1167-48-2 Usage
Description
(3b)-3,17,21-trihydroxy-Pregn-5-en-20-one, also known as 17,21-dihydroxypregnenolone, is a steroid compound that serves as a crucial precursor in the biosynthesis of various hormones, including cortisol. It is derived from pregnenolone through human adrenal microsomal preparations and plays a significant role in the regulation of the body's stress response and immune system.
Uses
Used in Pharmaceutical Industry:
(3b)-3,17,21-trihydroxy-Pregn-5-en-20-one is used as an intermediate in the synthesis of corticosteroids for the treatment of various inflammatory and autoimmune conditions. Its role as a precursor to cortisol makes it a valuable component in the development of medications targeting the adrenal cortex and its hormone production.
Used in Hormone Replacement Therapy:
(3b)-3,17,21-trihydroxy-Pregn-5-en-20-one is used as a hormone precursor in hormone replacement therapy, particularly for conditions that involve adrenal insufficiency or imbalances in cortisol levels. Its ability to be converted into cortisol makes it a potential candidate for therapeutic interventions in cases of chronic stress or adrenal fatigue.
Used in Research and Development:
(3b)-3,17,21-trihydroxy-Pregn-5-en-20-one is utilized in research settings to study the biosynthesis of corticosteroids and the regulation of the hypothalamic-pituitary-adrenal (HPA) axis. Understanding its role in hormone production can lead to the development of novel therapeutic strategies for stress-related disorders and other conditions influenced by cortisol levels.
Check Digit Verification of cas no
The CAS Registry Mumber 1167-48-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,6 and 7 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1167-48:
(6*1)+(5*1)+(4*6)+(3*7)+(2*4)+(1*8)=72
72 % 10 = 2
So 1167-48-2 is a valid CAS Registry Number.
InChI:InChI=1/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15?,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1
1167-48-2Relevant articles and documents
Inherent steroid 17α,20-lyase activity in defunct cytochrome P450 17A enzymes
Gonzalez, Eric,Johnson, Kevin M.,Pallan, Pradeep S.,Phan, Thanh T.N.,Zhang, Wei,Lei, Li,Wawrzak, Zdzislaw,Yoshimoto, Francis K.,Egli, Martin,Peter Guengerich
, p. 541 - 556 (2018/02/14)
Cytochrome P450 (P450) 17A1 catalyzes the oxidations of progesterone and pregnenolone and is the major source of androgens. The enzyme catalyzes both 17α-hydroxylation and a subsequent 17α,20-lyase reaction, and several mechanisms have been proposed for the latter step. Zebrafish P450 17A2 catalyzes only the 17α-hydroxylations. We previously reported high similarity of the crystal structures of zebrafish P450 17A1 and 17A2 and human P450 17A1. Five residues near the heme, which differed, were changed. We also crystallized this five-residue zebrafish P450 17A1 mutant, and the active site still resembled the structure in the other proteins, with some important differences. These P450 17A1 and 17A2 mutants had catalytic profiles more similar to each other than did the wildtype proteins. Docking with these structures can explain several minor products, which require multiple enzyme conformations. The 17α-hydroperoxy (OOH) derivatives of the steroids were used as oxygen surrogates. Human P450 17A1 and zebrafish P450s 17A1 and P450 17A2 readily converted these to the lyase products in the absence of other proteins or cofactors (with catalytically competent kinetics) plus hydroxylated 17α-hydroxysteroids. The 17α-OOH results indicate that a "Compound I" (FeO3+) intermediate is capable of formation and can be used to rationalize the products. We conclude that zebrafish P450 17A2 is capable of lyase activity with the 17α-OOH steroids because it can achieve an appropriate conformation for lyase catalysis in this system that is precluded in the conventional reaction.
