(S)-fluoxetine (CHEBI:86992)

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CHEBI:86992 - (S)-fluoxetine

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ChEBI ID	CHEBI:86992
ChEBI Name	(S)-fluoxetine
Stars
ASCII Name	(S)-fluoxetine
Definition	An N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine that has S configuration. [The antidepressant drug fluoxetine is a racemate comprising equimolar amounts of (R)- and (S)-fluoxetine].
Last Modified	20 July 2015
Submitter	Gareth Owen
Downloads	Molfile

Formula	C17H18F3NO
Net Charge	0
Average Mass	309.331
Monoisotopic Mass	309.13405
SMILES	CNCC[C@H](Oc1ccc(C(F)(F)F)cc1)c1ccccc1
InChI	InChI=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-/m0/s1
InChIKey	RTHCYVBBDHJXIQ-INIZCTEOSA-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)
	(S)-fluoxetine (CHEBI:86992) has role antidepressant (CHEBI:35469)
	(S)-fluoxetine (CHEBI:86992) has role serotonin uptake inhibitor (CHEBI:50949)
	(S)-fluoxetine (CHEBI:86992) is a N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine (CHEBI:86990)
	(S)-fluoxetine (CHEBI:86992) is conjugate base of (S)-fluoxetine(1+) (CHEBI:86995)
	(S)-fluoxetine (CHEBI:86992) is enantiomer of (R)-fluoxetine (CHEBI:86991)
Incoming Relation(s)
	fluoxetine (CHEBI:5118) has part (S)-fluoxetine (CHEBI:86992)
	(S)-fluoxetine(1+) (CHEBI:86995) is conjugate acid of (S)-fluoxetine (CHEBI:86992)
	(R)-fluoxetine (CHEBI:86991) is enantiomer of (S)-fluoxetine (CHEBI:86992)

IUPAC Name
(3S)-N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine

Synonyms	Source
(−)-fluoxetine	ChEBI
(S)-N-methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine	ChEBI
(S)-N-methyl-3-(4-trifluoromethylphenyloxy)-3-(phenyl)propylamine	ChEBI
(S)-N-methyl-3-phenyl-3-[(α,α,α-trifluoro-p-tolyl)oxy]propylamine	ChEBI
(S)-N-methyl-γ-(4-trifluoromethylphenoxy)-3-phenylpropylamine	ChEBI
(S)-(−)-fluoxetine	ChEBI

Registry Numbers	Sources
Reaxys:4356433	Reaxys

Citations