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Deoxycholic acid

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Identification
Molecular formula
C24H40O4
CAS number
83-44-3
IUPAC name
(3R,8R,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diamine
State
State

Deoxycholic acid is a solid at room temperature.

Melting point (Celsius)
170.00
Melting point (Kelvin)
443.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
391.57g/mol
Molar mass
391.5700g/mol
Density
1.2850g/cm3
Appearence

Deoxycholic acid is a white crystalline powder with a slight, characteristic odor. It is insoluble in water but soluble in alcohol and acetic acid.

Comment on solubility

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

The solubility of (3R,8R,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diamine is influenced by several factors due to its complex structure. As a member of the organic amine family, it possesses certain characteristics that define its solubility properties.

Factors Affecting Solubility:

  • Polarity: The presence of amine groups generally enhances solubility in polar solvents like water, but the large hydrocarbon framework may reduce this effect.
  • Molecular Size: The substantial size of the molecule suggests a lower solubility in highly polar solvents, as larger molecules often have diminished ability to interact favorably with water.
  • Hydrophobic Interactions: The significant hydrophobic regions likely contribute to poor solubility in aqueous environments.
  • Solvation Energy: The energy required to solvate the molecule plays a crucial role; if the energy gained from solvation does not exceed the energy needed to break intermolecular forces, solubility diminishes.

In summary, the solubility of this compound is expected to be low in water but may exhibit varied behavior in organic solvents, emphasizing the delicate balance between hydrophilicity and hydrophobicity. As such, when testing for solubility, one should consider the solvent environment and its interactions with the distinct functional groups present in the compound.

Interesting facts

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

This complex chemical compound is notable for its intricate structure and significant applications in the field of medicinal chemistry. Here are some fascinating insights about this compound:

  • Structural Complexity: The compound features a highly stereospecific structure with multiple chiral centers, which is critical in determining its biological activity.
  • Natural Products: Compounds with similar frameworks often resemble naturally occurring steroids, suggesting promising avenues for drug discovery and therapeutic development.
  • Biological Relevance: The presence of amine functional groups indicates potential for interactions with biological receptors, making this compound worthy of investigation for pharmacological effects.
  • Synthesis Techniques: The synthesis of such intricate compounds highlights the advancements in synthetic organic chemistry, playing a key role in the development of new drugs.
  • Historical Importance: Research on compounds like this one has contributed to our understanding of biological systems, particularly in relation to hormone regulation and cancer research.

"Nature provides the raw materials, but it is chemistry that transforms them into potential solutions for health and well-being."

This compound stands out as a testament to the detailed interplay between chemistry and biology. Its exploration not only broadens our understanding of molecular interactions but also opens new pathways for therapeutic advancements.