CHEBI:145791 - trospium

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ChEBI Name trospium
ChEBI ID CHEBI:145791
Definition A carboxylic ester resulting from the formal condensation of the carboxy group of hydroxy(diphenyl)acetic acid with the hydroxy group of (1S,3R,5R)-3-hydroxy-8λ5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium. Its chloride salt is used to treat overactive bladder.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H30NO3
Net Charge +1
Average Mass 392.518
Monoisotopic Mass 392.22202
InChI InChI=1S/C25H30NO3/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26/h1-6,9-12,21-23,28H,7-8,13-18H2/q+1/t21-,22+,23+
InChIKey OYYDSUSKLWTMMQ-JKHIJQBDSA-N
SMILES [N+]12([C@]3(C[C@H](OC(C(C4=CC=CC=C4)(C5=CC=CC=C5)O)=O)C[C@@]1(CC3)[H])[H])CCCC2
Roles Classification
Biological Role(s): 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): antispasmodic drug
A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
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 trospium (CHEBI:145791) has role antispasmodic drug (CHEBI:53784)
trospium (CHEBI:145791) has role muscarinic antagonist (CHEBI:48876)
trospium (CHEBI:145791) is a azabicycloalkane (CHEBI:38295)
trospium (CHEBI:145791) is a carboxylic ester (CHEBI:33308)
trospium (CHEBI:145791) is a quaternary ammonium ion (CHEBI:35267)
trospium (CHEBI:145791) is a tertiary alcohol (CHEBI:26878)
Incoming trospium chloride (CHEBI:32270) has part trospium (CHEBI:145791)
IUPAC Name
(1S,3R,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8λ5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium
Synonyms Sources
(1α,3β,5α)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium] ChEBI
tropsium cation ChemIDplus
tropsium ion ChEBI
Manual Xrefs Databases
2776 DrugCentral
DB00209 DrugBank
HMDB0014354 HMDB
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Registry Number Type Source
47608-32-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21212936 PubMed citation Europe PMC
26186951 PubMed citation Europe PMC
28247723 PubMed citation Europe PMC
30656943 PubMed citation Europe PMC
30697533 PubMed citation Europe PMC
31602966 PubMed citation Europe PMC
Last Modified
17 January 2020