CAS 1164-98-3

21-hydroxypregnenolone

Description:

21-Hydroxypregnenolone, with the CAS number 1164-98-3, is a steroid hormone that plays a crucial role in the biosynthesis of other steroid hormones. It is a derivative of pregnenolone, characterized by the addition of a hydroxyl group at the 21st carbon position. This compound is primarily produced in the adrenal glands and is involved in the synthesis of corticosteroids and sex hormones. Structurally, it belongs to the class of pregnane steroids, which are characterized by a steroid nucleus consisting of four fused carbon rings. 21-Hydroxypregnenolone is typically a white to off-white crystalline powder and is soluble in organic solvents but has limited solubility in water. Its biological activity is significant in the context of adrenal function and steroidogenesis, influencing various physiological processes, including stress response and metabolism. Additionally, it serves as a precursor for the synthesis of other important hormones, making it a key player in the endocrine system.

Formula: C₂₁H₃₂O₃

InChI: InChI=1/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h3,14-18,22-23H,4-12H2,1-2H3

InChI key: InChIKey=MOIQRAOBRXUWGN-WPWXJNKXSA-N

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

Synonyms:

• (3Beta)-3,21-Dihydroxypregn-5-En-20-One
• (3β)-3,21-Dihydroxypregn-5-en-20-one
• 3,21-Dihydroxypregn-5-En-20-One
• 3β,21-Dihydroxy-5-pregnen-20-one
• 5-Pregnen-3β,21-diol-20-one
• Nsc 60793
• Pregn-5-en-20-one, 3,21-dihydroxy-, (3beta)-
• Pregn-5-en-20-one, 3,21-dihydroxy-, (3β)-
• Pregn-5-en-20-one, 3β,21-dihydroxy-
• Pregn-5-ene-3β,21-diol-20-one
• 21-Hydroxypregnenolone
• 21-HYDROXYPREGNOLONE
• 2-hydroxy-1-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
• 2-hydroxy-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• C05485
• 5-Pregnene-3β,21-diol-20-one
• 5-PREGNEN-3BETA,21-DIOL-20-ONE
• 3BETA,21-DIHYDROXY-5-PREGNEN-20-ONE

21-Hydroxypregnenolone

CAS: 1164-98-3

21-Hydroxypregnenolone is an essential intermediate in corticosterone synthesis.

Formula: C₂₁H₃₂O₃

Color and Shape: Solid

Molecular weight: 332.48

Ref: TM-T13489

21-Hydroxypregnenolone

Controlled Product

CAS: 1164-98-3

Applications 21-Hydroxypregnenolone, is a hydroxylated metabolite of Pregnenolone (P712200), which is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.
References Petkam, R. et al.: Gen Comp. Endocrinol., 131, 241 (2003); Morfin, R. et al.: J. Ster. Biochem. Mol. Biol., 50, 91 (1994);

Formula: C₂₁H₃₂O₃

Color and Shape: White To Off-White

Molecular weight: 332.48

Ref: TR-H952470