prop-2-en-1-yl (2S,3S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylate

• ChemBase ID: 174873
• Molecular Formular: C26H32O12
• Molecular Mass: 536.52508
• Monoisotopic Mass: 536.18937646
• SMILES: c1(c(c(c(c2c1COC2=O)O)C/C=C(/CCC(=O)O[C@@H]1O[C@H]([C@@H](O)C([C@@H]1O)O)C(=O)OCC=C)\C)OC)C
• Canonical SMILES: C=CCOC(=O)[C@@H]1O[C@@H](OC(=O)CC/C(=C/Cc2c(OC)c(C)c3c(c2O)C(=O)OC3)/C)[C@H](C([C@@H]1O)O)O
• InChI: InChI=1S/C26H32O12/c1-5-10-35-25(33)23-20(30)19(29)21(31)26(38-23)37-16(27)9-7-12(2)6-8-14-18(28)17-15(11-36-24(17)32)13(3)22(14)34-4/h5-6,19-21,23,26,28-31H,1,7-11H2,2-4H3/b12-6+/t19?,20-,21+,23-,26+/m0/s1
• InChIKey: BLQWZURKRLWLDD-NHFDKUBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S,3S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: prop-2-en-1-yl (2S,3S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylate
• Synonyms: 1-[(4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate] β-D-Glucopyranuronic Acid 2-Propen-1-yl Ester; Mycophenolic Acid Acyl-β-D-glucuronide Allyl Ester

Database IDs

• CAS Number: 860615-39-0
• PubChem SID: 164230783
• PubChem CID: 71750871

CALCULATED PROPERTIES

• Acid pKa: 9.75706
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 2.456924
• LogD (pH = 7.4): 2.4550586
• Log P: 2.4569478
• Molar Refractivity: 131.4638 cm^3
• Polarizability: 51.470383 Å^3
• Polar Surface Area: 178.28 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Off-White Foam

DETAILS

Toronto Research Chemicals - M831515

Intermediate in the preparation of Mycophenolic Acid metabolites.