1-{2,4-dihydroxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)propan-1-one

• ChemBase ID: 125957
• Molecular Formular: C21H24O10
• Molecular Mass: 436.40926
• Monoisotopic Mass: 436.13694697
• SMILES: c1cc(c(cc1CCC(=O)c1cc(c(cc1O)O)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1cc(C(=O)CCc2ccc(c(c2)O)O)c(cc1O)O
• InChI: InChI=1S/C21H24O10/c22-8-17-18(28)19(29)20(30)21(31-17)11-6-10(14(25)7-15(11)26)12(23)3-1-9-2-4-13(24)16(27)5-9/h2,4-7,17-22,24-30H,1,3,8H2/t17-,18-,19+,20-,21+/m1/s1
• InChIKey: IOVQHXCZLJLKOT-ADAARDCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2,4-dihydroxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)propan-1-one
• IUPAC Traditional name: aspalathin
• Synonyms: Aspalathin

Database IDs

• CAS Number: 6027-43-6
• PubChem SID: 162220300
• PubChem CID: 57503608
• Chemspider ID: 26286888
• Wikipedia Title: Aspalathin

CALCULATED PROPERTIES

• Acid pKa: 7.433235
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): 0.48322088
• LogD (pH = 7.4): 0.20370573
• Log P: 0.48821962
• Molar Refractivity: 106.8256 cm^3
• Polarizability: 41.59805 Å^3
• Polar Surface Area: 188.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false