Chemical Component Summary

Name5-FLUOROURIDINE
Identifiers1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-pyrimidine-2,4-dione
FormulaC9 H11 F N2 O6
Molecular Weight262.192
TypeNON-POLYMER
Isomeric SMILESC1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)F
InChIInChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
InChIKeyFHIDNBAQOFJWCA-UAKXSSHOSA-N

Chemical Details

Formal Charge0
Atom Count29
Chiral Atom Count4
Bond Count30
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB01629 
Name5-fluorouridine
Groups experimental
Description5-fluorouridine is also known as FUrd, 5-Fluorouracil 1-beta-D-ribofuranoside, 5-Fur, or 5-Fluoro-uridine. 5-fluorouridine is a solid. This compound belongs to the pyrimidine nucleosides and analogues. These are compounds comprising a pyrimidine base attached to a sugar. 5-fluorouridine is known to target uridine phosphorylase. FUrd is often used in chemical and biochemical comparison studies with fluorouracil and thymine analogs.
Synonyms
  • 5-Fluoro-uridine
  • 5-Fur
  • 5-fluorouridine
  • 5-Fluorouracil 1beta-D-ribofuranoside
Categories
  • Fluorouracil and prodrugs
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleosides
  • Pyrimidine Nucleosides
  • Pyrimidines
CAS number316-46-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Superoxide dismutase [Cu-Zn]MATKAVCVLKGDGPVQGIINFEQKESNGPVKVWGSIKGLTEGLHGFHVHE...unknown
Uridine phosphorylaseMSKSDVFHLGLTKNDLQGATLAIVPGDPDRVEKIAALMDKPVKLASHREF...unknown
Thyroxine-binding globulinMSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...unknowninducer
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 9427
ChEMBL CHEMBL54918
ChEBI CHEBI:40154
CCDC/CSD DAXGEP