Norethisterone

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Identification

Molecular formula
C20H26O2
CAS Number
68-22-4
IUPAC Name
(8S,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Molecular Weight
298.42g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1290g/cm3
Synonyms
Gestrinone
Interesting facts

Interesting Facts about (8S,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one

This complex steroid compound, often referred to in studies related to medicinal chemistry, exhibits intriguing structural and functional characteristics. Here are some interesting aspects:

  • Steroid Backbone: This compound has a steroid-like structure, which is significant since steroids play vital roles in biological systems, including hormone production and cell membrane stability.
  • Potential Biological Activities: Compounds with similar structures have been researched for their potential anti-inflammatory, anti-tumor, and anabolic properties, making them valuable in pharmaceutical development.
  • Stereochemistry: The distinct stereochemical configuration (noted by the 'S' and 'R' designations) is crucial since the orientation of atoms can influence how the molecule interacts with biological receptors, determining its biological efficacy and safety profile.
  • Ethynyl Group: The presence of the ethynyl group in the structure is of particular interest, as it can enhance the compound's binding affinity to targets and improve its metabolic stability.
  • Hydroxyl Functionality: The hydroxyl group contributes to the compound's solubility and reactivity, which can affect its bioavailability and overall effectiveness in medicinal applications.

As a scientist or chemistry student, studying such complex compounds fosters greater understanding of structure-activity relationships (SAR) that are crucial in drug discovery. It's fascinating to observe how slight variations in structure can lead to significant changes in biological activity, illustrating one of the core principles of organic chemistry: small changes make a big difference.


Moreover, research into compounds like this can lead to the development of novel therapeutic agents, showcasing the importance of chemistry in advancing human health and understanding biological processes.

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