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

• ChemBase ID: 194245
• Molecular Formular: C27H29NO11
• Molecular Mass: 543.51926
• Monoisotopic Mass: 543.17406075
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@H]1Oc1ccc(C(=O)/C=C/c2occc2)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/c2ccco2)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C27H29NO11/c1-15(29)28-24-26(37-18(4)32)25(36-17(3)31)23(14-35-16(2)30)39-27(24)38-21-9-7-19(8-10-21)22(33)12-11-20-6-5-13-34-20/h5-13,23-27H,14H2,1-4H3,(H,28,29)/b12-11+/t23-,24-,25-,26-,27-/m1/s1
• InChIKey: OQUGHBWMRWLNMR-DJCZXPFRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164250155
• PubChem CID: 16398273

CALCULATED PROPERTIES

• Acid pKa: 12.03919
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.4142792
• LogD (pH = 7.4): 1.4142708
• Log P: 1.4142796
• Molar Refractivity: 131.949 cm^3
• Polarizability: 52.326946 Å^3
• Polar Surface Area: 156.67 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds