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

• ChemBase ID: 103626
• Molecular Formular: C16H32O6
• Molecular Mass: 320.42168
• Monoisotopic Mass: 320.21988874
• SMILES: O(CCCCCCCCCC)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: CCCCCCCCCCO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C16H32O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16-/m1/s1
• InChIKey: JDRSMPFHFNXQRB-IBEHDNSVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-(decyloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: decyl glucoside
• Synonyms: Decyl glucoside; Decyl β-D-glucopyranoside; n-DECYL-β-D-GLUCOPYRANOSIDE

Database IDs

• CAS Number: 58846-77-8
• EC Number: 261-469-7
• MDL Number: MFCD00063297
• Beilstein Number: 85089
• PubChem SID: 24893830; 162102853
• PubChem CID: 62142
• Chemspider ID: 55973
• Wikipedia Title: Decyl_glucoside

CALCULATED PROPERTIES

• Acid pKa: 12.210987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.7018982
• LogD (pH = 7.4): 1.7018915
• Log P: 1.7018983
• Molar Refractivity: 82.1542 cm^3
• Polarizability: 33.394142 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -27.0±1°, c = 1% in ethanol
• Critical Micelle Concentration: 2.2

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (GC); ≥99.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C16H32O6

DETAILS

Sigma Aldrich - D5394

Application
Decyl β-D-glucopyranoside, a nonionic surfactant, is used in the development of sugar-based surfactant solutions.

Sigma Aldrich - 30710

Other Notes
Non-ionic detergent used for solubilizing membrane proteins1,2,3