(2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 154027
• Molecular Formular: C20H38O11
• Molecular Mass: 454.50912
• Monoisotopic Mass: 454.24141204
• SMILES: CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C20H38O11/c1-2-3-4-5-6-7-8-28-19-17(27)15(25)18(12(10-22)30-19)31-20-16(26)14(24)13(23)11(9-21)29-20/h11-27H,2-10H2,1H3/t11-,12-,13-,14+,15-,16-,17-,18-,19-,20-/m1/s1
• InChIKey: MASIZQYHVMQQKI-OIIXUNCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: n-Octyl β-D-maltopyranoside; n-Octyl β-D-maltoside

Database IDs

• CAS Number: 82494-08-4
• MDL Number: MFCD00065526
• PubChem SID: 162248166
• PubChem CID: 133920

CALCULATED PROPERTIES

• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -0.95807487
• LogD (pH = 7.4): -0.9580872
• Log P: -0.9580747
• Molar Refractivity: 105.3655 cm^3
• Polarizability: 43.498623 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble100 mg/mL, clear, colorless
• Optical Rotation: [α]/D 58.0±3.0°, c = 1 in H2O
• Critical Micelle Concentration: 23.4
• Aggregation Number of Micelle: 84

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC)
• Description: non-ionic
• Impurities: ≤0.25% n-octanol
• Mol. Weight: average mol wt 38,000
• Empirical Formula (Hill Notation): C20H38O11

DETAILS

Sigma Aldrich - 19181

Application
Water-soluble non-ionic detergent suitable for solubilization and isolation of membrane proteins1,2.