(+)-(R)-1,2-dihydroxy-3,3-dimethylhenicosan-4-one | 1349697-92-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+)-(R)-1,2-dihydroxy-3,3-dimethylhenicosan-4-one
• CAS: 1349697-92-2
• 化学式: C₂₃H₄₆O₃
• 分子量: 370.616
• InChiKey: PRVLXCJAILBIAZ-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26.0
• 可旋转键数：
  19.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (+)-(R)-1,2-dihydroxy-3,3-dimethylhenicosan-4-one 、 乙酰氯 在 2,4,6-三甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 60.0h， 以40%的产率得到(-)-(R)-2-hydroxy-3,3-dimethyl-4-oxohenicosyl acetate
  参考文献：
  名称：

  Synthesis and in vitro evaluation of analogues of avocado-produced toxin (+)-(R)-persin in human breast cancer cells

  摘要：

  A structure-activity study of several new synthetic analogues of the avocado-produced toxin persin has been conducted, with compounds being evaluated for their cytostatic and pro-apoptotic effects in human breast cancer cells. A 4-pyridinyl derivative demonstrated activity comparable to that of the natural product, suggesting future directions for exploration of structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.006
• 作为产物：
  描述：

  3,3-dimethylhenicos-1-en-4-one 在 Oxone 、 (R,R)-Jacobsen catalyst 、 乙二胺四乙酸 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 187.0h， 生成 (+)-(R)-1,2-dihydroxy-3,3-dimethylhenicosan-4-one
  参考文献：
  名称：

  Synthesis and in vitro evaluation of analogues of avocado-produced toxin (+)-(R)-persin in human breast cancer cells

  摘要：

  A structure-activity study of several new synthetic analogues of the avocado-produced toxin persin has been conducted, with compounds being evaluated for their cytostatic and pro-apoptotic effects in human breast cancer cells. A 4-pyridinyl derivative demonstrated activity comparable to that of the natural product, suggesting future directions for exploration of structure-activity relationships. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.006