methyl (5β,8α,9β,10α,13α)-13-hydroxy-8-(2-hydroxyethyl)-13-methylpodocarpan-15-oate | 24022-50-2

• 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: methyl (5β,8α,9β,10α,13α)-13-hydroxy-8-(2-hydroxyethyl)-13-methylpodocarpan-15-oate
• CAS: 24022-50-2
• 化学式: C₂₁H₃₆O₄
• 分子量: 352.514
• InChiKey: JUUHYBRRTKINLL-PHCBSBFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  66.76
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl (5β,8α,9β,10α,13α)-13-hydroxy-8-(2-hydroxyethyl)-13-methylpodocarpan-15-oate 在 吡啶 作用下， 生成 ent-14β-Hydroxybeyeran-19-saeuremethylester
  参考文献：
  名称：

  Structural modifications of isosteviol. Partial synthesis of atiserene and isoatiserene

  摘要：

  DOI：

  10.1021/jo00817a014
• 作为产物：
  描述：

  methyl (1R,4S,5R,9S,10R,13S)-5,9,13-trimethyl-15-oxo-14-oxatetracyclo[11.3.1.0^1,10.0^4,9]heptadecane-5-carboxylate 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 61.0h， 以72%的产率得到methyl (5β,8α,9β,10α,13α)-13-hydroxy-8-(2-hydroxyethyl)-13-methylpodocarpan-15-oate
  参考文献：
  名称：

  Synthesis and pharmacological profile of serofendic acids A and B

  摘要：

  We present efficient syntheses of serofendic acids A and B (SA-A and SA-B), novel neuroprotective substances isolated from fetal calf serum. Biological and pharmacological evaluation showed that SA-A and SA-B have potent protective action aaainst glutarnate-induced neurotoxicity, but do not interact directly with glutamate receptors. A pharmacokinetic study showed that they have good oral bioavailability in rats. The results indicate that SA-A and SA-B are potential lead compounds for candidate drugs to treat various neuroloaical disorders. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.037

文献信息

• Biogenetic-like rearrangements of isosteviol derivatives: π-route to the atiserene system
  作者：Robert M. Coates、Edward F. Bertram

  DOI：10.1039/c29690000797

  日期：——

  Solvolytic cyclization of the unsaturated tricyclic toluene-p-sulphonate (IV) affords the atiseran-13-ol derivative (VI), which at higher temperature undergoes Wagner–Meerwein rearrangement to the hibaan-12-ol isomer (IX).

  不饱和三环甲苯对磺酸盐的溶剂化环化反应（IV）提供了atiseran-13-ol衍生物（VI），该衍生物在较高的温度下经历了Wagner-Meerwein重排为hibaan-12-ol异构体（IX）。