7-Methylguanine

Chemical compound From Wikipedia, the free encyclopedia

7-Methylguanine is a modified purine nucleobase. It is a methylated version of guanine. The 7-methylguanine nucleoside is called 7-methylguanosine. However, the free 7-methylguanine base is not involved in the synthesis of nucleotides and not incorporated directly into nucleic acids.[1][2] 7-Methylguanine is a natural inhibitor of poly (ADP-ribose) polymerase (PARP) and tRNA guanine transglycosylase (TGT) - and thus may exert anticancer activity.[3][4][5] For example, it was demonstrated that 7-methylguanine could accelerate apoptotic death of BRCA1-deficient breast cancer cells induced by cisplatin and doxorubicin.[6]

Quick facts Names, Identifiers ...
7-Methylguanine
Names
IUPAC name
7-Methylguanine
Preferred IUPAC name
2-Amino-7-methyl-1,7-dihydro-6H-purin-6-one
Other names
N7-Methylguanine; Epiguanine
Identifiers
3D model (JSmol)
174245
ChEBI
ChemSpider
ECHA InfoCard 100.008.575 Edit this at Wikidata
EC Number
  • 209-431-0
KEGG
UNII
  • InChI=1S/C6H7N5O/c1-11-2-8-4-3(11)5(12)10-6(7)9-4/h2H,1H3,(H3,7,9,10,12)
    Key: FZWGECJQACGGTI-UHFFFAOYSA-N
  • CN1C=NC2=C1C(=O)N=C(N2)N
Properties
C6H7N5O
Molar mass 165.156 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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