methyl (4E)-6-(6-methoxy-7-methyl-3-oxo-4-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate

• ChemBase ID: 174882
• Molecular Formular: C32H40O15
• Molecular Mass: 664.651
• Monoisotopic Mass: 664.23672058
• SMILES: c1(c(c(c(c2c1COC2=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)C/C=C(/CCC(=O)OC)\C)OC)C
• Canonical SMILES: COC(=O)CC/C(=C/Cc1c(O[C@@H]2O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)c2C(=O)OCc2c(c1OC)C)/C
• InChI: InChI=1S/C32H40O15/c1-15(10-12-24(37)39-7)9-11-21-26(40-8)16(2)22-13-42-31(38)25(22)27(21)47-32-30(45-20(6)36)29(44-19(5)35)28(43-18(4)34)23(46-32)14-41-17(3)33/h9,23,28-30,32H,10-14H2,1-8H3/b15-9+/t23-,28-,29+,30-,32+/m1/s1
• InChIKey: QSPXJODRMPWBBL-YKNZQUTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4E)-6-(6-methoxy-7-methyl-3-oxo-4-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate
• IUPAC Traditional name: methyl (4E)-6-(6-methoxy-7-methyl-3-oxo-4-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate
• Synonyms: (4E)-6-[1,3-Dihydro-6-methoxy-7-methyl-3-oxo-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]-5-isobenzofuranyl]-4-methyl-4-hexenoic Acid Methyl Ester; Mycophenolic Acid Methyl Ester Phenolic 6-(2,3,4,6-tetra-O-Acetyl-β-D-glucoside)

Database IDs

• CAS Number: 1186295-42-0
• PubChem SID: 164230792
• PubChem CID: 71750877

CALCULATED PROPERTIES

• Acid pKa: 15.037959
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 2.519925
• LogD (pH = 7.4): 2.519925
• Log P: 2.519925
• Molar Refractivity: 158.7529 cm^3
• Polarizability: 63.356133 Å^3
• Polar Surface Area: 185.49 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - M831550

Used in the preparation of a Mycophenolic acid metabolite.