(+)-cylicodiscic acid

• 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: (+)-cylicodiscic acid
• 英文别名: cylicodiscic acid；betulinic acid；(1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a-(hydroxymethyl)-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• 化学式: C₃₀H₄₈O₄
• 分子量: 472.709
• InChiKey: KWUXNWWMRBXQRC-BBBXVDCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-cylicodiscic acid 、 乙酸酐 生成 (1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-5a-(acetyloxymethyl)-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
  参考文献：
  名称：

  TCHIVOUNDA, H. PAMBOU;KOUDOGBO, B.;BESACE, Y.;CASADEVALL, E., PHYTOCHEMISTRY, 29,(1990) N0, C. 3255-3258

  摘要：

  DOI：
• 作为产物：
  描述：

  (1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 6.0h， 以1.5 mg的产率得到(+)-cylicodiscic acid
  参考文献：
  名称：

  Xanthones, triterpenes and a biphenyl from Kielmeyera coriacea

  摘要：

  Analysis of the dichloromethane extracts of Kielmeyera coriacea leaves and stems by high performance liquid chromatography coupled with a photodiode array detector (LC-UV) and thermospray liquid chromatography-mass spectrometry (TSP/LC-MS) revealed the presence of several xanthones. Phytochemical investigation of these extracts resulted in the isolation and identification of ten xanthones, one biphenyl and two triterpenes. Their structures were established by chemical and spectroscopic methods (UV, EI-MS, D/CI-MS, H-1 NMR, C-13 NMR, HMQC and HMBC). One xanthone and two triterpenes are new compounds. Four xanthones and the biphenyl exhibited antifungal activity against the plant pathogenic fungus Cladosporium cucumerinum, while two prenylated xanthones inhibited the growth of Candida albicans. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00731-0