(7aS,8S)-5,6,7,7a,8,9-六氢-8-羟基-6,6,8-三甲基薁并[5,6-c]呋喃-3(1H)-酮 | 72601-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: (7aS,8S)-5,6,7,7a,8,9-六氢-8-羟基-6,6,8-三甲基薁并[5,6-c]呋喃-3(1H)-酮
• 英文名称: lactaroscrobiculide B
• 英文别名: Azuleno(5,6-c)furan-3(1H)-one, 5,6,7,7a,8,9-hexahydro-8-hydroxy-6,6,8-trimethyl-, (7aS,8S)-；(5S,5aS)-5-hydroxy-5,7,7-trimethyl-4,5a,6,8-tetrahydro-3H-azuleno[5,6-c]furan-1-one
• CAS: 72601-38-8
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: UAGRYLZLTBLSDQ-WFASDCNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-deoxy-lactarolid B 在 吡啶 、 甲基磺酰氯 作用下， 反应 5.0h， 以26%的产率得到8-chloro-5-desoxy-lactarolide B
  参考文献：
  名称：

  Sesquiterpenes of Lactarius origin, antifeedant structure-activity relationships

  摘要：

  Antifeedant activity of 53 sesquiterpenes of Lactarius origin was measured against the storage pests Tribolium confusum, Trogoderma granarium and Sitophilus granarius. The activities of the compounds are discussed in relation to their structures and oxidation state. Conclusions concerning structure-activity relationships have been drawn. It was found that compounds with lactarane and marasmane skeletons were more active than isolactaranes. Also an increasing number of hydroxyl groups present in a molecule decreased its activity. Generally compounds of natural origin, with the exception of keto derivatives, possessed stronger activity than their chemically modified analogues.

  DOI：

  10.1016/0031-9422(94)00781-n

文献信息

• Daniewski, W. M.; Gomulka, M.; Ptaszynska, K., Polish Journal of Chemistry, 1992, vol. 66, # 5, p. 791 - 800
  作者：Daniewski, W. M.、Gomulka, M.、Ptaszynska, K.、Skibicki, P.、Jacobsson, U.、Norin, T.

  DOI：——

  日期：——
• Sesquiterpenes of Lactarius origin, antifeedant structure-activity relationships
  作者：W Daniewski

  DOI：10.1016/0031-9422(94)00781-n

  日期：1995.3

  Antifeedant activity of 53 sesquiterpenes of Lactarius origin was measured against the storage pests Tribolium confusum, Trogoderma granarium and Sitophilus granarius. The activities of the compounds are discussed in relation to their structures and oxidation state. Conclusions concerning structure-activity relationships have been drawn. It was found that compounds with lactarane and marasmane skeletons were more active than isolactaranes. Also an increasing number of hydroxyl groups present in a molecule decreased its activity. Generally compounds of natural origin, with the exception of keto derivatives, possessed stronger activity than their chemically modified analogues.