CHEBI:5118 - fluoxetine

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ChEBI Name fluoxetine
ChEBI ID CHEBI:5118
Definition A racemate comprising equimolar amounts of (R)- and (S)-fluoxetine. A selective serotonin reuptake inhibitor (SSRI), it is used (generally as the hydrochloride salt) for the treatment of depression (and the depressive phase of bipolar disorder), bullimia nervosa, and obsessive-compulsive disorder.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H18F3NO
Net Charge 0
Average Mass 309.32610
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
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.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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): drug allergen
Any drug which causes the onset of an allergic reaction.
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.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing fluoxetine (CHEBI:5118) has functional parent (trifluoromethyl)benzene (CHEBI:36810)
fluoxetine (CHEBI:5118) has part (R)-fluoxetine (CHEBI:86991)
fluoxetine (CHEBI:5118) has part (S)-fluoxetine (CHEBI:86992)
fluoxetine (CHEBI:5118) has role analgesic (CHEBI:35480)
fluoxetine (CHEBI:5118) has role antidepressant (CHEBI:35469)
fluoxetine (CHEBI:5118) has role drug allergen (CHEBI:88188)
fluoxetine (CHEBI:5118) has role environmental contaminant (CHEBI:78298)
fluoxetine (CHEBI:5118) has role serotonin uptake inhibitor (CHEBI:50949)
fluoxetine (CHEBI:5118) has role xenobiotic (CHEBI:35703)
fluoxetine (CHEBI:5118) is a racemate (CHEBI:60911)
IUPAC Name
rac-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
INNs Sources
fluoxetina ChemIDplus
fluoxétine WHO MedNet
fluoxetine KEGG DRUG
fluoxetinum ChemIDplus
Synonyms Sources
(±)-N-methyl-3-phenyl-3-((α,α,α-trifluoro-p-tolyl)oxy)propylamine ChemIDplus
(±)-N-methyl-γ-(4-(trifluoromethyl)phenoxy)benzenepropanamine ChemIDplus
Brand Name Source
Prozac DrugBank
Database Links Databases
D00326 KEGG DRUG
DB00472 DrugBank
DE2500110 Patent
Fluoxetine Wikipedia
HMDB0014615 HMDB
US4314081 Patent
View more database links
Registry Numbers Types Sources
3991406 Reaxys Registry Number Reaxys
39914106 Beilstein Registry Number Beilstein
54910-89-3 CAS Registry Number ChemIDplus
54910-89-3 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
19144769 PubMed citation Europe PMC
22903652 PubMed citation Europe PMC
22923967 PubMed citation Europe PMC
23885544 PubMed citation Europe PMC
24184049 PubMed citation Europe PMC
24399719 PubMed citation Europe PMC
24464553 PubMed citation Europe PMC
24997906 PubMed citation Europe PMC
25448156 PubMed citation Europe PMC
25639887 PubMed citation Europe PMC
25671301 PubMed citation Europe PMC
8694321 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag