2,3-oxidosqualene | 147731-51-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,3-oxidosqualene
• 英文别名: squalene epoxide；squalene oxide；2,2-dimethyl-3-[(3E,7E,11E,15Z)-3,7,12,16,20-pentamethylhenicosa-3,7,11,15,19-pentaenyl]oxirane
• CAS: 147731-51-9
• 化学式: C₃₀H₅₀O
• 分子量: 426.726
• InChiKey: QYIMSPSDBYKPPY-RODKASSPSA-N

物化性质

• 沸点：
  504.4±19.0 °C(Predicted)
• 密度：
  0.882±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  31
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-oxidosqualene 在 baker's yeast Saccharomyces cerevisiae on calcium alginate 作用下， 以 乙醚 为溶剂， 反应 20.0h， 生成 羊毛甾醇
  参考文献：
  名称：

  Efficient cyclization of squalene epoxide to lanosterol with immobilized cells of baker's yeast

  摘要：

  The cyclization of squalene epoxide to lanosterol with baker's yeast (Saccharomyces cerevisiae) can conveniently be carried out in aqueous solution with glass cored immobilisates of cells in calcium alginate. This enables the manifold use of the microorganism to obtain lanosterol in a single biocatalytic step using the immobilisates repeatedly. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00755-x

文献信息

• About the mechanism of sterol biosynthesis
  作者：Alain Krief、Jean Roch Schauder、Eric Guittet、Catherine Herve du Penhoat、Jean Yves Lallemand

  DOI：10.1021/ja00259a065

  日期：1987.12
• HIROTANI, MASAO;ASAKA, ISAO;FURUYA, TSUMOTU, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N0, C. 2751-2754
  作者：HIROTANI, MASAO、ASAKA, ISAO、FURUYA, TSUMOTU

  DOI：——

  日期：——
• Efficient cyclization of squalene epoxide to lanosterol with immobilized cells of baker's yeast
  作者：Olaf Rotthaus、Martin Demuth

  DOI：10.1016/s0040-4020(02)00755-x

  日期：2002.9

  The cyclization of squalene epoxide to lanosterol with baker's yeast (Saccharomyces cerevisiae) can conveniently be carried out in aqueous solution with glass cored immobilisates of cells in calcium alginate. This enables the manifold use of the microorganism to obtain lanosterol in a single biocatalytic step using the immobilisates repeatedly. (C) 2002 Elsevier Science Ltd. All rights reserved.