CAS 1224-92-6

5α-Androstan-3β-ol

Description:

5α-Androstan-3β-ol, also known as 3β-hydroxy-5α-androstan, is a steroid alcohol that belongs to the class of androgens. It is characterized by a steroid backbone, which consists of four fused carbon rings, typical of steroid compounds. This substance features a hydroxyl (-OH) group at the 3β position and has a saturated structure, making it a derivative of testosterone. It is a colorless to pale yellow solid at room temperature and is relatively insoluble in water but soluble in organic solvents. 5α-Androstan-3β-ol plays a role in various biological processes and is often studied for its potential effects on androgenic activity and its implications in hormonal regulation. It is also of interest in the field of biochemistry and pharmacology for its potential applications in therapeutic contexts. As with many steroid compounds, it is important to handle it with care due to its biological activity and potential regulatory status in various jurisdictions.

Formula: C₁₉H₃₂O

InChI: InChI=1S/C19H32O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13-17,20H,3-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

InChI key: InChIKey=DJTOLSNIKJIDFF-LOVVWNRFSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)CCC4)[H])(CC[C@]1(C[C@@H](O)CC2)[H])[H])[H]

Synonyms:

• (3Beta,5Alpha)-Androstan-3-Ol
• (3β,5α)-Androstan-3-ol
• 3beta-Hydroxy-5alpha-androstane
• 3β-Hydroxy-5α-androstane
• 5alpha-Androstan-3beta-ol
• 5α-Androstan-3β-ol
• Androstan-3-ol
• Androstan-3-ol, (3beta,5alpha)- (9CI)
• Androstan-3-ol, (3β,5α)-
• Nsc 50887

5α-Androstan-3β-ol

CAS: 1224-92-6

Formula: C₁₉H₃₂O

Molecular weight: 276.46

Ref: 7W-GK0428

5α-Androstan-3β-ol

Controlled Product

CAS: 1224-92-6

Applications An Androstane metabolite.
References Weusten, J., et al.: J. Steroid Biochem., 32, 689 (1989), Choi, H., et al.: J. Biol. Chem., 272, 23565 (1997),

Formula: C₁₉H₃₂O

Color and Shape: White To Off-White

Molecular weight: 276.46

Ref: TR-A637360

5α-Androstan-3β-ol (1mg/ml in Acetonitrile)

Controlled Product

CAS: 1224-92-6

Formula: C₁₉H₃₂O

Color and Shape: Single Solution

Molecular weight: 276.46

Ref: TR-KIT2945

5alfa-Androstan-3beta-ol

Controlled Product

CAS: 1224-92-6

5alfa-Androstan-3beta-ol is a synthetic steroid that binds to the androgen receptor and has been shown to inhibit hepatic steatosis in mice. It also has been shown to have activity against bacterial strains, such as Salmonella typhimurium, by inhibiting fatty acid synthesis. 5alfa-Androstan-3beta-ol is activated by the liver and then metabolized through detoxification enzymes that are expressed at high levels in the liver, such as CYP2C11 and CYP2E1. This drug can be used for treating infectious diseases because it does not activate these enzymes. 5alfa-Androstan-3beta-ol can also be used for studying the role of receptors in cell proliferation, tissue culture, and oncogenesis.

Formula: C₁₉H₃₂O

Purity: Min. 95%

Molecular weight: 276.46 g/mol

Ref: 3D-FA172876

5α-Androstan-3β-ol

CAS: 1224-92-6

Formula: C₁₉H₃₂O

Molecular weight: 276.46

Ref: ST-EA-CP-A401001

5α-Androstan-3β-ol

CAS: 1224-92-6

5α-Androstan-3β-ol, a steroidal androgen, demonstrates selective interaction with cellular components, showing affinity for the androgen receptor (AR) with an IC50 of 1.7 µM and activating the pregnane X receptor (PXR) in HepG2 cells with an EC50 of 0.8 µM. It selectively inhibits the hydroxylase activities of 16α- and 6β-hydroxylase over 16β- or 7α-hydroxylase, with IC50 values of 70 and 110 µM, compared to >150 µM for the latter enzymes, indicating a specificity in its enzyme inhibition profile. Additionally, administration of this compound at a dosage of 30 mg/kg results in a decrease in testis weight and sperm production in mice, highlighting its biological effects on male reproductive parameters.

Formula: C₁₉H₃₂O

Color and Shape: Solid

Molecular weight: 276.46

Ref: TM-T84963