3-((1S,4aR,7S,8aS,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propionic acid | 233749-84-3

• 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: 3-((1S,4aR,7S,8aS,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propionic acid
• CAS: 233749-84-3
• 化学式: C₂₂H₃₄O₂
• 分子量: 330.511
• InChiKey: YVCINYUJSBPRQS-VJMBVAOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-((1S,4aR,7S,8aS,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propionic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 肼 作用下， 以 二氯甲烷 为溶剂， 生成 3-((1S,4aR,7S,8aS,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propionic acid hydrazide
  参考文献：
  名称：

  Synthesis and anti-inflammatory effects of novel pimarane diterpenoid analogs

  摘要：

  Syntheses and excellent anti-inflammatory effects of a series of novel acanthoic acid analogs are reported. In particular, the mechanistic basis for their anti-inflammatory effects is also described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.054
• 作为产物：
  描述：

  Acanthoic acid 在 甲醇 、 lithium hydroxide 、 lithium aluminium tetrahydride 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-((1S,4aR,7S,8aS,10aR)-1,4a,7-Trimethyl-7-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-propionic acid
  参考文献：
  名称：

  Synthesis and anti-inflammatory effects of novel pimarane diterpenoid analogs

  摘要：

  Syntheses and excellent anti-inflammatory effects of a series of novel acanthoic acid analogs are reported. In particular, the mechanistic basis for their anti-inflammatory effects is also described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.054

文献信息

• Pimarane cyclooxygenase 2 (COX-2) inhibitor and its structure–activity relationship
  作者：Young-Ger Suh、Young-Ho Kim、Mi-Hyoun Park、Young-Hoon Choi、Hye-Kyung Lee、Ju-Yeon Moon、Kyung-Hoon Min、Dong-Yun Shin、Jae-Kyung Jung、Ok-Hui Park、Ra-Ok Jeon、Hyung-Sup Park、Soon-Ah Kang

  DOI：10.1016/s0960-894x(01)00004-x

  日期：2001.2

  The structure-activity relationship and molecular modelings of a novel pimarane COX-2 inhibitor are reported. Particularly, a series of linker extended analogues designed on the basis of these studies exhibited significantly enhanced COX-2 inhibitory activities and selectivities. (C) 2001 Elsevier Science Ltd. All rights reserved.