CAS 566-58-5

5α-Pregnane-3α,20α-diol

Description:

5α-Pregnane-3α,20α-diol, with the CAS number 566-58-5, is a steroid compound that belongs to the class of pregnanes, which are derivatives of the steroid nucleus. This compound features a hydroxyl group at the 3α and 20α positions, contributing to its classification as a diol. It is a colorless, crystalline solid that is soluble in organic solvents but has limited solubility in water. The presence of hydroxyl groups imparts polar characteristics, influencing its biological activity and interactions with other molecules. 5α-Pregnane-3α,20α-diol is of interest in the field of biochemistry and pharmacology due to its potential roles in steroid metabolism and hormone regulation. It may also serve as a precursor in the synthesis of other steroid compounds. Its structural configuration allows it to interact with various biological receptors, which can have implications for its physiological effects. As with many steroid derivatives, it is important to handle this compound with care, considering its potential biological activity and effects on human health.

Formula: C₂₁H₃₆O₂

InChI: InChI=1/C21H36O2/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/h13-19,22-23H,4-12H2,1-3H3/t13-,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

InChI key: InChIKey=YWYQTGBBEZQBGO-CGVINKDUSA-N

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

Synonyms:

• (3alpha,5alpha,20S)-Prgnane-3,20-diol
• (3alpha,5alpha,20S)-pregnane-3,20-diol
• (3α,5α,20S)-Pregnane-3,20-diol
• 3α,20α-Dihydroxy-5α-pregnane
• Allopregnane-3alpha,20alpha-diol
• Allopregnane-3α,20α-diol
• Allopregnanediol
• Pregnane-3,20-diol, (3α,5α,20S)-
• Prgnane-3,20-diol, (3alpha,5alpha,20S)-
• 5α-Pregnane-3α,20α-diol
• (20S)-5β-Pregnane-3β,20-diol
• Allopregnan-3α,20α-diol
• 3α,20α-Dihydroxy-5α-pregnane, Allopregnane-3α,20α-diol
• (3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• ALLOPREGNAN-3ALPHA,20ALPHA-DIOL 98%
• ALLOPREGNANDIOL
• allo-Pregnan-3α,20α-diol
• 5A-PREGNANE-3A,20ALPHA-DIOL
• 5-ALPHA-PREGNAN-3-ALPHA, 20-ALPHA-DIOL

Allopregnanediol (Allopregnanolone Diol Metabolite)

CAS: 566-58-5

Formula: C₂₁H₃₆O₂

Molecular weight: 320.52

Ref: 4Z-P-3281

5a-Pregnane-3a,20a-diol

Controlled Product

CAS: 566-58-5

Applications Progesterone metabolite.
References Beall, et al.: Biochem. J., 31, 35 (1937), Okuda, A., et al.: J. Biol. Chem., 259, 7519 (1984), Russell, D., et al.: Biochemistry, 31, 4737 (1992), Kondo, K., et al.: Eur. J. Biochem., 219, 357 (1994), Westerbacka, J., et al.: J. Clin. Endocrinol. Metab., 88, 4924 (2003),

Formula: C₂₁H₃₆O₂

Color and Shape: Neat

Molecular weight: 320.51

Ref: TR-P705125

5a-Pregnane-3a,20a-diol

Controlled Product

CAS: 566-58-5

5a-Pregnane-3a,20a-diol is a gamma-aminobutyric acid (GABA) analogue that is used in the treatment of women with variegated hyperpigmentation. It has inhibitory properties on mutant enzymes such as disulfate reductase and other enzymes involved in the synthesis of prostaglandins. The drug binds to the enzyme GABA transaminase and this binding prevents the formation of GABA from glutamate. 5a-Pregnane-3a,20a-diol also inhibits the synthesis of prostaglandin E2 by binding to cyclooxygenase 2, leading to decreased inflammation and pain. 5a-Pregnane-3a,20a-diol is metabolized by glucuronidation or sulfation and excreted into bile or urine. This drug can also be hydrolyzed by dehydrogenases or other enzymes such as esterases.

Formula: C₂₁H₃₆O₂

Purity: Min. 95%

Molecular weight: 320.51 g/mol

Ref: 3D-FP27149

5α-Pregnane-3α,20α-diol

CAS: 566-58-5

5α-Pregnane-3α,20α-diol, an active metabolite of progesterone, is synthesized through intermediates 5α-pregnane-20α-ol-3-one and 5α-pregnane-3α-ol-20-one from

Formula: C₂₁H₃₆O₂

Color and Shape: Solid

Molecular weight: 320.51

Ref: TM-T83859