EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:36791 - escitalopram

Default Structure
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 Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
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).
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
ChEBI Ontology
Outgoing Relation(s)
escitalopram (CHEBI:36791) has role antidepressant (CHEBI:35469)
escitalopram (CHEBI:36791) has role antihypertensive agent (CHEBI:35674)
escitalopram (CHEBI:36791) has role antineoplastic agent (CHEBI:35610)
escitalopram (CHEBI:36791) has role antipsychotic agent (CHEBI:35476)
escitalopram (CHEBI:36791) has role antirheumatic drug (CHEBI:35842)
escitalopram (CHEBI:36791) has role antiviral agent (CHEBI:22587)
escitalopram (CHEBI:36791) has role anxiolytic drug (CHEBI:35474)
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
escitalopramWHO MedNet
escitalopramWHO MedNet
escitalopramWHO MedNet
escitalopramumWHO MedNet
Synonyms  Source
(+)-citalopramChEBI
EsitolChEMBL
(S)-citalopramChemIDplus
S(+)-citalopramChemIDplus
S-(+)-citalopramChEBI
LU-26-054ChEMBL
Brand Name  Source
EsertiaKEGG DRUG
Manual XrefsDatabases
1053DrugCentral
D07913KEGG DRUG
DB01175DrugBank
EscitalopramWikipedia
HMDB0005028HMDB
LSM-3569LINCS
Registry NumbersSources
Beilstein:9001444Beilstein
CAS:128196-01-0ChemIDplus
Citations