ethoxymethyl (1R,2R,5R,10R,11R,14R,15S,18S,21R,22S,23S)-2,7,7,10,14,15,21,22-octamethyl-4-oxo-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-ene-18-carboxylate | 179126-89-7

• 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: ethoxymethyl (1R,2R,5R,10R,11R,14R,15S,18S,21R,22S,23S)-2,7,7,10,14,15,21,22-octamethyl-4-oxo-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-ene-18-carboxylate
• CAS: 179126-89-7
• 化学式: C₃₆H₅₆O₆
• 分子量: 584.837
• InChiKey: NKLQUBKIIMWGIE-UZRAXQAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethoxymethyl (1R,2R,5R,10R,11R,14R,15S,18S,21R,22S,23S)-2,7,7,10,14,15,21,22-octamethyl-4-oxo-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-ene-18-carboxylate 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以85%的产率得到C(2)-ketoasiatic acid
  参考文献：
  名称：

  Structure–activity relationship study of asiatic acid derivatives against beta amyloid (Aβ)-induced neurotoxicity

  摘要：

  8 Semi-synthetic derivatives of asiatic acid were prepared and their protective effect against AP-induced neurotoxicity was evaluated. Among them, asiatic acid (2), and 4, 16 showed 97, 92 and 87% of protective effect, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00658-7
• 作为产物：
  描述：

  ethoxymethyl 3,23-O-isopropylideneasiatate 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以82%的产率得到ethoxymethyl (1R,2R,5R,10R,11R,14R,15S,18S,21R,22S,23S)-2,7,7,10,14,15,21,22-octamethyl-4-oxo-6,8-dioxahexacyclo[12.12.0.02,11.05,10.015,24.018,23]hexacos-24-ene-18-carboxylate
  参考文献：
  名称：

  Structure–activity relationship study of asiatic acid derivatives against beta amyloid (Aβ)-induced neurotoxicity

  摘要：

  8 Semi-synthetic derivatives of asiatic acid were prepared and their protective effect against AP-induced neurotoxicity was evaluated. Among them, asiatic acid (2), and 4, 16 showed 97, 92 and 87% of protective effect, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00658-7

文献信息

• Structure–activity relationship study of asiatic acid derivatives against beta amyloid (Aβ)-induced neurotoxicity
  作者：Sang-sup Jew、Chi-hyoung Yoo、Doo-yeon Lim、Heeman Kim、Inhee Mook-Jung、Min Whan Jung、Heesung Choi、Young-hoon Jung、Heedoo Kim、Hyeung-geun Park

  DOI：10.1016/s0960-894x(99)00658-7

  日期：2000.1

  8 Semi-synthetic derivatives of asiatic acid were prepared and their protective effect against AP-induced neurotoxicity was evaluated. Among them, asiatic acid (2), and 4, 16 showed 97, 92 and 87% of protective effect, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.