Skip to main content

Diosgenin

ADVERTISEMENT
Identification
Molecular formula
C27H42O3
CAS number
512-04-9
IUPAC name
(5R,11S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-11,17-diol
State
State

At room temperature, diosgenin is a solid compound, appearing as a crystalline powder. It is stable under normal conditions.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
148.00
Boiling point (Kelvin)
421.00
General information
Molecular weight
414.62g/mol
Molar mass
414.6220g/mol
Density
1.2300g/cm3
Appearence

Diosgenin is a white to off-white crystalline powder. It is typically solid at room temperature and is commonly used as a precursor for the synthesis of several hormones.

Comment on solubility

Solubility of (5R,11S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-11,17-diol

The solubility of (5R,11S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-11,17-diol can be influenced by various factors, including its structural characteristics and interactions with solvents.

Key Factors Affecting Solubility:

  • Polarity: The presence of hydroxyl groups (-OH) contributes to increased polarity, which can enhance solubility in polar solvents such as water.
  • Hydrophobic Regions: The extensive hydrocarbon framework can lead to solubility limitations in aqueous environments as it favors nonpolar organic solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules may enhance solubility in certain scenarios.

In summary, while the compound exhibits potential solubility in polar solvents due to its functional groups, the large hydrophobic framework can hinder its overall solubility in water. As a rule of thumb, compounds with a balance between hydrophobic and hydrophilic characteristics tend to show better solubility profiles. Therefore, knowledge of the specific solvent conditions is critical for predicting the solubility of this complex molecule.

Interesting facts

Interesting Facts about (5R,11S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-11,17-diol

This fascinating compound is part of a larger class of substances known as steroids, which play essential roles in biology and medicine. Here are some interesting aspects to consider:

  • Synthetic and Natural Origins: While compounds similar to this one can be found in nature, many are synthesized in laboratories for various applications, including pharmaceuticals.
  • Potential Biological Activity: The structural complexity of this compound suggests it may engage in various biological interactions, possibly mimicking or inhibiting hormonal functions.
  • Rigorous Stereochemistry: The stereochemical configuration, highlighted by the (5R,11S,17S) notation, underscores the importance of 3D orientation in biochemical interactions, affecting how enzymes and receptors recognize and respond to the molecule.
  • Hydroxyl Groups: The presence of hydroxyl (–OH) groups can significantly enhance the compound's solubility and reactivity, impacting its pharmacokinetics and stability.
  • Applications in Research: Compounds of this nature may serve as key intermediates in researching new therapeutic agents, particularly in hormones or anti-inflammatory drugs.

As noted by chemists, "The structure of a molecule determines its function," making the detailed study of compounds like this crucial in the fields of medicinal chemistry and organic synthesis.

In summary, the deep structural characteristics and potential biological implications of (5R,11S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-11,17-diol underline the fascinating intersection of chemistry and biology that continues to inspire scientific research.