(5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-hydroxymethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one | 265095-25-8

• 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: (5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-hydroxymethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one
• CAS: 265095-25-8
• 化学式: C₂₈H₄₈O₂
• 分子量: 416.688
• InChiKey: XZSRLPCNZJQERQ-USYWSBPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(三甲基硅烷基)乙氧甲基氯 、 (5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-hydroxymethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, computer modeling and biological evaluation of novel protein kinase C agonists based on a 7-membered lactam moiety

  摘要：

  4-Hydroxymethyl-5a-methyl-1,3,4,5,5a beta,6,7,8,9,9a alpha-decahydro-2H-benz[d]azepin-2-one (4-12), which were designed to mimic the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for the ability to compete with [H-3]phorbol 12,13-dibutyrate in a PKC delta binding assay. Among the ed potent binding affinity, with inhibition constants (K-i) of low nanomolar order. Computational docking simulation also indicates that the relative positions of the hydrogen-bonding sites and hydrophobic regions of the compounds are well matched to the PKC delta binding site. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00724-0
• 作为产物：
  描述：

  2-hydroxymethylene-5α-cholestan-3-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 (5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-hydroxymethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-one
  参考文献：
  名称：

  Synthesis, computer modeling and biological evaluation of novel protein kinase C agonists based on a 7-membered lactam moiety

  摘要：

  4-Hydroxymethyl-5a-methyl-1,3,4,5,5a beta,6,7,8,9,9a alpha-decahydro-2H-benz[d]azepin-2-one (4-12), which were designed to mimic the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for the ability to compete with [H-3]phorbol 12,13-dibutyrate in a PKC delta binding assay. Among the ed potent binding affinity, with inhibition constants (K-i) of low nanomolar order. Computational docking simulation also indicates that the relative positions of the hydrogen-bonding sites and hydrophobic regions of the compounds are well matched to the PKC delta binding site. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00724-0