3α-acetoxy-7α,12α-bis-nitryloxy-5β-cholan-24-oic acid methyl ester | 15073-15-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3α-acetoxy-7α,12α-bis-nitryloxy-5β-cholan-24-oic acid methyl ester
• 英文别名: 3α-Acetoxy-7α,12α-bis-nitryloxy-5β-cholan-24-saeure-methylester
• CAS: 15073-15-1
• 化学式: C₂₇H₄₂N₂O₁₀
• 分子量: 554.638
• InChiKey: QAEDEACIKNKKRF-FZMDYVDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  157.34
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3α-acetoxy-7α,12α-bis-nitryloxy-5β-cholan-24-oic acid methyl ester 在 氢氧化钾 作用下， 生成 3α-hydroxy-7α,12α-bis-nitryloxy-5β-cholan-24-oic acid
  参考文献：
  名称：

  Tanasescu et al., Academia Republicii Populare Romine, Baza de Cercetari Stiintifice, Timisoara, Studii si Cercetari, Stiinte Chimice, 1956, vol. 4, p. 21,27

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硝酸 、 乙酸酐 作用下， 生成 3α-acetoxy-7α,12α-bis-nitryloxy-5β-cholan-24-oic acid methyl ester
  参考文献：
  名称：

  Tanasescu et al., Academia Republicii Populare Romine, Baza de Cercetari Stiintifice, Timisoara, Studii si Cercetari, Stiinte Chimice, 1956, vol. 4, p. 21,26

  摘要：

  DOI：

文献信息

• Novel liver-specific nitric oxide (NO) releasing drugs with bile acid as both NO carrier and targeting ligand
  作者：Xue-Yuan Jin、Shi-Yong Fan、Hong-Wu Li、Wei-Guo Shi、Wei Chen、Hui-Fen Wang、Bo-Hua Zhong

  DOI：10.1016/j.cclet.2014.04.001

  日期：2014.5

  Novel liver-specific nitric oxide (NO) releasing drugs with bile acid as both the NO carrier and targeting ligand were designed and synthesized by direct nitration of the hydroxyl group in bile acids or the 3-O-hydroxyl alkyl derivatives, with the intact 24-COOH being preserved for hepatocyte specific recognition. Preliminary biological evaluation revealed that oral administrated targeted conjugates could protect mice against acute liver damage induced by acetaminophen or carbon tetrachloride. The nitrate level in the liver significantly increased after oral administration of 1e while nitrate level in the blood did not significantly change. Co-administration of ursodeoxycholic acid (UDCA) significantly antagonized the increase of nitrate in the liver resulted by administration of 1e. (C) 2014 Hui-Fen Wang and Bo-Hua Zhong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.