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QuickView for Ursodeoxycholic acid (compound)


PubChem
Name: Ursodeoxycholic Acid
PubChem Compound ID: 10172872
Description: An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic.
Molecular formula: C24H40O4
Molecular weight: 392.572 g/mol
DrugBank
Identification
Name: Ursodeoxycholic Acid
Name (isomeric): DB01586
Drug Type: small molecule
Description: An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic.
Synonyms:
Ursodesoxycholic acid; 3,7-Dihydroxycholan-24-oic acid; (3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid; Acido ursodeoxicolico [inn-spanish]; Iso-ursodeoxycholic acid; 3-alpha,7-beta-Dihydroxycholanic acid; Acido ursodeossicolico [italian]; Acide ursodesoxycholique [inn-french]; 3-alpha,7-beta-Dihydroxy-5-beta-cholanoic acid; 5beta-Cholan-24-oic acid-3alpha,7beta-diol.
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Brand: Peptarom, Urso 250, Urso DS, Antigall, Deursil, Dom-ursodiol c, PHL-ursodiol c, Ursofalk, Urso forte, Ursacol, Ursochol, Ursolvan, Ursobilin, Litursol, Cholit-ursan, Arsacol, Urso, Solutrat, Lyeton, Actigall, Ursodamor, Destolit, PMS-ursodiol c, Delursan
Category: Cholagogues and Choleretics
CAS number: 128-13-2
Pharmacology
Indication: The drug reduces cholesterol absorption and is used to dissolve (cholesterol) gallstones in patients who want an alternative to surgery.
Pharmacology:
Ursodiol (also known as ursodeoxycholic acid) is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria. Primary bile acids are produced by the liver and stored in the gall bladder. When secreted into the colon, primary bile acids can be metabolized into secondary bile acids by intestinal bacteria. Primary and second...
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Mechanism of Action:
Ursodeoxycholic acid reduces elevated liver enzyme levels by facilitating bile flow through the liver and protecting liver cells. The main mechanism if anticholelithic. Although the exact process of ursodiol's anticholelithic action is not completely understood, it is thought that the drug is concentrated in bile and decreases biliary cholesterol b...
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Route of elimination: Only small quantities of ursodiol appear in the systemic circulation and very small amounts are excreted into urine. Eighty percent of lithocholic acid formed in the small bowel is excreted in the feces, but the 20% that is absorbed is sulfated at the 3-hydroxyl group in the liver to relatively insoluble lithocholyl conjugates which are excreted into bile and lost in feces.
Toxicity: Neither accidental nor intentional overdosing with ursodeoxycholic acid has been reported. Doses of ursodeoxycholic acid in the range of 16-20 mg/kg/day have been tolerated for 6-37 months without symptoms by 7 patients. The LD50 for ursodeoxycholic acid in rats is over 5000 mg/kg given over 7-10 days and over 7500 mg/kg for mice. The most likely manifestation of severe overdose with ursodeoxycholic acid would probably be diarrhea, which should be treated symptomatically.
Affected organisms: Humans and other mammals
Interactions
Drug interaction:
CholestyramineThe resin decreases the effect of ursodiol
ColestipolThe resin decreases the effect of ursodiol
FenofibrateThe fibric acid derivative decreases the effect of ursodiol
Ethinyl EstradiolEstrogens decreases the effect of ursodiol
DiethylstilbestrolEstrogens decreases the effect of ursodiol
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