2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 126832
• Molecular Formular: C21H20O11
• Molecular Mass: 448.3769
• Monoisotopic Mass: 448.10056146
• SMILES: c1cc(c(cc1c1cc(=O)c2c(cc(cc2o1)OC1C(C(C(C(O1)CO)O)O)O)O)O)O
• Canonical SMILES: OCC1OC(Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)C(C(C1O)O)O
• InChI: InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2
• InChIKey: PEFNSGRTCBGNAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: cynaroside
• Synonyms: Glucoluteolin; Luteoloside; Cinaroside; 7-Glucoluteolin; 7-Glucosylluteolin; Luteolin 7-glucoside; Luteolin-7-glucoside; Luteolin 7-O-glucoside; Luteolin-7-O-glucoside; Cynaroside

Database IDs

• CAS Number: 68321-11-9
• PubChem SID: 162221159
• PubChem CID: 5291488; 5280637
• Wikipedia Title: Cynaroside

CALCULATED PROPERTIES

• Acid pKa: 8.29739
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.13436884
• LogD (pH = 7.4): 0.0822144
• Log P: 0.13505572
• Molar Refractivity: 107.0392 cm^3
• Polarizability: 41.507587 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow amorphous powder
• Melting Point: 266–268 °C