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CHEBI:28680 - cytarabine

ChEBI IDCHEBI:28680
ChEBI Namecytarabine
Stars
DefinitionA pyrimidine nucleoside in which cytosine is attached to D-arabinofuranose via a β-N1-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.
Secondary ChEBI IDsCHEBI:4074, CHEBI:23532, CHEBI:40824
Last Modified20 June 2018
DownloadsMolfile

FormulaC9H13N3O5
Net Charge0
Average Mass243.219
Monoisotopic Mass243.08552
SMILESNc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1
InChIInChI=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
InChIKeyUHDGCWIWMRVCDJ-CCXZUQQUSA-N

Wikipedia
Roles Classification

ChEBI Ontology
IUPAC Name 
4-amino-1-β-D-arabinofuranosylpyrimidin-2(1H)-one
INNs  Source
cytarabineChemIDplus
cytarabinum  laChemIDplus
cytarabine  laWHO MedNet
citarabina  esChemIDplus
Synonyms  Source
Cytosine arabinosideKEGG COMPOUND
CytarabineKEGG COMPOUND
Cytosine-1-beta-D-arabinofuranosideKEGG COMPOUND
1-beta-D-ArabinofuranosylcytosineChemIDplus
4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinoneChemIDplus
cytosine-β-D-arabinofuranosideChEBI
Manual XrefsDatabases
C02961KEGG COMPOUND
AR3PDBeChem
CytarabineWikipedia
DB00987DrugBank
HMDB0015122HMDB
D00168KEGG DRUG
LSM-5470LINCS
770DrugCentral
Registry NumbersSources
Reaxys:89175Reaxys
CAS:147-94-4KEGG COMPOUND
CAS:147-94-4ChemIDplus
Citations