(2R)-2-hydroxy-N-[(2S,3S,4R,15Z)-1,3,4-trihydroxytriacont-15-en-2-yl]octacosanamide | 1349156-28-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: (2R)-2-hydroxy-N-[(2S,3S,4R,15Z)-1,3,4-trihydroxytriacont-15-en-2-yl]octacosanamide
• 英文别名: (2r)-2-hydroxy-N-[(2s,3s,4r,15z)-1,3,4-trihydroxy-15-triaconten-2-yl]octacosamide；(2R)-2-hydroxy-N-[(Z,2S,3S,4R)-1,3,4-trihydroxytriacont-15-en-2-yl]octacosanamide
• CAS: 1349156-28-0
• 化学式: C₅₈H₁₁₅NO₅
• 分子量: 906.555
• InChiKey: LGXIBXGWFVASND-AHSFWOMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.6
• 重原子数：
  64
• 可旋转键数：
  54
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-2-hydroxy-N-[(2S,3S,4R,15Z)-1,3,4-trihydroxytriacont-15-en-2-yl]octacosanamide 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 18.0h， 生成 (R)-2-hydroxyoctacosanoic acid
  参考文献：
  名称：

  Alchornea laxiflora（Euphorbiaceae）茎皮中的两种新脂肪酸衍生物

  摘要：

  AbstractEuphorbiaceae is a family of plants used in traditional remedies in central Africa to treat selected diseases. Some of the phytochemical components in the stem bark of Alchornea laxiflora that have biochemical activity were identified. A number of novel compounds were isolated, including a new fatty acid ester, (1) a new ceramide, (2) some triterpenoids, (3–5), ellagic acid (6) and its derivatives (7, 8) were isolated. The structures of these compounds were determined on the basis of spectroscopic methods as well as HR‐ESI‐TOF‐MS analysis, chemical transformation and by comparison of their physical and spectral data with those reported in the literature. The cytotoxicity of some isolated compounds was investigated against human promyelocytic leukaemia (HL60) cell line by using the MTT method. Compounds 1, 4 and 5 showed a cytotoxic activity with IC50 at 58.7, 6.6 and 6.8 μM, respectively.

  DOI：

  10.1007/s11746-011-1770-7

文献信息

• Two New Fatty Acid Derivatives from the Stem Bark of <i>Alchornea laxiflora</i> (Euphorbiaceae)
  作者：Louis Pergaud Sandjo、Hervé M. Poumale Poumale、Xavier Noudou Siwe、Hippolyte Nga Ntede、Yoshihito Shiono、Bonaventure Tchaleu Ngadjui、Rui M. W. Krause、Derek Tantoh Ndinteh、Joseph Tanyi Mbafor

  DOI：10.1007/s11746-011-1770-7

  日期：2011.8

  AbstractEuphorbiaceae is a family of plants used in traditional remedies in central Africa to treat selected diseases. Some of the phytochemical components in the stem bark of Alchornea laxiflora that have biochemical activity were identified. A number of novel compounds were isolated, including a new fatty acid ester, (1) a new ceramide, (2) some triterpenoids, (3–5), ellagic acid (6) and its derivatives (7, 8) were isolated. The structures of these compounds were determined on the basis of spectroscopic methods as well as HR‐ESI‐TOF‐MS analysis, chemical transformation and by comparison of their physical and spectral data with those reported in the literature. The cytotoxicity of some isolated compounds was investigated against human promyelocytic leukaemia (HL60) cell line by using the MTT method. Compounds 1, 4 and 5 showed a cytotoxic activity with IC50 at 58.7, 6.6 and 6.8 μM, respectively.