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:
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
antifibrotic agent  Any agent which acts to reduce fibrosis.
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.
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