CAS 1174-69-2

5B-pregnane-3A-20A-diol diacetate

Description:

5B-pregnane-3A-20A-diol diacetate, with the CAS number 1174-69-2, is a synthetic steroid compound derived from the natural steroid pregnane. It features a pregnane backbone, characterized by a four-ring structure typical of steroids, with specific functional groups that include two acetate groups attached to the hydroxyl groups at positions 3 and 20. This modification enhances its lipophilicity and stability, which can influence its biological activity and pharmacokinetics. The compound is often studied for its potential applications in medicinal chemistry, particularly in the development of hormone therapies or as a precursor in steroid synthesis. Its structural characteristics contribute to its interaction with biological systems, potentially affecting steroid hormone pathways. As with many steroid derivatives, it may exhibit varying degrees of activity depending on its stereochemistry and the presence of other substituents. Safety and handling precautions are essential when working with this compound, as with all chemical substances, due to potential biological effects.

Formula: C₂₅H₄₀O₄

InChI: InChI=1/C25H40O4/c1-15(28-16(2)26)21-8-9-22-20-7-6-18-14-19(29-17(3)27)10-12-24(18,4)23(20)11-13-25(21,22)5/h15,18-23H,6-14H2,1-5H3/t15-,18+,19+,20-,21+,22-,23-,24-,25+/m0/s1

InChI key: InChIKey=VDZDKQBSTYNFGG-BNPPXZMESA-N

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

Synonyms:

• (20S)-3α,20α-Diacetoxy-5β-pregnane
• (3alpha,5beta,20S)-pregnane-3,20-diyl diacetate
• 5β-Pregnane-3α,20α-diyl diacetate
• Allopregnane-3ALPHA,20ALPHA-diol diacetate
• Pregnane-3,20-Diyl Diacetate
• Pregnane-3,20-diol, 3,20-diacetate, (3α,5β,20S)-
• Pregnane-3,20-diol, diacetate, (3α,5β,20S)-
• 5β-Pregnane-3α,20α-diol, diacetate

Pregnandiol diacetate

Controlled Product

CAS: 1174-69-2

Pregnandiol diacetate is a synthetic progestogen, which is a derivative of pregnane steroid hormones. It is sourced from chemically modifying natural metabolites of progesterone, specifically through acetylation processes. This compound exerts its effects by mimicking the biological activity of endogenous progesterone. It binds to progesterone receptors within target cells, influencing gene expression, and inducing typical progesterone-mediated activities such as regulation of the menstrual cycle, maintenance of pregnancy, and inhibition of ovulation.

Formula: C₂₅H₄₀O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 404.58 g/mol

Ref: 3D-FP65636

(3α,5β,20S)-Pregnane-3,20-diol Diacetate

Controlled Product

CAS: 1174-69-2

Applications (3α,5β,20S)-Pregnane-3,20-diol Diacetate is the end product or metabolite of progesterone in man, monkey and rabbit. Also, it is an intermediate used in the synthesis of Pregnanediol 3α-O-β-D-Glucuronide (P705140), which is the glucuronide conjugate of Pregnanediol (P705130). Levels of Pregnanediol 3α-O-β-D-Glucuronide can be used to monitor the reproductive status of dairy cows. 3α-O-β-D-Glucuronide can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle.
References Chamberlain, J., et al.: J. Endocrinol., 28, 235-246 (1964); Yang, C.J. et al.: Asian-Austral. J. Anim. Sci., 17, 460 (2004); Miro, F. et al.: Clin. Chem. Lab. Med., 42, 1043 (2004);

Formula: C₂₅H₄₀O₄

Color and Shape: Neat

Molecular weight: 404.583

Ref: TR-P705215