(2H3)methyl (4E)-6-[6-(2H3)methoxy-4-(2H3)methyl-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoate

• ChemBase ID: 174007
• Molecular Formular: C19H24O5
• Molecular Mass: 332.39086
• Monoisotopic Mass: 332.16237387
• SMILES: c1(c(c(c(c2c1COC2=O)C)C/C=C(/CCC(=O)OC)\C)OC)C
• Canonical SMILES: COC(=O)CC/C(=C/Cc1c(OC)c(C)c2c(c1C)C(=O)OC2)/C
• InChI: InChI=1S/C19H24O5/c1-11(7-9-16(20)22-4)6-8-14-12(2)17-15(10-24-19(17)21)13(3)18(14)23-5/h6H,7-10H2,1-5H3/b11-6+
• InChIKey: GSCOBKMPTPIJRW-IZZDOVSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₃)methyl (4E)-6-[6-(^2H₃)methoxy-4-(^2H₃)methyl-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoate
• IUPAC Traditional name: (^2H₃)methyl (4E)-6-[6-(^2H₃)methoxy-4-(^2H₃)methyl-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-d9; 6-O-Methyl Mycophenolic Acid Methyl Ester-d9

Database IDs

• PubChem SID: 164229917
• PubChem CID: 71750472

CALCULATED PROPERTIES

• Acid pKa: 15.350705
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.8404782
• LogD (pH = 7.4): 3.8404782
• Log P: 3.8404782
• Molar Refractivity: 93.0628 cm^3
• Polarizability: 35.402798 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - M323077

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)