(1R,2R,4aS,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-9-Formyl-1,10-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-8-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester | 261768-91-6

• 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: (1R,2R,4aS,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-9-Formyl-1,10-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-8-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
• 英文别名: methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-formyl-1,10-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-8-oxo-3,4,5,6,6a,7,8a,10,11,12,13,14b-dodecahydro-2H-picene-4a-carboxylate
• CAS: 261768-91-6
• 化学式: C₃₁H₄₆O₆
• 分子量: 514.703
• InChiKey: AMDYKXXBWPIKSV-JIEKDFBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (1R,2R,4aS,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-9-Formyl-1,10-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-8-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester 以 甲醇 、 乙醚 为溶剂， 以40%的产率得到methyl (1R,2S,5S,8R,9R,10S,14R,15R,18S,21S,22R,23R)-9,21-dihydroxy-1,2,8,9,15,22-hexamethyl-24-oxo-19-oxahexacyclo[12.11.0.02,11.05,10.015,23.018,22]pentacos-11-ene-5-carboxylate
  参考文献：
  名称：

  Two New 19-Hydroxyursolic Acid-type Triterpenes from Peruvian ‘Uña de Gato’ ( Uncaria tomentosa )

  摘要：

  Two new triterpenes having a 19-hydroxyursolic acid skeleton were isolated from 'Una de Gato' (Uncaria tomentosa), a traditional herbal medicine in Peru. Their structures were determined by spectroscopic analyses and chemical conversion. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01048-0
• 作为产物：
  描述：

  (1R,2R,4aS,6aS,6bR,8R,8aR,9S,10S,12aR,12bR,14bS)-10-Acetoxy-9-formyl-1,8-dihydroxy-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 methyl ester 在 重铬酸吡啶 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 (1R,2R,4aS,6aS,6bR,8aR,9S,10S,12aR,12bR,14bS)-9-Formyl-1,10-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-8-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid methyl ester
  参考文献：
  名称：

  Two New 19-Hydroxyursolic Acid-type Triterpenes from Peruvian ‘Uña de Gato’ ( Uncaria tomentosa )

  摘要：

  Two new triterpenes having a 19-hydroxyursolic acid skeleton were isolated from 'Una de Gato' (Uncaria tomentosa), a traditional herbal medicine in Peru. Their structures were determined by spectroscopic analyses and chemical conversion. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01048-0