methyl 2-[[(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbonyl]amino]acetate | 1084775-01-8

• 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: methyl 2-[[(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbonyl]amino]acetate
• CAS: 1084775-01-8
• 化学式: C₃₃H₅₁NO₄
• 分子量: 525.772
• InChiKey: CQAZZSPBVWJYGP-FPFQSWSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-[[(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbonyl]amino]acetate 在 草酰氯 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 prop-2-yn-1-yl 2-[(3,28-dioxoolean-12-en-28-yl)amino]acetate
  参考文献：
  名称：

  1,2,3-Triazole Derivatives Based on Glycine and Phenylalanine Amides and Triterpene Acids

  摘要：

  Successive conjugation of betulonic and oleanonic acids first with glycine or L-phenylalanine and then with propargylamine or propargyl alcohol and 1,3-dipolar cycloaddition of beta-D-glucopyranosyl azide afforded new polyhybrid triterpenoids in an average yield of 65%. The structure of the isolated compounds was determined by NMR spectroscopy.

  DOI：

  10.1134/s1070428018040206
• 作为产物：
  描述：

  3-氧代-12-烯-28-齐墩果酸 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-[[(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbonyl]amino]acetate
  参考文献：
  名称：

  1,2,3-Triazole Derivatives Based on Glycine and Phenylalanine Amides and Triterpene Acids

  摘要：

  Successive conjugation of betulonic and oleanonic acids first with glycine or L-phenylalanine and then with propargylamine or propargyl alcohol and 1,3-dipolar cycloaddition of beta-D-glucopyranosyl azide afforded new polyhybrid triterpenoids in an average yield of 65%. The structure of the isolated compounds was determined by NMR spectroscopy.

  DOI：

  10.1134/s1070428018040206

文献信息

• Synthesis and evaluation of a novel series of heterocyclic oleanolic acid derivatives with anti-osteoclast formation activity
  作者：Jun-Feng Li、Yu Zhao、Min-Min Cai、Xiao-Fei Li、Jian-Xin Li

  DOI：10.1016/j.ejmech.2008.12.024

  日期：2009.7

  Oleanolic acid with anti-bone resorption effect was an active component discovered in a medicinal plant of Achyranthes bidentata. A series of heterocyclic derivatives of oleanolic acid including indole, pyrazine, quinoxaline, quinoline moieties and their natural amino acid amides were synthesized. Their inhibitory activity on the formation of osteoclast-like multinucleated cells (OCLs) and cytotoxicity

  具有抗骨吸收作用的齐墩果酸是在牛膝的药用植物中发现的活性成分。合成了一系列齐墩果酸的杂环衍生物，包括吲哚，吡嗪，喹喔啉，喹啉部分及其天然氨基酸酰胺。评估了它们对破骨细胞样多核细胞（OCL）形成的抑制活性以及所选衍生物的细胞毒性。在衍生物中，化合物2a和8a即使在200 nM时也显示出相当强的活性。还讨论了衍生物的结构-活性关系。
• 1,2,3-Triazole Derivatives Based on Glycine and Phenylalanine Amides and Triterpene Acids
  作者：E. F. Khusnutdinova、A. V. Petrova、L. N. Faskhutdinova、O. S. Kukovinets

  DOI：10.1134/s1070428018040206

  日期：2018.4

  Successive conjugation of betulonic and oleanonic acids first with glycine or L-phenylalanine and then with propargylamine or propargyl alcohol and 1,3-dipolar cycloaddition of beta-D-glucopyranosyl azide afforded new polyhybrid triterpenoids in an average yield of 65%. The structure of the isolated compounds was determined by NMR spectroscopy.