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

• ChemBase ID: 169884
• Molecular Formular: C13H26O5S
• Molecular Mass: 294.40754
• Monoisotopic Mass: 294.15009493
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)SCCCCCCC)O)O)O
• Canonical SMILES: CCCCCCCS[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C13H26O5S/c1-2-3-4-5-6-7-19-13-12(17)11(16)10(15)9(8-14)18-13/h9-17H,2-8H2,1H3/t9?,10-,11+,12?,13+/m1/s1
• InChIKey: HPEGNLMTTNTJSP-DRYUAMBJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5S)-2-(heptylsulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,4S,5S)-2-(heptylsulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Heptyl-β-thioglucoside; n-Heptyl β-D-Thioglucopyranoside; n-Heptyl β-D-Thioglucoside; Heptyl β-D-Thioglucopyranoside

Database IDs

• CAS Number: 85618-20-8
• PubChem SID: 162264016
• PubChem CID: 71317209

CALCULATED PROPERTIES

• Acid pKa: 12.4819765
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.9754055
• LogD (pH = 7.4): 0.97540194
• Log P: 0.9754055
• Molar Refractivity: 74.5206 cm^3
• Polarizability: 30.248297 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Water
• Apperance: White Paste
• Melting Point: 103-105°C

DETAILS

Toronto Research Chemicals - H288000

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

REFERENCES

• Shimamoto, T., et al.: J. Biochem., 97, 1807 (1985)