N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-3-yl]acetamide

• ChemBase ID: 224276
• Molecular Formular: C23H25NO7
• Molecular Mass: 427.4471
• Monoisotopic Mass: 427.16310215
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1ccc(C(=O)/C=C/c2ccccc2)cc1)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)C(=O)/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C23H25NO7/c1-14(26)24-20-22(29)21(28)19(13-25)31-23(20)30-17-10-8-16(9-11-17)18(27)12-7-15-5-3-2-4-6-15/h2-12,19-23,25,28-29H,13H2,1H3,(H,24,26)/b12-7+/t19-,20-,21-,22-,23-/m1/s1
• InChIKey: HKKSSKGBBKKMNU-WTJUINSKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-3-yl]acetamide

Database IDs

• PubChem SID: 164280186
• PubChem CID: 52904993

CALCULATED PROPERTIES

• Acid pKa: 12.007399
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.0306563
• LogD (pH = 7.4): 1.030647
• Log P: 1.0306567
• Molar Refractivity: 112.1036 cm^3
• Polarizability: 43.81265 Å^3
• Polar Surface Area: 125.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds