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CHEBI:28498 - acadesine

Default Structure
ChEBI IDCHEBI:28498
ChEBI Nameacadesine
Stars
DefinitionA 1-ribosylimidazolecarboxamide in which the carboxamide group is situated at position 4 of the imidazole ring, which is further substituted at position 5 by an amino group. A purine nucleoside analogue and activator of AMP-activated protein kinase, it is is used for the treatment of acute lymphoblastic leukemia and is reported to have cardioprotective effects.
Secondary ChEBI IDsCHEBI:2025, CHEBI:20539
Last Modified22 February 2017
DownloadsMolfile
FormulaC9H14N4O5
Net Charge0
Average Mass258.234
Monoisotopic Mass258.09642
SMILES[H][C@]1(CO)O[C@@]([H])(n2cnc(C(N)=O)c2N)[C@H](O)[C@@H]1O
InChIInChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
InChIKeyRTRQQBHATOEIAF-UUOKFMHZSA-N
Wikipedia
Roles Classification
Applications:
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
acadesine (CHEBI:28498) has role antineoplastic agent (CHEBI:35610)
acadesine (CHEBI:28498) has role platelet aggregation inhibitor (CHEBI:50427)
acadesine (CHEBI:28498) is a 1-ribosylimidazolecarboxamide (CHEBI:26556)
acadesine (CHEBI:28498) is a aminoimidazole (CHEBI:22512)
acadesine (CHEBI:28498) is a nucleoside analogue (CHEBI:60783)
Incoming Relation(s)
AICA ribonucleotide (CHEBI:18406) has functional parent acadesine (CHEBI:28498)
IUPAC Name 
5-amino-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
INNs  Source
acadesinaWHO MedNet
acadesineWHO MedNet
acadésineWHO MedNet
acadesinumWHO MedNet
Synonyms  Source
5-amino-1-ribofuranosylimidazole-4-carboxamideChEBI
5-amino-1-β-ribofuranosyl-imidazole-4-carboxamideChemIDplus
5-amino-1-β-D-ribofuranosyl-4-imidazolecarboxamideChemIDplus
5-amino-1-β-D-ribofuranosylimidazole-4-carboxamideChemIDplus
5-amino-1β-D-ribofuranosylimidazole-4-carboxyamideChemIDplus
5-amino-4-imidazolecarboxamide ribofuranosideChemIDplus
Manual XrefsDatabases
37DrugCentral
AcadesineWikipedia
D02742KEGG DRUG
DB04944DrugBank
Registry NumbersSources
Reaxys:38255Reaxys
CAS:2627-69-2ChemIDplus
CAS:2627-69-2KEGG DRUG
Citations