octadeca-9,11,13-triynoic acid | 1558-80-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: octadeca-9,11,13-triynoic acid
• 英文别名: Octadecatriin-(9,11,13)-saeure-(1)；Octadeca-9,11,13-triinsaeure
• CAS: 1558-80-1
• 化学式: C₁₈H₂₄O₂
• 分子量: 272.387
• InChiKey: CBWJECXEMSFLLW-UHFFFAOYSA-N

物化性质

• 熔点：
  50.5-51.4 °C
• 沸点：
  428.3±47.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 octadeca-9,11,13-triynoic acid 在 氯化亚砜 作用下， 反应 3.0h， 以79%的产率得到9,11,13-Octadecatriynoic acid methyl ester
  参考文献：
  名称：

  Bioactive Constituents of the Roots of Polyalthia cerasoides

  摘要：

  A new dimeric aporphine alkaloid, bidebiline E (1), and a new natural product, octadeca-9,11,13-triynoic acid (2), along with three known sesquiterpenes, alpha-humulene (3), caryophyllene oxide (4), and (-)-alpha-cadinol (5), and four known isoquinoline alkaloids, laudanosine (6), codamine (7), laudanidine (8), and reticuline (9), were isolated from the roots of Polyalthia cerasoides. The structures of compounds 1 and 2 were established on the basis of their ID and 2D NMR spectroscopic data. Among these isolates, 1, 2, 4, 7, and 8 exhibited antimalarial activity against Plasmodium falciparum, while 1-3 showed antimycobacterial activity against Mycobacterium tuberculosis using in vitro assays.

  DOI：

  10.1021/np070293a
• 作为产物：
  描述：

  9-癸炔酸 在 氢氧化钾 、 溴 作用下， 以 水 为溶剂， 生成 octadeca-9,11,13-triynoic acid
  参考文献：
  名称：

  Kraevskii,A.A. et al., Journal of Organic Chemistry USSR (English Translation), 1966, vol. 2, p. 628 - 629

  摘要：

  DOI：

文献信息

• Kraevskii,A.A.; Preobrazhenskii,N.A., Journal of general chemistry of the USSR, 1965, vol. 35, p. 620 - 621
  作者：Kraevskii,A.A.、Preobrazhenskii,N.A.

  DOI：——

  日期：——
• Kraevskii,A.A. et al., Journal of Organic Chemistry USSR (English Translation), 1966, vol. 2, p. 628 - 629
  作者：Kraevskii,A.A. et al.

  DOI：——

  日期：——
• Bioactive Constituents of the Roots of <i>Polyalthia cerasoides</i>
  作者：Somdej Kanokmedhakul、Kwanjai Kanokmedhakul、Ratsami Lekphrom

  DOI：10.1021/np070293a

  日期：2007.9.1

  A new dimeric aporphine alkaloid, bidebiline E (1), and a new natural product, octadeca-9,11,13-triynoic acid (2), along with three known sesquiterpenes, alpha-humulene (3), caryophyllene oxide (4), and (-)-alpha-cadinol (5), and four known isoquinoline alkaloids, laudanosine (6), codamine (7), laudanidine (8), and reticuline (9), were isolated from the roots of Polyalthia cerasoides. The structures of compounds 1 and 2 were established on the basis of their ID and 2D NMR spectroscopic data. Among these isolates, 1, 2, 4, 7, and 8 exhibited antimalarial activity against Plasmodium falciparum, while 1-3 showed antimycobacterial activity against Mycobacterium tuberculosis using in vitro assays.