Allopregnanolone sulfate | 29802-94-6

• 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: Allopregnanolone sulfate
• 英文别名: 20-oxo-5α-pregnan-3α-yl sulfate；allopregnanolone-sulfate；3α-Hydroxy-5α-pregnanon-(20)-sulfat；Brexanolone metabolite M139；[(3R,5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate
• CAS: 29802-94-6
• 化学式: C₂₁H₃₄O₅S
• 分子量: 398.564
• InChiKey: MENQCIVHHONJLU-SYBPFIFISA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5alpha-孕甾-3alpha-醇-20-酮 在 Tris-HCl buffer 、 guinea pig 3α-hydroxysteroid sulfotransferase 作用下， 生成 Allopregnanolone sulfate
  参考文献：
  名称：

  Testosterone sulfotransferase: Evidence in the guinea pig that this reaction is carried out by 3α-hydroxysteroid sulfotransferase

  摘要：

  During the course of isolating, characterizing, and cloning estrogen and 3-hydroxysteroid sulfotransferases from the guinea pig adrenal gland, it was noted that cytosolic preparations from this tissue would also sulfonate testosterone. Therefore, we set: out to isolate and clone the enzyme that performs this reaction. Testosterone sulfotransferase (TST) was isolated from the guinea Dig adrenal by using the standard procedures of ion exchange, affinity, and high-performance liquid chromatography. When purified, TST was examined by liquid-phase nondenaturing isoelectric focusing, it was found that the TST activity profile completely overlapped with the activity profile of the 3 alpha-hydroxysteroid sulfotransferase (3 alpha HST) isoform, but not the 3 beta-hydroxysteroid sulfotransferase (3 beta HST) isoform. This finding was further investigated by overexpressing the cDNAs for 3 alpha HST and 3 beta HST in Escherichia coli and examining the expressed proteins for TST activity. This experiment confirmed that 3 alpha HST does indeed function as a TST. In addition, 3 alpha HST was also found to sulfonate estradiol but not estrone, a finding that further suggested that 3 alpha HST may function as a general 17 beta-hydroxysteroid sulfotransferase. Published by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(99)00027-6

文献信息

• Effect of steroids on NMDA receptors depends on subunit composition
  申请人：——

  公开号：US20040204490A1

  公开（公告）日：2004-10-14

  Disclosed is a method for identifying a subunit specific modulator of the N-methyl-D-aspartate (NMDA) receptor. The method involves providing a plurality of NMDA receptors which differ in their subunit identity. The receptors are contacted with a neurotransmitter recognition site ligand in the presence and absence of a candidate modulator. Receptor activity is then assayed, with an increase or decrease in activity in at least one, but not all members of the plurality of NMDA receptors, in the presence but not the absence of a candidate modulator, being an indication that the candidate modulator is a subunit specific modulator. The subunit identity of the subset of the NMDA receptors to determine the subunit specificity of the candidate modulator. Various combinations of NMDA receptor subunits are provided.

  本文披露了一种识别N-甲基-D-天门冬氨酸（NMDA）受体亚单位特异性调节剂的方法。该方法涉及提供多个在其亚单位身份上不同的NMDA受体。在存在和不存在候选调节剂的情况下，将受体与神经递质识别位点配体接触。然后测定受体活性，存在于多个NMDA受体中至少一个，但不是全部，在候选调节剂存在但不存在时活性增加或减少，表明候选调节剂是亚单位特异性调节剂。确定NMDA受体亚单位的子集以确定候选调节剂的亚单位特异性。提供了各种NMDA受体亚单位的组合。
• INHIBITION OF NMDA RECEPTOR ACTIVITY BY PREGNENOLONE SULFATE DERIVATIVES
  申请人：TRUSTEES OF BOSTON UNIVERSITY

  公开号：EP0840612A1

  公开（公告）日：1998-05-13
• EFFECT OF STEROIDS ON NMDA RECEPTORS DEPENDS ON SUBUNIT COMPOSITION
  申请人：Trustees of Boston University

  公开号：EP1212618B1

  公开（公告）日：2009-03-11
• NEUROACTIVE COMPOUNDS AND METHODS OF USE THEREOF
  申请人：Sage Therapeutics, Inc.

  公开号：US20170304321A1

  公开（公告）日：2017-10-26

  Methods for treating a subject suffering from a sterol synthesis disorder or a sterol deficiency disorder, e.g., Smith-Lemli-Opitz syndrome, the method comprising administering to the subject an effective amount of an NMDA receptor modulating compound, are provided.
• US5888996A
  申请人：——

  公开号：US5888996A

  公开（公告）日：1999-03-30