171199-96-5

Basic information

• Product Name: 17-epi-Testosterone-d3
• Synonyms: 17-epi-Testosterone-d3
• CAS NO: 171199-96-5
• Molecular Formula: C19H28O2
• Molecular Weight: 288.42442
• Mol File: 171199-96-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 17-epi-Testosterone-d3(CAS DataBase Reference)
• NIST Chemistry Reference: 17-epi-Testosterone-d3(171199-96-5)
• EPA Substance Registry System: 17-epi-Testosterone-d3(171199-96-5)

Safety Data

• Hazardous Substances Data: 171199-96-5(Hazardous Substances Data)

Usage

Description

17-epi-Testosterone-d3 is a labeled analog of 17-epi-Testosterone, which is an endogenous steroid. It differs from testosterone and epitestosterone in the configuration of the hydroxyl-bearing carbon at C-17. 17-epi-Testosterone-d3 is characterized by its off-white to pale yellow solid appearance.

Uses

Used in Pharmaceutical Industry:
17-epi-Testosterone-d3 is used as a research tool for the detection and quantification of endogenous steroids, such as testosterone and epitestosterone, in various biological samples. Its labeled nature allows for accurate measurement and differentiation from other similar compounds, making it a valuable asset in the development of diagnostic tests and assays.
Used in Sports Doping Control:
In the field of sports, 17-epi-Testosterone-d3 is utilized as a reference compound for anti-doping tests. It helps in identifying the misuse of anabolic steroids by athletes, ensuring fair competition and adherence to doping regulations.
Used in Analytical Chemistry:
17-epi-Testosterone-d3 serves as an internal standard in analytical chemistry, particularly in liquid chromatography-mass spectrometry (LC-MS) and gas chromatography-mass spectrometry (GC-MS) techniques. Its stable isotopic composition allows for precise quantification and comparison of target analytes in complex samples, enhancing the accuracy and reliability of the results.
Used in Endocrinology Research:
17-epi-Testosterone-d3 is employed as a research compound in endocrinology, aiding in the study of steroid hormone metabolism, synthesis, and regulation. Its use in this field contributes to a better understanding of hormonal imbalances and their impact on various physiological processes and conditions.

Upstream product

• 79037-28-8 [1α,2α-2H2]androst-4-ene-3,17-dione 
• 4273-45-4 [1α,2,2,4,6,6,16,16-2H8]androst-4-ene-3,17-dione 
• 638163-35-6 [1α,2,2,4,6,6,16,16,17α-2H9]androst-4-en-17β-ol-3-one 
• 14425-92-4 6β-methoxy-3α,5-cyclo-5α-androstan-17-one 
• 171199-95-4 [16,16,17-2H3]-17α-benzoyloxyandrost-4-en-3-one 
• 63-05-8 Androstenedione 
• 103708-02-7 3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy><16,16,17α-(2)H3>androsta-3,4-diene-17β-ol 
• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 103708-01-6 3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>androsta-3,4-diene-17-one 
• 171199-93-2 [16,16,17-2H3]-androst-5-ene-3β,17α-diol 3-acetate 17-benzoate 
• 171199-91-0 <16,16,17-2H3>-androst-5-ene-3β,17β-diol 3-acetate 17-tosylate 
• 171199-90-9 <16,16,17-2H3>-androst-5-ene-3β,17β-diol 17-tosylate 
• 171199-89-6 <16,16,17-2H3>-6β-methoxy-3α,5-cyclo-5α-androstan-17β-ol tosylate 
• 171199-94-3 <16,16,17-2H3>-androst-5-ene-3β,17α-diol 17-benzoate 

Downstream Products

• 638163-36-7 [1α,16,16,17α-2H4]androst-4-en-17β-ol-3-one 
• 638163-38-9 [1α,16,16,17α-2H4]androst-4-en-6β,17β-diol-3-one 

Relevant articles and documents

Gas chromatography/chemical ionization triple quadrupole mass spectrometry analysis of anabolic steroids: Ionization and collision-induced dissociation behavior

Rationale The detection of new anabolic steroid metabolites and new designer steroids is a challenging task in doping analysis. Switching from electron ionization gas chromatography triple quadrupole mass spectrometry (GC/EI-MS/MS) to chemical ionization (CI) has proven to be an efficient way to increase the sensitivity of GC/MS/MS analyses and facilitate the detection of anabolic steroids. CI also extends the possibilities of GC/MS/MS analyses as the molecular ion is retained in its protonated form due to the softer ionization. In EI it can be difficult to find previously unknown but expected metabolites due to the low abundance or absence of the molecular ion and the extensive (and to a large extent unpredictable) fragmentation. The main aim of this work was to study the CI and collision-induced dissociation (CID) behavior of a large number of anabolic androgenic steroids (AAS) as their trimethylsilyl derivatives in order to determine correlations between structures and CID fragmentation. Clarification of these correlations is needed for the elucidation of structures of unknown steroids and new metabolites. Methods The ionization and CID behavior of 65 AAS have been studied using GC/CI-MS/MS with ammonia as the reagent gas. Glucuronidated AAS reference standards were first hydrolyzed to obtain their free forms. Afterwards, all the standards were derivatized to their trimethylsilyl forms. Full scan and product ion scan analyses were used to examine the ionization and CID behavior. Results Full scan and product ion scan analyses revealed clear correlations between AAS structure and the obtained mass spectra. These correlations were confirmed by analysis of multiple hydroxylated, methylated, chlorinated and deuterated analogs. Conclusions AAS have been divided into three groups according to their ionization behavior and into seven groups according to their CID behavior. Correlations between fragmentation and structure were revealed and fragmentation pathways were postulated.

One-pot deuteration and reduction of ketones in the synthesis of [16,16,17-2H3]-epitestosterone

5α-Androstan-17-one and 6β-methoxy-3α,5-cyclo-5α-androstan-17-one were reduced by sodium in deuterium oxide to [16,16,17-2H3]-17β-alcohols. The 17β-tosyloxy group of [16,16,17-2H 3]-6β-methoxy-3α,5-cyclo-5α-andr

Heptafluoro-p-tolyl as a Selective Protecting Group for the Enone Function of Androst-4-ene-3,17-dione: Application to the Preparation of Deuterium-labelled Testosterone

Octafluorotoluene reacts with the enone function of androst-4-ene-3,17-dione in the presence of caesium fluoride to give specifically a 3,5-dienol ether which has been used to prepare deuterium-labelled testosterone.