methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate

• ChemBase ID: 3957
• Molecular Formular: C8H13NO2
• Molecular Mass: 155.19432
• Monoisotopic Mass: 155.09462866
• SMILES: COC(=O)C1=CCCN(C)C1
• Canonical SMILES: COC(=O)C1=CCCN(C1)C
• InChI: InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3
• InChIKey: HJJPJSXJAXAIPN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
• IUPAC Traditional name: arecoline
• Synonyms: Arecoline

Database IDs

• CAS Number: 63-75-2
• PubChem SID: 46507231; 160967392
• PubChem CID: 2230

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.0103986
• LogD (pH = 7.4): -0.23643036
• Log P: 0.64880264
• Molar Refractivity: 43.861 cm^3
• Polarizability: 16.78932 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.55
• LOG S: 0.46
• Solubility (Water): 4.46e+02 g/l

DETAILS

DrugBank - DB04365

• Drug Groups: experimental
• Description: 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. [PubChem]