(3S,4S,6S)-2-(hydroxymethyl)-6-(octylsulfanyl)oxane-3,4,5-triol

• ChemBase ID: 175829
• Molecular Formular: C14H28O5S
• Molecular Mass: 308.43412
• Monoisotopic Mass: 308.165745
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)SCCCCCCCC)O)O)O
• Canonical SMILES: CCCCCCCCS[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C14H28O5S/c1-2-3-4-5-6-7-8-20-14-13(18)12(17)11(16)10(9-15)19-14/h10-18H,2-9H2,1H3/t10?,11-,12+,13?,14+/m1/s1
• InChIKey: CGVLVOOFCGWBCS-ISDWTXNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6S)-2-(hydroxymethyl)-6-(octylsulfanyl)oxane-3,4,5-triol
• IUPAC Traditional name: (3S,4S,6S)-2-(hydroxymethyl)-6-(octylsulfanyl)oxane-3,4,5-triol
• Synonyms: Octyl 1-Thio-β-D-glucopyranoside; n-Octyl β-D-Thioglucopyranoside; Octyl β-D-Thioglucopyranoside

Database IDs

• CAS Number: 85618-21-9
• PubChem SID: 164231739
• PubChem CID: 46782626

CALCULATED PROPERTIES

• Acid pKa: 12.4819765
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.4199742
• LogD (pH = 7.4): 1.4199706
• Log P: 1.4199742
• Molar Refractivity: 79.1216 cm^3
• Polarizability: 32.079426 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate; Water
• Apperance: Colourless Waxy Semi-Solid
• Melting Point: 76-81°C

DETAILS

Toronto Research Chemicals - O295000

A non-ionic detergent for solubilization and reconstitution of membrane proteins of Escherichia coli.

REFERENCES

• Peula-Garcia, J., et al.: J. Sur. Sci. Technol., 22, 141 (2006)
• McDonald, C., et al.: Mol. Cell. Proteom., 8, 287 (2006)
• Hu, W., et al.: Biotechnol. Bioeng., 101, 119 (2006)