[(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-2-yl]methyl acetate

• ChemBase ID: 193873
• Molecular Formular: C29H31NO10
• Molecular Mass: 553.55714
• Monoisotopic Mass: 553.1947962
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@H]1Oc1ccc(C(=O)/C=C/c2ccccc2)cc1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](Oc2ccc(cc2)C(=O)/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C29H31NO10/c1-17(31)30-26-28(38-20(4)34)27(37-19(3)33)25(16-36-18(2)32)40-29(26)39-23-13-11-22(12-14-23)24(35)15-10-21-8-6-5-7-9-21/h5-15,25-29H,16H2,1-4H3,(H,30,31)/b15-10+/t25-,26-,27-,28-,29-/m1/s1
• InChIKey: JSSYUFYKKJGNOD-LOGGWFROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-{4-[(2E)-3-phenylprop-2-enoyl]phenoxy}oxan-2-yl]methyl acetate

Database IDs

• PubChem SID: 164249783
• PubChem CID: 16398198

CALCULATED PROPERTIES

• Acid pKa: 12.039706
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.3540325
• LogD (pH = 7.4): 2.3540242
• Log P: 2.354033
• Molar Refractivity: 139.5581 cm^3
• Polarizability: 55.360832 Å^3
• Polar Surface Area: 143.53 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds