CHEBI:53289 - donepezil

ChEBI IDCHEBI:53289
ChEBI Namedonepezil
Stars
DefinitionA racemate comprising equimolar amounts of (R)- and (S)-donepezil. A centrally acting reversible acetylcholinesterase inhibitor, its main therapeutic use is in the treatment of Alzheimer's disease where it is used to increase cortical acetylcholine.
Last Modified26 November 2019
SubmitterSteve
DownloadsMolfile
FormulaC24H29NO3
Net Charge0
Average Mass379.500
Monoisotopic Mass379.21474
SMILES[H]C1(CC2CCN(Cc3ccccc3)CC2)Cc2cc(OC)c(OC)cc2C1=O
InChIInChI=1S/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3
InChIKeyADEBPBSSDYVVLD-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.1.1.8 (cholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.7 (acetylcholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
Application:
nootropic agent  Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
ChEBI Ontology
Outgoing Relation(s)
donepezil (CHEBI:53289) has part (R)-donepezil (CHEBI:53292)
donepezil (CHEBI:53289) has part (S)-donepezil (CHEBI:53290)
donepezil (CHEBI:53289) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
donepezil (CHEBI:53289) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
donepezil (CHEBI:53289) has role nootropic agent (CHEBI:66980)
donepezil (CHEBI:53289) is a racemate (CHEBI:60911)
donepezil (CHEBI:53289) is conjugate base of donepezil (1+) (CHEBI:145498)
Incoming Relation(s)
donepezil (1+) (CHEBI:145498) is conjugate acid of donepezil (CHEBI:53289)
INNs  Source
donepezilChemIDplus
donépézilWHO MedNet
donepeziloWHO MedNet
donepezilumWHO MedNet
Manual XrefsDatabases
D07869KEGG DRUG
DB00843DrugBank
DonepezilWikipedia
LSM-1598LINCS
946DrugCentral
Registry NumbersSources
Reaxys:7081955Reaxys
CAS:120014-06-4KEGG DRUG
CAS:120014-06-4ChemIDplus
CAS:120014-06-4DrugBank