CAS 6890-65-9

(3α,5α)-3,17-Dihydroxypregnan-20-one

Description:

(3α,5α)-3,17-Dihydroxypregnan-20-one, commonly known as allopregnanolone, is a neuroactive steroid derived from progesterone. It is characterized by its two hydroxyl groups at the 3 and 17 positions on the steroid backbone, which contribute to its biological activity. This compound is known for its role in the central nervous system, where it acts as a positive allosteric modulator of GABA_A receptors, enhancing inhibitory neurotransmission. Allopregnanolone is involved in various physiological processes, including mood regulation, stress response, and neuroprotection. It has been studied for its potential therapeutic effects in conditions such as anxiety, depression, and neurodegenerative diseases. The substance is typically found in the human body, particularly during pregnancy, and its levels can fluctuate based on hormonal changes. Its lipophilic nature allows it to easily cross the blood-brain barrier, making it significant in neurobiology. Overall, (3α,5α)-3,17-Dihydroxypregnan-20-one is a crucial compound in both endocrine and neuropharmacological contexts.

Formula: C₂₁H₃₄O₃

InChI: InChI=1S/C21H34O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h14-18,23-24H,4-12H2,1-3H3/t14-,15+,16+,17-,18-,19-,20-,21-/m0/s1

InChI key: InChIKey=LKQDFQLSEHWIRK-JRRMKBMNSA-N

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@@](CC3)(C[C@H](O)CC4)[H])(CC1)[H])[H])(CC[C@@]2(C(C)=O)O)[H]

Synonyms:

• (3Alpha,5Alpha)-3,17-Dihydroxypregnan-20-One
• (3α,5α)-3,17-Dihydroxypregnan-20-one
• 17-Hydroxyallopregnanolone
• 3alpha,17-Dihydroxy-5alpha-pregnan-20-one
• 3α,17α-Dihydroxy-5α-pregnan-20-one
• 5α-Pregnan-20-one, 3α,17-dihydroxy-
• 5α-Pregnan-3α,17α-diol-20-one
• 5α-Pregnane-3α,17α-diol-20-one
• Pregnan-20-one, 3,17-dihydroxy-, (3alpha,5alpha)-
• Pregnan-20-one, 3,17-dihydroxy-, (3α,5α)-
• 3α,17-Dihydroxy-5α-pregnan-20-one

(3α,5α)-3,17-Dihydroxypregnan-20-one

CAS: 6890-65-9

Applications (3α,5α)-3,17-Dihydroxypregnan-20-one has been studied has a metabolite of research interest in the study of human male testes diseases or aberration pertaining androgen-mediated events in male puberty; such as biosynthesis of testosterone, adrenocortical carcinoma, castration-resistant prostate cancer and urine steroid hormone profiling.
References Auchus, R.: Trends Endocrinol. Metab., 15, 432 (2004);Arlt, W., et. al.: J. Clin. Endocrinol. Metab., 96, 3775 (2011);Attard, G., et. al.: J. Clin. Endocrinol. Metab., 97, 507 (2012);

Formula: C₂₁H₃₄O₃

Color and Shape: Off-White

Molecular weight: 334.493

Ref: TR-D863770

(3α,5α)-3,17-Dihydroxypregnan-20-one

Controlled Product

CAS: 6890-65-9

Please enquire for more information about (3Alpha,5Alpha)-3,17-Dihydroxypregnan-20-one including the price, delivery time and more detailed product information at the technical inquiry form on this page

Formula: C₂₁H₃₄O₃

Purity: Min. 95%

Molecular weight: 334.5 g/mol

Ref: 3D-GAA89065