Arecoline hydrobromideProduct ingredient for Arecoline

Name
Arecoline hydrobromide
Drug Entry
Arecoline

An alkaloid obtained from the betel nut (Areca catechu), fruit of a palm tree. It is an agonist at both muscarinic and nicotinic acetylcholine receptors. It is used in the form of various salts as a ganglionic stimulant, a parasympathomimetic, and a vermifuge, especially in veterinary practice. It has been used as a euphoriant in the Pacific Islands.

Accession Number
DBSALT002647
Structure
Synonyms
Arecoline bromide / N-Methyltetrahydronicotinic acid methyl ester hydrobromide / Taeniolin
UNII
24S79B9CX7
CAS Number
300-08-3
Weight
Average: 236.106
Monoisotopic: 235.020791344
Chemical Formula
C8H14BrNO2
InChI Key
AXOJRQLKMVSHHZ-UHFFFAOYSA-N
InChI
InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
IUPAC Name
methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide
SMILES
Br.COC(=O)C1=CCCN(C)C1
ChemSpider
8942
ChEMBL
CHEMBL449209
Predicted Properties
PropertyValueSource
Water Solubility446.0 mg/mLALOGPS
logP0.55ALOGPS
logP0.65Chemaxon
logS0.46ALOGPS
pKa (Strongest Basic)8.23Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area29.54 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity43.86 m3·mol-1Chemaxon
Polarizability17.1 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon