8-Hydroxyguanosine

8-Hydroxyguanosine
IUPAC name 2-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-tetrahydrofuranyl]-3,7-dihydropurine-6,8-dione
Other names 8-Oxoguanosine
Identifiers
CAS number	3868-31-3
PubChem	65131
ChemSpider	228049 Y
Jmol-3D images	Image 1 Image 2
SMILES C(C1C(C(C(O1)N2C3=C(C(=O)N=C(N3)N)NC2=O)O)O)O O=C3/N=C(/N)NC\1=C3\NC(=O)N/1C2OC(C(O)C2O)CO
InChI InChI=1S/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19) Y Key: FPGSEBKFEJEOSA-UHFFFAOYSA-N Y InChI=1/C10H13N5O6/c11-9-13-6-3(7(19)14-9)12-10(20)15(6)8-5(18)4(17)2(1-16)21-8/h2,4-5,8,16-18H,1H2,(H,12,20)(H3,11,13,14,19) Key: FPGSEBKFEJEOSA-UHFFFAOYAG
Properties
Molecular formula	C10H13N5O6
Molar mass	299.24 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-Hydroxyguanosine is a nucleoside which is an oxidative derivative of guanosine. Measurement of the levels of 8-hydroxyguanosine is used as a biomarker of oxidative stress.^[1]

See also

• 8-Oxo-2'-deoxyguanosine

References

1. ^ Cattley RC, Glover SE (1993). "Elevated 8-hydroxydeoxyguanosine in hepatic DNA of rats following exposure to peroxisome proliferators: relationship to carcinogenesis and nuclear localization". Carcinogenesis 14 (12): 2495–2499. doi:10.1093/carcin/14.12.2495. PMID 8269617.