methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(Z)-2-[3,5-bis(acetyloxy)phenyl]ethenyl]phenoxy}oxane-2-carboxylate

• ChemBase ID: 177421
• Molecular Formular: C31H32O14
• Molecular Mass: 628.57738
• Monoisotopic Mass: 628.1792057
• SMILES: c1(cc(cc(c1)/C=C\c1ccc(cc1)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)/C=C\c2cc(OC(=O)C)cc(c2)OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C31H32O14/c1-16(32)39-24-13-22(14-25(15-24)40-17(2)33)8-7-21-9-11-23(12-10-21)44-31-29(43-20(5)36)27(42-19(4)35)26(41-18(3)34)28(45-31)30(37)38-6/h7-15,26-29,31H,1-6H3/b8-7-/t26-,27-,28-,29+,31+/m0/s1
• InChIKey: HGHYMWJYXANQKR-AFFZSONRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(Z)-2-[3,5-bis(acetyloxy)phenyl]ethenyl]phenoxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(Z)-2-[3,5-bis(acetyloxy)phenyl]ethenyl]phenoxy}oxane-2-carboxylate
• Synonyms: 4-[(1Z)-2-[3,5-Bis(acetyloxy)phenyl]ethenyl]phenyl-β-D-glucopyranosiduronic Acid Methyl Ester Triacetate; (Z)-1-(3,5-Diacetoxyphenyl)-2-(4’-O-2,3,4-triacetyl-β-D-glucuronopyranosidophenyl)ethene Methyl Ester; cis Resveratrol Penta-O-acetyl-4'-β-D-glucuronide Methyl Ester

Database IDs

• PubChem SID: 164233331
• PubChem CID: 71752010

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 2.74552
• LogD (pH = 7.4): 2.74552
• Log P: 2.74552
• Molar Refractivity: 149.9939 cm^3
• Polarizability: 60.2461 Å^3
• Polar Surface Area: 176.26 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - R150045

Protected cis Resveratrol metabolite.