3β-formyloxypregn-5-en-20-one | 18843-28-2

• 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: 3β-formyloxypregn-5-en-20-one
• 英文别名: pregnenolone formate；3β-Hydroxy-Δ⁵-pregnen-20-on-formiat；3β-Formyloxy-pregn-5-en-20-on；[(3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] formate
• CAS: 18843-28-2
• 化学式: C₂₂H₃₂O₃
• 分子量: 344.494
• InChiKey: PMKWQPYDHKLDTD-BIBIXIOVSA-N

物化性质

• 熔点：
  144-146 °C
• 沸点：
  448.0±45.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-formyloxypregn-5-en-20-one 在 三丁基氧化锡 作用下， 以 苯 为溶剂， 反应 1.5h， 以90%的产率得到孕烯醇酮
  参考文献：
  名称：

  双（三丁基锡）氧化物对甾族酯的轻度脱保护

  摘要：

  氧化双（三丁基锡）（BBTO）首次用于类固醇酯的脱保护。对于3β-酯获得了最佳结果，特别是3β，6α-二乙酰氧基-5α-pregnan-20-one中3β-乙酰基的选择性水解得到6α-乙酰氧基-3β-羟基-5α-pregnan-20 -一。

  DOI：

  10.1016/0040-4039(95)00616-k
• 作为产物：
  描述：

  甲酸 、 孕烯醇酮 在 4-dimethylpyridine 、 乙酸酐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3β-formyloxypregn-5-en-20-one
  参考文献：
  名称：

  Weaver, Charles E.; Land, Michele B.; Purdy, Robert H., Journal of Pharmacology and Experimental Therapeutics, 2000, vol. 293, # 3, p. 747 - 754

  摘要：

  DOI：

文献信息

• Enzymatic transesterification of steroid esters in organic solvents
  作者：Vincent C.O. Njar、Eliahu Caspi

  DOI：10.1016/s0040-4039(00)96910-7

  日期：——

  A mild procedure for the conversion of steroid esters into the corresponding alcohols via lipase-catalyzed transesterification reaction in organic solvents is described. Aspects of stereoselectivity and regioselectivity of the reaction are noted.

  描述了一种在有机溶剂中通过脂肪酶催化的酯交换反应将甾族酯转化为相应醇的温和方法。记录了反应的立体选择性和区域选择性的方面。
• COMPOUNDS AND METHODS INVOLVING STEROLS
  申请人：Warsaw Orthopedic, Inc.

  公开号：US20160159848A1

  公开（公告）日：2016-06-09

  Compounds and methods of synthesizing oxysterols are provided. The compounds and methods provided allow the oxysterol to be safely produced at a high yield. The compounds and methods provided can produce the oxysterol in a stereoselective manner.

  提供了合成醇固醇类化合物和方法。提供的化合物和方法使得醇固醇能够以高产率安全地生产。提供的化合物和方法可以以立体选择性方式产生醇固醇。
• METHODS FOR THE SEPARATION AND DETECTION OF AN OXYSTEROL
  申请人：Warsaw Orthopedic, Inc.

  公开号：US20170273990A1

  公开（公告）日：2017-09-28

  Assay methods for determining purity of a sample of a sterol are provided. These methods include providing an HPLC eluent including a sterol, other compounds related to the sterol and a mobile volatile phase; generating an aerosol of liquid droplets from the HPLC eluent; drying the liquid droplets to obtain residue particles of the sterol; contacting the residue particles of the sterol with an ion stream which applies a size-dependent electrical charge to each of the residue particles to generate an electrical signal and measuring the electrical signal to determine the purity of the sterol in the sample. The sterol can be OXY133 or OXY133 monohydrate.

  提供了用于确定甾醇样品纯度的测定方法。这些方法包括提供包含甾醇、与甾醇相关的其他化合物和移动挥发相的HPLC洗脱剂；从HPLC洗脱剂中产生液滴的气溶胶；将液滴干燥以获得甾醇的残留颗粒；将甾醇的残留颗粒与施加大小相关电荷的离子流接触，以产生电信号并测量电信号以确定样品中甾醇的纯度。该甾醇可以是OXY133或OXY133单水合物。
• POLYMORPHIC FORMS OF AN OXYSTEROL AND METHODS OF MAKING THEM
  申请人：Warsaw Orthopedic, Inc.

  公开号：US20180162900A1

  公开（公告）日：2018-06-14

  Compositions and methods for preparing OXY133 polymorphs Form C to Form I are provided. The methods include subjecting a slurry of OXY133 to conditions sufficient to convert OXY133 to the OXY133 polymorph Form C, polymorph Form D, polymorph Form E, polymorph Form F, polymorph Form G, polymorph Form H, polymorph Form I or a mixture thereof. A polymorph of OXY133 is also provided and that polymorph can be polymorph Form C, polymorph Form D, polymorph Form E, polymorph Form F, polymorph Form G, polymorph Form H, polymorph Form I or a mixture thereof. Pharmaceutical compositions including OXY133 polymorphs are also provided.

  提供了用于制备OXY133多型体C到多型体I的组合物和方法。方法包括将OXY133的悬浮液置于足以将OXY133转变为OXY133多型体C、多型体D、多型体E、多型体F、多型体G、多型体H、多型体I或二者的混合物的条件下。还提供了OXY133的多型体，该多型体可以是多型体C、多型体D、多型体E、多型体F、多型体G、多型体H、多型体I或二者的混合物。还提供了包含OXY133多型体的药物组合物。
• 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。