(4aR,6aR,6bR,8aS,12aS,12bR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carbonitrile | 1191265-23-2

• 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: (4aR,6aR,6bR,8aS,12aS,12bR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carbonitrile
• 英文别名: (4aR,6aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a,14,14a-dodecahydropicene-2-carbonitrile
• CAS: 1191265-23-2
• 化学式: C₃₁H₄₅NO₃
• 分子量: 479.703
• InChiKey: AIAXHYRYTZDEDA-GNYFDOBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4aR,6aR,6bR,8aS,12aS,12bR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carbonitrile 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以49%的产率得到(4aR,6aR,6bR,8aS,12aS,11bR,14bR)-8a-formyl-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carbonitrile
  参考文献：
  名称：

  [EN] ANTIOXIDANT INFLAMMATION MODULATORS: OLEANOLIC ACID DERIVATIVES WITH SATURATION IN THE C-RING
  [FR] MODULATEURS D'INFLAMMATION ANTIOXYDANTS: DÉRIVÉS D'ACIDE OLÉANOLIQUE PRÉSENTANT UNE SATURATION DANS L'ANNEAU C

  摘要：

  公开号：

  WO2009129545A8
• 作为产物：
  描述：

  (4aR,6aR,6bR,8aS,12aS,12bR,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyloctadecahydropicene-3,13(2H,4H)-dione 在 1,3-二溴-5,5-二甲基海因 、 盐酸羟胺 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 (4aR,6aR,6bR,8aS,12aS,12bR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carbonitrile
  参考文献：
  名称：

  [EN] ANTIOXIDANT INFLAMMATION MODULATORS: C-17 HOMOLOGATED OLEANOLIC ACID DERIVATIVES
  [FR] MODULATEURS D'INFLAMMATION ANTIOXYDANTS : DÉRIVÉS D'ACIDE OLÉANOLIQUE HOMOLOGUÉS C-17

  摘要：

  这项发明提供了具有以下式(I)的新奥齐酸衍生物，其中变量在此处定义。还提供了包括这些化合物的药物组合物、试剂盒和制造物品，用于制备这些化合物的有用中间体和方法，以及使用这些化合物和组合物的方法。

  公开号：

  WO2009129548A1

文献信息

• [EN] A-RING EPOXIDIZED TRITERPENOID-BASED ANTI-INFLAMMATION MODULATORS AND METHODS OF USE THEREOF<br/>[FR] MODULATEURS ANTI-INFLAMMATION BASÉS SUR DES TRITERPÉNOÏDES ÉPOXYDÉS AU NIVEAU DU CYCLE A ET LEURS MÉTHODES D'UTILISATION
  申请人：REATA PHARMACEUTICALS INC

  公开号：WO2013188818A1

  公开（公告）日：2013-12-19

  Disclosed herein are novel A-ring epoxidized triterpenoid compounds and derivatives thereof, including those of the formula (I), wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits, and articles of manufacture comprising such compounds. Methods and intermediates useful for making the compounds, and methods of using the compounds, for example as antioxidant inflammation modulators, and compositions thereof are also provided.

  本文披露了新型A环氧化三萜化合物及其衍生物，包括公式（I）中所定义的变量。还提供了包含这些化合物的药物组合物、试剂盒和制造物品。还提供了用于制备这些化合物的方法和中间体，以及使用这些化合物的方法，例如作为抗氧化炎症调节剂，以及相关的组合物。
• ANTIOXIDANT INFLAMMATION MODULATORS: C-17 HOMOLOGATED OLEANOLIC ACID DERIVATIVES
  申请人：Jiang Xin

  公开号：US20100041904A1

  公开（公告）日：2010-02-18

  This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
• ANTIOXIDANT INFLAMMATION MODULATORS: OLEANOLIC ACID DERIVATIVES WITH SATURATION IN THE C-RING
  申请人：Anderson Eric

  公开号：US20100056777A1

  公开（公告）日：2010-03-04

  This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
• ANTIOXIDANT INFLAMMATION MODULATORS: OLEANOLIC ACID DERIVATIVES WITH SATURATION IN THE C-RING
  申请人：Anderson Eric

  公开号：US20110245233A1

  公开（公告）日：2011-10-06

  This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
• Antioxidant Inflammation Modulators: Oleanolic Acid Derivatives with Saturation in the C-Ring
  申请人：Anderson Eric

  公开号：US20120245374A1

  公开（公告）日：2012-09-27

  This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.