methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 159282
• Molecular Formular: C36H42O15Si
• Molecular Mass: 742.79518
• Monoisotopic Mass: 742.22929718
• SMILES: c1(cc(c2c(c1)occ(c2=O)c1ccc(cc1)O[Si](C(C)(C)C)(C)C)OC(=O)C)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc(OC(=O)C)c3c(c2)occ(c3=O)c2ccc(cc2)O[Si](C(C)(C)C)(C)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H42O15Si/c1-18(37)45-27-16-24(49-35-33(48-21(4)40)31(47-20(3)39)30(46-19(2)38)32(50-35)34(42)43-8)15-26-28(27)29(41)25(17-44-26)22-11-13-23(14-12-22)51-52(9,10)36(5,6)7/h11-17,30-33,35H,1-10H3/t30-,31-,32-,33+,35+/m0/s1
• InChIKey: ADVGRNFVTGCZDR-MNYCWKMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-{4-[(tert-butyldimethylsilyl)oxy]phenyl}-4-oxochromen-7-yl]oxy}oxane-2-carboxylate
• Synonyms: 5-Acetoxy-4-oxo-3-[4-(tert-butyldimethylsilyloxy)phenyl]-4H-1-benzopyran-7-yl Tri-O-acetyl-β-D-glucopyranosiduronic Acid Methyl Ester; 5-O-Acetyl-4'-O-tert-butyldimethylsilyl Genistein 7-(Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester)

Database IDs

• PubChem SID: 162253417
• PubChem CID: 71312894

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 3.871
• LogD (pH = 7.4): 3.871
• Log P: 3.871
• Molar Refractivity: 174.9179 cm^3
• Polarizability: 72.24589 Å^3
• Polar Surface Area: 185.49 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - A177760

Protected Genistein metabolite.