Lithocholic acid: Difference between revisions

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'''Lithocholic acid''' (also known as '''3α-hydroxy-5β-cholanic acid''') is a [[bile acid]] that is produced in the [[liver]] and is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria.
{{DISPLAYTITLE:Lithocholic acid}}


== Production and Metabolism ==
== Lithocholic Acid ==
The primary bile acids, [[chenodeoxycholic acid]] and [[cholic acid]], are synthesized in the liver and are metabolized by intestinal bacteria into secondary bile acids, lithocholic acid and [[deoxycholic acid]], respectively. Lithocholic acid is less soluble than other bile acids, and it is also more toxic. It can cause damage to the [[gallbladder]] and the [[biliary tree]] if it is not properly metabolized.
[[File:Lithocholic_acid_acsv.svg|thumb|right|Chemical structure of lithocholic acid]]
'''Lithocholic acid''' (LCA) is a [[bile acid]] that is produced in the liver from [[cholesterol]]. It is one of the secondary bile acids, which are formed by the action of [[intestinal bacteria]] on primary bile acids. Lithocholic acid is known for its role in the digestion and absorption of dietary fats and oils.


== Function ==
== Chemical Structure ==
Lithocholic acid is a [[hydrophobic]] molecule, and its primary function is to facilitate the digestion and absorption of dietary fats in the [[small intestine]]. It acts as a [[detergent]] to solubilize fats in the digestive tract and aids in the absorption of fat-soluble vitamins, such as [[vitamin A]], [[vitamin D]], [[vitamin E]], and [[vitamin K]].
Lithocholic acid is a [[steroid]] with a hydroxyl group at the 3-alpha position. Its chemical formula is C<sub>24</sub>H<sub>40</sub>O<sub>3</sub>. The structure of lithocholic acid is characterized by a [[hydrophobic]] steroid nucleus and a [[carboxylic acid]] group, which makes it amphipathic.


== Clinical Significance ==
== Biological Function ==
In high concentrations, lithocholic acid is toxic and can cause [[cholestasis]], a condition where bile cannot flow from the liver to the duodenum. This can lead to [[jaundice]], [[cirrhosis]], and other serious liver diseases. Lithocholic acid is also implicated in the development of [[gallstones]].  
Lithocholic acid plays a crucial role in the [[emulsification]] of fats, aiding in their digestion and absorption in the [[small intestine]]. It is a product of the [[bacterial metabolism]] of [[cholic acid]] and [[chenodeoxycholic acid]], which are primary bile acids synthesized in the liver.


== Therapeutic Uses ==
== Health Implications ==
Lithocholic acid and its derivatives have been studied for their potential therapeutic uses. They have been found to have [[cytotoxic]] effects on cancer cells and have been investigated for use in cancer therapy. They also have potential use in the treatment of [[cystic fibrosis]] and other diseases that affect bile production or secretion.
While lithocholic acid is essential for fat digestion, it has been associated with certain health risks. High concentrations of lithocholic acid can be [[cytotoxic]] and have been implicated in the development of [[colorectal cancer]]. It is also known to cause [[cholestasis]], a condition where bile flow from the liver is reduced or blocked.


== See Also ==
== Metabolism ==
Lithocholic acid is metabolized in the liver through [[sulfation]] and [[glucuronidation]], which make it more water-soluble and facilitate its excretion in [[bile]]. The [[enterohepatic circulation]] of bile acids involves the reabsorption of lithocholic acid in the intestine and its return to the liver.
 
== Related Pages ==
* [[Bile acid]]
* [[Bile acid]]
* [[Chenodeoxycholic acid]]
* [[Cholesterol]]
* [[Cholic acid]]
* [[Intestinal bacteria]]
* [[Deoxycholic acid]]
* [[Colorectal cancer]]
* [[Gallstones]]
* [[Cholestasis]]
* [[Cholestasis]]


[[Category:Bile acids]]
[[Category:Bile acids]]
[[Category:Hepatology]]
[[Category:Gastroenterology]]
[[Category:Pharmacology]]
{{Bile-acid-stub}}
{{Hepatology-stub}}
{{Gastroenterology-stub}}
{{Pharmacology-stub}}

Latest revision as of 06:20, 16 February 2025


Lithocholic Acid[edit]

Chemical structure of lithocholic acid

Lithocholic acid (LCA) is a bile acid that is produced in the liver from cholesterol. It is one of the secondary bile acids, which are formed by the action of intestinal bacteria on primary bile acids. Lithocholic acid is known for its role in the digestion and absorption of dietary fats and oils.

Chemical Structure[edit]

Lithocholic acid is a steroid with a hydroxyl group at the 3-alpha position. Its chemical formula is C24H40O3. The structure of lithocholic acid is characterized by a hydrophobic steroid nucleus and a carboxylic acid group, which makes it amphipathic.

Biological Function[edit]

Lithocholic acid plays a crucial role in the emulsification of fats, aiding in their digestion and absorption in the small intestine. It is a product of the bacterial metabolism of cholic acid and chenodeoxycholic acid, which are primary bile acids synthesized in the liver.

Health Implications[edit]

While lithocholic acid is essential for fat digestion, it has been associated with certain health risks. High concentrations of lithocholic acid can be cytotoxic and have been implicated in the development of colorectal cancer. It is also known to cause cholestasis, a condition where bile flow from the liver is reduced or blocked.

Metabolism[edit]

Lithocholic acid is metabolized in the liver through sulfation and glucuronidation, which make it more water-soluble and facilitate its excretion in bile. The enterohepatic circulation of bile acids involves the reabsorption of lithocholic acid in the intestine and its return to the liver.

Related Pages[edit]