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QuickView for chenodeoxycholic acid (compound)


PubChem
Name: Chenodeoxycholic Acid
PubChem Compound ID: 10133
Description: A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
Molecular formula: C24H40O4
Molecular weight: 392.572 g/mol
Synonyms:
Chenodesoxycholsaeure [German]; Prestwick1_000285; AIDS160915; NSC657949; Acidum chenodeoxycholicum [INN-Latin]; Prestwick0_000285; C02528; Acido chenodeoxicholico [INN-Spanish]; EINECS 207-481-8; 3alpha,7alpha-Dihydroxy-5beta-cholanic acid.
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DrugBank
Identification
Name: Chenodeoxycholic Acid
Name (isomeric): DB06777
Drug Type: small molecule
Description: A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
Synonyms:
Chenocholic acid; Chenodiol; Chenodesoxycholic acid
Brand: Chenix, Chenodiol, Chenodal
Category: Cholagogues and Choleretics
CAS number: 474-25-9
Pharmacology
Indication: Chenodiol is indicated for patients with radiolucent stones in well-opacifying gallbladders, in whom selective surgery would be undertaken except for the presence of increased surgical risk due to systemic disease or age. Chenodiol will not dissolve calcified (radiopaque) or radiolucent bile pigment stones.
Pharmacology: It acts by reducing levels of cholesterol in the bile, helping gallstones that are made predominantly of cholesterol to dissolve. Chenodeoxycholic acid is ineffective with stones of a high calcium or bile acid content.
Mechanism of Action:
Chenodiol suppresses hepatic synthesis of both cholesterol and cholic acid, gradually replacing the latter and its metabolite, deoxycholic acid in an expanded bile acid pool. These actions contribute to biliary cholesterol desaturation and gradual dissolution of radiolucent cholesterol gallstones in the presence of a gall-bladder visualized by oral...
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Absorption: Chenodiol is well absorbed from the small intestine.
Biotransformation: Chenodiol is well absorbed from the small intestine and taken up by the liver where it is converted to its taurine and glycine conjugates and secreted in bile. At steady-state, an amount of chenodiol near the daily dose escapes to the colon and is converted by bacterial action to lithocholic acid. About 80% of the lithocholate is excreted in the feces; the remainder is absorbed and converted in the liver to its poorly absorbed sulfolithocholyl conjugates. During chenodiol therapy there is only a minor increase in biliary lithocholate, while fecal bile acids are increased three- to fourfold.
Route of elimination: About 80% of its bacterial metabolite lithocholate is excreted in the feces.
Toxicity: Hepatotoxic.
Interactions
Drug interaction:
ColesevelamBile Acid Sequestrants may decrease the serum concentration of Chenodiol. Consider administration of chenodiol 5 hours or more after bile acid sequestrants to reduce chenodiol adsorption in the gastrointestinal tract. Monitor for decreased therapeutic effects of chenodiol in patients receiving bile acid sequestrants.

Targets