caesalpinolide C | 1132772-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: caesalpinolide C
• 英文别名: 6β-hydroxy-12α-hydroxycassa-(13)15-en-16,12-olide；(-)-Caesalpinolide C；(4aS,5R,6aS,7R,10aR,11aS,11bR)-5,10a-dihydroxy-4,4,7,11b-tetramethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-9-one
• CAS: 1132772-44-1
• 化学式: C₂₀H₃₀O₄
• 分子量: 334.456
• InChiKey: QEMZAEJTEVBQAN-LBLADREPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  caesalpinolide C 、 乙酸酐 在 吡啶 作用下， 以1.8 mg的产率得到(-)-(5S,6R,8S,9S,10R,12R,14R)-6,12-diacetoxycass-Δ¹³⁽¹⁵⁾-en-12,16-olide
  参考文献：
  名称：

  Cassane Diterpenes from Caesalpinia bonduc

  摘要：

  Three cassane diterpene hemiketals, caesalpinolide-C, caesalpinolide-D, caesalpinolide-E and one cassane furanoditerpene were isolated from Caesalpinia bonduc. The molecular structures were elucidated using NMR spectroscopy in combination with IR, UV and mass spectral data and relative stereochemistries were determined through ROESY correlation. The isolated compounds were tested for their antiproliferative activity against MCF-7 (breast adenocarcinoma), DU145 (prostate carcinoma), C33A (Cervical carcinoma) and Vero (African green monkey kidney fibroblast) cells. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.12.008