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Tauroursodeoxycholic acid

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Identification
Molecular formula
C26H45NO6S
CAS number
14605-22-2
IUPAC name
2-[4-(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 in a solid state. It is usually found as a crystalline powder and can absorb moisture from the air. This characteristic is important during its handling and storage.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
499.70g/mol
Molar mass
499.6970g/mol
Density
1.3600g/cm3
Appearence

Tauroursodeoxycholic acid is typically a white or nearly white crystalline powder. It is often found in a crystalline form which can reflect light, giving it a glossy appearance. On exposure to air, it is relatively stable and does not easily change its appearance.

Comment on solubility

Solubility of 2-[4-(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 compound with the formula C26H45NO6S exhibits unique solubility characteristics due to its complex structure. Here are some key considerations regarding its solubility:

  • Polarity: The presence of functional groups such as hydroxyl (-OH) and sulfonic acid (-SO3H) enhances the polarity of the molecule, which generally increases its solubility in polar solvents like water.
  • Hydrophilic and Hydrophobic Balance: This compound contains both hydrophilic (water-attracting) segments and hydrophobic (water-repelling) portions. This balance influences its solubility profile, potentially allowing it to have better solubility in mixed solvent systems.
  • Temperature Effect: The solubility can significantly change with temperature. Typically, increasing temperature helps solubility for many compounds, particularly organic acids.
  • pH Dependence: Given its acidic nature, the solubility of this compound may vary with pH. In acidic conditions, it is likely to remain protonated and more soluble, while in basic conditions, deprotonation could alter its solubility.
  • Concentration Dependance: At higher concentrations, solubility may further diminish due to intermolecular interactions, such as stacking of hydrophobic regions.

In conclusion, the solubility of 2-[4-(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 is influenced by various factors including its molecular structure, temperature, and pH conditions. Therefore, experiments in different solvents and conditions may yield versatile insights into its solubility behavior.

Interesting facts

Interesting Facts about 2-[4-(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

2-[4-(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 is a fascinating chemical compound with significant implications in biochemistry and pharmacology. Here are some intriguing points that highlight its importance:

  • Biosynthesis and Natural Origins: This compound is often derived from natural steroidal precursors, showcasing the intricate relationship between organic chemistry and biological systems.
  • Functional Groups: The presence of multiple hydroxyl groups and sulfonic acid functionalities suggests that it may play a role in molecular recognition processes, enhancing the solubility and reactivity of the molecule in biological systems.
  • Potential Therapeutic Applications: Due to its structural complexity, this compound may mimic natural hormones or signaling molecules, leading to exploration in therapeutic contexts such as hormone replacement therapy or cancer treatments.
  • Research Implications: Scientists often study compounds with such complex structures to unravel mechanisms in cellular signaling and metabolic pathways. The exploration of such compounds can yield valuable insights into drug design and development.

As a chemistry student or scientist, understanding the diverse properties and functionalities of such compounds can lead to groundbreaking advancements in medicinal chemistry and biochemistry. It’s truly remarkable how organic molecules can embody such elegant complexity while serving crucial roles in life sciences.

Synonyms
Tauroallocholic acid
2-[4-(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
N-cholyltaurine
SCHEMBL10231927
DTXSID90861647
CHEBI:183108
AKOS034832009
2-[(3,7,12-Trihydroxy-24-oxocholan-24-yl)amino]ethane-1-sulfonic acid
2-[(3alpha,7alpha,12alpha-Trihydroxy-24-oxocholane-24-yl)amino]ethanesulfonic acid
2-[4-(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]ethanesulonic acid