CHEBI:145697 - butropium

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ChEBI Name butropium
ChEBI ID CHEBI:145697
Definition A carboxylic ester resulting from the formal condensation of the carboxy group of (2S)-3-hydroxy-2-phenylpropanoic acid with the hydroxy group of (3-endo)-8-(4-butoxybenzyl)-3-hydroxy-8-methyl-8-azoniabicyclo[3.2.1]octane. Its bromide salt is used as an antispasmodic drug.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H38NO4
Net Charge +1
Average Mass 452.614
Monoisotopic Mass 452.27954
InChI InChI=1S/C28H38NO4/c1-3-4-16-32-25-14-10-21(11-15-25)19-29(2)23-12-13-24(29)18-26(17-23)33-28(31)27(20-30)22-8-6-5-7-9-22/h5-11,14-15,23-24,26-27,30H,3-4,12-13,16-20H2,1-2H3/q+1/t23-,24+,26+,27-,29?/m1/s1
InChIKey ALVDDLOWVXJXCD-OTSXCXJCSA-N
SMILES [C@@H]1(C[C@H]2CC[C@@H](C1)[N+]2(C)CC3=CC=C(C=C3)OCCCC)OC([C@@H](C=4C=CC=CC4)CO)=O
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): muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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.
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ChEBI Ontology
Outgoing butropium (CHEBI:145697) has role antispasmodic drug (CHEBI:53784)
butropium (CHEBI:145697) has role muscarinic antagonist (CHEBI:48876)
butropium (CHEBI:145697) is a aromatic ether (CHEBI:35618)
butropium (CHEBI:145697) is a bridged compound (CHEBI:35990)
butropium (CHEBI:145697) is a carboxylic ester (CHEBI:33308)
butropium (CHEBI:145697) is a quaternary ammonium ion (CHEBI:35267)
Incoming butropium bromide (CHEBI:31327) has part butropium (CHEBI:145697)
IUPAC Name
(3-endo)-8-(4-butoxybenzyl)-3-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-8-methyl-8-azoniabicyclo[3.2.1]octane
Manual Xref Database
456 DrugCentral
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Registry Number Type Source
107080-63-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
4084348 PubMed citation Europe PMC
7431672 PubMed citation Europe PMC
Last Modified
17 December 2019