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Tauroursodeoxycholic acid (TUDCA)

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Identification
Molecular formula
C26H45NO6S
CAS number
14605-22-2
IUPAC name
2-[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)pentanoylamino]ethanesulfonic acid
State
State

Solid at room temperature.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
478.50
Boiling point (Kelvin)
751.65
General information
Molecular weight
499.70g/mol
Molar mass
499.7020g/mol
Density
1.2300g/cm3
Appearence

White crystalline powder or granules.

Comment on solubility

Solubility of 2-[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)pentanoylamino]ethanesulfonic acid

The solubility of 2-[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)pentanoylamino]ethanesulfonic acid is influenced by various factors, which can be summarized as follows:

  • Polarity: The presence of multiple hydroxyl groups and the sulfonic acid functional group contributes to the polar nature of this compound, promoting its interaction with polar solvents such as water.
  • Amphiphilic Character: Due to its distinct structural features, this compound may exhibit amphiphilic properties, leading to solubility in both polar and non-polar solvents, although primarily favoring polar media.
  • pH Dependency: As a sulfonic acid, the solubility could vary with pH changes, displaying higher solubility in acidic conditions where the sulfonate group is fully protonated.
  • Temperature Influence: Solubility patterns may also shift significantly with temperature, generally improving as temperature increases, pushing the solute-solvent interactions to enhance solubility.

In summary, while 2-[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)pentanoylamino]ethanesulfonic acid exhibits good solubility in water due to its polar characteristics, the precise solubility can be influenced by environmental factors such as pH and temperature. Adequate knowledge of these parameters is crucial for optimizing its use in various chemical applications.

Interesting facts

Interesting Facts about 2-[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)pentanoylamino]ethanesulfonic acid

This complex compound, often referred to within biochemical and pharmaceutical contexts, is fascinating due to its unique structural characteristics and significant applications. Here are some key aspects to consider:

  • Biological Relevance: This compound's structure enables it to interact with various biological pathways, which makes it of particular interest in medicinal chemistry.
  • Histological Staining: It is sometimes utilized in histological procedures, where its sulfonic acid group enhances the solubility and reactivity, thus improving the precipitation in stain methodologies.
  • Potential Pharmaceutical Applications: Given its unique molecular configuration, researchers are exploring its use as a potential therapeutic agent, particularly in areas related to hormone actions and signaling processes.
  • Stability and Reactivity: The compound possesses multiple hydroxyl groups that can play a role in stabilizing various bonds and enhancing reactivity with other molecules.

As scientists continue to delve into the intricacies of this compound, its implications could extend into future medical therapies, given the ongoing interest in understanding hormone-like activity.

This complex structure also highlights the intricate relationships between molecular structure and biological function. Thus, ongoing studies could further uncover its potential roles within various scientific fields.

Synonyms
1808218-24-7
2-(4-(3,7-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethanesulfonic acid
SCHEMBL17703645
DTXSID30862092
MFCD00069496
LS-15165
SY073014
2-[(3,7-Dihydroxy-24-oxocholan-24-yl)amino]ethane-1-sulfonic acid