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

• ChemBase ID: 165288
• Molecular Formular: C28H26O13
• Molecular Mass: 570.49824
• Monoisotopic Mass: 570.13734089
• SMILES: c1(ccc2c(c1)occ(c2=O)c1ccc(cc1)O)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
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c(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/C28H26O13/c1-13(29)37-23-24(38-14(2)30)26(39-15(3)31)28(41-25(23)27(34)35-4)40-18-9-10-19-21(11-18)36-12-20(22(19)33)16-5-7-17(32)8-6-16/h5-12,23-26,28,32H,1-4H3/t23-,24-,25-,26+,28+/m0/s1
• InChIKey: ZHWYIYHBFWANGL-YYDZWWTMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1041134-15-9
• PubChem SID: 162259421
• PubChem CID: 71315108

CALCULATED PROPERTIES

• Acid pKa: 8.963209
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 2.251766
• LogD (pH = 7.4): 2.2402756
• Log P: 2.2519145
• Molar Refractivity: 133.9374 cm^3
• Polarizability: 53.773796 Å^3
• Polar Surface Area: 170.19 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - D103550

Protected Daidzein metabolite.