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Dienogest

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Identification
Molecular formula
C20H25NO2
CAS number
65928-58-7
IUPAC name
[(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
State
State

Dienogest is a solid at room temperature.

Melting point (Celsius)
210.90
Melting point (Kelvin)
484.05
Boiling point (Celsius)
489.70
Boiling point (Kelvin)
762.90
General information
Molecular weight
327.44g/mol
Molar mass
327.4430g/mol
Density
1.2100g/cm3
Appearence

At room temperature, dienogest appears as a white to practically white crystalline powder. It is odorless.

Comment on solubility

Solubility of [(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate

The solubility of complex organic compounds such as [(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate can be quite intricate and is influenced by several factors. Here are some key points to consider:

  • Polarity: The presence of acetoxy groups generally enhances solubility in polar solvents, while the hydrocarbon structure may limit solubility in water.
  • Type of Solvent: This compound is likely to have higher solubility in organic solvents such as ethanol, acetone, or dichloromethane due to its hydrophobic character.
  • Temperature: Increasing temperature often improves solubility, as it allows for greater molecular interactions and solute-solvent interactions.
  • pH Conditions: The solubility may vary under different pH conditions; thus, adjusting the pH could enhance solubility in specific applications.

In summary, while solubility can vary significantly based on the aforementioned factors, it is essential to conduct empirical tests to determine the precise solubility of this compound in different solvents. As a general guide, compounds with similar structures may exhibit:

  1. Higher solubility in polar aprotic solvents.
  2. Lower solubility in polar protic solvents such as water.

Exploring solubility not only aids in the understanding of [(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate but also enhances its application in various chemical contexts.

Interesting facts

Interesting Facts about [(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopentaphenanthren-3-yl] benzoate

[(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopentaphenanthren-3-yl] benzoate is a fascinating compound in the realm of organic chemistry, known for its complex structure and potential applications. Here are some engaging aspects:

  • Synthetic Chemistry: The synthesis of this compound involves intricate multi-step reactions, showcasing the creativity and precision required in organic synthesis. The use of diacetoxy groups adds functional diversity, paving the way for further chemical modifications.
  • Structural Significance: The compound belongs to a class of sterically hindered steroids and exhibits a unique bicyclic structure. Its molecular arrangement influences the compound's biological activity and stability.
  • Pharmaceutical Potential: Compounds with similar sterol-like structures have garnered attention for their potential therapeutic effects. They may possess anti-inflammatory, anticancer, or endocrine-modulating properties, which are valuable in medical research.
  • Organometallic Chemistry: Due to the presence of the benzoate moiety, this compound can interact with various metal catalysts, opening avenues for applications in catalysis and materials science.
  • Historical Context: The development and understanding of such compounds reflect broader advances in organic chemistry. It represents the progress from simple natural products to complex synthetic derivatives.

In summary, the multifaceted nature of [(16R,17R)-16,17-diacetoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopentaphenanthren-3-yl] benzoate illustrates the delicate balance of structure and function in organic molecules. Its potential applications in the pharmaceutical industry make it a remarkable subject of study for both scientists and students alike.

Synonyms
DTXSID8057697
CHEMBL3561694
DTXCID9031486
Tox21_113698
NCGC00249922-01
CAS-2508-47-6