11α-acetoxy-5α-pregn-20-en-3-one | 1094517-99-3

• 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: 11α-acetoxy-5α-pregn-20-en-3-one
• 英文别名: [(5S,8S,9S,10S,11R,13R,14S,17R)-17-ethenyl-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-yl] acetate
• CAS: 1094517-99-3
• 化学式: C₂₃H₃₄O₃
• 分子量: 358.521
• InChiKey: VCZHFVRVUHREAP-JOEGJMRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11α-acetoxy-5α-pregn-20-en-3-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以4.0 mg的产率得到11α-acetoxy-5α-pregn-20-en-3β-ol
  参考文献：
  名称：

  Pregnanes with antiproliferative activity from the gorgonian Eunicella cavolini

  摘要：

  Four new natural products (1-4), along with three previously reported metabolites (5-7), all belonging to the pregnane class of steroids Were isolated from the organic extract of the gorgonian Eunicella cavolini. The structures and relative configurations of the isolated compounds were determined through NMR spectroscopic techniques and chemical interconversions, while their absolute stereochemistry was determined using the modified Mosher's method. Activity evaluation of 1-7 towards MCF-7 human breast cancer cells showed partial growth inhibitory effects for all metabolites bearing an 11 alpha-acetoxy moiety. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.078

文献信息

• Pregnanes with antiproliferative activity from the gorgonian Eunicella cavolini
  作者：Efstathia Ioannou、Ayman F. Abdel-Razik、Xanthippi Alexi、Constantinos Vagias、Michael N. Alexis、Vassilios Roussis

  DOI：10.1016/j.tet.2008.09.078

  日期：2008.12

  Four new natural products (1-4), along with three previously reported metabolites (5-7), all belonging to the pregnane class of steroids Were isolated from the organic extract of the gorgonian Eunicella cavolini. The structures and relative configurations of the isolated compounds were determined through NMR spectroscopic techniques and chemical interconversions, while their absolute stereochemistry was determined using the modified Mosher's method. Activity evaluation of 1-7 towards MCF-7 human breast cancer cells showed partial growth inhibitory effects for all metabolites bearing an 11 alpha-acetoxy moiety. (C) 2008 Elsevier Ltd. All rights reserved.