(2S,3R,4S,5S,6R)-2-{3-[2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 125967
• Molecular Formular: C20H22O9
• Molecular Mass: 406.38328
• Monoisotopic Mass: 406.12638228
• SMILES: O(c1cc(O)cc(/C=C/c2ccc(O)c(O)c2)c1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(c(c3)O)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/t16-,17-,18+,19-,20-/m1/s1
• InChIKey: PERPNFLGJXUDDW-OUUBHVDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-{3-[2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-{3-[2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Astringin

Database IDs

• CAS Number: 29884-49-9
• PubChem SID: 162220310
• PubChem CID: 5281712
• CHEMBL: 358769
• Chemspider ID: 4445028
• Wikipedia Title: Astringin

CALCULATED PROPERTIES

• Acid pKa: 8.992321
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 0.8306186
• LogD (pH = 7.4): 0.8197956
• Log P: 0.8307575
• Molar Refractivity: 101.5808 cm^3
• Polarizability: 39.613808 Å^3
• Polar Surface Area: 160.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false