alnincanone | 19891-87-3

• 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: alnincanone
• 英文别名: (24R)-20,24-Epoxy-24-methyl-5alpha-dammaran-3-one；(5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5R)-2,5-dimethyl-5-propan-2-yloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 19891-87-3
• 化学式: C₃₁H₅₂O₂
• 分子量: 456.753
• InChiKey: LHPJBVHIHBSBRD-JQYZYYRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  alnincanone 在 盐酸羟胺 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以52%的产率得到20(S),24(R)-3-(oxime)-20,24-epoxy-24-methyldammarane
  参考文献：
  名称：

  Synthesis and anti-influenza activity of 2-cyanoethoxy and 2-(1H-tetrazol-5-yl)ethoxy derivatives of dammarane-type triterpenoids

  摘要：

  A series of 3-(2-1H-tetrazol-5-ylethoxy- and 2-1H-tetrazol-5-ylethoxyimino) derivatives of dammarane triterpenoids was synthesized by azidation of 3-(2-cyanoethoxy- and 2-cyanoethoxyimino)dammaranes. The anti-influenza activity of the prepared tetrazolyldammaranes and intermediate compounds against influenza virus A H1N1 was tested. A considerable antiviral activity was observed for 20(S)-3-(2-1H-tetrazol-5-ylethoxyimino)-25,26,27-trinor-20,24-olidedammarane (SI 26).

  DOI：

  10.1134/s1070428017110185
• 作为产物：
  描述：

  20(S),24(R)-20,24-epoxy-24-methyldammaran-3β-ol 、 三氧化铬 生成 alnincanone
  参考文献：
  名称：

  TANAKA, REIKO;KURIMOTO, MARI;YONEDA, MICHIKO;MATSUNAGA, SHUNYO, PHYTOCHEMISTRY, 29,(1990) N, C. 2253-2256

  摘要：

  DOI：

文献信息

• Synthesis, structure and in vitro biological evaluation of new lupane and dammarane triterpenoids fused with pyrazine heterocycle
  作者：Alla D. Zorina、Nadezhda S. Nikiforova、Vladimir V. Zarubaev、Sergei A. Marchenko、Stanislav I. Selivanov、Galina L. Starova、Arif R. Mehtiev、Evgenii I. Rodionov、Alina A. Rodionova、Rostislav E. Trifonov

  DOI：10.1016/j.mencom.2019.09.007

  日期：2019.9

  Derivatives of natural lupenone, dipterocarpol, alnincanone and semisynthetic dipterocarpol lactone fused with pyrazine heterocycle along C-2-C-3 positions were obtained by the Willgerodt-Kindler reaction, X-ray analysis having been used for the structure identification. Anti-influenza and anti-proliferative activities of the compounds obtained were estimated.