AFB-guanine

CAS: 63425-04-7

Ref. 3D-NA17231

Product Information

• Name: AFB-guanine
• Synonyms: (6aS,8R,9R,9aR)-8-(2-Amino-1,6-dihydro-6-oxo-7H-purin-7-yl)-2,3,6a,8,9,9a-hexahydro-9-hydroxy-4-methoxy-cyclopenta[c]furo[3',2':4,5] furo[2,3-h][1]benzopyran-1,11-dione
• Brand: Biosynth
• Description: AFB-guanine is a purine nucleoside that has been found to be an intermediate in the conversion of adenosine to inosine. The toxicity of AFB-guanine was studied using the model system of rat liver microsomes and human liver. It was observed that AFB-guanine is metabolized by glycosylases, which act on purines and pyrimidines. The glycosylase activity was inhibited by dicoumarol, which results in a decrease in the amount of AFB-guanine that is converted to adenosine triphosphate (ATP). The study also showed that histological analysis revealed degenerative diseases and cancer in mice fed with AFB-guanine, suggesting that this compound may be carcinogenic.

Chemical properties

• Molecular weight: 479.4 g/mol
• Formula: C₂₂H₁₇N₅O₈
• Purity: Min. 95%
• InChI: InChI=1S/C22H17N5O8/c1-32-8-4-9-12(16-11(8)6-2-3-7(28)10(6)20(31)34-16)13-15(29)19(35-21(13)33-9)27-5-24-17-14(27)18(30)26-22(23)25-17/h4-5,13,15,19,21,29H,2-3H2,1H3,(H3,23,25,26,30)/t13-,15-,19?,21+/m1/s1
• InChI key: InChIKey=XIOUDSNTNJNQQG-MHKTTXRSSA-N
• SMILES: COc1cc2c(c3oc(=O)c4c(c13)CCC4=O)[C@H]1[C@@H](O2)OC(n2cnc3nc(N)[nH]c(=O)c32)[C@@H]1O