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

• ChemBase ID: 173759
• Molecular Formular: C34H36O14
• Molecular Mass: 668.64124
• Monoisotopic Mass: 668.21050583
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)OC)Oc1ccc2c(c1)occ(c2=O)c1ccc(cc1)OC(=O)CCCCC)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CCCCCC(=O)Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O[C@@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H36O14/c1-6-7-8-9-27(38)46-22-12-10-21(11-13-22)25-17-42-26-16-23(14-15-24(26)28(25)39)47-34-32(45-20(4)37)30(44-19(3)36)29(43-18(2)35)31(48-34)33(40)41-5/h10-17,29-32,34H,6-9H2,1-5H3/t29-,30-,31-,32+,34+/m0/s1
• InChIKey: WSSZPAKSRUSETD-FVRGGSDBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-({3-[4-(hexanoyloxy)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-({3-[4-(hexanoyloxy)phenyl]-4-oxochromen-7-yl}oxy)oxane-2-carboxylate
• Synonyms: 4-Oxo-3-[4-[(1-oxohexyl)oxy]phenyl]-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid Methyl Ester, 2,3,4-Triacetate; Methyl (4'-O-Hexanoyldaidzein-7-yl-β-D-2'',3'',4''-tri-O-acetylglucopyranosid)urinate

Database IDs

• CAS Number: 918158-55-1
• PubChem SID: 164229669
• PubChem CID: 71750369

CALCULATED PROPERTIES

• Log P: 4.1969824
• Molar Refractivity: 161.5188 cm^3
• Polarizability: 64.92045 Å^3
• Polar Surface Area: 176.26 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 4.1969824
• LogD (pH = 7.4): 4.1969824

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M311940

An intermediate for the synthesis of Daidzein 7-β-D-Glucuronide.

REFERENCES

• Al-Maharik, N., et al.: Tetrahedron Lett., 47, 8703 (2006).