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Tauroursodeoxycholic acid

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Identification
Molecular formula
C26H45NO6S
CAS number
14605-22-2
IUPAC name
2-[4-[(3R,7R,12S)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid
State
State

At room temperature, tauroursodeoxycholic acid is typically found in a solid state. It can be dissolved in water and various organic solvents.

Melting point (Celsius)
203.50
Melting point (Kelvin)
476.70
Boiling point (Celsius)
239.50
Boiling point (Kelvin)
512.70
General information
Molecular weight
499.68g/mol
Molar mass
499.6820g/mol
Density
1.5000g/cm3
Appearence

Tauroursodeoxycholic acid appears as a white or almost white crystalline powder. It may also be encountered in a solid form such as powder or granules.

Comment on solubility

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

The solubility profile of 2-[4-[(3R,7R,12S)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid can be quite intriguing due to its complex structure. Generally, solubility is influenced by a variety of factors, particularly the nature of the compound itself. In the case of this specific compound, we can discuss its solubility using the following points:

  • Hydrophilic Characteristics: The presence of multiple hydroxyl (-OH) groups in the structure typically increases the compound's ability to interact with water, enhancing its solubility in aqueous solutions.
  • Surfactant Properties: Ethanesulfonic acid moieties can further improve solubility in polar solvents, making the compound potentially more soluble in such environments.
  • Chain Length: The long hydrocarbon chain may also introduce some degree of hydrophobicity, which could limit solubility in non-polar solvents.
  • pH Sensitivity: Being a sulfonic acid, solubility may vary with pH; it is likely to be more soluble in acidic conditions compared to neutral or basic environments.

In conclusion, the solubility of 2-[4-[(3R,7R,12S)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoylamino]ethanesulfonic acid can be summarized as being generally favorable in polar solvents, particularly under acidic conditions. This combination of structural features leads to unique solubility characteristics, making it a compound of interest in various chemical applications.

Interesting facts

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

This compound represents a fascinating intersection of biochemistry and medicinal chemistry. Here are some key points to know:

  • Biological Significance: This compound is closely related to various biological systems and can play a crucial role in understanding hormone activity and signaling pathways.
  • Structure Complexity: The intricate structure, featuring multiple hydroxyl groups and a tetrahydro-cyclopentaphenanthrene core, showcases the complexity often present in natural products and steroids.
  • Derivatives and Synthesis: Scientists often synthetize derivatives of this compound to modify its biological activity, demonstrating how slight structural changes can impact function drastically.
  • Potential Therapeutics: Research is ongoing into the therapeutic applications of such compounds, particularly in hormone replacement therapy and other treatments, making them highly relevant in pharmacology.
  • Historical Context: The study of such compounds can be traced back to the early days of steroid chemistry, reflecting decades of advancement in understanding biological processes at a molecular level.

The detailed examination of compounds like this one not only enhances our understanding of biochemical pathways but also inspires new therapeutic innovations. As the field of medicinal chemistry continues to evolve, compounds with intricate structures like this one are essential in paving the way for breakthroughs in drug development.

Synonyms
CHEMBL309587