CHEBI:51329 - esoxybutynin

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ChEBI Name esoxybutynin
ChEBI ID CHEBI:51329
Definition A 4-(diethylamino)but-2-yn-1-ol yhat has S configuration. In contrast to the (R)- enantiomer, esoxybutynin exhibits essentially no anticholinergic activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H31NO3
Net Charge 0
Average Mass 357.494
Monoisotopic Mass 357.23039
InChI InChI=1S/C22H31NO3/c1-3-23(4-2)17-11-12-18-26-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3/t22-/m1/s1
InChIKey XIQVNETUBQGFHX-JOCHJYFZSA-N
SMILES C1(CCCCC1)[C@](C2=CC=CC=C2)(C(OCC#CCN(CC)CC)=O)O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
calcium channel blocker
One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
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.
local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing esoxybutynin (CHEBI:51329) has role calcium channel blocker (CHEBI:38215)
esoxybutynin (CHEBI:51329) has role local anaesthetic (CHEBI:36333)
esoxybutynin (CHEBI:51329) has role muscarinic antagonist (CHEBI:48876)
esoxybutynin (CHEBI:51329) is a 4-(diethylamino)but-2-yn-1-ol (CHEBI:144551)
esoxybutynin (CHEBI:51329) is enantiomer of (R)-oxybutynin (CHEBI:144552)
Incoming esoxybutynin chloride (CHEBI:51330) has part esoxybutynin (CHEBI:51329)
oxybutynin (CHEBI:7856) has part esoxybutynin (CHEBI:51329)
(R)-oxybutynin (CHEBI:144552) is enantiomer of esoxybutynin (CHEBI:51329)
IUPAC Name
4-(diethylamino)but-2-yn-1-yl (2S)-cyclohexyl(hydroxy)phenylacetate
INNs Sources
esoxibutinina WHO MedNet
esoxybutynin WHO MedNet
ésoxybutynine WHO MedNet
esoxybutyninum WHO MedNet
Synonyms Sources
(+)-oxybutynin ChEBI
(S)-(+)-oxybutynin ChEBI
(S)-oxybutynin ChEBI
Registry Number Type Source
119618-22-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10987980 PubMed citation Europe PMC
12001823 PubMed citation Europe PMC
12431028 PubMed citation Europe PMC
24036364 PubMed citation Europe PMC
25215879 PubMed citation Europe PMC
26852022 PubMed citation Europe PMC
Last Modified
26 September 2019