3α-hydroxy-5α-pregn-1-en-20-one | 38398-23-1

• 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: 3α-hydroxy-5α-pregn-1-en-20-one
• 英文别名: 3alpha-Hydroxy-5alpha-pregn-1-en-20-one；1-[(3S,5S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]ethanone
• CAS: 38398-23-1
• 化学式: C₂₁H₃₂O₂
• 分子量: 316.484
• InChiKey: QKBUPBJBEYXMTR-SYBPFIFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3α-hydroxy-5α-pregn-1-en-20-one 在 四氧化锇 、 sodium hydride 、 二异丁基氢化铝 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 49.0h， 生成 (20S)-1α,2α-dihydroxy-3α-methoxy-5α-pregnan-20-ol
  参考文献：
  名称：

  Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols

  摘要：

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.097
• 作为产物：
  描述：

  孕烯醇酮 在 palladium on activated charcoal 吡啶 、 sodium tetrahydroborate 、 二苯基二硒醚 、 氢气 、 间氯过氧苯甲酸 、 lithium bromide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 3α-hydroxy-5α-pregn-1-en-20-one
  参考文献：
  名称：

  Cerium ammonium nitrate: a new catalyst for regioselective protection of glycols

  摘要：

  The regioselective introduction of a methoxymethyl (MOM) group on different type of glycols via an orthoester intermediate was investigated. The novelty presented in this study is the use of ceric ammonium nitrate instead of the previously employed camphorsulfonic acid as catalyst. The monoprotection reaction was revealed to be highly selective when the glycol moiety was in the presence of an ether functionality. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.097

文献信息

• Anaesthetic steroids of the androstance and pregnane series
  申请人：Glaxo Laboratories Limited

  公开号：US03953429A1

  公开（公告）日：1976-04-27

  Steroids of the androstane and pregnane series possessing a 2.alpha.-hydrogen or halogen or an alkyl group; a 3.alpha.-hydroxy or acyloxy group, a 3.beta.-hydrogen or alkyl group; an 11.beta.-hydrogen or hydroxy group or an epoxy group linked also to the 9-position; an 11.alpha.-hydrogen or alkyl or allyl group; or an 11-oxo group; a 16 hydrogen or halogen or a methyl or dimethyl group; a 20-oxo or ethylenedioxy group; and a 20-methyl or alkoxy group. The compounds may be unsaturated at the 1(2), 8(9) or 9(11) positions. The compounds possess anaesthetic properties.

  具有2.alpha.-氢或卤素或烷基；3.alpha.-羟基或酰氧基，3.beta.-氢或烷基；11.beta.-氢或羟基或环氧基，也与9位点连接；11.alpha.-氢或烷基或烯丙基；或11-酮基；16氢或卤素或甲基或二甲基基团；20-酮基或乙二氧基基团；和20-甲基或烷氧基团的雄甾烷和孕甾烷系列类固醇。这些化合物在1(2)、8(9)或9(11)位点可能不饱和。这些化合物具有麻醉特性。
• Modulators of MS4A activity
  申请人：President and Fellows of Harvard College

  公开号：US20190321443A1

  公开（公告）日：2019-10-24

  Provided herein are methods of treating Alzheimer's disease, atopy, allergies, asthma, and a disease or disorder associated with neuroinflammation by modulating MS4A receptors. Also found herein are methods of modulating olfactory and gustatory properties of a substance by modulating MS4A receptors. Additionally, described herein are methods of identifying agents that are modulators of MS4A receptors.