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Gestodene

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Identification
Molecular formula
C21H26O2
CAS number
60282-87-3
IUPAC name
3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
State
State

At room temperature, Gestodene is in a solid state.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
560.20
Boiling point (Kelvin)
833.35
General information
Molecular weight
310.45g/mol
Molar mass
310.4450g/mol
Density
1.1450g/cm3
Appearence

Gestodene typically appears as a white or almost white crystalline powder. It is practically insoluble in water, soluble in dichloromethane and methanol, and slightly soluble in ethanol.

Comment on solubility

Solubility of 3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta [a]phenanthren-17-ol

The solubility of 3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta [a]phenanthren-17-ol, with the chemical formula C21H26O2, presents a unique scenario in terms of its potential interactions with solvents.


Given its structural features, we can anticipate several factors influencing its solubility:

  • Hydrophobic Characteristics: The large hydrocarbon framework and the presence of cyclopentoxy groups suggest that the compound may exhibit limited solubility in polar solvents such as water.
  • Possible Lipophilicity: Compounds containing significant hydrocarbon characteristics often display increased solubility in organic solvents like ethanol, methanol, or chloroform.
  • Effect of Functional Groups: The presence of the hydroxyl (–OH) group may improve solubility in some polar solvents but might not be sufficient to offset the overall hydrophobic character.

In conclusion, the solubility of C21H26O2 is likely to be:

  • Low in water and highly polar solvents.
  • Higher in nonpolar and less polar organic solvents.

Overall, understanding the solubility properties of this compound is essential for its practical applications in various chemical processes and formulations.

Interesting facts

Interesting Facts about 3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol

This fascinating compound exhibits a complex structure, which is characteristic of several bioactive molecules. Here are some noteworthy points about it:

  • Structural Complexity: The compound possesses a unique bicyclic structure, which makes it a subject of interest in the study of steriod-like compounds. Its intricate architecture, featuring multiple rings and a functional group, showcases the beauty of organic chemistry.
  • Potential Biological Activity: Compounds such as this one often hold potential pharmaceutical applications. Its ethynyl and cyclopentoxy substituents may influence its reactivity and interaction with biological targets, paving the way for further research in medicinal chemistry.
  • Synthesis Challenges: The synthesis of such multi-functional compounds can be quite challenging, involving strategic planning and the use of protective groups during reactions to achieve desired products efficiently. Synthetic organic chemists often revel in the complexity and creativity needed to construct such molecules.
  • Scientific Exploration: Compounds with similar frameworks have been studied for their activity in areas like cancer treatment and hormone regulation. Exploring its analogs and derivatives could offer new insights into its pharmacodynamics.
  • Cyclopentane Units: The presence of cyclopentane moieties adds unique steric and electronic properties to the compound, which can enhance its binding affinity and selectivity for particular biological targets.

As we delve deeper into the realm of organic chemistry, compounds like 3-(cyclopentoxy)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol inspire further investigation. They remind us that even the most complex molecules can have significant implications for drug discovery and development.

Synonyms
DTXSID40859296
PWZUUYSISTUNDW-UHFFFAOYSA-N
17-Ethynylestradiol cyclopentyl ether
Estradiol-17-.beta. 3-cyclopentyl ether
NS00003455
17.alpha.-Ethynylestradiol 3-cyclopentyl ether
17-.alpha.-Ethinylestradiol 3-cyclopentyl ether
3-(cyclopentyloxy)-17-ethynylestra-1(10),2,4-trien-17-ol
3-(Cyclopentyloxy)-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
3-(Cyclopentyloxy)19-norpregna-1,3,5(10)-triene-20-yn-17.beta.-ol
3-Cyclopentyloxy-17.alpha.-ethynylestra-1,3,5(10)-trien-17.beta.-ol
19-Nor-17-.alpha.-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)-
19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-(cyclopentyloxy)-, (17.alpha.)-
3-(Cyclopentyloxy)-17-ethynylestra-1,3,5(10)-trien-17-ol, (17.alpha.,17.beta.)- #
3-(Cyclopentyloxy)-19-nor-17-.alpha.-pregna-1,3,5(10)-trien-20-yn-17-ol