CHEBI:2038 - 5-azacytidine

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ChEBI Name 5-azacytidine
ChEBI ID CHEBI:2038
Definition A 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 a N-glycosidic linkage. An antineoplastic agent, it is used in the treatment of myeloid leukaemia.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H12N4O5
Net Charge 0
Average Mass 244.20484
Monoisotopic Mass 244.081
InChI InChI=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
InChIKey NMUSYJAQQFHJEW-KVTDHHQDSA-N
SMILES Nc1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1
ChEBI Ontology
Outgoing 5-azacytidine (CHEBI:2038) has functional parent β-D-ribose (CHEBI:47002)
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 Sources
azacitidina ChemIDplus
azacitidinum ChemIDplus
Synonyms Sources
4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one ChemIDplus
5-Azacytidine KEGG COMPOUND
Azacitidine KEGG COMPOUND
Database Links Databases
25 DrugCentral
Azacitidine Wikipedia
C11262 KEGG COMPOUND
D03021 KEGG DRUG
DB00928 DrugBank
HMDB15063 HMDB
KR20140069225 Patent
LSM-5218 LINCS
US2015038444 Patent
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Registry Numbers Types Sources
320-67-2 CAS Registry Number ChemIDplus
620461 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11841042 PubMed citation Europe PMC
15962522 PubMed citation Europe PMC
17611569 PubMed citation Europe PMC
28131982 PubMed citation Europe PMC
28415666 PubMed citation Europe PMC
28486212 PubMed citation Europe PMC
Last Modified
13 June 2017