2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

• ChemBase ID: 128741
• Molecular Formular: C21H20O11
• Molecular Mass: 448.3769
• Monoisotopic Mass: 448.10056146
• SMILES: c1(c2c(c(cc1O)O)c(=O)cc(o2)c1ccc(O)c(c1)O)C1OC(CO)C(C(C1O)O)O
• Canonical SMILES: OCC1OC(C(C(C1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O
• InChI: InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2
• InChIKey: PLAPMLGJVGLZOV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one
• IUPAC Traditional name: orientin
• Synonyms: Lutexin; Luteolin-8-C-glucoside; Orientin

Database IDs

• CAS Number: 28608-75-5
• PubChem SID: 162223047
• PubChem CID: 5281675; 5382105
• CHEMBL: 239559
• Wikipedia Title: Orientin

CALCULATED PROPERTIES

• Acid pKa: 6.198737
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -0.43280727
• LogD (pH = 7.4): -1.5572325
• Log P: -0.35419708
• Molar Refractivity: 108.0131 cm^3
• Polarizability: 41.436474 Å^3
• Polar Surface Area: 197.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false