[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[4-(3-phenylprop-2-enoyl)phenoxy]oxan-2-yl]methyl acetate

• ChemBase ID: 84885
• Molecular Formular: C29H30O11
• Molecular Mass: 554.5419
• Monoisotopic Mass: 554.17881178
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@H]1COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)Oc1ccc(cc1)C(=O)/C=C/c1ccccc1
• 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)OC(=O)C
• InChI: InChI=1S/C29H30O11/c1-17(30)35-16-25-26(36-18(2)31)27(37-19(3)32)28(38-20(4)33)29(40-25)39-23-13-11-22(12-14-23)24(34)15-10-21-8-6-5-7-9-21/h5-15,25-29H,16H2,1-4H3/t25-,26-,27+,28+,29+/m1/s1
• InChIKey: CIOLMTLOCUJIMU-PNHLWVRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[4-(3-phenylprop-2-enoyl)phenoxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[4-(3-phenylprop-2-enoyl)phenoxy]oxan-2-yl]methyl acetate
• Synonyms: 3,5-di(acetyloxy)-2-[(acetyloxy)methyl]-6-(4-cinnamoylphenoxy)tetrahydro-2H-pyran-4-yl acetate

Database IDs

• MDL Number: MFCD00208205
• PubChem SID: 162072001
• PubChem CID: 71299489

CALCULATED PROPERTIES

• Acid pKa: 17.050028
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 3.0831935
• LogD (pH = 7.4): 3.0831935
• Log P: 3.0831935
• Molar Refractivity: 137.6083 cm^3
• Polarizability: 54.936626 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false