3-{[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 306296
• Molecular Formular: C20H18O10
• Molecular Mass: 418.35092
• Monoisotopic Mass: 418.08999678
• SMILES: c1(cc(c2c(c1)oc(c(c2=O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO)c1ccc(cc1)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O
• InChI: InChI=1S/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15-,17+,20-/m0/s1
• InChIKey: POQICXMTUPVZMX-UXYNSRGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: juglanin
• Synonyms: Kaempferol 3-O-arabinofuranoside; Juglanin

Database IDs

• CAS Number: 5041-67-8

CALCULATED PROPERTIES

• Acid pKa: 6.3723483
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.7346057
• LogD (pH = 7.4): -0.36705276
• Log P: 0.78906494
• Molar Refractivity: 101.3321 cm^3
• Polarizability: 39.013 Å^3
• Polar Surface Area: 166.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder