CHEBI:2038 - 5-azacytidine

ChEBI IDCHEBI:2038
ChEBI Name5-azacytidine
Stars
DefinitionAn N-glycosyl-1,3,5-triazine that is 4-amino-1,3,5-triazin-2(1H)-one substituted by a β-D-ribofuranosyl residue via an N-glycosidic linkage. An antineoplastic agent, it is used in the treatment of myeloid leukaemia.
Last Modified19 June 2018
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-KVTDHHQDSA-N
Wikipedia
Roles Classification
Biological Role:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
Applications:
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antifibrotic agent  Any agent which acts to reduce fibrosis.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
5-azacytidine (CHEBI:2038) has functional parent β-D-ribose (CHEBI:47002)
5-azacytidine (CHEBI:2038) has role anti-anaemic agent (CHEBI:75835)
5-azacytidine (CHEBI:2038) has role antifibrotic agent (CHEBI:233423)
5-azacytidine (CHEBI:2038) has role antineoplastic agent (CHEBI:35610)
5-azacytidine (CHEBI:2038) has role antitubercular agent (CHEBI:33231)
5-azacytidine (CHEBI:2038) has role renoprotective agent (CHEBI:231911)
5-azacytidine (CHEBI:2038) is a N-glycosyl-1,3,5-triazine (CHEBI:48009)
5-azacytidine (CHEBI:2038) is a nucleoside analogue (CHEBI:60783)
IUPAC Names 
4-amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one
5-azacytidine
INNs  Source
azacitidinaChemIDplus
azacitidinumChemIDplus
Synonyms  Source
4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-oneChemIDplus
5-azacitidineChEMBL
5-AzacytidineKEGG COMPOUND
azacitidineChEMBL
AzacitidineKEGG COMPOUND
NSC-102816ChEMBL
Brand Names  Source
Azacitidine accordChEMBL
Azacitidine betapharmChEMBL
Azacitidine celgeneChEMBL
Azacitidine kabiChEMBL
Azacitidine mylanChEMBL
OnuregChEMBL
Manual XrefsDatabases
25DrugCentral
AzacitidineWikipedia
C11262KEGG COMPOUND
D03021KEGG DRUG
DB00928DrugBank
HMDB0015063HMDB
KR20140069225Patent
LSM-5218LINCS
US2015038444Patent
Registry NumbersSources
Reaxys:620461Reaxys
CAS:320-67-2ChemIDplus
CAS:320-67-2KEGG COMPOUND
Citations