[(1R,2R,5S,10S,11R,14R,15S,18R,19R,23S)-2,7,7,10,14,15,18,21,21-nonamethyl-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-en-19-yl] 4-methylbenzenesulfonate | 195156-10-6

• 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: [(1R,2R,5S,10S,11R,14R,15S,18R,19R,23S)-2,7,7,10,14,15,18,21,21-nonamethyl-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-en-19-yl] 4-methylbenzenesulfonate
• CAS: 195156-10-6
• 化学式: C₄₀H₆₀O₅S
• 分子量: 652.979
• InChiKey: UTYPHYJGNNVUGK-WQHSQVBASA-N

物化性质

• 沸点：
  675.7±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.63
• 重原子数：
  46.0
• 可旋转键数：
  3.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(1R,2R,5S,10S,11R,14R,15S,18R,19R,23S)-2,7,7,10,14,15,18,21,21-nonamethyl-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-en-19-yl] 4-methylbenzenesulfonate 在 盐酸 、 三乙基硼氢化锂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 大豆皂醇 C
  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：

  (4aS,4bR,6aR,6bS,8aR,12aS,14aR,14bR,16aS)-2,2,4a,6a,6b,8a,11,11,14b-nonamethyl-4b,5,6,6a,6b,7,8,8a,10,11,12,12a,14,14a,14b,15,16,16a-octadecahydro-4H-piceno[3,4-d][1,3]dioxin-9(4aH)-one 在 吡啶 、 4-二甲氨基吡啶 、 sodium 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 22.0h， 生成 [(1R,2R,5S,10S,11R,14R,15S,18R,19R,23S)-2,7,7,10,14,15,18,21,21-nonamethyl-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-en-19-yl] 4-methylbenzenesulfonate
  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