(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-methoxy-7-methyl-5-[(2E)-3-methyl-6-[2-(morpholin-4-yl)ethoxy]-6-oxohex-2-en-1-yl]-3-oxo-1,3-dihydro-2-benzofuran-4-yl}oxy)oxane-2-carboxylic acid

• ChemBase ID: 174869
• Molecular Formular: C29H39NO13
• Molecular Mass: 609.61886
• Monoisotopic Mass: 609.24214031
• SMILES: c1(c(c(c2c(c1O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)C(=O)OC2)C)OC)C/C=C(/CCC(=O)OCCN1CCOCC1)\C
• Canonical SMILES: COc1c(C/C=C(/CCC(=O)OCCN2CCOCC2)\C)c(O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)c2c(c1C)COC2=O
• InChI: InChI=1S/C29H39NO13/c1-15(5-7-19(31)40-13-10-30-8-11-39-12-9-30)4-6-17-24(38-3)16(2)18-14-41-28(37)20(18)25(17)42-29-23(34)21(32)22(33)26(43-29)27(35)36/h4,21-23,26,29,32-34H,5-14H2,1-3H3,(H,35,36)/b15-4+/t21-,22-,23+,26-,29+/m0/s1
• InChIKey: XPGDDSMYHVPCNZ-LTZMXLGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-methoxy-7-methyl-5-[(2E)-3-methyl-6-[2-(morpholin-4-yl)ethoxy]-6-oxohex-2-en-1-yl]-3-oxo-1,3-dihydro-2-benzofuran-4-yl}oxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({6-methoxy-7-methyl-5-[(2E)-3-methyl-6-[2-(morpholin-4-yl)ethoxy]-6-oxohex-2-en-1-yl]-3-oxo-1H-2-benzofuran-4-yl}oxy)oxane-2-carboxylic acid
• Synonyms: (4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)4-hexenoic Acid 4-methyl-2-(4-morpholinyl)ethyl Ester β-D-O-Glucuronide; Mycophenolate Mofetil β-D-O-Glucuronide

Database IDs

• PubChem SID: 164230779
• PubChem CID: 71750869

CALCULATED PROPERTIES

• Acid pKa: 2.5245707
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -1.875686
• LogD (pH = 7.4): -2.5224009
• Log P: -1.8221977
• Molar Refractivity: 149.1079 cm^3
• Polarizability: 58.585754 Å^3
• Polar Surface Area: 190.75 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M831460

Glucuronide metabolite of Mycophenolate Mofetil (M831450).