氘代睾丸酮 | 77546-39-5

• 物质功能分类: 分析化学 - 标准品 - 法医和兽医标准品
• 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
• 中文名称: 氘代睾丸酮
• 中文别名: 17β-羟基雄甾-4-烯-3-酮-16,16,17-d3；睾酮-d3
• 英文名称: <16,16,17α-(2)H3> testosterone
• 英文别名: testosterone-16,16,17-d₃；(16,16,17-(2)H3)-testosterone；testosterone d3；(16,16,17α-(2)H3) testosterone；Testosterone-d3；(8R,9S,10R,13S,14S,17S)-16,16,17-trideuterio-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 77546-39-5
• 化学式: C₁₉H₂₈O₂
• 分子量: 291.406
• InChiKey: MUMGGOZAMZWBJJ-HZRGXLBSSA-N

物化性质

• 熔点：
  148-150°C
• 闪点：
  5 °C
• 溶解度：
  乙腈：1mg/mL；乙醇：1mg/mL；甲醇：1mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.842
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  F,T
• 安全说明：
  S22,S36/37/39,S45,S53
• 危险类别码：
  R61
• WGK Germany：
  2,3
• 危险品运输编号：
  UN 2252 3/PG 2
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  氘代睾丸酮 在 羟胺 作用下， 以 水 为溶剂， 反应 0.5h， 生成 C₁₉H₂₆⁽²⁾H₃NO₂
  参考文献：
  名称：

  Disturbance in sex-steroid serum profiles of cattle in response to exogenous estradiol: A screening approach to detect forbidden treatments

  摘要：

  Estradiol benzoate (EB) has been one of the most widely used estrogenic agents in animal husbandry, as a way of exogenously introducing the natural hormone estradiol-17 beta into the animal organism. Estradiol was previously employed to induce anabolic effects or reproductive improvements in cattle. However, the employment of EB in European countries has been permanently forbidden by Directive 2008/97/EC to guarantee consumers' health. Despite this prohibition, the control of estradiol-17 beta and its esters continues to be a difficult task for residue-monitoring plans in European Communities because official analyses of natural thresholds for hormones in cattle have not yet been established, leading to a lack of confirmation for any exogenous administration of natural hormones. Several researchers have worked on excretion profiles of metabolites, variation in specific hormonal ratios and metabolomic fingerprints after hormonal treatments. This research focuses on the possible existence of disturbances in the serum profile of animals treated with EB in terms of steroid sex hormones (androgens, oestrogens and progestogens), by investigating the serum levels of several of these hormones. The serum samples were collected from three groups of cows: one treated with an intramuscular injection of EB, one treated with a combination of intravaginal EB and progesterone and a control (non-treated) group. The samples have been analysed by a validated high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) method, and 17 natural hormones were identified and quantified. Subsequently, data from the serum profiles were submitted for statistic and multivariate analysis, and it was possible to observe a manifest variation between animal groups. The obtained results can help in the development of a viable screening tool for monitoring purposes in cattle. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.12.005
• 作为产物：
  描述：

  雄烯二酮 在 硼氘化钠 、 氘氧化钠 、 (C₇H₁₅)N⁽¹⁺⁾Cl^(1-) 、 硫酸 、 重水 、 cesium fluoride 作用下， 以 四氢呋喃 、 乙醇-D1 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.0h， 生成 氘代睾丸酮
  参考文献：
  名称：

  七氟对甲苯基作为雄烷-4-烯-3,17-二酮烯酮功能的选择性保护基：在制备氘标记的睾丸激素中的应用

  摘要：

  在氟化铯的存在下，八氟甲苯与雄烯-4-烯-3,17-二酮的烯酮官能团反应，可生成专门用于制备氘标记睾丸激素的3,5-二烯醚。

  DOI：

  10.1039/c39860000635

文献信息

• Novel compounds that are ERK inhibitors
  申请人：Cooper Alan B.

  公开号：US20090118284A1

  公开（公告）日：2009-05-07

  Disclosed are the ERK inhibitors of formula 1.0: and the pharmaceutically acceptable salts, esters and solvates thereof. Q is a piperidine or piperazine ring that can have a bridge or a fused ring. The piperidine ring can have a double bond in the ring. All other substitutents are as defined herein. Also disclosed are methods of treating cancer using the compounds of formula 1.0.

  本发明公开了式1.0的ERK抑制剂及其药学上可接受的盐、酯和溶剂化物。其中，Q是一个带有桥或融合环的哌啶或哌嗪环。哌啶环中可以在环上具有双键。所有其他取代基如本文所定义。本发明还公开了使用式1.0的化合物治疗癌症的方法。
• Synthesis of 6β-hydroxy androgens from a 3,5-diene steroid precursor to test for cytochrome P450 3A4-catalyzed hydroxylation of androstenedione
  作者：Francis K. Yoshimoto、Samantha Q. Guerrero、Tu M. Ho、Hadi D. Arman

  DOI：10.1016/j.steroids.2023.109298

  日期：2023.11

  hypothesis of whether P450 3A4 catalyzes the hydroxylation of androstenedione. Upon incubation of P450 3A4 with androstenedione, a hydroxylated product was formed, which matched the retention time of synthetic 6β-hydroxyandrostenedione. This reaction can be exploited to study other biochemical processes involving compounds with a 6 β -hydroxy-3-keto-Δ4 steroid backbone.

  6β-Hydroxytestosterone 是人细胞色素 P450 3A4 (P450 3A4) 活性的生物标志物，是代谢细胞色素 P450 酶的主要药物。尽管其意义重大，但化学合成 6β-羟基睾酮的有效途径却很少。在这项研究中，在叔丁基氢过氧化物存在下，使用二铑催化剂，在Uemura -Doyle 反应条件下氧化 3,5-二烯前体，合成了 6β-羟基睾酮。机理研究表明，一些氧是从分子氧中吸收的，而 C H 的提取是部分限速的。该反应用于合成6β-羟基雄烯二酮，并以此标准品检验P450 3A4是否催化雄烯二酮羟基化的假设。P450 3A4 与雄烯二酮孵育后，形成羟基化产物，其与合成 6β-羟基雄烯二酮的保留时间相匹配。该反应可用于研究涉及具有 6 β -羟基-3-酮-Δ 4 类固醇主链的化合物的其他生化过程。
• Jarman, Michael; McCague, Raymond, Journal of the Chemical Society. Perkin transactions I, 1987, p. 1129 - 1134
  作者：Jarman, Michael、McCague, Raymond

  DOI：——

  日期：——
• PROLIPOSOMAL TESTOSTERONE FORMULATIONS
  申请人：Western University Of Health Sciences

  公开号：EP2846781A2

  公开（公告）日：2015-03-18
• US8957053B2
  申请人：——

  公开号：US8957053B2

  公开（公告）日：2015-02-17