(22E,24S)-27-去甲-5alpha-麦角甾-22-烯-3beta-醇 | 58514-32-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: (22E,24S)-27-去甲-5alpha-麦角甾-22-烯-3beta-醇
• 英文名称: (22E,24S)-27-nor-24-methyl-5α-cholest-22-en-3β-ol
• 英文别名: (22E,24S)-27-norcholest-22-en-3β-ol；Patinosterol；(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(E,2R,5S)-5-methylhept-3-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 58514-32-2
• 化学式: C₂₇H₄₆O
• 分子量: 386.662
• InChiKey: MQDWBAYFXRRHRX-BPTFOWNUSA-N

物化性质

• 沸点：
  470.9±14.0 °C(Predicted)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (22E,24S)-27-去甲-5alpha-麦角甾-22-烯-3beta-醇 在 吡啶 作用下， 以16 mg的产率得到(22E,24S)-27-nor-24-methyl-5α-cholest-22-en-3β-ol acetate
  参考文献：
  名称：

  Stereoselective synthesis via Claisen rearrangements of the marine sterols occelasterol, patinosterol, and 22,23-dihydrooccelasterol

  摘要：

  DOI：

  10.1021/jo00133a036
• 作为产物：
  描述：

  (22E,24S)-27-nor-3α,5-cyclo-6β-methoxy-24-methyl-5α-cholest-22-en-26-ol p-toluenesulfonate 在 lithium aluminium tetrahydride 、 氨 、 aluminum isopropoxide 、 lithium 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 乙醇 、 水 、 丙酮 、 苯 为溶剂， 反应 19.5h， 生成 (22E,24S)-27-去甲-5alpha-麦角甾-22-烯-3beta-醇
  参考文献：
  名称：

  Stereoselective synthesis via Claisen rearrangements of the marine sterols occelasterol, patinosterol, and 22,23-dihydrooccelasterol

  摘要：

  DOI：

  10.1021/jo00133a036

文献信息

• Therapeutic properties of oils
  申请人：Ferrante Antonio

  公开号：US20050123479A1

  公开（公告）日：2005-06-09

  The present invention provides a novel scientific approach to determine whether a compound has anti-inflammatory activity. In particular, the novel assays allow the screening of compounds for the purposes of prophylactic and therapeutic use in treating or ameliorating the symptoms of T-cell, macrophage or neutrophil mediated diseases in mammals. In particular, the invention is based on the measurement of the capacity of a substance being an oil or fat, an alcoholic extract of an oil or fat, a biologically active component of an oil or a fat, or a preparation comprising an oil or fat, to suppress the activity of T-cells, macrophages or neutrophils in humans or animals in response to chemical and/or biological agents that activate these cell types. Measurements are made either in vivo (eg in mice) or in an in vitro preparation of human T-cells, macrophages or neutrophils, or a cell line derived therefrom. The substance is, in particular, emu oil or an ethanolic extract thereof. Therapeutic compositions and methods are also disclosed.

  本发明提供了一种确定化合物是否具有抗炎活性的新型科学方法。特别是，本发明的新型检测方法可以筛选出用于预防和治疗哺乳动物 T 细胞、巨噬细胞或中性粒细胞介导的疾病或改善其症状的化合物。特别是，本发明是基于对油或脂肪、油或脂肪的醇提取物、油或脂肪的生物活性成分或包含油或脂肪的制剂等物质的能力进行测定，以抑制人或动物体内的 T 细胞、巨噬细胞或中性粒细胞对激活这些细胞类型的化学和/或生物制剂的活性。测量可在体内（如小鼠体内）或体外制备的人类 T 细胞、巨噬细胞或中性粒细胞或由其衍生的细胞系中进行。该物质尤其是鸸鹋油或其乙醇提取物。还公开了治疗组合物和方法。
• Marine sterols. VII. Synthesis of patinosterol, a minor constituent of sterols of the scallop, Patinopecten yessoensis
  作者：Kobayashi Masaru、Minamizawa Takao、Mitsuhashi Hiroshi

  DOI：10.1016/0039-128x(77)90124-6

  日期：1977.6

  The structure of patinosterol, a minor sterol from the scallop, Patinopecten yessoensis, was established as 22-trans-27-nor-(24S)-24-methyl-5alpha-cholest-22-en-3beta-ol by synthesis through Wittig reaction.
• THERAPEUTIC PROPERTIES OF OILS
  申请人：WOMEN'S AND CHILDREN'S HOSPITAL

  公开号：EP1481243A1

  公开（公告）日：2004-12-01
• [EN] THERAPEUTIC PROPERTIES OF OILS<br/>[FR] PROPRIETES THERAPEUTIQUES D'HUILES
  申请人：WOMENS & CHILDRENS HOSPITAL

  公开号：WO2003075003A1

  公开（公告）日：2003-09-12

  The present invention provides a novel scientific approach to determine whether a compound has anti-inflammatory activity. In particular, the novel assays allow the screening of compounds for the purposes of prophylactic and therapeutic use in treating or ameliorating the symptoms of T-cell, macrophage or neutrophil mediated diseases in mammals. In particular, the invention is based on the measurement of the capacity of a substance being an oil or fat, an alcoholic extract of an oil or fat, a biologically active component of an oil or a fat, or a preparation comprising an oil or fat, to suppress the activity of T-cells, macrophages or neutrophils in humans or animals in response to chemical and/or biological agents that activate these cell types. Measurements are made either in vivo (eg in mice) or in an in vitro preparation of human T-cells, macrophages or neutrophils or a cell line derived therefrom. The substance is, in particular, emu oil or an ethanolic extract thereof. Therapeutic compositions and methods are also disclosed.
• Stereoselective synthesis via Claisen rearrangements of the marine sterols occelasterol, patinosterol, and 22,23-dihydrooccelasterol
  作者：Yutaka Hirano、Carl Djerassi

  DOI：10.1021/jo00133a036

  日期：1982.6