Estrone

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Identification

Molecular formula
C18H22O2
CAS Number
53-16-7
IUPAC Name
(3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
Molecular Weight
270.37g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2300g/cm3
Synonyms
Dehydroepiandrosterone
Interesting facts

Interesting Facts about (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one

This compound is a fascinating example of the complex world of steroid chemistry, showcasing the intricate relationships between structure and biological function. Steroids are pivotal in many biological processes, including hormone regulation, which makes understanding their structures essential for pharmacology and biotechnology.

  • Biological Significance: Its unique stereochemistry contributes to its interaction with steroid receptors, influencing various physiological responses.
  • Potential Uses: Due to its steroid-like structure, this compound may exhibit properties useful in therapeutic applications, including anti-inflammatory and anabolic effects.
  • Synthesis: The synthetic pathways to construct such multi-cyclic compounds often involve advanced methods in organic chemistry, such as total synthesis techniques that are a hallmark of medicinal chemistry.
  • Chirality: This compound exemplifies chirality, with multiple stereocenters that may result in different biological activities or potencies based on their stereochemical configuration.

The structure also reveals a fusion of multiple ring systems, characteristic of natural products derived from terrestrial and marine sources. Such complex molecules often offer a rich field of study for chemists interested in understanding how minor structural variations can lead to significant differences in properties and functions. As one might say in the field, "the devil is in the details," emphasizing the importance of meticulousness in research and synthesis.

In conclusion, compounds like (3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one are not just chemical entities; they are windows into the complexities of life and provide the foundation for much of modern medicinal chemistry. Understanding such compounds can lead to the development of new drugs and therapeutic strategies.

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