22β,24-dibenzyloxy-3β-methoxyolean-12-ene | 187394-40-7

• 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: 22β,24-dibenzyloxy-3β-methoxyolean-12-ene
• CAS: 187394-40-7
• 化学式: C₄₅H₆₄O₃
• 分子量: 653.001
• InChiKey: IURGYQTXRMMJQD-KSZXEEADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.22
• 重原子数：
  48.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  22β,24-dibenzyloxy-3β-methoxyolean-12-ene 在 palladium dihydroxide 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以59%的产率得到3β-methoxyolean-12-ene-22β,24-diol
  参考文献：
  名称：

  Preventive effects of soyasapogenol B derivatives on liver injury in a concanavalin A-induced hepatitis model

  摘要：

  To shed light on the structure-activity relationship, various so soyasapogenol B derivatives were synthesized and evaluated for preventive effects on liver injury in the concanavalin A (Con A)-induced hepatitis model in mice, Con A injection into mice induces some pathophysiology of human liver disease such as autoimmune or viral hepatitis, Two hydroxyl groups on the A ring of soyasapogenol B are required for amelioration of liver damage, Modification of the C-22 hydroxyl moiety with an acyloxy or alkyloxy group, or removal of the hydroxyl group. resulted in I greatly enhanced percentage of alleviation. Among the series of soyasapogenol B derivatives examined, six compounds exhibited preventive effects on liver damage. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.074
• 作为产物：
  描述：

  大豆甾醇 B 在 camphor-10-sulfonic acid 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 生成 22β,24-dibenzyloxy-3β-methoxyolean-12-ene
  参考文献：
  名称：

  Preventive effects of soyasapogenol B derivatives on liver injury in a concanavalin A-induced hepatitis model

  摘要：

  To shed light on the structure-activity relationship, various so soyasapogenol B derivatives were synthesized and evaluated for preventive effects on liver injury in the concanavalin A (Con A)-induced hepatitis model in mice, Con A injection into mice induces some pathophysiology of human liver disease such as autoimmune or viral hepatitis, Two hydroxyl groups on the A ring of soyasapogenol B are required for amelioration of liver damage, Modification of the C-22 hydroxyl moiety with an acyloxy or alkyloxy group, or removal of the hydroxyl group. resulted in I greatly enhanced percentage of alleviation. Among the series of soyasapogenol B derivatives examined, six compounds exhibited preventive effects on liver damage. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.074

文献信息

• Synthesis and hepatoprotective effects of soyasapogenol B derivatives
  作者：Kazue Sasaki、Nobuto Minowa、Hiroyuki Kuzuhara、Shoji Nishiyama、Shoji Omoto

  DOI：10.1016/s0960-894x(96)00572-0

  日期：1997.1

  Derivatives of soyasapogenol B (1), which is the aglycon moiety of soyasaponins from soybean, were synthesized and evaluated for their hepatoprotective effects in vitro. Copyright (C) 1996 Elsevier Science Ltd