CHEBI:141077 - fazarabine

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ChEBI Name fazarabine ChEBI ID CHEBI:141077 Definition An 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. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information ZINC000011592975 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C8H12N4O5 Net Charge 0 Average Mass 244.205 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-ARQDHWQXSA-N SMILES [C@H]1(O[C@@H]([C@H]([C@@H]1O)O)CO)N2C=NC(=NC2=O)N Roles Classification Application(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. View more via ChEBI Ontology ChEBI Ontology Outgoing 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 Sources fazarabina WHO MedNet fazarabine WHO MedNet fazarabine ChemIDplus fazarabinum WHO MedNet Synonyms Sources 1-beta-D-Arabinofuranosyl-5-azacytosine ChemIDplus 4-Amino-1-beta-D-arabinofuranosyl-s-triazin-2(1H)-one ChemIDplus 5-azacytarabine ChEBI 5-azacytosine arabinoside ChemIDplus Ara-AC ChemIDplus Registry Numbers Types Sources 620462 Reaxys Registry Number Reaxys 65886-71-7 CAS Registry Number ChemIDplus Citations Types Sources 10492074 PubMed citation Europe PMC 1376722 PubMed citation Europe PMC 29438107 PubMed citation Europe PMC 7678714 PubMed citation Europe PMC 9414404 PubMed citation Europe PMC Last Modified 19 June 2018