21β-acetoxy-22α-(2-methylbutyroxy)-olean-12-ene-3β,16α,28-triol

• 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: 21β-acetoxy-22α-(2-methylbutyroxy)-olean-12-ene-3β,16α,28-triol
• 英文别名: racemosol E
• 化学式: C₃₇H₆₀O₇
• 分子量: 616.879
• InChiKey: SBWKPRONLWQXDA-ZWANXJLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  44.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  113.29
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  21β-acetoxy-22α-(2-methylbutyroxy)-olean-12-ene-3β,16α,28-triol 在 potassium hydroxide 作用下， 反应 3.0h， 以2 mg的产率得到玉蕊皂苷元C
  参考文献：
  名称：

  Self gelating isoracemosol A, new racemosaceramide A, and racemosol E from Barringtonia racemosa

  摘要：

  Phytochemical investigation into the CHCl3 extract of the fruits of Barringtonia racemosa resulted in the isolation of two new metabolites along with isoracemosol A and betulinic acid as known metabolites. The new compounds were characterised as phytosphingosine-type ceramide [(2S,3S,4R)-2-[(2R)-2-hydroxyhexadecanoyl amino]-hexacos-8(E)-ene-1,3,4-triol, 1] and racemosol E [21-acetoxy-22-(2-methylbutyroxy)-olean-12-ene-3,16,28-triol, 2] on the basis of extensive spectroscopic data analysis and chemical modifications. In addition, the self-gelating property of isoracemosol A (3) was investigated for the first time, which leads to the unexpected agglomerated porous-like morphology.

  DOI：

  10.1080/14786419.2016.1212033

文献信息

• Self gelating isoracemosol A, new racemosaceramide A, and racemosol E from <i>Barringtonia racemosa</i>
  作者：Mangala Gowri Ponnapalli、Nalini Dangeti、Madhu Babu Sura、Haribabu Kothapalli、V. S. Sarma Akella、Jeelani Basha Shaik

  DOI：10.1080/14786419.2016.1212033

  日期：2017.1.2

  Phytochemical investigation into the CHCl3 extract of the fruits of Barringtonia racemosa resulted in the isolation of two new metabolites along with isoracemosol A and betulinic acid as known metabolites. The new compounds were characterised as phytosphingosine-type ceramide [(2S,3S,4R)-2-[(2R)-2-hydroxyhexadecanoyl amino]-hexacos-8(E)-ene-1,3,4-triol, 1] and racemosol E [21-acetoxy-22-(2-methylbutyroxy)-olean-12-ene-3,16,28-triol, 2] on the basis of extensive spectroscopic data analysis and chemical modifications. In addition, the self-gelating property of isoracemosol A (3) was investigated for the first time, which leads to the unexpected agglomerated porous-like morphology.