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Chenodeoxycholic acid

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Identification
Molecular formula
C24H40O4
CAS number
474-25-9
IUPAC name
4-[(3R,6S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
State
State
Chenodeoxycholic acid is typically solid at room temperature and is available as a crystalline powder.
Melting point (Celsius)
165.00
Melting point (Kelvin)
438.20
Boiling point (Celsius)
523.70
Boiling point (Kelvin)
796.90
General information
Molecular weight
392.57g/mol
Molar mass
392.5740g/mol
Density
1.1940g/cm3
Appearence

Chenodeoxycholic acid appears as a white crystalline powder. It is often found in its anhydrous form and can exist as a hydrate as well.

Comment on solubility

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

Understanding the solubility of 4-[(3R,6S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid is crucial for its applications in various chemical and biomedical fields. The solubility of this compound can be influenced by several factors:

  • Polarity: The presence of hydroxyl groups (-OH) increases the polarity of the molecule, which can enhance solubility in polar solvents, such as water.
  • Chain Length: The extensive hydrocarbon chain may reduce overall solubility in polar solvents while increasing solubility in non-polar solvents, indicating it may demonstrate limited solubility in aqueous environments.
  • Temperature: Increasing temperature generally improves solubility for many organic compounds, making thermal stability an important consideration.
  • Concentration: At higher concentrations, even less soluble compounds may exhibit increased solubility due to intermolecular interactions.

It is often stated that "like dissolves like," meaning that compounds with similar polarities tend to dissolve in each other. Thus, understanding the functional groups and their interactions can be vital for predicting solubility outcomes. Comprehensive solubility studies may be needed to establish exact solubility parameters, especially given the complexity associated with larger organic molecules like this one.


Interesting facts

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

This compound belongs to a fascinating class of organic molecules known as steroids, which play crucial roles in biological processes. Here are some interesting aspects of this particular compound:

  • Synthetic Pathways: The synthesis of complex steroids can be quite challenging due to the intricate arrangement of their carbon skeletons. Scientists often utilize advanced synthetic methods, including multi-step reactions, to construct such compounds efficiently.
  • Biological Significance: Many steroids like this compound have significant biological functions, including the regulation of metabolism, immune response, and inflammation. Understanding their structure helps in drug design and therapeutic applications.
  • Structure-Activity Relationship: The specific configuration of hydroxyl groups at the 3R and 6S positions suggests potential interactions that influence the compound's biological activity. The methyl groups also play a role in increasing the compound's hydrophobicity, affecting its interaction within biological membranes.
  • Analytical Techniques: Identifying and characterizing such complex compounds often requires sophisticated analytical techniques like NMR spectroscopy, mass spectrometry, and X-ray crystallography, which unveil their detailed structure and properties.
  • Pharmaceutical Applications: Due to their structural complexity and functionality, compounds like this may serve as precursors for developing pharmaceuticals, including anti-inflammatory and anti-cancer agents.

Exploring compounds such as 4-[(3R,6S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid expands our understanding of chemistry and its applications in health and disease management.