3-{[4-(benzyloxy)-3-methoxyphenyl]methyl}-4-ethoxy-4-oxobutanoic acid

• ChemBase ID: 161817
• Molecular Formular: C21H24O6
• Molecular Mass: 372.41166
• Monoisotopic Mass: 372.15728849
• SMILES: c1(c(ccc(c1)CC(CC(=O)O)C(=O)OCC)OCc1ccccc1)OC
• Canonical SMILES: CCOC(=O)C(Cc1ccc(c(c1)OC)OCc1ccccc1)CC(=O)O
• InChI: InChI=1S/C21H24O6/c1-3-26-21(24)17(13-20(22)23)11-16-9-10-18(19(12-16)25-2)27-14-15-7-5-4-6-8-15/h4-10,12,17H,3,11,13-14H2,1-2H3,(H,22,23)
• InChIKey: ADQVNRCQCQMPAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[4-(benzyloxy)-3-methoxyphenyl]methyl}-4-ethoxy-4-oxobutanoic acid
• IUPAC Traditional name: 3-{[4-(benzyloxy)-3-methoxyphenyl]methyl}-4-ethoxy-4-oxobutanoic acid
• Synonyms: [[3-Methoxy-4-(phenylmethoxy)phenyl]methyl]butanedioic Acid Ethyl Ester; [[4-Benzyloxy-3-methoxyphenyl]methyl]butanedioic Acid Ethyl Ester

Database IDs

• PubChem SID: 162255952
• PubChem CID: 71313896

CALCULATED PROPERTIES

• Acid pKa: 3.8864799
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.015979
• LogD (pH = 7.4): 0.41418478
• Log P: 3.6347086
• Molar Refractivity: 99.8642 cm^3
• Polarizability: 39.13745 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Tetrahydrofuran
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - B286585

Intermediate in the preparation of a lignan (phenylpropanoid) with significant estrogenic activity.