[(1S,3S,4R,5S,9R,10S,11S,14E,16E,19S,21R,25S,27S,28R,29S,33R,34S,35S,38E,40E,43S,45R)-43-(4-bromobenzoyl)oxy-11,35-bis[(2S,3S,4S)-3-(4-bromobenzoyl)oxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-3,27-dimethoxy-4,7,7,10,16,28,31,31,34,40-decamethyl-13,37-dioxo-6,8,12,30,32,36,49,51-octaoxapentacyclo[43.3.1.15,9.121,25.129,33]dopentaconta-14,16,22,38,40,46-hexaen-19-yl] 4-bromobenzoate | 131719-35-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: [(1S,3S,4R,5S,9R,10S,11S,14E,16E,19S,21R,25S,27S,28R,29S,33R,34S,35S,38E,40E,43S,45R)-43-(4-bromobenzoyl)oxy-11,35-bis[(2S,3S,4S)-3-(4-bromobenzoyl)oxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-3,27-dimethoxy-4,7,7,10,16,28,31,31,34,40-decamethyl-13,37-dioxo-6,8,12,30,32,36,49,51-octaoxapentacyclo[43.3.1.15,9.121,25.129,33]dopentaconta-14,16,22,38,40,46-hexaen-19-yl] 4-bromobenzoate
• CAS: 131719-35-2
• 化学式: C₁₁₂H₁₅₂Br₄O₂₄
• 分子量: 2202.04
• InChiKey: LDUYQGPDWWBJKK-VQCKHDNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.3
• 重原子数：
  140
• 可旋转键数：
  28
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  269
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  swinholide A 17,19;17',19'-diacetonide 、 4-溴苯甲酰氯 生成 [(1S,3S,4R,5S,9R,10S,11S,14E,16E,19S,21R,25S,27S,28R,29S,33R,34S,35S,38E,40E,43S,45R)-43-(4-bromobenzoyl)oxy-11,35-bis[(2S,3S,4S)-3-(4-bromobenzoyl)oxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-3,27-dimethoxy-4,7,7,10,16,28,31,31,34,40-decamethyl-13,37-dioxo-6,8,12,30,32,36,49,51-octaoxapentacyclo[43.3.1.15,9.121,25.129,33]dopentaconta-14,16,22,38,40,46-hexaen-19-yl] 4-bromobenzoate
  参考文献：
  名称：

  KOBAYASHI, MOTOMASA;TANAKA, JUN-ICHI;KATORI, TAKETO;MATSUURA, MIKI;YAMASH+, CHEM. AND PHARM. BULL., 38,(1990) N, C. 2409-2418

  摘要：

  DOI：

文献信息

• Marine natural products. XXII. The absolute stereostructure of swinholide A, a potent cytotoxic dimeric macrolide from the Okinawa marine sponge Theonella swinhoei.
  作者：Motomasa KOBAYASHI、Jun-ichi TANAKA、Taketo KATORI、Miki MATSUURA、Megumi YAMASHITA、Isao KITAGAWA

  DOI：10.1248/cpb.38.2409

  日期：——

  A potent cytotoxic dimeric macrolide, swinholide A (1), was isolated from the Okinawan marine sponge Theonella swinhoei. The absolute stereostructure of 1, having a dimeric dilactone structure with a 44-membered ring, has been determined on the basis of its chemical behavior and an X-ray crystallographic analysis.

  从冲绳海洋海绵 Theonella swinhoei 中分离出了一种强效细胞毒性二聚体大环内酯--鞘氨醇内酯 A（1）。根据其化学特性和 X 射线晶体学分析，确定了 1 的绝对立体结构，即具有 44 元环的二聚二内酯结构。