2,2-Dimethyl-succinic acid 4-((3S,4aR,6aR,6bR,8aS,12bS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12b,13,14,14a,14b-eicosahydro-picen-3-yl) ester

• 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: 2,2-Dimethyl-succinic acid 4-((3S,4aR,6aR,6bR,8aS,12bS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12b,13,14,14a,14b-eicosahydro-picen-3-yl) ester
• 英文别名: (4aS,6aR,6aR,6bR,8aR,10S,12aR,14aS)-10-(3-carboxy-3-methylbutanoyl)oxy-2,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicene-4a-carboxylic acid
• 化学式: C₃₆H₅₆O₆
• 分子量: 584.837
• InChiKey: ORJPWUMIJUWQDR-SCYKBYHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  黄莲木酸 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 124.0h， 生成 2,2-Dimethyl-succinic acid 4-((3S,4aR,6aR,6bR,8aS,12bS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12b,13,14,14a,14b-eicosahydro-picen-3-yl) ester
  参考文献：
  名称：

  Anti-AIDS Agents. 48. Anti-HIV Activity of Moronic Acid Derivatives and the New Melliferone-Related Triterpenoid Isolated from Brazilian Propolis

  摘要：

  A new triterpenoid named melliferone (1), three known triterpenoids, moronic acid (2), anwuweizonic acid (3), and betulonic acid (4), and four known aromatic compounds (5-8) were isolated from Brazilian propolis and tested for anti-HIV activity in H9 lymphocytes. Moronic acid (2) showed significant anti-HIV activity (EC50 <0.1 mug/mL, TI > 186) and was modified to develop more potent anti-AIDS agents.

  DOI：

  10.1021/np010211x

文献信息

• Triterpene derivatives that inhibit human immunodeficiency virus type 1 replication
  作者：Casey R. Dorr、Sergiy Yemets、Oksana Kolomitsyna、Pavel Krasutsky、Louis M. Mansky

  DOI：10.1016/j.bmcl.2010.10.078

  日期：2011.1

  Triterpene derivatives were analyzed for anti-HIV-1 activity and for cellular toxicity. Betulinic aldehyde, betulinic nitrile, and morolic acid derivatives were identified to have anti-HIV-1 activity. These derivatives inhibit a late step in virus replication, likely virus maturation. (C) 2010 Elsevier Ltd. All rights reserved.
• Anti-AIDS Agents. 48. Anti-HIV Activity of Moronic Acid Derivatives and the New Melliferone-Related Triterpenoid Isolated from Brazilian Propolis
  作者：Junko Ito、Fang-Rong Chang、Hui-Kang Wang、Yong Kun Park、Masaharu Ikegaki、Nicole Kilgore、Kuo-Hsiung Lee

  DOI：10.1021/np010211x

  日期：2001.10.1

  A new triterpenoid named melliferone (1), three known triterpenoids, moronic acid (2), anwuweizonic acid (3), and betulonic acid (4), and four known aromatic compounds (5-8) were isolated from Brazilian propolis and tested for anti-HIV activity in H9 lymphocytes. Moronic acid (2) showed significant anti-HIV activity (EC50 <0.1 mug/mL, TI > 186) and was modified to develop more potent anti-AIDS agents.