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CHEBI:86991 - (R)-fluoxetine

Default Structure
ChEBI IDCHEBI:86991
ChEBI Name(R)-fluoxetine
Stars
ASCII Name(R)-fluoxetine
DefinitionAn N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has R configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine].
Last Modified20 July 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC17H18F3NO
Net Charge0
Average Mass309.331
Monoisotopic Mass309.13405
SMILESCNCC[C@@H](Oc1ccc(C(F)(F)F)cc1)c1ccccc1
InChIInChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3/t16-/m1/s1
InChIKeyRTHCYVBBDHJXIQ-MRXNPFEDSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
(R)-fluoxetine (CHEBI:86991) has role antidepressant (CHEBI:35469)
(R)-fluoxetine (CHEBI:86991) has role serotonin uptake inhibitor (CHEBI:50949)
(R)-fluoxetine (CHEBI:86991) is a N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine (CHEBI:86990)
(R)-fluoxetine (CHEBI:86991) is conjugate base of (R)-fluoxetine(1+) (CHEBI:86993)
(R)-fluoxetine (CHEBI:86991) is enantiomer of (S)-fluoxetine (CHEBI:86992)
Incoming Relation(s)
fluoxetine (CHEBI:5118) has part (R)-fluoxetine (CHEBI:86991)
(R)-fluoxetine(1+) (CHEBI:86993) is conjugate acid of (R)-fluoxetine (CHEBI:86991)
(S)-fluoxetine (CHEBI:86992) is enantiomer of (R)-fluoxetine (CHEBI:86991)
IUPAC Name 
(3R)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
Synonyms  Source
(+)-fluoxetineChEBI
(R)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamineChemIDplus
(R)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamineChEBI
(R)-N-methyl-3-phenyl-3-[(α,α,α-trifluoro-p-tolyl)oxy]propylamineChEBI
(R)-N-methyl-γ-(4-trifluoromethylphenoxy)-3-phenylpropylamineChEBI
(R)-(+)-fluoxetineChEBI
Registry NumbersSources
Reaxys:4356432Reaxys
CAS:100568-03-4ChemIDplus
Citations