(1S,2S,5R,6S,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one | 75410-57-0

• 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: (1S,2S,5R,6S,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
• CAS: 75410-57-0
• 化学式: C₅₄H₈₈O₂₃
• 分子量: 1105.28
• InChiKey: YIXWCNPJRULPMG-QNHWNSFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  77
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  352
• 氢给体数：
  12
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  echinoside A 生成 (1S,2S,5R,6S,9S,10S,13S,16S,18R)-16-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5,10-dihydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-8-one
  参考文献：
  名称：

  Kitagawa, Isao; Inamoto, Tatsuya; Fuchida, Masako, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 5, p. 1651 - 1653

  摘要：

  DOI：

文献信息

• Total Synthesis of Echinoside A, a Representative Triterpene Glycoside of Sea Cucumbers
  作者：Xiaoping Chen、Xiaofei Shao、Wei Li、Xiaheng Zhang、Biao Yu

  DOI：10.1002/anie.201703610

  日期：2017.6.19

  adaptable to the synthesis of congeners and analogues, as exemplified by the ready synthesis of ds‐echinoside A and echinoside B, and thus will facilitate in‐depth studies on the promising biological effects of echinoside A. Moreover, the present synthesis demonstrates the feasibility of synthetic access to the characteristic complex triterpene glycosides that occur ubiquitously in sea cucumbers.

  Echinoside A是一种具有有效的抗癌和抗真菌活性的磺酰化的holostane四糖，它以最长的线性序列（35步）和0.6％的总收率合成。合成方法适用于同类物和类似物的合成，如ds-echinoside A和echinoside B的现成合成所例示的，因此将有助于深入研究蛇毒苷A的有前途的生物学效应。此外，本合成证明了合成获取海参中普遍存在的特征性复杂三萜糖苷的可行性。
• Kitagawa, Isao; Inamoto, Tatsuya; Fuchida, Masako, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 5, p. 1651 - 1653
  作者：Kitagawa, Isao、Inamoto, Tatsuya、Fuchida, Masako、Okada, Shinji、Kobayashi, Motomasa、et al.

  DOI：——

  日期：——