5-[(2R,3R)-5-[2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

• ChemBase ID: 126890
• Molecular Formular: C28H22O6
• Molecular Mass: 454.47068
• Monoisotopic Mass: 454.14163842
• SMILES: c1cc(ccc1[C@H]1[C@@H](c2c(O1)ccc(c2)/C=C/c1cc(cc(c1)O)O)c1cc(cc(c1)O)O)O
• Canonical SMILES: Oc1cc(O)cc(c1)[C@@H]1c2cc(/C=C/c3cc(O)cc(c3)O)ccc2O[C@H]1c1ccc(cc1)O
• InChI: InChI=1S/C28H22O6/c29-20-6-4-18(5-7-20)28-27(19-12-23(32)15-24(33)13-19)25-11-16(3-8-26(25)34-28)1-2-17-9-21(30)14-22(31)10-17/h1-15,27-33H/t27-,28+/m1/s1
• InChIKey: LILPTCHQLRKZNG-IZLXSDGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2R,3R)-5-[2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• IUPAC Traditional name: 5-[(2R,3R)-5-[2-(3,5-dihydroxyphenyl)ethenyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
• Synonyms: δ-Viniferin; trans-δ-viniferin; cis-δ-viniferin; resveratrol (E)-dehydrodimer; Maximol A; Delta-Viniferin

Database IDs

• PubChem SID: 162221216
• PubChem CID: 637098
• Chemspider ID: 552752
• Wikipedia Title: Delta-Viniferin

CALCULATED PROPERTIES

• Acid pKa: 8.776467
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 5.960266
• LogD (pH = 7.4): 5.9424815
• Log P: 5.9604945
• Molar Refractivity: 130.0395 cm^3
• Polarizability: 49.25741 Å^3
• Polar Surface Area: 110.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false