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Ursodeoxycholic acid

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Identification
Molecular formula
C24H40O4
CAS number
128-13-2
IUPAC name
4-(3,7-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

At room temperature, Ursodeoxycholic acid is typically in a solid state. It is stable under ordinary conditions and should be kept away from excessive moisture and direct sunlight to maintain its stability over time.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.00
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.00
General information
Molecular weight
392.57g/mol
Molar mass
392.5720g/mol
Density
1.0120g/cm3
Appearence

Ursodeoxycholic acid appears as a white to off-white crystalline powder. It is known for its bitterness and may have a slight odor depending on its purity and form. It is hydrophobic and insoluble in water but can be dissolved in alcohol and acetic acid.

Comment on solubility

Solubility of 4-(3,7-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 (C24H40O4)

The solubility of 4-(3,7-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 can be quite interesting due to its complex structure. Here are some key points to consider:

  • Polarity: Given the presence of multiple hydroxyl (–OH) groups, one might expect a degree of solubility in polar solvents like water, although the large hydrophobic (non-polar) portion could hinder this.
  • Solvent Dependence: It is likely that this compound could be more soluble in organic solvents such as ethanol, methanol, or chloroform rather than in water due to its hydrophobic characteristics.
  • Temperature Effects: Solubility may increase with temperature for many organic compounds. Therefore, heating the solvent could enhance the dissolution process for this compound.
  • pH Influence: The acidic nature of the pentanoic acid portion might also mean that solubility varies with the pH of the solvent. In a more alkaline environment, it could be more soluble in water.

In summary, while the compound may exhibit some solubility in polar solvents due to its functional groups, the overall solubility may be limited by its large hydrophobic structure. Therefore, understanding the solvent environment is crucial for predicting its behavior in various applications.

Interesting facts

Interesting Facts about 4-(3,7-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 is a fascinating member of the family of steroid-like substances, showcasing a complex structure that reflects its interesting biological role. Below are some engaging details about this compound:

  • Bioactivity: Compounds like this are often studied for their potential bioactive properties, which can include anti-inflammatory or hormonal effects. They are closely related to naturally occurring steroids, which play crucial roles in physiological processes.
  • Synthetic Pathways: The synthesis of this compound can involve multiple steps, employing various chemical reactions such as hydroxylation and ring closure. Organic synthesis enthusiasts may find the methodology particularly rewarding, as it often requires precise control over reaction conditions.
  • Structural Complexity: The intricate arrangement of its carbon framework demonstrates the beauty of organic chemistry. With multiple chiral centers, this compound serves as a great example for students learning about stereochemistry.
  • Potential Applications: Research into this compound may pave the way for new therapeutic agents. Understanding its interaction with biological systems could lead to the development of treatments for various diseases.
  • Research Implications: This compound is noteworthy not only for its structure but also for the potential implications in medicinal chemistry. As researchers explore similar structures, they may discover new pathways for drug design that enhance efficacy and reduce side effects.

In summary, 4-(3,7-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 more than just a complex chemical formula; it is a testament to the power of organic chemistry and its potential impact on health and medicine.

Synonyms
3,7-Dihydroxycholan-24-oic acid
Alloursodeoxycholic acid
(4R)-4-[(3S,5S,7S,8S,9S,10R,13R,14S,17R)-3,7-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
4-{4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl}pentanoic acid
105227-28-9
MFCD00064142
Allo-UDCA?
3-Ursodeoxycholic Acid-d5
Oprea1_287603
SCHEMBL14845504
347841-46-7
AAA56624
ALBB-025013
CCA84012
Urosodeoxycholic Acid EP Impurity K
BBL033560
STL372965
AKOS015998293
cholan-24-oic acid, 3,7-dihydroxy-
SY075777
VS-12147
DB-051449
NS00076909
EN300-295498