17α-methylandrost-4-ene-3β,17β-diol | 571-03-9

• 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: 17α-methylandrost-4-ene-3β,17β-diol
• 英文别名: 17α-methyl-4-androstene-3β,17β-diol；17β-hydroxy-17α-methylandrost-4-en-3β-ol；17-methyl-androst-4-ene-3β,17β-diol；17-Methyl-androst-4-en-3β,17β-diol；17-Methylandrost-4-ene-3beta,17beta-diol；(3S,8R,9S,10R,13S,14S,17S)-10,13,17-trimethyl-1,2,3,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 571-03-9
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: BNUOCVTVOYWNJC-DTMQFJJTSA-N

物化性质

• 熔点：
  172-173 °C(Solv: methanol (67-56-1))
• 沸点：
  432.1±38.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17α-methylandrost-4-ene-3β,17β-diol 、 异丙醇 在 ammonium cerium(IV) nitrate 作用下， 反应 2.5h， 以95%的产率得到(3S,8R,9S,10R,13S,14S,17S)-3-Isopropoxy-10,13,17-trimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol
  参考文献：
  名称：

  铈（IV），作为选择性有效的烯丙基和叔苄醇的醇解催化剂

  摘要：

  描述了一种有效且选择性的方法，用于在溶剂化和非溶剂化条件下在Ce（IV）存在下将烯丙基和叔苄醇催化转化为相应的醚。

  DOI：

  10.1016/s0040-4020(01)80857-7
• 作为产物：
  描述：

  17-甲睾酮 在 甲醇 、 sodium tetrahydroborate 、 乙酸乙酯 作用下， 生成 17α-methylandrost-4-ene-3β,17β-diol
  参考文献：
  名称：

  Notes - Synthesis of 17α-Methyl-4-androstene-3β,17,β-diol

  摘要：

  DOI：

  10.1021/jo01355a626

文献信息

• 1,2‐Dihydro‐1‐hydroxy‐2,3,1‐benzodiazaborine Bearing an Acridine Moiety as a Circular Dichroism Probe for Determination of Absolute Configuration of Mono‐Alcohols
  作者：Shunsuke Shimo、Kohei Takahashi、Nobuharu Iwasawa

  DOI：10.1002/chem.201900350

  日期：2019.3.12

  A new chiral probe molecule for mono‐alcohols is developed by using 1,2‐dihydro‐1‐hydroxy‐2,3,1‐benzodiazaborine (DAB) bearing an acridine moiety 1. In the presence of mono‐alcohols, DAB 1 forms borate 2 by boronic ester formation, followed by coordination of the acridine moiety to the boron atom. Borate 2 has a chiral center on the boron atom and works as a stereodynamic circular dichroism (CD) probe

  通过使用带有bearing啶基1的1,2-二氢-1-羟基-2,3,1-苯并二氮杂硼烷（DAB），开发了一种新的一元醇手性探针分子。在一元醇的存在下，DAB 1形式硼酸2由硼酸酯形成，随后吖部分与硼原子配位。硼酸盐2在硼原子上有一个手性中心，并基于the啶基团与一元醇上碳-碳不饱和基团之间的π-π相互作用，用作手性一元醇的立体动力学圆二色性（CD）探针分子。
• Reduction of steroidal ketones with amine—boranes
  作者：A. E. Leontjev、L. L. Vasiljeva、K. K. Pivnitsky

  DOI：10.1023/b:rucb.0000035660.32775.ab

  日期：2004.3

  Complexes of secondary amines with borane, R2NH·BH3, surpass sodium borohydride as reducing agents for saturated and unsaturated steroidal 3-, 12-, 17-, and 20-ketones as regards chemo- and regioselectivity and mildness of the reaction conditions. In the case of 12-ketones, stereoselectivity is also improved.

  就化学和区域选择性以及反应条件的温和性而言，仲胺与硼烷的配合物 R2NH·BH3 作为饱和和不饱和甾体 3-、12-、17- 和 20-酮的还原剂优于硼氢化钠。在 12-酮的情况下，立体选择性也得到改善。
• Methods of and Compositions For the Prevention of Anxiety, Substance Abuse, and Dependence
  申请人：Sabnani Sanjay

  公开号：US20080207601A1

  公开（公告）日：2008-08-28

  Compositions for reducing dependency and addiction to substances of abuse are provided. Chloride channels such as the GABA A receptors are altered under conditions of dependency and withdrawal such that the electrophysiological properties of the GABA A receptor containing neurons are altered thereby providing a pathophysiological condition resulting in symptoms of dependency and withdrawal such as anxiety. Specifically, under conditions of withdrawal the relative ratio of the a1 receptor subunit decreases relative to the a4 receptor subunit. Endogenous neurosteroid production is also associated with the molecular changes underlying the alterations of GABA-gated chloride channels. Compositions of at least two compounds including at least one inhibitor of neurosteroid production are useful for treating the pathophysiology of addiction, dependency and substance abuse withdrawal.
• SYSTEMS AND METHODS FOR COLLECTING, TRANSPORTING AND REPURPOSING OR DESTROYING UNUSED PHARMACEUTICALS
  申请人：Sharps Compliance, Inc.

  公开号：US20150152348A1

  公开（公告）日：2015-06-04

  Systems and methods implementing the systems including a facility including a plurality of collection apparatuses distributed in the facility for ease of collection and transportation. The system also includes transportation subsystems for shipping filled inner containers to a processing subsystem and for transporting a fuel material or a land fillable material to incineration or landfill subsystems. The systems may also include a monitoring subsystem for monitoring the deployed collection apparatuses, inner containers, the fuel material and the land fillable material.
• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.