CHEBI:145701 - butylscopolamine

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ChEBI Name butylscopolamine
ChEBI ID CHEBI:145701
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 (2R,4S,5S,7s)-9-butyl-7-hydroxy-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H30NO4
Net Charge +1
Average Mass 360.473
Monoisotopic Mass 360.21693
InChI InChI=1S/C21H30NO4/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14/h5-9,15-20,23H,3-4,10-13H2,1-2H3/q+1/t15-,16-,17-,18+,19-,20+,22?/m1/s1
InChIKey YBCNXCRZPWQOBR-WVHCHWADSA-N
SMILES [C@@H]12[C@@H](O1)[C@H]3[N+](C)([C@@H]2C[C@H](C3)OC(=O)[C@@H](C4=CC=CC=C4)CO)CCCC
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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 butylscopolamine (CHEBI:145701) has role antispasmodic drug (CHEBI:53784)
butylscopolamine (CHEBI:145701) has role muscarinic antagonist (CHEBI:48876)
butylscopolamine (CHEBI:145701) is a carboxylic ester (CHEBI:33308)
butylscopolamine (CHEBI:145701) is a epoxide (CHEBI:32955)
butylscopolamine (CHEBI:145701) is a quaternary ammonium ion (CHEBI:35267)
butylscopolamine (CHEBI:145701) is a tropane alkaloid (CHEBI:37332)
Incoming butylscopolamine bromide (CHEBI:32123) has part butylscopolamine (CHEBI:145701)
IUPAC Name
(2R,4S,5S,7s)-9-butyl-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane
Synonyms Sources
butilescopolamina DrugBank
butylscopolammonium DrugCentral
N-butylscopolamine ChEBI
N-butylscopolammonium DrugBank
N-butylscopolammonium cation DrugBank
N-butylscopolammonium ion DrugBank
Manual Xrefs Databases
458 DrugCentral
DB09300 DrugBank
View more database links
Registry Number Type Source
7182-53-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11189901 PubMed citation Europe PMC
15586641 PubMed citation Europe PMC
17039447 PubMed citation Europe PMC
18049092 PubMed citation Europe PMC
19468628 PubMed citation Europe PMC
22467253 PubMed citation Europe PMC
22925156 PubMed citation Europe PMC
23869107 PubMed citation Europe PMC
27033592 PubMed citation Europe PMC
27557455 PubMed citation Europe PMC
30076627 PubMed citation Europe PMC
Last Modified
18 December 2019