Description

A pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a beta-N(1)-glycosidic bond. Used mainly in the treatment of leukaemia, especially acute non-lymphoblastic leukaemia, cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. It also has antiviral and immunosuppressant properties.

Chemical properties

Chemical formula Net charge Average mass
C9H13N3O5 0 243.21674
cytarabine

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
4-amino-1-beta-D-arabinofuranosylpyrimidin-2(1H)-one Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1 InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N
  • 1-beta-d-arabinofuranosylcytosine
  • cytosine arabinoside
  • 4-amino-1-beta-d-arabinofuranosyl-2(1h)-pyrimidinone
  • arabinocytosine
  • cytarabinum
  • arabinoside c
  • ara-c
  • cytosine-1-beta-d-arabinofuranoside
  • citarabina
  • cytosine-beta-d-arabinofuranoside

Database references:

CHEBI:28680

Citations