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Inhibitor Report for: Carbachol

Carbachol is a synthetic choline ester and a positively charged quaternary ammonium compound. Carbachol is a parasympathomimetic that mimics the effect of acetylcholine on both the muscarinic and nicotinic receptors. This drug is administered ocularly to induce miosis to reduce intraocular pressure in the treatment of glaucoma. Carbachol is also used to stimulate micturition by contraction of detrusor muscle. This drug may cause hypotension, bradycardia, nausea, vomiting, bronchospasm, and abdominal cramps. As a carbamate it is a slowly hydrolyzed substrate of acetylcholinesterase


General
Type Not A/B H target, Carbamate, Trimethylammonium, Analogue of substrate, Drug
Chemical_Nomenclature 2-carbamoyloxyethyl(trimethyl)azanium;chloride
Canonical SMILES C[N+](C)(C)CCOC(=O)N.[Cl-]
InChI InChI=1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H
InChIKey AIXAANGOTKPUOY-UHFFFAOYSA-N
Other name(s) Carbamylcholine ; Carbamoylcholine ; Carbastat ; Carbacholin ; Carbacholine ; Carbacolina ; Carbamiotin ; Carbocholin ; Carbocholine ; Carbochol ; Carcholin ; Miostat ; Carbacholinum ; Karbachol ; 2-[(Aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride ; (2-hydroxyethyl)trimethylammonium chloride carbamate ; 2-carbamoyloxyethyl-trimethyl-ammonium
________________________________________________________________________________________________
MW|147.196
Formula|C6H15N2O2
CAS_number|51-83-2
PubChem|5831, 2551
UniChem|AIXAANGOTKPUOY-UHFFFAOYSA-N
IUPHAR|
Wikipedia|Carbachol

Target
Families | Carbachol ligand of proteins in family: ACHE, BCHE

References:
Search PubMed for references concerning: Carbachol
    Title: Molecular basis of inhibition of substrate hydrolysis by a ligand bound to the peripheral site of acetylcholinesterase
    Auletta JT, Johnson JL, Rosenberry TL
    Ref: Chemico-Biological Interactions, 187:135, 2010 : PubMed

            

    Title: Analysis of the reaction of carbachol with acetylcholinesterase using thioflavin T as a coupled fluorescence reporter
    Rosenberry TL, Sonoda LK, Dekat SE, Cusack B, Johnson JL
    Ref: Biochemistry, 47:13056, 2008 : PubMed

            

    Title: Monitoring the reaction of carbachol with acetylcholinesterase by thioflavin T fluorescence and acetylthiocholine hydrolysis
    Rosenberry TL, Sonoda LK, Dekat SE, Cusack B, Johnson JL
    Ref: Chemico-Biological Interactions, 175:235, 2008 : PubMed