CHEBI:3723 - citalopram

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ChEBI Name citalopram
ChEBI ID CHEBI:3723
Definition A racemate comprising equimolar amounts of (R)-citalopram and its enantiomer, escitalopram. It is used as an antidepressant, although only escitalopram is active.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H21FN2O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor
An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12).
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).
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing citalopram (CHEBI:3723) has part (R)-citalopram (CHEBI:36792)
citalopram (CHEBI:3723) has part escitalopram (CHEBI:36791)
citalopram (CHEBI:3723) has role antidepressant (CHEBI:35469)
citalopram (CHEBI:3723) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402)
citalopram (CHEBI:3723) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
citalopram (CHEBI:3723) has role environmental contaminant (CHEBI:78298)
citalopram (CHEBI:3723) has role serotonin uptake inhibitor (CHEBI:50949)
citalopram (CHEBI:3723) has role xenobiotic (CHEBI:35703)
citalopram (CHEBI:3723) is a racemate (CHEBI:60911)
IUPAC Name
rac-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
INNs Sources
citalopram WHO MedNet
citalopram WHO MedNet
citalopram ChemIDplus
citalopramum ChemIDplus
Synonyms Sources
1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-5-isobenzofurancarbonitrile ChemIDplus
1-(3-(dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile ChemIDplus
Citalopram KEGG COMPOUND
Lu 10-171 ChemIDplus
Nitalapram ChemIDplus
Brand Names Sources
Cipram ChemIDplus
Citadur KEGG DRUG
Database Links Databases
C07572 KEGG COMPOUND
Citalopram Wikipedia
D07704 KEGG DRUG
DB00215 DrugBank
DE2657013 Patent
EP0171943 Patent
EP1506963 Patent
HMDB0005038 HMDB
US4136193 Patent
View more database links
Registry Numbers Types Sources
1397373 Reaxys Registry Number Reaxys
1397373 Beilstein Registry Number Beilstein
59729-33-8 CAS Registry Number KEGG COMPOUND
59729-33-8 CAS Registry Number ChemIDplus
59729-33-8 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11336616 PubMed citation Europe PMC
18213744 PubMed citation Europe PMC
18219053 PubMed citation Europe PMC
19747949 PubMed citation Europe PMC
20825390 PubMed citation Europe PMC
Last Modified
22 February 2017