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

• ChemBase ID: 154215
• Molecular Formular: C14H28O6
• Molecular Mass: 292.36852
• Monoisotopic Mass: 292.18858862
• SMILES: CCCCCCCCOC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: CCCCCCCCOC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)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-RQICVUQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• Synonyms: Detergent Screening Solution 05/Fluka kit no 66317; Octyl D-glucopyranoside solution; Octyl-α/β-glucoside 10 mM solution; Octyl D-glucopyranoside

Database IDs

• CAS Number: 54549-23-4
• EC Number: 231-791-2; 259-216-0
• MDL Number: MFCD00066073
• Beilstein Number: 4864266
• PubChem SID: 24886785; 24858696; 162248354
• PubChem CID: 62080

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

• Apperance: beige paste
• Density: 1.00 g/mL at 20 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~80% (TLC)
• Description: non-ionic
• Loss on Drying: ≤10% loss on drying
• Empirical Formula (Hill Notation): C14H28O6

DETAILS

Sigma Aldrich - 75081

Other Notes
For the crystallisation of membrane proteins1