CAS 521-17-5

Androstenediol

Description:

Androstenediol, with the CAS number 521-17-5, is a naturally occurring steroid hormone that serves as a precursor to testosterone and other androgens. It is classified as a C19 steroid, possessing a molecular structure that includes a hydroxyl group, which contributes to its biological activity. Androstenediol exists in two isomeric forms: 5-androstenediol and 4-androstenediol, each differing in the position of the double bond in the steroid nucleus. This compound is primarily produced in the adrenal glands and gonads and plays a role in the biosynthesis of sex hormones. In terms of its physical properties, androstenediol is typically a white to off-white crystalline powder, soluble in organic solvents but less so in water. It has garnered attention in sports and bodybuilding communities for its potential anabolic effects, although its use is controversial and regulated in many sports organizations. Additionally, research into its therapeutic applications, such as in hormone replacement therapy, is ongoing, highlighting its significance in both endocrinology and pharmacology.

Formula: C₁₉H₃₀O₂

InChI: InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

InChI key: InChIKey=QADHLRWLCPCEKT-LOVVWNRFSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@H](O)CC4)[H])(CC=C1C[C@@H](O)CC2)[H])[H]

Synonyms:

• (3S,8R,9S,10R,13S, 14S,17S)-10,13-Dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
• (3β,17β)-Androst-5-ene-3,17-diol
• 3β,17β-Androst-5-enediol
• 3β,17β-Dihydroxyandrost-5-ene
• 5-Androstene-3β,17β-diol
• Androst-5-Ene-3-Β,17-Β-Diol
• Androst-5-Eno-3-Β,17-Β-Diol
• Androst-5-en-3-β,17-β-diol
• Androst-5-ene-3β,17β-diol
• Androst-5-enediol
• Androstenediol
• HE 2100 (estrogen receptor agonist)
• He 2100
• Hermaphrodiol
• Neumune
• Nsc 12163
• Δ5-Androstene-3β,17β-diol
• Δ5-Androstenediol
• Δ⁵-Androstene-3β,17β-diol
• Δ⁵-Androstenediol

Androstenediol

Controlled Product

CAS: 521-17-5

Formula: C₁₉H₃₀O₂

Color and Shape: Neat

Molecular weight: 290.44

Ref: 04-C10255025

3β,17β-Androst-5-enediol

Controlled Product

CAS: 521-17-5

Applications 3β,17β-Androst-5-enediol is a steroid androgen and an endogenous precursor for testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.
References Miller, M., et al.: Steroids., 78, 15 (2013); Baker, M.E., et al.: Steroids., 77, 1192 (2012);

Formula: C₁₉H₃₀O₂

Color and Shape: Off White Solid

Molecular weight: 290.44

Ref: TR-A637670

5-Androstenediol

Controlled Product

CAS: 521-17-5

5-Androstenediol is a metabolite of the steroid hormone testosterone. It has been shown to induce cellular transformation in vitro and to inhibit the growth of cancer cells, such as prostate cancer cells, by interfering with DNA replication. 5-Androstenediol binds to receptor sites in the nucleus, which inhibits both protein synthesis and cell division. This compound also induces pluripotent cells from mouse embryonic fibroblasts and has been shown to be an effective chemotherapeutic agent against leukemia, lymphoma, and breast cancer. The binding of 5-androstenediol to DNA is dependent on the dinucleotide phosphate (dNTP) concentration. The dNTP concentration can be determined by an analytical method called hydrolysis-fluorimetric phosphoimaging assay (HFIA).
5-Androstenediol can also inhibit Toll-like receptor 4 (TLR4) signaling in macrophages, leading to decreased production of proinflammatory cytokines.

Formula: C₁₉H₃₀O₂

Purity: Min. 98.0 Area-%

Molecular weight: 290.44 g/mol

Ref: 3D-W-105849

3b,17b-Androst-5-enediol (1 mg/ml in Acetonitrile)

Controlled Product

CAS: 521-17-5

Formula: C₁₉H₃₀O₂

Color and Shape: Single Solution

Molecular weight: 290.44

Ref: TR-KIT3010

3β,17β-Androst-5-enediol-13C3

Controlled Product

CAS: 521-17-5

Formula: C₁₆₁₃C₃H₃₀O₂

Color and Shape: Neat

Molecular weight: 293.418

Ref: TR-A637672

Abiraterone Impurity 21

CAS: 521-17-5

Formula: C₁₉H₃₀O₂

Molecular weight: 290.45

Ref: ST-EA-CP-A67073