verticillatin A | 41708-76-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: verticillatin A
• 英文别名: 9-(-)-trachelanthyl-(-)-heliotridine N-oxide；Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1R,7AS)-2,3,5,7A-tetrahydro-1-hydroxy-4-oxido-1H-pyrrolizin-7-YL)methyl ester, (2R,3S)-；[(7R,8S)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
• CAS: 41708-76-3
• 化学式: C₁₅H₂₅NO₆
• 分子量: 315.367
• InChiKey: DNAWGBOKUFFVMB-ANYFDBNWSA-N

物化性质

• 熔点：
  130.5°C (rough estimate)
• 沸点：
  454.91°C (rough estimate)
• 密度：
  1.1359 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 危险等级：
  6.1(b)
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险品运输编号：
  UN 1544

反应信息

• 作为反应物：
  描述：

  verticillatin A 在 盐酸 、 水 作用下， 反应 3.0h， 生成 1-hydroxymethyl-7-hydroxypyrrolizidine N-oxide
  参考文献：
  名称：

  Pyrrolizidine Alkaloids from the Roots of Paris verticillata

  摘要：

  Three new pyrrolizidine alkaloids, verticillatins A (1), B (2), and C (3), together with seven known pyrrolizidine alkaloids (4-10), were isolated from the roots of Paris verticillata (Liliaceae). Their structures were determined by spectroscopic data and chemical evidences. Verticillatin A (1), verticillatin B (2), verticillatin C (3), heliovinine N-oxide (4), and indicine N-oxide (5) showed cytotoxicity against the HCT15 cell line, with IC(50) values of 67.6, 92.4, 35.7, 36.2, and 74.7 mu M, respectively.

  DOI：

  10.3987/com-10-11942

文献信息

• Pyrrolizidine Alkaloids from the Roots of Paris verticillata
  作者：Kang Ro Lee、Ki Hyun Kim、Kyu Ha Lee、Sang Un Choi、Kyung Ran Kim

  DOI：10.3987/com-10-11942

  日期：——

  Three new pyrrolizidine alkaloids, verticillatins A (1), B (2), and C (3), together with seven known pyrrolizidine alkaloids (4-10), were isolated from the roots of Paris verticillata (Liliaceae). Their structures were determined by spectroscopic data and chemical evidences. Verticillatin A (1), verticillatin B (2), verticillatin C (3), heliovinine N-oxide (4), and indicine N-oxide (5) showed cytotoxicity against the HCT15 cell line, with IC(50) values of 67.6, 92.4, 35.7, 36.2, and 74.7 mu M, respectively.