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Ethisterone

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Identification
Molecular formula
C20H28O2
CAS number
434-03-7
IUPAC name
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carbonitrile
State
State

At room temperature, Ethisterone is a solid.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.00
Boiling point (Celsius)
431.58
Boiling point (Kelvin)
704.73
General information
Molecular weight
312.46g/mol
Molar mass
312.4570g/mol
Density
1.0500g/cm3
Appearence

Ethisterone appears as a white to creamy white crystalline powder.

Comment on solubility

Solubility of (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carbonitrile

The solubility of (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carbonitrile can be quite complex due to its unique structural characteristics. This compound exhibits specific solubility traits that can be summarized as follows:

  • Polarity: The presence of a hydroxyl group (-OH) suggests potential for hydrogen bonding, which typically enhances solubility in polar solvents.
  • Hydrophobic Regions: The extensive hydrocarbon framework may limit its solubility in aqueous media, favoring non-polar or weakly polar solvents.
  • Solvent Compatibility: It is anticipated to dissolve better in organic solvents such as ethanol, methanol, and acetone rather than in water.
  • Solid-State Behavior: The solid form might exhibit significantly reduced solubility due to packing in the crystalline structure.

In summary, while the inclusion of a hydroxyl group contributes to a degree of solubility in polar solvents, the dominant hydrocarbon framework may restrict solubility in water, making this compound more soluble in non-polar organic solvents. Therefore, it is essential to consider the solvent's nature when investigating the solubility of this compound, as "solubility is the key to chemical interaction."

Interesting facts

Interesting Facts about (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carbonitrile

This compound, often recognized for its complex structure, belongs to a fascinating class of organic compounds that blend functionality with intricate stereochemistry. Here are some intriguing details:

  • Stereochemistry: The notation indicating multiple stereocenters (like 5S, 8R, etc.) highlights the importance of three-dimensional arrangement in biochemical activity, which is a key aspect in drug design.
  • Biological Relevance: Compounds with similar structures often exhibit significant biological activity, making them valuable in pharmaceutical research. The presence of a hydroxy group can enhance its solubility and reactivity, potentially increasing therapeutic efficacy.
  • Cyclopenta-a-phenanthrene Structure: The incorporation of the cyclopenta[a]phenanthrene moiety provides a unique scaffold that allows for diverse derivatization. This property is advantageous for synthesizing analogs with varied biological profiles.
  • Applications in Medicine: It is plausible that compounds of this nature can play roles in the development of therapeutics against various conditions, reflecting the ongoing search for new treatments in medicinal chemistry.
  • Analytical Techniques: Understanding such a complex molecule requires advanced analytical techniques, including NMR spectroscopy and mass spectrometry, which are essential tools in the arsenal of a modern chemist.

In summary, the molecular intricacies of this compound not only stimulate the enthusiasm of chemists but also hint at potential applications in health science. As students and researchers explore its properties further, they unveil the doors to new chemical knowledge.

Synonyms
1093-60-3
17beta-Hydroxy-5alpha-androst-2-ene-2-carbonitrile
I170X0F1RU
5-alpha-ANDROST-2-ENE-2-CARBONITRILE, 17-beta-HYDROXY-
(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-2-carbonitrile
BRN 2144514
2-Cyano-5-alpha-androst-2-en-17-beta-ol
17-beta-Hydroxy-5-alpha-androst-2-ene-2-carbonitrile
UNII-I170X0F1RU
DTXSID70911093
17-Hydroxyandrost-2-ene-2-carbonitrile
DB-226169
17.BETA.-HYDROXY-5.ALPHA.-ANDROST-2-ENE-2-CARBONITRILE
5.ALPHA.-ANDROST-2-ENE-2-CARBONITRILE, 17.BETA.-HYDROXY-