CHEBI:36791 - escitalopram

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ChEBI Name escitalopram
ChEBI ID CHEBI:36791
Definition A 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile that has S-configuration at the chiral centre. It is the active enantiomer of citalopram.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H21FN2O
Net Charge 0
Average Mass 324.39202
Monoisotopic Mass 324.164
InChI InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m0/s1
InChIKey WSEQXVZVJXJVFP-FQEVSTJZSA-N
SMILES CN(C)CCC[C@]1(OCc2cc(ccc12)C#N)c1ccc(F)cc1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing escitalopram (CHEBI:36791) has role antidepressant (CHEBI:35469)
escitalopram (CHEBI:36791) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
escitalopram (CHEBI:36791) is a 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile (CHEBI:77397)
escitalopram (CHEBI:36791) is conjugate base of escitalopram(1+) (CHEBI:77406)
escitalopram (CHEBI:36791) is enantiomer of (R)-citalopram (CHEBI:36792)
Incoming citalopram (CHEBI:3723) has part escitalopram (CHEBI:36791)
escitalopram(1+) (CHEBI:77406) is conjugate acid of escitalopram (CHEBI:36791)
(R)-citalopram (CHEBI:36792) is enantiomer of escitalopram (CHEBI:36791)
IUPAC Name
(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
INNs Sources
escitalopram WHO MedNet
escitalopram WHO MedNet
escitalopram WHO MedNet
escitalopramum WHO MedNet
Synonyms Sources
(+)-citalopram ChEBI
(S)-citalopram ChemIDplus
S(+)-citalopram ChemIDplus
S-(+)-citalopram ChEBI
Brand Name Source
Esertia KEGG DRUG
Manual Xrefs Databases
1053 DrugCentral
D07913 KEGG DRUG
DB01175 DrugBank
Escitalopram Wikipedia
HMDB0005028 HMDB
LSM-3569 LINCS
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Registry Numbers Types Sources
128196-01-0 CAS Registry Number ChemIDplus
9001444 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017