griffinisterone E | 1024589-30-7

• 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
• 英文名称: griffinisterone E
• 英文别名: (2R)-2-[(5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-methylheptanoic acid
• CAS: 1024589-30-7
• 化学式: C₂₇H₄₂O₃
• 分子量: 414.629
• InChiKey: YITVIWSRZUFONA-JLDNACQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  griffinisterone E 、 甲基2-(苯基氨基)乙酸酯 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 以0.8 mg的产率得到methyl (S)-2-((R)-2-((5S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-3-oxo-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-17-yl)-6-methylheptanamido)-2-phenylacetate
  参考文献：
  名称：

  Anti-inflammatory steroids from the octocoral Dendronephthya griffini

  摘要：

  Five new steroids, griffinisterones A-E (1-5), were isolated from the octocoral Dendronephthya griffini. The structures of these compounds were elucidated by extensive spectroscopic analysis. The single-crystal X-ray crystallography on I allowed the determination of the 24R configuration in 1. The absolute stereochemistry of 5 was determined by the application of PGME method. Compounds 3 and 4 were found to significantly inhibit the accumulation of the pro-inflammatory NOS protein of the LPS-stimulated RAW264.7 macrophage cells. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.109

文献信息

• Anti-inflammatory steroids from the octocoral Dendronephthya griffini
  作者：Chih-Hua Chao、Zhi-Hong Wen、I.-Ming Chen、Jui-Hsin Su、Ho-Cheng Huang、Michael Y. Chiang、Jyh-Horng Sheu

  DOI：10.1016/j.tet.2008.01.109

  日期：2008.4

  Five new steroids, griffinisterones A-E (1-5), were isolated from the octocoral Dendronephthya griffini. The structures of these compounds were elucidated by extensive spectroscopic analysis. The single-crystal X-ray crystallography on I allowed the determination of the 24R configuration in 1. The absolute stereochemistry of 5 was determined by the application of PGME method. Compounds 3 and 4 were found to significantly inhibit the accumulation of the pro-inflammatory NOS protein of the LPS-stimulated RAW264.7 macrophage cells. (c) 2008 Elsevier Ltd. All rights reserved.