2β-Methyl-5α-cholestan-3-on | 14528-10-0

• 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: 2β-Methyl-5α-cholestan-3-on
• 英文别名: (2S,5S,8R,9S,10S,13R,14S,17R)-2,10,13-trimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• CAS: 14528-10-0
• 化学式: C₂₈H₄₈O
• 分子量: 400.689
• InChiKey: QXAWHVGBBQPHCD-AUINIAOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2β-Methyl-5α-cholestan-3-on 在 platinum(IV) oxide sodium hydroxide 、 氢气 作用下， 生成 2α-methyl-5α-cholestan-3α-ol
  参考文献：
  名称：

  Chemical evidence of transition-state geometry in reaction of monoolefins with singlet oxygen

  摘要：

  DOI：

  10.1021/jo00943a025
• 作为产物：
  描述：

  2β-methyl-5α-cholestan-3β-ol 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 2β-Methyl-5α-cholestan-3-on
  参考文献：
  名称：

  Chemical evidence of transition-state geometry in reaction of monoolefins with singlet oxygen

  摘要：

  DOI：

  10.1021/jo00943a025

文献信息

• The octant rule VIII.∗∗For paper VII, see D. A. Lightner, J. K. Gawroński and T. D. Bouman, J. Am. Chem. Soc., 102, in press. Variable temperature circular dichroism spectra of α-methyl- and methoxyl-substituted 5α-cholestan-2- and -3-ones
  作者：D.A. Lightner、F.P.C. Eng

  DOI：10.1016/0039-128x(80)90102-6

  日期：1980.2

  synthesized and their variable temperature circular dichroism spectra obtained and analyzed. Rotatory strength (R) values for alpha-axial and equatorial CH3 and OCH3 groups are determined by difference measurements with the parent ketone. The (small) equatorial CH3 R-values do not consistently follow the Octant Rule. Axial OCH3 groups do not obey the Octant Rule ("anti-octant" behavior) and impose a bathochromic

  已经合成了2个α-和2个β-甲基和甲氧基-5α-胆甾烷-3-酮和3个α-和3个β-甲基-和甲氧基5α-胆甾烷-2-酮，并且它们的变温圆二色性获得并分析光谱。α轴和赤道CH3和O 基团的旋转强度（R）值是通过与母体酮的差异测量来确定的。（小）赤道 R值未始终遵循八分法则。轴向O 基团不遵守Octant规则（“抗octant”行为），并在C = O n-pi过渡上施加红移。赤道O 组并非始终遵循八进制或“反八进制”行为。
• Optical rotatory dispersion studies—CXII thiosteroids (20)
  作者：Carl Djerassi、D.A. Lightner、D.A. Schooley、Ken'ichi Takeda、T. Komeno、K. Kuriyama

  DOI：10.1016/s0040-4020(01)96806-1

  日期：1968.1

  Optical rotatory dispersion and circular dichroism measurements of a number of steroidal thiocyanates have demonstrated that a low intensity absorption near 250 nm is optically active. On the assumption that this transition of thiocyanates is qualitatively similar to the n → π* transition of azides, an octant rule is proposed for thiocyanates, which leads to the prediction of the sign of the Cotton

  多种甾族硫氰酸酯的旋光色散和圆二色性测量表明，在250 nm附近的低强度吸收具有光学活性。假设硫氰酸盐的这种过渡在质量上与叠氮化物的n→π *过渡相似，提出了针对硫氰酸盐的辛烷值规则，从而可以预测棉花效应的征兆。通过分析各种甾体硫氰酸酯的旋转异构体贡献证明了其潜在用途。
• Synthesis and Reactions of Ring A Methylated Saturated Steroids¹
  作者：Yehuda Mazur、Franz Sondheimer

  DOI：10.1021/ja01552a051

  日期：1958.10
• 1062. Mechanisms of hydrogenation. Part IV. Substitution and elimination in the hydrogenolysis of halogen compounds
  作者：D. A. Denton、F. J. McQuillin、P. L. Simpson

  DOI：10.1039/jr9640005535

  日期：——
• PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS
  申请人：GLYCOREGIMMUNE, INC.

  公开号：US20160158258A1

  公开（公告）日：2016-06-09

  In accordance with some embodiments herein, methods and compositions for prevention and treatment of inflammatory conditions are provided. In some embodiments, compositions comprising NKT-2 activators, for example miltefosine are provided. In some embodiments, the compositions further comprise sulfatide and/or a RAR agonist. In some embodiments, the compositions comprise activators of Type II NKT cells, and/or inhibitors of Type I NKT cells.