChIKeyBXJHWYVXLGLDMZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
ChEBI Ontology
Outgoing Relation(s)
6-O-methylguanine (CHEBI:20689) has role mutagen (CHEBI:25435)
6-O-methylguanine (CHEBI:20689) is a methylguanine (CHEBI:25305)
IUPAC Name 
6-methoxy-7H-purin-2-amine
Synonyms  Source
O-(6)-MethylguanineChemIDplus
O6-methylguanineChemIDplus
6-MethoxyguanineChemIDplus
6-Methoxy-1H-purine-2-amineChemIDplus
2-Amino-6-methoxypurineChemIDplus
Manual XrefsDatabases
6-O-MethylguanineWikipedia
Registry NumbersSources
Reaxys:5334996Reaxys
CAS:20535-83-5ChemIDplus
Citations