1044-90-2

Basic information

• Product Name: (3beta,5beta,16alpha)-3-hydroxy-16,17-epoxypregnan-20-one
• CAS NO: 1044-90-2
• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.477
• Mol File: 1044-90-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 449.2°C at 760 mmHg
• Flash Point: 152.8°C
• Density: 1.158g/cm³
• Vapor Pressure: 5.89E-10mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: (3beta,5beta,16alpha)-3-hydroxy-16,17-epoxypregnan-20-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3beta,5beta,16alpha)-3-hydroxy-16,17-epoxypregnan-20-one(1044-90-2)
• EPA Substance Registry System: (3beta,5beta,16alpha)-3-hydroxy-16,17-epoxypregnan-20-one(1044-90-2)

Safety Data

• Hazardous Substances Data: 1044-90-2(Hazardous Substances Data)

Usage

General Description

(3beta,5beta,16alpha)-3-hydroxy-16,17-epoxypregnan-20-one, also known as 17-hydroxyprogesterone, is a steroid hormone produced in the adrenal glands and gonads. It is a precursor to the production of other steroid hormones, such as cortisol and androgens. 17-hydroxyprogesterone plays a crucial role in the regulation of the menstrual cycle and is important for the development of the fetus during pregnancy. It is also involved in the body's response to stress and inflammation. Additionally, it has been used as a medication for the treatment of certain hormone-related conditions, such as congenital adrenal hyperplasia. Overall, 17-hydroxyprogesterone is an essential hormone that plays a vital role in various physiological processes within the human body.

Upstream product

• 1169-20-6 3β-acetoxy-5α-pregn-16-en-20-one 
• 974-23-2 3β-hydroxy-16α,17α-epoxypregn-5-en-20-one 
• 908-89-4 3β-acetoxy-16α,17α-epoxy-5β-pregnan-20-one 
• 2601-07-2 3β-acetoxy-5β-pregn-16-en-20-one 

Downstream Products

• 96354-43-7 3-Iodo-benzoic acid (3R,5S,8R,9S,10S,13S,14S,16R,17S)-17-acetyl-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-3-yl ester 
• 2872-76-6 20α-hydroxy-16α,17α-epoxypregn-4-en-3-one 
• 1097-51-4 16α,17α-epoxyprogesterone 
• 2220-64-6 5α-Pregnan-3β,16α,20α-triol 
• 38393-04-3 3α-Hydroxy-5α-pregna-9(11),16-dien-20-one 
• 96354-44-8 3-Iodo-benzoic acid (3R,5S,8S,9R,10S,13S,14S,16R,17S)-17-acetyl-9-chloro-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[16,17]cyclopenta[a]phenanthren-3-yl ester 
• 570-59-2 4,5α-dihydro-17α-hydroxyprogesterone 

Relevant articles and documents

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Novel steroid inhibitors of glucose 6-phosphate dehydrogenase

Novel derivatives of the steroid DHEA 1, a known uncompetitive inhibitor of G6PD, were designed, synthesized, and tested for their ability to inhibit this dehydrogenase enzyme. Several compounds with approximately 10-fold improved potency in an enzyme assay were identified, and this improved activity translated to efficacy in a cellular assay. The SAR for steroid inhibition of G6PD has been substantially developed; the 3β-alcohol can be replaced with 3β-H-bond donors such as sulfamide, sulfonamide, urea, and carbamate. Improved potency was achieved by replacing the androstane nucleus with a pregnane nucleus, provided a ketone at C-20 is present. For pregnan-20-ones incorporation of a 21-hydroxyl group is often beneficial. The novel compounds generally have good physicochemical properties and satisfactory in vitro DMPK parameters. These derivatives may be useful for examining the role of G6PD inhibition in cells and will assist the future design of more potent steroid inhibitors with potential therapeutic utility.