1-methylpyridin-1-ium-3-carboxylate

• ChemBase ID: 129998
• Molecular Formular: C7H7NO2
• Molecular Mass: 137.13598
• Monoisotopic Mass: 137.04767847
• SMILES: O=C([O-])c1ccc[n+](c1)C
• Canonical SMILES: C[n+]1cccc(c1)C(=O)[O-]
• InChI: InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3
• InChIKey: WWNNZCOKKKDOPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methylpyridin-1-ium-3-carboxylate
• IUPAC Traditional name: trigonelline
• Synonyms: Nicotinic acid N- methylbetaine; Coffearine; Caffearine; Gynesine; Trigenolline; Trigonelline

Database IDs

• CAS Number: 535-83-1
• PubChem SID: 162224284
• PubChem CID: 5570
• CHEBI ID: 18123
• CHEMBL: 350675
• Chemspider ID: 5369
• Wikipedia Title: Trigonelline

CALCULATED PROPERTIES

• Acid pKa: 2.7829633
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.7591012
• LogD (pH = 7.4): -3.7596724
• Log P: -3.5302122
• Molar Refractivity: 48.1498 cm^3
• Polarizability: 13.704309 Å^3
• Polar Surface Area: 44.01 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 230–233 °C (monohydrate); 258–259 °C (hydrochloride)
• Density: ? g/cm^3