(2R,3R,4S,5S,6R)-2-{3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 170008
• Molecular Formular: C26H32O10
• Molecular Mass: 504.52628
• Monoisotopic Mass: 504.19954722
• SMILES: c1c(cc2c(c1OC)oc(c2)c1cc(c(cc1)OC)OC)CCCO[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)CO
• Canonical SMILES: OC[C@@H]1O[C@@H](OCCCc2cc(OC)c3c(c2)cc(o3)c2ccc(c(c2)OC)OC)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H32O10/c1-31-17-7-6-15(11-19(17)32-2)18-12-16-9-14(10-20(33-3)25(16)35-18)5-4-8-34-26-24(30)23(29)22(28)21(13-27)36-26/h6-7,9-12,21-24,26-30H,4-5,8,13H2,1-3H3/t21-,22-,23+,24-,26-/m1/s1
• InChIKey: NDBXVWJEZUKCIS-HROMDODWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-{3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]propoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 3-[2-(3,4-Dimethoxyphenyl)-7-methoxy-5-benzofuranyl]propyl β-D-Glucopyranoside; Homo Egonol β-D-Glucoside

Database IDs

• CAS Number: 325791-19-3
• PubChem SID: 164225918
• PubChem CID: 485188

CALCULATED PROPERTIES

• Acid pKa: 12.210987
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 1.4216263
• LogD (pH = 7.4): 1.4216197
• Log P: 1.4216263
• Molar Refractivity: 127.8876 cm^3
• Polarizability: 52.868523 Å^3
• Polar Surface Area: 140.21 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H592510

A nor-Lignan from Styrax ferrugineus with antibacterial and antifungal activity.

REFERENCES

• Ulubelen, A., et al.: Planta Medica, 34, 403 (1978)
• Kojima, H., et al.: Phytochemistry, 29, 2351 (1978)