6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 128411
• Molecular Formular: C21H18O13
• Molecular Mass: 478.35982
• Monoisotopic Mass: 478.07474064
• SMILES: c1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O)O)OC1C(C(C(C(O1)C(=O)O)O)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(C(=O)O)C(C(C1O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)
• InChIKey: DUBCCGAQYVUYEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: miquelianin
• Synonyms: Quercetin 3-O-glucuronide; Quercetol glucuronide; Quercetin 3-glucuronide; Quercetol 3-O-glucuronide; quercetin 3-O-β-D-glucuronopyranoside; Querciturone; Miquelianin

Database IDs

• CAS Number: 22688-79-5
• PubChem SID: 162222718
• PubChem CID: 12004528; 5274585
• CHEMBL: 520546
• Chemspider ID: 4438874
• Wikipedia Title: Miquelianin

CALCULATED PROPERTIES

• Acid pKa: 2.6505625
• H Acceptors: 13
• H Donor: 8
• LogD (pH = 5.5): -2.6396623
• LogD (pH = 7.4): -4.3444734
• Log P: 0.17543924
• Molar Refractivity: 109.1429 cm^3
• Polarizability: 42.194145 Å^3
• Polar Surface Area: 223.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Density: 1.961 g/mL