3a-benzyl 8a-cyclohexyl (1R,3aS,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-7-methyl-4a,5,6,7,7a,8-hexahydro-1,4-methano-s-indacene-3a,8a(1H,4H)-dicarboxylate | 437980-53-5

• 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: 3a-benzyl 8a-cyclohexyl (1R,3aS,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-7-methyl-4a,5,6,7,7a,8-hexahydro-1,4-methano-s-indacene-3a,8a(1H,4H)-dicarboxylate
• CAS: 437980-53-5
• 化学式: C₃₅H₄₆O₆
• 分子量: 562.747
• InChiKey: GBTQUQDKDQOYHU-KWPOUIFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3a-benzyl 8a-cyclohexyl (1R,3aS,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-7-methyl-4a,5,6,7,7a,8-hexahydro-1,4-methano-s-indacene-3a,8a(1H,4H)-dicarboxylate 在 盐酸 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of Sordaricin Analogues as Potent Antifungal Agents against Candida albicans

  摘要：

  Sordaricin derivatives possessing a cyclohexane ring appendage attached via an ether. thioether. amine, oxime. ester or amide linkage were synthesized and their antifungal activity was evaluated in vitro. Compounds containing a thioether bond or an oxime bond as a linkage exhibited potent MICs (less than or equal to0.125 mug/mL) against four Candida albicans strains including azole-low-susceptible strains. They were also active (MIC less than or equal to0.125 mug/mL) against Candida glabrata. Their in vivo efficacy was confirmed in a murine intravenous infection model with Candida albicans. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00020-3
• 作为产物：
  描述：

  benzyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-8a-(hydroxymethyl)-3-isopropyl-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate 在 sodium chlorite 、 2-甲基-2-丁烯 、 草酰氯 、 camphor-10-sulfonic acid 、 二甲基亚砜 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 生成 3a-benzyl 8a-cyclohexyl (1R,3aS,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-7-methyl-4a,5,6,7,7a,8-hexahydro-1,4-methano-s-indacene-3a,8a(1H,4H)-dicarboxylate
  参考文献：
  名称：

  Synthesis of Sordaricin Analogues as Potent Antifungal Agents against Candida albicans

  摘要：

  Sordaricin derivatives possessing a cyclohexane ring appendage attached via an ether. thioether. amine, oxime. ester or amide linkage were synthesized and their antifungal activity was evaluated in vitro. Compounds containing a thioether bond or an oxime bond as a linkage exhibited potent MICs (less than or equal to0.125 mug/mL) against four Candida albicans strains including azole-low-susceptible strains. They were also active (MIC less than or equal to0.125 mug/mL) against Candida glabrata. Their in vivo efficacy was confirmed in a murine intravenous infection model with Candida albicans. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00020-3