CHEBI:50189 - deptropine

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ChEBI Name deptropine
ChEBI ID CHEBI:50189
Definition An azabicycloalkane that is the 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl ether of tropine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H27NO
Net Charge 0
Average Mass 333.46660
InChI InChI=1S/C23H27NO/c1-24-18-12-13-19(24)15-20(14-18)25-23-21-8-4-2-6-16(21)10-11-17-7-3-5-9-22(17)23/h2-9,18-20,23H,10-15H2,1H3/t18-,19+,20+
InChIKey ZWPODSUQWXAZNC-PMOLBWCYSA-N
SMILES CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC1c2ccccc2CCc2ccccc12
Roles Classification
Biological Role(s): parasympatholytic
Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Application(s): parasympatholytic
Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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ChEBI Ontology
Outgoing deptropine (CHEBI:50189) has functional parent tropine (CHEBI:15884)
deptropine (CHEBI:50189) has role H1-receptor antagonist (CHEBI:37955)
deptropine (CHEBI:50189) has role muscarinic antagonist (CHEBI:48876)
deptropine (CHEBI:50189) has role parasympatholytic (CHEBI:50370)
deptropine (CHEBI:50189) is a azabicycloalkane (CHEBI:38295)
deptropine (CHEBI:50189) is a ether (CHEBI:25698)
Incoming deptropine citrate (CHEBI:50190) has part deptropine (CHEBI:50189)
IUPAC Name
(3-endo)-3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yloxy)-8-methyl-8-azabicyclo[3.2.1]octane
INNs Sources
deptropina ChemIDplus
deptropine ChemIDplus
deptropinum ChemIDplus
Synonyms Sources
dibenzheptropine ChemIDplus
endo-3-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-H,5αH-tropane ChEBI
endo-3-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane ChEBI
Database Link Database
D07404 KEGG DRUG
View more database links
Registry Numbers Types Sources
13497401 Reaxys Registry Number Reaxys
1437981 Beilstein Registry Number Beilstein
604-51-3 CAS Registry Number ChemIDplus
604-51-3 CAS Registry Number NIST Chemistry WebBook
Last Modified
09 May 2011
General Comment
2011-05-09 A sedating antihistamine with antimuscarinic properties, deptropine was used (generally as the citrate salt) in the treatment of respiratory tract disorders.