methyl (4E)-6-(4,6-dimethoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate

• ChemBase ID: 174006
• Molecular Formular: C19H24O6
• Molecular Mass: 348.39026
• Monoisotopic Mass: 348.15728849
• SMILES: c1(c(c(c(c2c1COC2=O)OC)C/C=C(/CCC(=O)OC)\C)OC)C
• Canonical SMILES: COC(=O)CC/C(=C/Cc1c(OC)c(C)c2c(c1OC)C(=O)OC2)/C
• InChI: InChI=1S/C19H24O6/c1-11(7-9-15(20)22-3)6-8-13-17(23-4)12(2)14-10-25-19(21)16(14)18(13)24-5/h6H,7-10H2,1-5H3/b11-6+
• InChIKey: RJVANKLHHLOSMS-IZZDOVSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4E)-6-(4,6-dimethoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate
• IUPAC Traditional name: methyl (4E)-6-(4,6-dimethoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate
• Synonyms: (4E)-6-(1,3-Dihydro-4,6-dimethoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic Acid Methyl Ester; 6-O-Methyl Mycophenolic Acid Methyl Ester

Database IDs

• CAS Number: 60435-90-7
• PubChem SID: 164229916
• PubChem CID: 11416762

CALCULATED PROPERTIES

• Acid pKa: 15.082333
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.1693857
• LogD (pH = 7.4): 3.1693854
• Log P: 3.1693857
• Molar Refractivity: 94.4848 cm^3
• Polarizability: 36.103233 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M323075

Labelled Mycophenolic Acid impurity.

REFERENCES

• Nelson, P., et al.: J. Med. Chem., 33, 833 (1990)
• Ubukata, M., et al.: Bioorg. Med. Chem. Lett., 17, 4767 (1990)