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

• ChemBase编号: 6168
• 分子式: C14H28O5S
• 平均质量: 308.43412
• 单一同位素质量: 308.165745
• SMILES: [C@@H]1([C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)SCCCCCCCC
• Canonical SMILES: CCCCCCCCS[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H28O5S/c1-2-3-4-5-6-7-8-20-14-13(18)12(17)11(16)10(9-15)19-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14+/m1/s1
• InChIKey: CGVLVOOFCGWBCS-RGDJUOJXSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(octylsulfanyl)oxane-3,4,5-triol
• IUPAC传统名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(octylsulfanyl)oxane-3,4,5-triol
• 别名: 2-HYDROXYMETHYL-6-OCTYLSULFANYL-TETRAHYDRO-PYRAN-3,4,5-TRIOL; Octyl-thioglucoside; OCTYL-β-D-THIOGLUCOPYRANOSIDE; Octyl thioglucoside; Octyl β-D-1-thioglucopyranoside

登记号

• CAS号: 85618-21-9
• MDL号: MFCD00012189
• Beilstein号: 4182783
• PubChem SID: 160969593; 24898030; 99445029
• PubChem CID: 656909

理论计算性质

JChem

• Acid pKa: 12.4819765
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 1.4199742
• LogD (pH = 7.4): 1.4199706
• Log P: 1.4199742
• 摩尔折射率: 79.1216 cm^3
• 极化性: 32.079426 Å^3
• 极化表面积: 90.15 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.85
• LOG S: -1.92
• 溶解度: 3.67e+00 g/l

分子性质

理化性质

• 溶解度: ethanol: soluble50 mg/mL, clear, colorless
• 外观: crystalline
• 熔点: 125-131 °C
• 比旋光度: [α]/D -52 to -48°, c = 1 in ethanol; [α]20/D -50±2°, c = 1% in ethanol
• 临界胶束浓度: 9 mM(20-25°C)

安全信息

• 保存条件: 0°C
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98.0% (GC); ≥99% (TLC); ≥99.0% (TLC)
• 简要说明: non-ionic
• 杂质: ≤4% water; ≤5.5% water
• 痕量阳离子: Al: ≤5 mg/kg; Ba: ≤5 mg/kg; Bi: ≤10 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: sulfate (SO42-): ≤300 mg/kg
• Empirical Formula (Hill Notation): C14H28O5S

详细说明

MP Biomedicals - 02152486

Crystalline A non-ionic detergent for solubilization of membrane proteins.

DrugBank - DB08558

Drug information: experimental

Sigma Aldrich - O6004

Application
A non-ionic detergent for solubilization and reconstitution of membrane proteins.

Sigma Aldrich - 75082

Other Notes
A new, non-ionic, non-denaturing detergent for the solubilization and reconstitution of membrane proteins; much more stable than the frequently used octyl-β-glucopyranoside1,2

参考文献

• Saito, S. and Tsuchiya, T., Biochem. J., 222: 829 (1984).