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7-Methylguanine


Column 1Column 2
IUPAC name
7-Methylguanine
Preferred IUPAC name
2-Amino-7-methyl-1,7-dihydro-6H-purin-6-one
Other names
N7-Methylguanine; Epiguanine
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}578-76-7 Y[Pubchem]
3D model (JSmol)Interactive image
Beilstein Reference174245
ChEBICHEBI:2274 Y
ChemSpider10883 Y
ECHA InfoCard100.008.575
EC Number209-431-0
KEGGC02242
PubChem CID135398679
UNII661J4K04NB
CompTox Dashboard (EPA)DTXSID9020873
InChI
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
SMILES
CN1C=NC2=C1C(=O)N=C(N2)N
Chemical formulaC6H7N5O
Molar mass165.156 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Infobox references | |

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. 7-Methylguanine is a natural inhibitor of poly (ADP-ribose) polymerase (PARP) and tRNA guanine transglycosylase (TGT) - and thus may exert anticancer activity. For example, it was demonstrated that 7-methylguanine could accelerate apoptotic death of BRCA1-deficient breast cancer cells induced by cisplatin and doxorubicin.

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