CAS 600-63-5

5α-Tetrahydrocorticosterone

Description:

5α-Tetrahydrocorticosterone, with the CAS number 600-63-5, is a steroid hormone that is a metabolite of corticosterone, which is produced in the adrenal cortex. It is classified as a glucocorticoid, playing a role in various physiological processes, including metabolism, immune response regulation, and stress response. This compound is characterized by its steroidal structure, which includes four fused carbon rings, typical of steroid hormones. It exhibits anti-inflammatory properties and is involved in the regulation of glucose metabolism and blood pressure. 5α-Tetrahydrocorticosterone is less potent than its parent compound, corticosterone, in terms of glucocorticoid activity. It is primarily studied in the context of its biological effects and potential therapeutic applications, particularly in understanding adrenal function and disorders related to steroid metabolism. Its presence in biological systems can be measured through various analytical techniques, including chromatography and mass spectrometry, which are essential for research in endocrinology and pharmacology.

Formula: C₂₁H₃₄O₄

InChI: InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12-,13+,14-,15-,16+,17-,19+,20-,21-/m0/s1

InChI key: InChIKey=RHQQHZQUAMFINJ-NZTKVECHSA-N

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

Synonyms:

• (3Alpha,5Alpha,11Beta)-3,11,21-Trihydroxypregnan-20-One
• (3α,5α,11β)-3,11,21-Trihydroxypregnan-20-one
• (4-Hydroxycyclohexyl)Acetic Acid
• 3alpha,11beta,21-Trihydroxy-5alpha-pregnan-20-one
• 3α,11β,21-Trihydroxy-5α-pregnan-20-one
• 3α,5α-Tetrahydrocorticosterone
• 5α-Pregnan-20-one, 3α,11β,21-trihydroxy-
• 5α-THB
• 5α-Tetrahydrocorticosterone
• Allotetrahydrocorticosterone
• NSC 112288

Allotetrahydrocorticosterone

CAS: 600-63-5

Formula: C₂₁H₃₄O₄

Molecular weight: 350.50

Ref: 4Z-C-10411

Allotetrahydrocorticosterone

Controlled Product

CAS: 600-63-5

Applications Allotetrahydrocorticosterone displays the profile of a safe topical anti-inflammatory compound. Also, it strongly inhibits 11β-HSD2 and 11β-HSD1 dehydrogenase activity.
References Gastaldello, A., et al.: Biochem. Pharmacol., 129, 73-84 (2017); Morris, D. J., et al.: Steroids, 79, 44-48 (2014)

Formula: C₂₁H₃₄O₄

Color and Shape: Neat

Molecular weight: 350.49

Ref: TR-A548495

Allotetrahydrocorticosterone

Controlled Product

CAS: 600-63-5

Allotetrahydrocorticosterone is a synthetic glucocorticoid that is used in the diagnosis of adrenal insufficiency. It has an inhibitory effect on the 3β-hydroxysteroid dehydrogenase and inhibits the production of cortisol, aldosterone, and testosterone. Allotetrahydrocorticosterone has been shown to have a blood pressure lowering effect in women with primary hypertension. It also affects glucose metabolism by inhibiting aerobic glycolysis, which may be due to its ability to inhibit cyclase activity. Allotetrahydrocorticosterone also influences GABAergic neurotransmission as it can act as an inhibitor of the synthesis of gamma-aminobutyric acid (GABA) in response to stress signals.

Formula: C₂₁H₃₄O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 350.49 g/mol

Ref: 3D-FA65591

5α-Tetrahydrocorticosterone

CAS: 600-63-5

5α-Tetrahydrocorticosterone (5α-HB) is an endogenous steroid that acts as an agonist of the glucocorticoid receptor (GR) and a metabolite of corticosterone. It serves as an effective topical anti-inflammatory agent in vivo. In rat liver cells, it decreases the binding of metabolites to the glucocorticoid receptor-corticosterone and its 5α-reduced metabolites, with a Kd value of 268 nM. 5α-Tetrahydrocorticosterone is applicable in research on inflammatory skin diseases.

Formula: C₂₁H₃₄O₄

Color and Shape: Solid

Molecular weight: 350.49

Ref: TM-T211720