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

• ChemBase ID: 169991
• Molecular Formular: C12H24O5S
• Molecular Mass: 280.38096
• Monoisotopic Mass: 280.13444487
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)SCCCCCC)O)O)O
• Canonical SMILES: CCCCCCS[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C12H24O5S/c1-2-3-4-5-6-18-12-11(16)10(15)9(14)8(7-13)17-12/h8-16H,2-7H2,1H3/t8?,9-,10+,11?,12+/m1/s1
• InChIKey: ATFNYTMEOCLMPS-ZVCXTHFISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 85618-19-5
• PubChem SID: 162264123
• PubChem CID: 46783514

CALCULATED PROPERTIES

• Acid pKa: 12.4819765
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.5308368
• LogD (pH = 7.4): 0.5308333
• Log P: 0.5308369
• Molar Refractivity: 69.9196 cm^3
• Polarizability: 28.418842 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 56-58°C

DETAILS

Toronto Research Chemicals - H298000

Useful non-ionic detergent for solubilization and reconstitution of membrane proteins of Escherichia coli. Possesses electroneutrality, solubility in water and high critical micelle concentration.

REFERENCES

• Saito, S., and Tsuchiya, T.: Chem. Pharm. Bull., 33, 503 (1985)
• Shimamoto, T., et al.: J. Biochem., 97, 1807 (1985)