Skip to main content

Lithocholic acid

ADVERTISEMENT
Identification
Molecular formula
C24H40O3
CAS number
434-13-9
IUPAC name
9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
State
State

At room temperature, lithocholic acid is a solid.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
603.00
Boiling point (Kelvin)
876.15
General information
Molecular weight
376.58g/mol
Molar mass
376.5800g/mol
Density
0.9988g/cm3
Appearence

Lithocholic acid is a white crystalline solid that is insoluble in water but soluble in many organic solvents. It is often used in biochemical research settings.

Comment on solubility

Solubility of 9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid (C24H40O3)

The solubility of 9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid is a fascinating aspect of its chemical behavior.

Due to its complex molecular structure, solubility can vary greatly based on several factors, including:

  • Polarity of Solvent: As a hydrophobic compound, it is likely to be insoluble or only sparingly soluble in water but may dissolve well in organic solvents such as alcohols, ethers, or hydrocarbons.
  • Temperature: Higher temperatures typically increase solubility for a wide range of compounds, making it possible for this acid to dissolve more readily in appropriate solvents.
  • pH Levels: The carboxylic acid group can ionize in more basic environments, potentially affecting its solubility in aqueous media.

Quotes from literature highlight, "The solubility of complex organic molecules is influenced not only by their functional groups but also by their overall structure and steric hindrance." In this case, the bulky pentamethyl components may hinder solvation by polar molecules, further confirming its limited solubility in water.

Overall, understanding the solubility of this compound can provide insight into its potential applications and interactions in various environments.

Interesting facts

Interesting Facts about 9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic Acid

This unique compound, often referred to for its intricate structure, belongs to a fascinating class of organic compounds known as polycyclic hydrocarbons. Here are some intriguing aspects of this compound:

  • Synthetic Chemistry: The synthesis of this compound can engage researchers in exploring multi-step reactions and natural product synthesis. Its complex structure allows for discussions on reaction mechanisms and stereochemistry.
  • Biological Significance: Compounds with similar frameworks are often studied for potential biological activities, including anti-cancer properties. Researchers look into the mechanisms by which these compounds might exert beneficial effects.
  • Structural Complexity: With a variety of functional groups and a large carbon framework, this compound serves as an excellent model for studying steric effects and molecular interactions.
  • Natural Sources: Many compounds in its family are derived from natural sources such as plants and fungi, highlighting the intersection of organic chemistry and biochemistry.
  • Applications: Understanding this compound can lead to advancements in pharmaceuticals and the development of synthetic pathways to produce complex molecules, which is essential in drug design.

As we delve deeper, we appreciate the balance of natural and synthetic chemistry showcased by this compound. The intricate structure not only poses challenges in synthesis but also opens avenues in research and application. In the words of a noted chemist, “Chemistry is the art of transformation,” and this compound exemplifies that art beautifully.

Synonyms
3-epi-betulinic acid
38736-77-5
9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Lup-20(29)-en-28-oic acid, 3.beta.-hydroxy-
NSC113090
Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3.beta.)-
SCHEMBL4143519
QGJZLNKBHJESQX-UHFFFAOYSA-N
BDBM512883
acs.jmedchem.1c00409_ST.478
BCP08998
AKOS025295351
LS-15294
NCI60_000293
3-Hydroxylup-20(29)-en-28-oic acid #
1H-Cyclopenta[a]chrysene, lup-20(29)-en-28-oic acid deriv.
Lupatic acid; Betulic acid; Mairin;ALS357; ALS 357; ALS-357