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

• ChemBase ID: 159281
• Molecular Formular: C30H28O15
• Molecular Mass: 628.53432
• Monoisotopic Mass: 628.1428202
• SMILES: c1(cc(c2c(c1)occ(c2=O)c1ccc(cc1)O)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)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C30H28O15/c1-13(31)40-22-11-19(10-21-23(22)24(36)20(12-39-21)17-6-8-18(35)9-7-17)44-30-28(43-16(4)34)26(42-15(3)33)25(41-14(2)32)27(45-30)29(37)38-5/h6-12,25-28,30,35H,1-5H3/t25-,26-,27-,28+,30+/m0/s1
• InChIKey: BTSLGHUBFWIRFS-RKBVRRORSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162253416
• PubChem CID: 71312893

CALCULATED PROPERTIES

• Acid pKa: 8.957881
• H Acceptors: 10
• H Donor: 1
• LogD (pH = 5.5): 1.8590251
• LogD (pH = 7.4): 1.8473948
• Log P: 1.8591754
• Molar Refractivity: 145.0698 cm^3
• Polarizability: 58.295807 Å^3
• Polar Surface Area: 196.49 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - A177750

Protected Genistein metabolite.