(1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-Diacetoxy-9-acetoxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid tetrahydro-pyran-2-yl ester | 179126-70-6

• 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,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-Diacetoxy-9-acetoxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid tetrahydro-pyran-2-yl ester
• CAS: 179126-70-6
• 化学式: C₄₁H₆₂O₉
• 分子量: 698.938
• InChiKey: JKLOCWVWCWSVJR-UGEXOOCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.73
• 重原子数：
  50.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-Diacetoxy-9-acetoxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid tetrahydro-pyran-2-yl ester 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到(1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-Dihydroxy-9-hydroxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid tetrahydro-pyran-2-yl ester
  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：

  积雪草酸 在 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-Diacetoxy-9-acetoxymethyl-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid tetrahydro-pyran-2-yl ester
  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

• Asiaticoside mimetics as wound healing agent
  作者：Pil-Jong Shim、Jae-Ho Park、Min-Sun Chang、Min-Jung Lim、Do-Ha Kim、Young Hoon Jung、Sang-Sup Jew、Eun Hee Park、Hee-Doo Kim

  DOI：10.1016/s0960-894x(96)00540-9

  日期：1996.12

  Novel asiaticoside mimetics simplified the sugar moiety by alkoxyalkyl groups were synthesized, and tested their wound healing effects by tensile strength measurement. Copyright (C) 1996 Elsevier Science Ltd