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Chenodeoxycholic acid

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Identification
Molecular formula
C24H40O4
CAS number
474-25-9
IUPAC name
4-(3,12-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, chenodeoxycholic acid is a solid.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
392.57g/mol
Molar mass
392.5680g/mol
Density
0.9640g/cm3
Appearence

Chenodeoxycholic acid typically appears as a white, crystalline substance.

Comment on solubility

Solubility of 4-(3,12-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

The solubility of the compound with the chemical formula C24H40O4 can be influenced by various factors, given its complex structure. Here are some important considerations regarding its solubility:

  • Polarity: The presence of hydroxyl (–OH) groups in the structure can enhance solubility in polar solvents such as water, while the large hydrocarbon part may lead to increased solubility in non-polar solvents like hexane.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, which can assist in solubilizing the compound in partly polar solutions.
  • Molecular Size: The relatively large molecular size may hinder solubility in water, despite the polar functional groups.
  • Temperature Effects: As with many organic compounds, solubility tends to increase with temperature, which may play a crucial role during experimental dissolving processes.

In summary, while the compound may exhibit some degree of solubility in polar solvents due to its –OH groups, its overall solubility profile is likely to be limited by its large hydrophobic structure. As a rule of thumb in solubility studies, remember the adage: "Like dissolves like." Further studies would be necessary to precisely quantify its solubility across different solvents.

Interesting facts

Interesting Facts about 4-(3,12-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 intriguing compound belongs to a class of organic molecules with complex structures and significant biological implications. Below are some compelling insights into its nature and relevance:

  • Complex Structure: The compound features an elaborate polycyclic architecture, showcasing multiple stereocenters and hydroxyl groups, which contribute to its chemical diversity and potential biological activity.
  • Biological Role: Compounds like this one are often studied for their roles in biochemical pathways. They may act as hormones or signaling molecules, influencing various physiological processes.
  • Research Interests: Due to its structural properties, it could serve as a prototype in pharmacological studies, especially in the realms of steroid-like activity or as a base for developing derivatives with enhanced efficacy.
  • Hydroxyl Groups: The presence of multiple hydroxyl groups in its structure implies significant hydrogen-bonding capabilities, which can affect solubility and interactions with biological macromolecules.
  • Synthesis Challenges: The synthetic pathways to create such a compound can be intricate, often necessitating advanced techniques in organic synthesis, including multi-step reactions and separation methodologies.

In summary, this compound is not just a chemical formula; it embodies a wealth of research potential and chemical intricacies that are essential for understanding its applications in medicinal chemistry and beyond. Its complex design invites chemists to unravel its properties and explore new horizons in drug discovery and biological activity.

Synonyms
30635-00-8
4-(3,12-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
Cholan-24-oic acid, 3,12-dihydroxy-, (3.alpha.,5.beta.,12.alpha.)-
Deoxycholic Acid-d5
DTXSID30274393
Cholan-24-oic acid, 3,12-dihydroxy-, (3alpha,5beta,12alpha)-
3,12-Dihydroxycholan-24-oic acid
4-(3,12-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
SCHEMBL2735036
DTXCID00225872
DTXSID70859123
KXGVEGMKQFWNSR-UHFFFAOYSA-N
BAA91255
BCP15620
NSC224323
AKOS002391126
NSC-224323
LS-15078
SY010974
DS-005041
3BETA,12ALPHA-DIHYDROXYCHOLANIC ACID
Deoxycholate;Cholanoic Acid; Desoxycholic acid
EN300-295900
L000718
3-ALPHA,12-BETA-DIHYDROXY-5-BETA-CHOLAN-24-OIC ACID
3??,12??-Dihydroxy-5??-cholanic acid, 7-Deoxycholic acidl
4-{7,11-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl}pentanoic acid
4a{7,11aDihydroxya9a,11aadimethylahexadecahydroa1Ha cyclopenta[a]phenanthrena1ayl}pentanoic acid