methyl (2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-4H-chromen-3-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 169607
• Molecular Formular: C22H20O11
• Molecular Mass: 460.3876
• Monoisotopic Mass: 460.10056146
• SMILES: c1(cc(c2c(c1)occ(c2=O)c1ccc(cc1)O[C@@H]1O[C@H]([C@H]([C@H](O)[C@@H]1O)O)C(=O)OC)O)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)cc(c3)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H20O11/c1-30-21(29)20-18(27)17(26)19(28)22(33-20)32-11-4-2-9(3-5-11)12-8-31-14-7-10(23)6-13(24)15(14)16(12)25/h2-8,17-20,22-24,26-28H,1H3/t17-,18-,19+,20-,22+/m0/s1
• InChIKey: HVGSXXYBHZFACL-SXFAUFNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-4H-chromen-3-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxochromen-3-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: Genistein-4'-glucuronide Methyl Ester; Genistein 4'-β-D-Glucuronide Methyl Ester

Database IDs

• PubChem SID: 162263739
• PubChem CID: 71317060

CALCULATED PROPERTIES

• Acid pKa: 6.608351
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 1.242625
• LogD (pH = 7.4): 0.43241882
• Log P: 1.2749729
• Molar Refractivity: 108.4638 cm^3
• Polarizability: 42.873604 Å^3
• Polar Surface Area: 172.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - G349995

Derivative of Genistein 4’-β-D-Glucuronide (G349990).