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CHEBI:141077 - fazarabine

ChEBI IDCHEBI:141077
ChEBI Namefazarabine
Stars
DefinitionAn N-glycosyl-1,3,5-triazine that is 4-amino-1,3,5-triazin-2(1H)-one substituted by a β-D-arabinofuranosyl residue via an N-glycosidic linkage. A synthetic analogue of cytosine arabinoside and 5-azacytidine that incorporates structural features of both compounds, it shows good activity against a variety of transplanted tumors.
Last Modified19 June 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC8H12N4O5
Net Charge0
Average Mass244.207
Monoisotopic Mass244.08077
SMILESNc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)c(=O)n1
InChIInChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5+,6-/m1/s1
InChIKeyNMUSYJAQQFHJEW-ARQDHWQXSA-N
Roles Classification
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
fazarabine (CHEBI:141077) has functional parent β-D-arabinofuranose (CHEBI:79055)
fazarabine (CHEBI:141077) has role antineoplastic agent (CHEBI:35610)
fazarabine (CHEBI:141077) is a N-glycosyl-1,3,5-triazine (CHEBI:48009)
fazarabine (CHEBI:141077) is a nucleoside analogue (CHEBI:60783)
IUPAC Name 
4-amino-1-β-D-arabinofuranosyl-1,3,5-triazin-2(1H)-one
INNs  Source
fazarabineChemIDplus
fazarabinumWHO MedNet
fazarabineWHO MedNet
fazarabinaWHO MedNet
Synonyms  Source
5-azacytarabineChEBI
1-beta-D-Arabinofuranosyl-5-azacytosineChemIDplus
4-Amino-1-beta-D-arabinofuranosyl-s-triazin-2(1H)-oneChemIDplus
Ara-ACChemIDplus
5-azacytosine arabinosideChemIDplus
Registry NumbersSources
Reaxys:620462Reaxys
CAS:65886-71-7ChemIDplus
Citations