5alpha-Androst-1-en-3,17-diol CAS 5323-27-3 With Best Price

Chemical Properties:

5α-Androst-1-en-3,17-diol (CAS 5323-27-3), also known as 5α-Androst-1-ene-3β,17β-diol, is a steroidal compound with the molecular formula C₁₉H₃₀O₂ and a molecular weight of 290.44 g/mol. While its physicochemical properties (e.g., density: ~1.1 g/cm³, boiling point: ~418°C) are well-documented, its primary significance lies in biochemical and pharmaceutical research. Below are its key application areas:  

1. Biochemical Research on Hormonal Pathways

5α-Androst-1-en-3,17-diol is utilized to study steroidogenic enzyme pathways, particularly those involving **17β-hydroxysteroid dehydrogenase type 1 (17β-HSD1)**. This enzyme plays a critical role in estrogen biosynthesis by catalyzing the conversion of estrone (E1) to estradiol (E2) and androgens like dehydroepiandrosterone (DHEA) to 5-diol (5-androstene-3β,17β-diol). Researchers employ this compound to investigate metabolic pathways, hormonal regulation, and mechanisms underlying estrogen-dependent diseases such as breast and endometrial cancers.  

 2. Role in Estrogen-Dependent Cancer Research

The compound is implicated in studies on **aromatase inhibitor resistance** in estrogen receptor-positive (ER+) breast cancer. It has been identified as a metabolite contributing to alternative estrogen synthesis pathways when traditional therapies (e.g., aromatase inhibitors) fail. By exploring its interactions with 17β-HSD1, researchers aim to develop targeted inhibitors to overcome drug resistance in ER+ cancers.  

3. Intermediate in Steroid Synthesis

Though not directly used in large-scale production, 5α-Androst-1-en-3,17-diol may serve as a precursor or intermediate in synthesizing other steroidal derivatives. For example, related compounds like **5α-androst-1-ene-3,17-dione** (a prodrug of 1-testosterone) are synthesized through bromination and dehydrobromination routes. This highlights its potential utility in developing androgenic or anti-inflammatory agents.  

 4. Reference Standard in Analytical Chemistry

The compound is used as a reference standard in mass spectrometry (MS) and nuclear magnetic resonance (NMR) analyses to validate steroidal structures in metabolic studies. Its well-characterized spectral data (e.g., SMILES and InChI identifiers) support accurate identification in complex biological matrices.  

5. Controversial Use in Supplements

While not a mainstream application, structurally similar androstenediol derivatives have been marketed as dietary supplements to boost testosterone levels. However, such uses remain controversial due to regulatory restrictions and health risks.  

 Safety and Regulatory Considerations  

Handling 5α-Androst-1-en-3,17-diol requires standard laboratory safety protocols (e.g., protective equipment, proper ventilation). Regulatory frameworks, particularly in pharmaceuticals, govern its use due to its hormonal activity.  

For detailed synthesis methods or extended applications, consult specialized chemical databases or literature on steroidal biochemistry.