5’-Deoxy-5-fluoro Cytidine

• CAT Number: R003762
• CAS Number: 66335-38-4
• Molecular Formula: C9H12FN3O4
• Molecular Weight: 245.21
• Purity: ≥95%
• Synonyms: 5-Fluoro-5’-deoxycytidine, 5’-DFCR; USP Capecitabine Related Compound A
• Target: Nucleoside Antimetabolite/Analog
• Storage: -20°C
• IUPAC Name: 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidin-2-one
• InChI: InChI=1S/C9H12FN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5-,6-,8-/m1/s1
• InChIKey: YSNABXSEHNLERR-ZIYNGMLESA-N
• SMILES: CC1C(C(C(O1)N2C=C(C(=NC2=O)N)F)O)O

5/’-deoxy-5-Fluorocytidine is an intermediate metabolite of the DNA synthesis inhibitor capecitabine (Item No 10487). Capecitabine is converted by carboxylesterase to 5/’-deoxy-5-fluorocytidine in the liver, then by cytidine deaminase to 5’-deoxy-5-fluorouridine in the liver and tumor tissues, and finally, by thymidine phosphorylase to 5-fluorouracil (Item No. 14416) in tumors. The cytotoxicity of this intermediate occurs only after conversion to 5-fluorouracil.