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

• ChemBase ID: 102951
• Molecular Formular: C14H28O6
• Molecular Mass: 292.36852
• Monoisotopic Mass: 292.18858862
• SMILES: CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: CCCCCCCCO[C@@H]1O[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-RKQHYHRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
• IUPAC Traditional name: octyl glucoside
• Synonyms: n-Octyl-β-D-Glucoside; n-OCTYL-β-D-GLUCOPYRANOSIDE; OCTYL-B-D-GLUCOPYRANOSIDE; Detergent Screening Solution 03/Fluka kit no 66317; Octyl-β-D-glucopyranoside solution; Octyl-β-D-glucopyranoside 100 mM solution; n-octyl-β-D-glucoside; Octyl glucoside; OGP; Octyl β-D-glucopyranoside; n-Octyl glucoside; Octyl β-D-glucopyranoside; 1-O-Octyl-β-D-glucopyranoside; 正辛基葡萄糖苷; 辛基-β-D-吡喃葡萄糖苷; 辛基-β-D-吡喃葡萄糖苷; 1-O-辛基-β-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 29836-26-8
• EC Number: 249-887-8
• MDL Number: MFCD00063288
• Beilstein Number: 84118
• PubChem SID: 162089604; 24898076; 24898051
• PubChem CID: 62852
• Wikipedia Title: Octyl_glucoside

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

• Melting Point: 89-100°C
• Optical Rotation: [α]20/D -33 to -28°, c = 1% in methanol; [α]20/D -33±2°, c = 5% in H2O; [α]25/D -30.0°, c = 1 in methanol
• Critical Micelle Concentration: 20-25; 20-25 mM(20-25°C)
• Conductivity: ≤0.0001 S/cm
• Aggregation Number of Micelle: 84
• Transition Temperature: cloud point >100 °C; cloud point ≥100

Safety Information

• Storage Condition: 0°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: >98%; ≥98% (GC); ≥99% (GC); ≥99.0% (TLC); 98%
• Ignition Residue: ≤0.2%
• Description: non-ionic
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.003%; Ca: ≤50 mg/kg; Cd: ≤50 mg/kg; Co: ≤50 mg/kg; Cr: ≤50 mg/kg; Cu: ≤0.0005%; Cu: ≤50 mg/kg; Fe: ≤0.0005%; Fe: ≤50 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤50 mg/kg; Mn: ≤50 mg/kg; Na: ≤0.1%; Na: ≤1000 mg/kg; NH4+: ≤0.1%; Ni: ≤50 mg/kg; Pb: ≤0.001%; Pb: ≤50 mg/kg; Zn: ≤0.0005%; Zn: ≤50 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• Quality Level: PREMIUM
• Mol. Weight: average mol wt 24500-25000; micellar avg mol wt 25,000
• Empirical Formula (Hill Notation): C14H28O6

DETAILS

MP Biomedicals - 05225070

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150054

Crystalline
Purity: >8%
Non-ionic detergent for membrane protein.

Sigma Aldrich - 861936

Application
A nonionic detergent which is effective for protein solubilization studies.1,2 For further references, see Aldrichimica Acta.3

Sigma Aldrich - 75083

Application
Non-ionic, dialyzable detergent for the solubilization and isolation of membrane proteins. Has been shown to increase the resolution of proteins in 2D gels.
General description
may contain up to 3% α-anomer

Sigma Aldrich - O8001

Application
用于溶解和分离膜蛋白的非离子型可透析洗涤剂。已证明可提高 2D 凝胶中蛋白质的分离度。
包装
1, 5, 10, 25, 100 g in poly bottle
100, 250, 500 mg in poly bottle

Sigma Aldrich - O9882

Application
用于溶解和分离膜蛋白的非离子型可透析洗涤剂。已证明可提高 2D 凝胶中蛋白质的分离度。

Sigma Aldrich - 39473

Application
Non-ionic, dialyzable detergent for the solubilization and isolation of membrane proteins. Has been shown to increase the resolution of proteins in 2D gels.

REFERENCES

• Gould, R.J., et al., Biochem., 20: 6776 (1981).