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

• ChemBase ID: 175640
• Molecular Formular: C14H28O6
• Molecular Mass: 292.36852
• Monoisotopic Mass: 292.18858862
• SMILES: [C@@H]1([C@@H](C([C@@H](OC1CO)OCCCCCCCC)O)O)O
• Canonical SMILES: CCCCCCCCO[C@@H]1OC(CO)[C@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10?,11-,12+,13?,14-/m1/s1
• InChIKey: HEGSGKPQLMEBJL-OONHEIRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (3S,4S,6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• Synonyms: 1-O-Octyl-β-D-glucopyranoside; n-Octyl β-D-Glucoside; β-D-Octyl Glucoside; β-Octyl Monoglucoside; Octyl β-D-Glucopyranoside; 1-O-Octyl-β-D-mannopyranoside; Octyl β-D-Mannopyranoside

Database IDs

• CAS Number: 29836-26-8; 140147-38-2
• PubChem SID: 164231550
• PubChem CID: 46782620

CALCULATED PROPERTIES

• Acid pKa: 12.210987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.8127609
• LogD (pH = 7.4): 0.8127543
• Log P: 0.81276095
• Molar Refractivity: 72.9522 cm^3
• Polarizability: 29.735554 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Dichloromethane; Methanol; Water
• Apperance: White Crystalline Solid; White Solid
• Melting Point: 80-82°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - O286000

A nonionic detergent for the solubilization of membrane bound protein.

REFERENCES

• Lairson, L., et al.: Nat. Chem. Biol., 2, 724 (2006)
• Kwon, S., et al.: App. Environ. Microbiol., 73, 2251 (2006)
• Makowski, K., et al.: Enz. Microb. Technol., 44, 59 (2006)