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

• ChemBase ID: 103430
• Molecular Formular: C15H30O6
• Molecular Mass: 306.3951
• Monoisotopic Mass: 306.20423868
• SMILES: O(CCCCCCCCC)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO
• Canonical SMILES: CCCCCCCCCO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C15H30O6/c1-2-3-4-5-6-7-8-9-20-15-14(19)13(18)12(17)11(10-16)21-15/h11-19H,2-10H2,1H3/t11-,12-,13+,14-,15-/m1/s1
• InChIKey: QFAPUKLCALRPLH-UXXRCYHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(nonyloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(nonyloxy)oxane-3,4,5-triol
• Synonyms: Detergent Screening Solution 06/Fluka kit no 66317; Nonyl β-D-glucopyranoside solution; Nonyl-β-D-glucoside 50 mM Solution; Nonyl β-D-glucopyranoside; NONYL-β-D-GLUCOPYRANOSIDE

Database IDs

• CAS Number: 69984-73-2
• MDL Number: MFCD00063300
• Beilstein Number: 12168
• PubChem SID: 162090682; 24847174; 24897830
• PubChem CID: 155448

CALCULATED PROPERTIES

• Acid pKa: 12.210987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.2573296
• LogD (pH = 7.4): 1.2573229
• Log P: 1.2573296
• Molar Refractivity: 77.5532 cm^3
• Polarizability: 31.564003 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -33±2°, c = 5% in H2O
• Critical Micelle Concentration: 6.5

Safety Information

• Storage Condition: 0°C, Desiccate
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ~99%; ≥97.0% (GC); ≥98.0% (TLC)
• Concentration: 50 mM
• Description: non-ionic
• Empirical Formula (Hill Notation): C15H30O6

DETAILS

MP Biomedicals - 02151772

Crystalline
Purity: ~99%

Sigma Aldrich - 74420

Other Notes
Non-ionic surfactant for solubilising membrane proteins and for membrane studies1,2

REFERENCES

• Matern, et al., Proc. Nat. Acad. Sci. U.S.A., 81: 7036 (1984).