1,2-Anhydro-epi-inosit | 6090-95-5

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 1,2-Anhydro-epi-inosit
• 英文别名: (1S,2S,3S,4R,5S,6R)-7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol
• CAS: 6090-95-5；6705-47-1；7115-27-7；23559-36-6；33800-41-8；57090-00-3；80736-37-4；80736-38-5；101312-05-4；133319-97-8；145107-29-5；145107-31-9
• 化学式: C₆H₁₀O₅
• 分子量: 162.142
• InChiKey: ZHMWOVGZCINIHW-GAYJSANJSA-N

物化性质

• 熔点：
  157-159
• 沸点：
  360.5±42.0 °C(Predicted)
• 密度：
  1.925±0.06 g/cm3 (20 ºC 760 Torr)
• 溶解度：
  可溶于水（高达25mg/ml）或DMSO

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  93.4
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

制备方法与用途

生物活性

Conduritol B epoxide 是一种不可逆的，共价的 β-glucosidase 抑制剂。

体外研究

Treating N2a and Conduritol B epoxide-N2a cells with G6 gave GC reductions to 7% and 26% of untreated levels, respectively. G6 treated Conduritol B epoxide-N2a also has significantly decreased GS. Co-treatment of G6 and dantrolene of Conduritol B epoxide-N2a cells lead to a similar degree of GC and GS reduction as G6 alone, indicating a specific effect of G6 on inhibition of substrate accumulation, Conduritol B epoxide-N2a cells have higher calcium levels than in N2a cells without caffeine at baseline. Conduritol B epoxide-N2a cells show a significant increase in cytosolic calcium levels compared to N2a cells. Conduritol B epoxide-N2a cells show a significant reduction in OCR as evidenced by approximately 50% in all the parameters, including rate of ATP production, basal respiration, and maximal respiration, compared to N2a cells, indicating reduced mitochondrial function in this nGD cell model. In dantrolene-treated Conduritol B epoxide-N2a cells, levels of Ryr3 are increased to 76% of WT level.

体内研究

Conduritol B epoxide treatment of 4L, 9H, 9V and WT mice (100 mg/kg/day, i.p.) from postnatal day 5 to 11 does not induce α-synuclein aggregates. Long-term daily Conduritol B epoxide treatment of 4L mice (100 mg/kg/day of Conduritol B epoxide from postnatal day 15 for 24 or 36 doses) leads to hind limb paralysis and small amounts of α-synuclein accumulation in the olfactory bulb, brainstem, and PVP near D3V (dorsal 3rd ventricle).