CAS 516-59-6

5α-Pregnan-20α-ol-3-one

Description:

5α-Pregnan-20α-ol-3-one, commonly known as 20α-dihydroprogesterone, is a steroid hormone that plays a significant role in the reproductive system. It is a derivative of progesterone, characterized by its structure that includes a pregnane backbone with a hydroxyl group at the 20α position and a ketone at the 3 position. This compound is typically found in various biological systems, particularly in the adrenal glands and ovaries, where it is involved in the regulation of reproductive processes and the menstrual cycle. Its biological activity is primarily associated with its role as a progestin, influencing the maintenance of pregnancy and modulating the effects of other hormones. In terms of solubility, it is generally lipophilic, allowing it to easily cross cell membranes and interact with steroid hormone receptors. The CAS number 516-59-6 uniquely identifies this compound in chemical databases, facilitating its study and application in both research and clinical settings.

Formula: C₂₁H₃₄O₂

InChI: InChI=1/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-14,16-19,22H,4-12H2,1-3H3/t13-,14-,16-,17+,18-,19-,20-,21+/m0/s1

InChI key: InChIKey=DYVGYXXLXQESJE-SKLBOBKVSA-N

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

Synonyms:

• (5alpha,20S)-20-hydroxypregnan-3-one
• (5α,20S)-20-Hydroxypregnan-3-one
• 20-Ahapo
• 20alpha-Hydroxy-5alpha-pregnan-3-one
• 20beta-Hydroxy-5alpha-pregnan-3-one
• 20α-Hydroxy-5α-pregan-3-one
• 20α-Hydroxy-5α-pregnan-3-one
• 5α,20α-Tetrahydroprogesterone
• 5α-Pregnan-3-one, 20α-hydroxy-
• 5α-Pregnane-3-one-20α-ol
• Allopregnan-20alpha-ol-3-one
• Allopregnan-20beta-ol-3-one
• Allopregnan-20α-ol-3-one
• Pregnan-3-one, 20-hydroxy-, (5alpha,20S)-
• Pregnan-3-one, 20-hydroxy-, (5α,20S)-
• allopregnan-20 alpha-ol-3-one
• (5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• (20S)-20-Hydroxy-5α-pregnan-3-one

5a-Pregnane-3-one-20a-ol

Controlled Product

CAS: 516-59-6

Applications 5α-Pregnane-3-one-20α-ol, is a steroid metabolome, that can be used for in studies of a possible tool for laboratory diagnosis of schizophrenia. It is also a metabolite of Progesterone (P755900) in adipose cells.
References Bicikova, M., et al.: J. Steriod Biochem. Mol. Bio., 77, 133 (2013); Zhang, Y., et al.: Mol. Cell. Endocrinology, 298, 76 (2009);

Formula: C₂₁H₃₄O₂

Color and Shape: Neat

Molecular weight: 318.49

Ref: TR-P705135

5alpha-Pregnan-20alpha-Ol-3-one

Controlled Product

CAS: 516-59-6

5alpha-Pregnan-20alpha-ol-3-one is a metabolite of progesterone. It is detectable in plasma samples from pregnant women and healthy controls, but not in those from women with an abortion. 5alpha-Pregnan-20alpha-ol-3-one is immunoreactive for the streptococcus zooepidemicus, which has been implicated in the development of abortions. Tritiated 5alpha-pregnan-20alpha-ol-3-one can be used to measure its plasma concentrations.

Formula: C₂₁H₃₄O₂

Purity: Min. 95%

Molecular weight: 318.49 g/mol

Ref: 3D-FP137535

5alpha-Pregnan-20beta-Ol-3-one

Controlled Product

CAS: 516-59-6

Please enquire for more information about 5alpha-Pregnan-20beta-Ol-3-one including the price, delivery time and more detailed product information at the technical inquiry form on this page

Purity: Min. 95%

Ref: 3D-FP138494