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CHEBI:36791 - escitalopram

ChEBI IDCHEBI:36791
ChEBI Nameescitalopram
Stars
DefinitionA 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.
Last Modified9 October 2023
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC20H21FN2O
Net Charge0
Average Mass324.399
Monoisotopic Mass324.16379
SMILESCN(C)CCC[C@@]1(c2ccc(F)cc2)OCc2cc(C#N)ccc21
InChIInChI=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
InChIKeyWSEQXVZVJXJVFP-FQEVSTJZSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) blood (UBERON:0000178) PubMed (14708881)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
escitalopramumWHO MedNet
escitalopramWHO MedNet
escitalopramWHO MedNet
escitalopramWHO MedNet
Synonyms  Source
(S)-citalopramChemIDplus
S(+)-citalopramChemIDplus
S-(+)-citalopramChEBI
(+)-citalopramChEBI
Brand Name  Source
EsertiaKEGG DRUG
Manual XrefsDatabases
EscitalopramWikipedia
DB01175DrugBank
D07913KEGG DRUG
HMDB0005028HMDB
LSM-3569LINCS
1053DrugCentral
Registry NumbersSources
Beilstein:9001444Beilstein
CAS:128196-01-0ChemIDplus
Citations