CHEBI:2038 - 5-azacytidine

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ChEBI Name 5-azacytidine ChEBI ID CHEBI:2038 Definition An 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. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C8H12N4O5 Net Charge 0 Average Mass 244.20484 Monoisotopic Mass 244.08077 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 Roles Classification Application(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. View more via ChEBI Ontology ChEBI Ontology Outgoing 5-azacytidine (CHEBI:2038) has functional parent β-D-ribose (CHEBI:47002) 5-azacytidine (CHEBI:2038) has role antineoplastic agent (CHEBI:35610) 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 Manual Xrefs Databases 25 DrugCentral Azacitidine Wikipedia C11262 KEGG COMPOUND D03021 KEGG DRUG DB00928 DrugBank HMDB0015063 HMDB KR20140069225 Patent LSM-5218 LINCS US2015038444 Patent View more database links Registry Numbers Types Sources 320-67-2 CAS Registry Number KEGG COMPOUND 320-67-2 CAS Registry Number ChemIDplus 620461 Reaxys Registry Number Reaxys 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 29438107 PubMed citation Europe PMC Last Modified 19 June 2018