Desogestrel

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Identification

Molecular formula
C22H30O2
CAS Number
54024-22-5
IUPAC Name
(3S,8R,9S,10R,13S,14S,17S)-17-buta-1,3-diynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
Molecular Weight
310.48g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1100g/cm3
Synonyms
ANDROST-5-ENE-3-beta, 17-beta-DIOL, 17-alpha-BUTADIYNYL-
Interesting facts

Interesting Facts About (3S,8R,9S,10R,13S,14S,17S)-17-buta-1,3-diynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol

This compound is a fascinating example of a complex organic molecule with remarkable structural features. It belongs to a class of compounds known as steroids, characterized by a multi-cyclic structure and a variety of functional groups that significantly influence its chemical behavior and biological activity.

Structural Characteristics

  • Complex stereochemistry: The compound's stereocenters define its spatial configuration, impacting its interaction with biological systems.
  • Presence of diynyl groups: The terminal -C≡C-C≡C- moieties contribute to its reactivity, making it an interesting target for organic synthesis.
  • Multi-cyclo structure: The intricate arrangement of carbon rings is critical for its pharmacological properties.

Biological Significance

This compound is of particular interest in medicinal chemistry due to its potential applications:

  • Hormonal activity: Compounds of this type often exhibit hormonal properties, potentially influencing various physiological pathways.
  • Anticancer research: The unique structure makes it a candidate for further studies into anticancer drug development, particularly in targeting specific cancer cell pathways.
  • Steroid mimics: Understanding its interactions can help in the design of steroid-like drugs with fewer side effects.

Quote to Ponder

As noted by renowned chemist "The beauty of chemistry lies in the complexity of its structures, each telling a unique story of the universe's creativity."

In conclusion, the rich structural and functional attributes of (3S,8R,9S,10R,13S,14S,17S)-17-buta-1,3-diynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol make it an intriguing subject for both research and application in various fields, including pharmacology and organic synthesis.

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