CHEBI:4710 - doxepin

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ChEBI Name doxepin
ChEBI ID CHEBI:4710
Definition A dibenzooxepine that is 6,11-dihydrodibenzo[b,e]oxepine substituted by a 3-(dimethylamino)propylidene group at position 11. It is used as an antidepressant drug.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H21NO
Net Charge 0
Average Mass 279.37618
Monoisotopic Mass 279.162
InChI InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3
InChIKey ODQWQRRAPPTVAG-UHFFFAOYSA-N
SMILES [H]C(CCN(C)C)=C1c2ccccc2COc2ccccc12
Roles Classification
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing doxepin (CHEBI:4710) has role antidepressant (CHEBI:35469)
doxepin (CHEBI:4710) is a dibenzooxepine (CHEBI:38926)
doxepin (CHEBI:4710) is a tertiary amino compound (CHEBI:50996)
Incoming cis-doxepin (CHEBI:36691) is a doxepin (CHEBI:4710)
IUPAC Name
3-dibenzo[b,e]oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine
Synonyms Sources
3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine NIST Chemistry WebBook
Doxepin KEGG COMPOUND
Database Links Databases
956 DrugCentral
C06971 KEGG COMPOUND
D07875 KEGG DRUG
DB01142 DrugBank
Doxepin Wikipedia
HMDB15273 HMDB
LSM-2803 LINCS
View more database links
Registry Numbers Types Sources
1348849 Beilstein Registry Number Beilstein
1348849 Reaxys Registry Number Reaxys
1668-19-5 CAS Registry Number KEGG COMPOUND
1668-19-5 CAS Registry Number NIST Chemistry WebBook
1668-19-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15014590 PubMed citation Europe PMC
19357442 PubMed citation Europe PMC
Last Modified
22 February 2017