16031-66-6

Basic information

• Product Name: 14-Hydroxyprogesterone
• Synonyms: 14-Hydroxyprogesterone;14-Hydroxypregn-4-ene-3,20-dione;14α-Hydroxypregna-4-ene-3,20-dione
• CAS NO: 16031-66-6
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.46
• Mol File: 16031-66-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 481.3°Cat760mmHg
• Flash Point: 259°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 2.78E-11mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 14-Hydroxyprogesterone(CAS DataBase Reference)
• NIST Chemistry Reference: 14-Hydroxyprogesterone(16031-66-6)
• EPA Substance Registry System: 14-Hydroxyprogesterone(16031-66-6)

Safety Data

• Hazardous Substances Data: 16031-66-6(Hazardous Substances Data)

Usage

General Description

14-Hydroxyprogesterone is a natural steroid hormone and a metabolite of progesterone. It is primarily produced in the adrenal glands and plays a role in the synthesis of other steroid hormones, such as cortisol and aldosterone. 14-Hydroxyprogesterone also has anti-inflammatory and immunosuppressive effects and has been investigated for potential use in the treatment of certain autoimmune and inflammatory conditions. In addition, 14-Hydroxyprogesterone has been studied for its potential role in the development of breast and prostate cancers, as well as its use as a biomarker for certain endocrine disorders. Further research is needed to fully understand the physiological and clinical significance of 14-Hydroxyprogesterone.

InChI:InChI=1/C21H30O3/c1-13(22)16-8-11-21(24)18-5-4-14-12-15(23)6-9-19(14,2)17(18)7-10-20(16,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18-,19+,20-,21-/m1/s1

Upstream product

• 57-83-0 Progesterone 
• 57-83-0 progesterone 

Downstream Products

• 564-63-6 14-hydroxy-4-androstene-3,17-dione 
• 24377-08-0 Pregna-4,14-diene-3,20-dione 

Relevant articles and documents

Aspects of the progesterone response in Hortaea werneckii: Steroid detoxification, protein induction and remodelling of the cell wall

Progesterone in sublethal concentrations temporarily inhibits growth of Hortaea werneckii. This study investigates some of the compensatory mechanisms which are activated in the presence of progesterone and are most probably contributing to escape from growth inhibition. These mechanisms lead on the one hand to progesterone biotransformation/detoxification but, on the other, are suggested to increase the resistance of H. werneckii to the steroid. Biotransformation can detoxify progesterone efficiently in the early logarithmic phase, with mostly inducible steroid transforming enzymes, while progesterone biotransformation/detoxification in the late logarithmic and stationary phases of growth is not very efficient. The relative contribution of constitutive steroid transforming enzymes to progesterone biotransformation is increased in these latter phases of growth. In the presence of progesterone, activation of the cell wall integrity pathway is suggested by the overexpression of Pck2 which was detected in the stationary as well as the logarithmic phase of growth of the yeast. Progesterone treated H. werneckii cells were found to be more resistant to cell lysis than mock treated cells, indicating for the first time changes in the yeast cell wall as a result of treatment with progesterone.

Biotransformations of progesterone by Chlorella spp.

Thirty-eight strains of Chlorella spp. were used as bioreactors on progesterone. Fourteen strains were ineffective whilst the others biotransformed the substrate. The observed bioreactions for progesterone were the hydroxylation, the reduction and the side-chain degradation. The kinds of biotransformation seem to fit the actual classification of the strains.

Progesterone bioconversion by microalgal cultures

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