pyridin-1-ium 2-(benzyloxy)-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl sulfate

• ChemBase ID: 161606
• Molecular Formular: C22H21NO7S
• Molecular Mass: 443.46964
• Monoisotopic Mass: 443.10387302
• SMILES: c1(c(ccc(c1)/C=C/C(=O)OC)OCc1ccccc1)OS(=O)(=O)[O-].c1c[nH+]ccc1
• Canonical SMILES: c1ccc[nH+]c1.COC(=O)/C=C/c1ccc(c(c1)OS(=O)(=O)[O-])OCc1ccccc1
• InChI: InChI=1S/C17H16O7S.C5H5N/c1-22-17(18)10-8-13-7-9-15(16(11-13)24-25(19,20)21)23-12-14-5-3-2-4-6-14;1-2-4-6-5-3-1/h2-11H,12H2,1H3,(H,19,20,21);1-5H/b10-8+
• InChIKey: GDHMQHTYOSTCLG-VRTOBVRTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridin-1-ium 2-(benzyloxy)-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl sulfate
• IUPAC Traditional name: pyridium 2-(benzyloxy)-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl sulfate
• Synonyms: 3-(4-Benzyloxy-4-O-sulfatephenyl)-2-propenoic Acid Methyl Ester Pyridinium Salt; 4-O-Benzyl-caffeic Acid 3-O-Sulfate Methyl Ester Pyridinium Salt

Database IDs

• PubChem SID: 162255741
• PubChem CID: 71313842

CALCULATED PROPERTIES

• Acid pKa: -2.0110586
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.9268412
• LogD (pH = 7.4): 0.9268381
• Log P: 3.3032367
• Molar Refractivity: 89.7558 cm^3
• Polarizability: 35.644543 Å^3
• Polar Surface Area: 101.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - B279765

Caffeic Acid (C080000) derivative. Constituent of plants.