Δ ²⁵⁽²⁷⁾-pentrogenin | 84272-87-7

• 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: Δ ²⁵⁽²⁷⁾-pentrogenin
• 英文别名: delta-25(27)-Pentrogenin；(1S,2S,4S,6R,7S,8R,9S,12S,13S,14S,15S,16S,17S,18R)-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-14,15,16,17,18-pentol
• CAS: 84272-87-7
• 化学式: C₂₇H₄₂O₇
• 分子量: 478.626
• InChiKey: LPBMOSUWZHYSFA-KLOHSWDASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  34
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Δ ²⁵⁽²⁷⁾-pentrogenin 在 palladium on activated charcoal 氢气 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  Studies on the constituents of Aspidistra elatior Blume. I. On the steroids of the underground part.

  摘要：

  从干燥的 Aspidistra elatior BLUME（百合科）地下部分中分离出了五种类固醇化合物，其中四种被鉴定为：阿斯比斯特林（地高辛3-O-β-光四糖苷）、原阿斯比斯特林、甲基原阿斯比斯特林和1β, 2β, 3β, 4β, 5β-五羟基螺甾烯（Δ25 (27)-五羟基甾烯或Δ25 (27)-新五羟基甾烯），这些鉴定基于物理和化学研究。剩余的类固醇化合物被建议为一种新的螺甾醇化合物。

  DOI：

  10.1248/cpb.30.3476
• 作为产物：
  描述：

  (20S, 22R)-spirost-25(27)-en-1β, 2β, 3β, 4β, 5β-pentaol-5-O-β-D-glucopyranoside 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 可得然胶 、 Δ ²⁵⁽²⁷⁾-pentrogenin
  参考文献：
  名称：

  Steroids from herbs of Reineckia carnea and their anticomplement activities

  摘要：

  A new polyhydroxylated pregnane, named l beta,2 beta,3 beta,4 beta,5 beta,6 beta-hexolhydroxy-pregn-16-en-20-one (1), along with nine known (2-10) steroidal saponins were isolated from the whole plant of Reineckia carnea. Structure elucidations of all compounds were established by interpretation of their NMR spectral data, HR-ESI-MS and comparing with literatures. In addition, these compounds were evaluated with anticomplement activity. The result showed that compound 1 exhibited anticomplement effects with the CH50 values of 0.043 mg/mL, but saponins (2-10) showed no inhibition. Interestingly, hydrolysis of steroidal saponins (2-10) resulted in its aglycones (2a-10a) correspondingly which showed anticomplement activity with the CH50 values of 0.049-0.156 mg/mL.[GRAPHICS].

  DOI：

  10.1080/14786419.2017.1423309

文献信息

• Studies on the constituents of Aspidistra elatior Blume. I. On the steroids of the underground part.
  作者：YASUAKI HIRAI、TENJI KONISHI、SHUICHI SANADA、YOSHITERU IDA、JUNZO SHOJI

  DOI：10.1248/cpb.30.3476

  日期：——

  Five steroidal compounds were isolated from the dried underground part of Aspidistra elatior BLUME (Liliaceae), and four of them were elucidated to be aspidistrin (diosgenin 3-O-β-lycotetraoside), proto-aspidistrin, methyl proto-aspidistrin, and 1β, 2β, 3β, 4β, 5β-pentahydroxyspirost-25 (27)-ene (Δ25 (27)-pentologenin or Δ25 (27)-neopentologenin), on the basis of physical and chemical investigations. The remaining steroidal compound is suggested to be a new spirostanol compound.

  从干燥的 Aspidistra elatior BLUME（百合科）地下部分中分离出了五种类固醇化合物，其中四种被鉴定为：阿斯比斯特林（地高辛3-O-β-光四糖苷）、原阿斯比斯特林、甲基原阿斯比斯特林和1β, 2β, 3β, 4β, 5β-五羟基螺甾烯（Δ25 (27)-五羟基甾烯或Δ25 (27)-新五羟基甾烯），这些鉴定基于物理和化学研究。剩余的类固醇化合物被建议为一种新的螺甾醇化合物。
• Steroids from herbs of <i>Reineckia carnea</i> and their anticomplement activities
  作者：Xu Xu、Bei Wu、Yanzhi Zhan、Wenping Huang、Shilin Yang、Quan Wen、Yulin Feng

  DOI：10.1080/14786419.2017.1423309

  日期：2019.6.3

  A new polyhydroxylated pregnane, named l beta,2 beta,3 beta,4 beta,5 beta,6 beta-hexolhydroxy-pregn-16-en-20-one (1), along with nine known (2-10) steroidal saponins were isolated from the whole plant of Reineckia carnea. Structure elucidations of all compounds were established by interpretation of their NMR spectral data, HR-ESI-MS and comparing with literatures. In addition, these compounds were evaluated with anticomplement activity. The result showed that compound 1 exhibited anticomplement effects with the CH50 values of 0.043 mg/mL, but saponins (2-10) showed no inhibition. Interestingly, hydrolysis of steroidal saponins (2-10) resulted in its aglycones (2a-10a) correspondingly which showed anticomplement activity with the CH50 values of 0.049-0.156 mg/mL.[GRAPHICS].