(3S, 11S)-3,11-dihydroxyhexadecanoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3S, 11S)-3,11-dihydroxyhexadecanoic acid
• 英文别名: ipolearic acid；(3S,11S)-dihydroxyhexadecanoic acid
• 化学式: C₁₆H₃₂O₄
• 分子量: 288.428
• InChiKey: HGIHBYDBPWCAMQ-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  20.0
• 可旋转键数：
  14.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  77.76
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3S, 11S)-3,11-dihydroxyhexadecanoic acid 、 (R)-methoxytrifluoromethylphenylacetyl chloride 以 氘代吡啶 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Multidrug resistance–reversal effects of resin glycosides from Dichondra repens

  摘要：

  Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 mu M increased the cytotoxicity of vincristine by 1.03-1.78-fold. (C) 2015 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.12.083
• 作为产物：
  描述：

  dichondrin B 在 硫酸 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 8.0h， 生成 (3S, 11S)-3,11-dihydroxyhexadecanoic acid
  参考文献：
  名称：

  Multidrug resistance–reversal effects of resin glycosides from Dichondra repens

  摘要：

  Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 mu M increased the cytotoxicity of vincristine by 1.03-1.78-fold. (C) 2015 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.12.083

文献信息

• Jalapinoside II, a bisdesmoside resin glycoside, and related glycosidic acids from the officinal jalap root ( Ipomoea purga )
  作者：Elihú Bautista、Mabel Fragoso-Serrano、Rogelio Pereda-Miranda

  DOI：10.1016/j.phytol.2016.07.022

  日期：2016.9

  macrocyclic bidesmoside resin glycoside with purgic acid C as its oligosaccharide core, was isolated by recycle preparative-scale HPLC from the MeOH-soluble extract of Ipomoea purga (Convolvulaceae), the officinal jalap root (⿿Rhizoma Jalapae⿿). This study also reports the complete NMR data assignment for purgic acid C and the structural elucidation of purgic acid D, both glycosidic acids were isolated, in conjunction

  Jalapinoside II是一种以嘌呤酸C为寡糖核心的大环双侧阿糖苷树脂糖苷，通过循环制备型HPLC分离了可药用的Japo根（Ipomoea purga）（Convolvulaceae）的MeOH可溶性提取物（Rhizoma Jalapae）。这项研究还报告了纯净酸C的完整NMR数据分配和纯净酸D的结构解析，在MeOH可溶性树脂糖苷的皂化作用下，将这两种糖苷酸与先前已知的纯净酸A和B分离了。HPLC和13C NMR谱图用作分析工具，用于鉴定商品化的墨西哥斯卡蒙尼树脂。在抗长春碱的人乳腺癌细胞中评估了非细胞毒性Jalapinoside II对多药耐药的逆转因子（RF MCF-7 / Vin +  > 1906）。
• Multidrug resistance–reversal effects of resin glycosides from Dichondra repens
  作者：Wei-bin Song、Wen-qiong Wang、Shu-wei Zhang、Li-jiang Xuan

  DOI：10.1016/j.bmcl.2014.12.083

  日期：2015.2

  Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 mu M increased the cytotoxicity of vincristine by 1.03-1.78-fold. (C) 2015 The Authors. Published by Elsevier Ltd.