8-Oxo-2'-deoxyguanosine

8-Oxo-2'-deoxyguanosine

IUPAC name 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,7-dihydropurine-6,8-dione
Other names 7,8-Dihydro-8-oxo-2'-deoxyguanosine; 7,8-Dihydro-8-oxodeoxyguanosine; 8-Hydroxy-2'-deoxyguanosine; 8-Hydroxydeoxyguanosine; 8-Oxo-2'-deoxyguanosine; 8-Oxo-7,8-dihydro-2'-deoxyguanosine; 8-Oxo-7,8-dihydrodeoxyguanosine; 8-Oxo-dG
Identifiers
CAS number	88847-89-6
PubChem	73318
ChemSpider	66049^Y
ChEBI	CHEBI:40304
Jmol-3D images	Image 1 Image 2
SMILES C1[C@@H]([C@H](O[C@H]1N2C3=C(C(=O)N=C(N3)N)NC2=O)CO)O C1[C@@H]([C@H](O[C@H]1n2c3c(c(=O)nc([nH]3)N)[nH]c2=O)CO)O
InChI InChI=1S/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)/t3-,4+,5+/m0/s1^Y Key: HCAJQHYUCKICQH-VPENINKCSA-N^Y InChI=1/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)/t3-,4+,5+/m0/s1 Key: HCAJQHYUCKICQH-VPENINKCBS
Properties
Molecular formula	C₁₀H₁₃N₅O₅
Molar mass	283.24 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

8-Oxo-2'-deoxyguanosine (8-oxo-dG) is an oxidized derivative of deoxyguanosine. 8-oxo-dG is one of the major products of DNA oxidation.^[1] Concentrations of 8-oxo-dG within a cell are a measurement of oxidative stress.

See also

References

^ Nadja C. de Souza-Pinto, Lars Eide, Barbara A. Hogue, Tanja Thybo, Tinna Stevnsner, Erling Seeberg, Arne Klungland, and Vilhelm A. Bohr (July 2001). "Repair of 8-Oxodeoxyguanosine Lesions in Mitochondrial DNA Depends on the Oxoguanine DNA Glycosylase (OGG1) Gene and 8-Oxoguanine Accumulates in the Mitochondrial DNA of OGG1-defective Mice". Cancer Research 61 (14): 5378–5381. PMID 11454679.