[(3S,4S,6R)-6-{[(2S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl octanoate

• ChemBase ID: 175790
• Molecular Formular: C20H36O12
• Molecular Mass: 468.49264
• Monoisotopic Mass: 468.22067659
• SMILES: [C@@H]1([C@@H](C([C@H](OC1COC(=O)CCCCCCC)O[C@]1(C([C@@H]([C@H](O1)CO)O)O)CO)O)O)O
• Canonical SMILES: CCCCCCCC(=O)OCC1O[C@H](O[C@]2(CO)O[C@@H]([C@H](C2O)O)CO)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H36O12/c1-2-3-4-5-6-7-13(23)29-9-12-14(24)16(26)17(27)19(30-12)32-20(10-22)18(28)15(25)11(8-21)31-20/h11-12,14-19,21-22,24-28H,2-10H2,1H3/t11-,12?,14-,15+,16+,17?,18?,19-,20+/m1/s1
• InChIKey: WSRKPJOHKUHAFB-FHVXDEKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4S,6R)-6-{[(2S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl octanoate
• IUPAC Traditional name: [(3S,4S,6R)-6-{[(2S,4R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl octanoate
• Synonyms: β-D-Fructofuranosyl α-D-Glucopyranoside 6-Octanoate; 6-Octanoyl Sucrose

Database IDs

• CAS Number: 13039-39-9
• PubChem SID: 164231700
• PubChem CID: 71751287

CALCULATED PROPERTIES

• Acid pKa: 11.841965
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -1.1643306
• LogD (pH = 7.4): -1.1643461
• Log P: -1.1643304
• Molar Refractivity: 105.5575 cm^3
• Polarizability: 43.656715 Å^3
• Polar Surface Area: 195.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - O238580

Monoesters of sucrose and fatty acids become furthermore of primary interest owing to their surfactant properties.

REFERENCES

• Mollee, H., et al.: J. Pharm. Sci., 90, 588 (2001)
• Ferrer, M., et al.: Langmuir, 18, 667 (2001)