(2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 304509
• Molecular Formular: C26H34O11
• Molecular Mass: 522.54156
• Monoisotopic Mass: 522.21011191
• SMILES: c1(C[C@H](c2c(c(cc(c2)/C=C/CO)OC)O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)CO)ccc(c(c1)OC)O
• Canonical SMILES: OC/C=C/c1cc([C@@H](Cc2ccc(c(c2)OC)O)CO)c(c(c1)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C26H34O11/c1-34-19-10-15(5-6-18(19)30)8-16(12-28)17-9-14(4-3-7-27)11-20(35-2)25(17)37-26-24(33)23(32)22(31)21(13-29)36-26/h3-6,9-11,16,21-24,26-33H,7-8,12-13H2,1-2H3/b4-3+/t16-,21+,22+,23-,24+,26-/m0/s1
• InChIKey: UFFRBCKYXMEITK-RUBGFCLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-{2-[(2R)-1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-4-[(1E)-3-hydroxyprop-1-en-1-yl]-6-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: (-)-Icariside E5; Icariside E5

Database IDs

• CAS Number: 126176-79-2

CALCULATED PROPERTIES

• Acid pKa: 10.210076
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.08991894
• LogD (pH = 7.4): 0.08925952
• Log P: 0.08992735
• Molar Refractivity: 132.9636 cm^3
• Polarizability: 51.836033 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder
• Optical Rotation: -112

Product Information

• Purity: 95.0