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Ursodeoxycholic acid

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Identification
Molecular formula
C24H40O4
CAS number
128-13-2
IUPAC name
(2S,6aR,6aS,8aR,10S)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
State
State

Ursodeoxycholic acid is typically a solid at room temperature. It is marketed in powdered form or as tablets and is stable under normal conditions of use.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
524.00
Boiling point (Kelvin)
797.15
General information
Molecular weight
392.57g/mol
Molar mass
392.5740g/mol
Density
1.0110g/cm3
Appearence

Ursodeoxycholic acid (UDCA) appears as a white to off-white crystalline powder. It has a characteristic odor and can be tasteless or slightly bitter. The compound is hygroscopic, meaning it readily absorbs moisture from the air, and it is often used in powdered form for pharmaceutical applications.

Comment on solubility

Solubility of (2S,6aR,6aS,8aR,10S)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

The solubility of this complex organic compound can be quite intriguing due to its intricate structure. Here are some key points to consider:

  • Polarity: The presence of a carboxylic acid group and the 3-carboxypropanoyloxy moiety suggests that the compound is likely to have polar characteristics, which often enhances solubility in polar solvents such as water.
  • Hydrophobic Interactions: The heptamethyl groups and dodecahydro-picene structure indicate significant hydrophobic regions, which may reduce solubility in aqueous environments and favor solubility in non-polar organic solvents.
  • pH Dependency: As a carboxylic acid, the solubility might change with pH; at lower pH levels, the acid remains protonated, potentially making it more soluble, while at higher pH it may deprotonate, affecting its solubility profile.

As with many complex organic compounds, predicting solubility requires careful considerations of both structural features and environmental conditions. Therefore, it is essential to investigate the solubility in various solvents and under different conditions to fully understand its behavior.

Interesting facts

Interesting Facts about (2S,6aR,6aS,8aR,10S)-10-(3-carboxypropanoyloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

This intriguing compound, often referred to by its concise name, belongs to the broader category of complex organic molecules that showcase unique structural characteristics. Here are some fascinating insights into this compound:

  • Chemical Structure: The intricate stereochemistry and functional groups present in this compound highlight the significance of chirality in organic synthesis. The configuration at multiple stereocenters enables a variety of potential biological activities.
  • Potential Applications: Due to its complex structure, the compound may have implications in medicinal chemistry, particularly in the development of pharmaceuticals and bioactive compounds. Compounds with similar frameworks have been studied for their anticancer, anti-inflammatory, and antimicrobial properties.
  • Natural Product Synthesis: The formation of this compound could be related to the biosynthesis pathways of natural products, thereby shedding light on how complex organic molecules are synthesized in nature.
  • Research Interest: Given its unique attributes, this compound could be the subject of ongoing research in synthetic organic chemistry and biochemistry, seeking to explore its properties, reactivity, and potential utility in various chemical processes.
  • Analytical Techniques: Characterization of this compound would typically involve advanced analytical techniques, such as NMR spectroscopy, mass spectrometry, and X-ray crystallography, ensuring precise validation of its structure and purity.

In conclusion, the detailed study of this compound not only enriches our understanding of organic chemistry but also opens avenues for innovative research in drug design and natural product synthesis.


Synonyms
NS00006225