4-methoxybenzyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-8a-(((R)-1-(((2R,3R)-3-methoxy-4-oxobutan-2-yl)oxy)-2-oxoethoxy)methyl)-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate | 463356-03-8

• 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: 4-methoxybenzyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-8a-(((R)-1-(((2R,3R)-3-methoxy-4-oxobutan-2-yl)oxy)-2-oxoethoxy)methyl)-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate
• CAS: 463356-03-8
• 化学式: C₃₇H₅₀O₁₀
• 分子量: 654.798
• InChiKey: NKEJFGSPVAKFMO-UZUZBWPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  115.82
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-methoxybenzyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-8a-(((R)-1-(((2R,3R)-3-methoxy-4-oxobutan-2-yl)oxy)-2-oxoethoxy)methyl)-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate 在 盐酸 、 sodium cyanoborohydride 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and evaluation of N-substituted 1,4-oxazepanyl sordaricins as selective fungal EF-2 inhibitors

  摘要：

  Sordaricin analogues possessing 6-methoxy-7-methyl-1,4-oxazepane moiety instead of the sugar part were synthesized and evaluated. It was found that N-substituents on the oxazepane ring had influence on biological activity. In particular, N-(2-methylpropenyl) derivative 12p exhibited potent in vitro antifungal activity. Furthermore, 12p maintained significant activity (MIC 0.25 mug/mL) against Candida albicans SANK51486 even in the presence of 20% horse serum. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00290-1
• 作为产物：
  描述：

  zofimarin 在 sodium periodate 、 sodium methylate 、 碳酸氢钠 、 对甲苯磺酸 、 原甲酸三甲酯 作用下， 以 甲醇 、 水 为溶剂， 生成 4-methoxybenzyl (1R,3aR,4S,4aR,7R,7aR,8aS)-4-(1,3-dioxolan-2-yl)-3-isopropyl-8a-(((R)-1-(((2R,3R)-3-methoxy-4-oxobutan-2-yl)oxy)-2-oxoethoxy)methyl)-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of N-substituted 1,4-oxazepanyl sordaricins as selective fungal EF-2 inhibitors

  摘要：

  Sordaricin analogues possessing 6-methoxy-7-methyl-1,4-oxazepane moiety instead of the sugar part were synthesized and evaluated. It was found that N-substituents on the oxazepane ring had influence on biological activity. In particular, N-(2-methylpropenyl) derivative 12p exhibited potent in vitro antifungal activity. Furthermore, 12p maintained significant activity (MIC 0.25 mug/mL) against Candida albicans SANK51486 even in the presence of 20% horse serum. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00290-1