3-[17-(1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-propan-1-ol | 677718-74-0

• 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: 3-[17-(1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-propan-1-ol
• CAS: 677718-74-0
• 化学式: C₃₀H₅₄O₂
• 分子量: 446.758
• InChiKey: STQXTXSDVQTFCM-QYHGRWQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.88
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-[17-(1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-propan-1-ol 、 苄基N,N,N',N'-四异丙基亚磷酰二胺 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Phosphoramidate derivatives of hydroxysteroids as inhibitors of prostate-specific membrane antigen

  摘要：

  Prostate-specific membrane antigen (PSMA) is a membrane-bound cell surface peptidase which is over-expressed in prostate cancer cells. The enzymatic activities of PSMA are understood but the role of the enzyme in prostate cancer remains conjectural. We previously confirmed the existence of a hydrophobic binding site remote from the enzyme's catalytic center. To explore the specificity and accommodation of this binding site, we prepared a series of six glutamate-containing phosphoramidate derivatives of various hydroxysteroids (1a-1f). The inhibitory potencies of the individual compounds of the series were comparable to a simple phenylalkyl analog (8), and in all cases IC50 values were sub-micromolar. Molecular docking was used to develop a binding model for these inhibitors and to understand their relative inhibitory potencies against PSMA. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.096
• 作为产物：
  描述：

  3β-胆甾烷醇 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 16.0h， 生成 3-[17-(1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-propan-1-ol
  参考文献：
  名称：

  새로운 스테로이드 기반 양친매성 화합물 및 이의 활용

  摘要：

  This invention relates to a newly developed steroid-based amphiphilic compound, its manufacturing method, and a method for extracting, solubilizing, stabilizing, crystallizing, or analyzing membrane proteins using it. Moreover, this compound can efficiently extract membrane proteins with diverse structures and characteristics from cell membranes compared to conventional compounds, enabling long-term stable storage in solution, which can be utilized for functional and structural analysis. The analysis of membrane protein structure and function is closely related to drug development and is therefore one of the most prominent areas of interest in current biology and chemistry.

  公开号：

  KR20190119543A