[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4,6a,6b,8a,11,11,14b-heptamethyl-3,9-bis(phenylmethoxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methanol | 186415-73-6

• 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: [(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4,6a,6b,8a,11,11,14b-heptamethyl-3,9-bis(phenylmethoxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methanol
• CAS: 186415-73-6
• 化学式: C₄₄H₆₂O₃
• 分子量: 638.974
• InChiKey: XUXDTHSQEQMNBC-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)-4,6a,6b,8a,11,11,14b-heptamethyl-3,9-bis(phenylmethoxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methanol 在 palladium dihydroxide 草酰氯 、 氢气 、 一水合肼 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 二乙二醇 为溶剂， 反应 2.0h， 生成 槐花二醇
  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：

  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)-4,6a,6b,8a,11,11,14b-heptamethyl-3,9-bis(phenylmethoxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methanol
  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

• Medicinal Foodstuffs. VI. Histamine Release Inhibitors from Kidney Bean, the Seeds of Phaseolus vulgaris L.: Chemical Structures of Sandosaponins A and B.
  作者：Masayuki YOSHIKAWA、Hiromi SHIMADA、Hajime KOMATSU、Tetsuo SAKURAMA、Norihisa NISHIDA、Johji YAMAHARA、Hiroshi SHIMODA、Hisashi MATSUDA、Tadato TANI

  DOI：10.1248/cpb.45.877

  日期：——

  Two new olean-12-ene-type triterpene oligoglycosides, named sandosaponins A and B, were isolated from kidney bean, the seed of Phaseolus vulgaris L., together with three known saponins, soyasaponins I and V and dehydrosoyasaponin 1. The structures of sandosaponins A and B were determined on the basis of chemical and physicochemical evidence, which included the chemical derivation of sandosapogenol

  从菜豆（菜豆）的种子芸豆中分离出两个新的齐墩果烯苷A和B的新的12烯型三萜寡糖苷，以及三个已知的皂苷，大豆皂苷I和V，以及脱氢大豆皂苷1。 A和B是根据化学和物理化学证据确定的，包括从已知的五味子酚，大豆三酚B化学合成三倍酚的成分。发现从芸豆中获得的五种皂苷可以抑制由抗原-诱导的大鼠分泌液中的组胺释放。抗体反应，其中山参皂苷A和B具有最强的抑制活性。