CAS 1229-12-5

5B-androstane-3,17-dione

Description:

5B-androstane-3,17-dione, also known as androstenedione, is a steroid hormone and a key intermediate in the biosynthesis of androgens and estrogens. It is characterized by its structure, which includes a steroid backbone with a ketone functional group at both the 3 and 17 positions. This compound is typically found in the adrenal glands and gonads and plays a significant role in the regulation of various physiological processes, including muscle growth and sexual development. As a precursor to testosterone and estrone, it is involved in the endocrine system's hormonal balance. In terms of physical properties, 5B-androstane-3,17-dione is a white to off-white crystalline powder, and it is relatively insoluble in water but soluble in organic solvents. Its use in sports and bodybuilding has raised concerns regarding its potential for abuse as a performance-enhancing substance. Regulatory bodies often monitor its use due to its anabolic properties and potential side effects associated with steroid use.

Formula: C₁₉H₂₈O₂

InChI: InChI=1/C19H28O2/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/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1

InChI key: InChIKey=RAJWOBJTTGJROA-QJISAEMRSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)C(=O)CC4)[H])(CC[C@@]1(CC(=O)CC2)[H])[H])[H]

Synonyms:

• 5-Beta-Androstane-3,17-Dione
• 5β-Androstanedione
• Androstane-3,17-dione, (5β)-
• Etiocholane-3,17-dione
• Etiocholanedione
• 5β-Androstane-3,17-dione
• (5β)-Androstane-3,17-dione
• 5β-Androstan-3,17-dione
• C03772
• (5R,8R,9S,10S,13S,14S)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
• 5β-Androsta-3,17-dione
• Etiochola-3,17-dione
• 5β-Androstan-3,17-dione (solution)

5β-Androstanedione

Controlled Product

CAS: 1229-12-5

Applications 5β-Androstanedione is a metabolite of Dehydroepiandrosterone (D229585), a major secretory steroidal product of the adrenal gland; secretion progresively declines with aging. Dehydroepiandrosterone (D229585) may have estrogen-or androgen-like effects depending on the hormonal milieu. Intracellularly converted to androstenedione. It is used in treatment of menopausal syndrome.
References Saifullah, A., et. al.: Chem. Natural Compd., 50, 669 (2014); Yahara, M., et al.: J. Toxicol. Sci., 2, 161 (1977); Morales, A.J., et al.: J. Clin. Endocrinol. Metab., 78, 1360 (1994); Ebeling, P., et al.: Lancet, 343, 1479 (1994)

Formula: C₁₉H₂₈O₂

Color and Shape: Neat

Molecular weight: 288.42

Ref: TR-A637330

5b-Androstan-3,17-dione

Controlled Product

CAS: 1229-12-5

5b-Androstan-3,17-dione is a steroid that has been used as a contraceptive and to treat benign prostatic hypertrophy. It is a metabolite of testosterone and can be found in the urine of pregnant women. 5b-Androstan-3,17-dione binds to the glucocorticoid receptor, which is involved in regulating many physiological processes including inflammation. The binding of 5b-androstan-3,17-dione to the glucocorticoid receptor prevents the binding of other steroid hormones such as cortisol or estradiol benzoate. This agent inhibits the production of enzymes that are involved in lipid synthesis, leading to decreased levels of cholesterol and fatty acids. 5b-Androstan-3,17-dione binds strongly to proteins containing hydroxyl groups, which may account for its high affinity for tissue culture cell lines.

Formula: C₁₉H₂₈O₂

Purity: (%) Min. 95%

Color and Shape: Powder

Molecular weight: 288.42 g/mol

Ref: 3D-FA158902

5β-Androstanedione (1mg/ml in Acetonitrile)

Controlled Product

CAS: 1229-12-5

Formula: C₁₉H₂₈O₂

Color and Shape: Single Solution

Molecular weight: 288.42

Ref: TR-KIT2935

5b-Androstanedione-d6

Controlled Product

CAS: 1229-12-5

Applications 5β-Androstanedione-d6 is an intermediate in the synthesis of 5β-Androsterone-d4, which is a metabolite of Testosterone (T155000). 5β-Androsterone is a stereoisomer of Androsterone (A637535). 5β-Androsterone showed a weak estrogenic action.
References Park, J., et al.: J. Anal. Toxicol., 14, 66 (1990), Palonek, E., et al.: J. Steroid Mol. Biol., 55, 121 (1995), Aguilera, R., et al.: Clin. Chem. 47, 292 (2001), Flenker, U., et al.: Steroids, 73, 408 (2008),

Formula: C₁₉D₆H₂₂O₂

Color and Shape: Neat

Molecular weight: 294.461

Ref: TR-A637332

Androstane-3,17-dione, (5β)-

CAS: 1229-12-5

Formula: C₁₉H₂₈O₂

Color and Shape: Solid

Molecular weight: 288.4244

Ref: IN-DA000JRG