(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-Benzyloxy-4-benzyloxymethyl-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-ol | 186415-78-1

• 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: (3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-Benzyloxy-4-benzyloxymethyl-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-ol
• CAS: 186415-78-1
• 化学式: C₄₄H₆₂O₃
• 分子量: 638.974
• InChiKey: JCZJWUVFFIUQGC-AVTIDDNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.56
• 重原子数：
  47.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-Benzyloxy-4-benzyloxymethyl-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-ol 在 palladium dihydroxide 氢气 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and hepatoprotective effects of soyasapogenol B derivatives

  摘要：

  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

  DOI：

  10.1016/s0960-894x(96)00572-0
• 作为产物：
  描述：

  3,24-O-benzylidene soyasapogenol B 在 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， 生成 (3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-Benzyloxy-4-benzyloxymethyl-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-ol
  参考文献：
  名称：

  Synthesis and hepatoprotective effects of soyasapogenol B derivatives

  摘要：

  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

  DOI：

  10.1016/s0960-894x(96)00572-0

文献信息

• Preventive effects of soyasapogenol B derivatives on liver injury in a concanavalin A-induced hepatitis model
  作者：Kazue Sasaki、Nobuto Minowa、Hiroyuki Kuzuhara、Shoji Nishiyama

  DOI：10.1016/j.bmc.2005.04.074

  日期：2005.8

  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.