disodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({4-oxo-3-[4-(sulfonatooxy)phenyl]-4H-chromen-7-yl}oxy)oxane-2-carboxylate

• ChemBase ID: 165359
• Molecular Formular: C21H16Na2O13S
• Molecular Mass: 554.38848
• Monoisotopic Mass: 554.01070013
• SMILES: c1(ccc2c(c1)occ(c2=O)c1ccc(cc1)OS(=O)(=O)[O-])O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O.[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)OS(=O)(=O)[O-])[C@H]([C@H]([C@@H]1O)O)O.[Na+].[Na+]
• InChI: InChI=1S/C21H18O13S.2Na/c22-15-12-6-5-11(32-21-18(25)16(23)17(24)19(33-21)20(26)27)7-14(12)31-8-13(15)9-1-3-10(4-2-9)34-35(28,29)30;;/h1-8,16-19,21,23-25H,(H,26,27)(H,28,29,30);;/q;2*+1/p-2/t16-,17-,18+,19-,21+;;/m0../s1
• InChIKey: VHQPHYREJFCKGH-DSGPYVBMSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({4-oxo-3-[4-(sulfonatooxy)phenyl]-4H-chromen-7-yl}oxy)oxane-2-carboxylate
• IUPAC Traditional name: disodium (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({4-oxo-3-[4-(sulfonatooxy)phenyl]chromen-7-yl}oxy)oxane-2-carboxylate
• Synonyms: 4-Oxo-3-[4-(sulfooxy)phenyl]-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid Sodium Salt; Daidzein 7-β-D-Glucuronide 4'-Sulfate Disodium Salt

Database IDs

• CAS Number: 1041134-19-3
• PubChem SID: 162259492
• PubChem CID: 23643385

CALCULATED PROPERTIES

• Acid pKa: -2.4241087
• H Acceptors: 12
• H Donor: 3
• LogD (pH = 5.5): -4.6410756
• LogD (pH = 7.4): -5.556441
• Log P: -1.7960066
• Molar Refractivity: 121.421 cm^3
• Polarizability: 44.82302 Å^3
• Polar Surface Area: 212.01 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 165-167°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D103525

Mixed conjugate of dietary phytoestrogen.

REFERENCES

• Adlercreutz, H;., et al.: J. Steroid Mol. Biol., 52, 97 (1995)
• Kinjo, J., et al.: Biol. Pharm. Bull., 27, 185 (1995)