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Namespace Prefixes

PrefixIRI
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Statements

Subject Item
n2:DB06777
rdf:type
n8:Drug
n8:description
Chenodeoxycholic acid (or Chenodiol) is an epimer of ursodeoxycholic acid (DB01586). Chenodeoxycholic acid is a bile acid naturally found in the body. It works by dissolving the cholesterol that makes gallstones and inhibiting production of cholesterol in the liver and absorption in the intestines, which helps to decrease the formation of gallstones. It can also reduce the amount of other bile acids that can be harmful to liver cells when levels are elevated.
n8:dosage
n23:271B5417-363D-11E5-9242-09173F13E4C5
n8:group
approved
n8: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.
owl:sameAs
n18:DB06777 n22:DB06777
dcterms:title
Chenodeoxycholic acid
adms:identifier
n5:C02528 n6:16755 n7:9728 n11:Chenodeoxycholic_acid n12:10133 n13:99443291 n14:D00163 n15:PA165958403 n16:0722-7121-01 n26:DB06777
n8:mechanismOfAction
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 cholecystography. Bile acids may also bind the the bile acid receptor (FXR) which regulates the synthesis and transport of bile acids.
n8:routeOfElimination
About 80% of its bacterial metabolite lithocholate is excreted in the feces.
n8:synonym
CDCA Chenodiol 7alpha-Hydroxylithocholic acid Chenocholic acid Chenic acid Chenodeoxycholic acid Anthropodeoxycholic acid Chenodesoxycholic acid Anthropodesoxycholic acid Chenix 3alpha,7alpha-Dihydroxy-5beta-cholanic acid Gallodesoxycholic acid
n8:toxicity
Hepatotoxic.
n8:synthesisReference
Henry Francis Frost, Fritz Fabian, Christopher James Sharpe, William Arthur Jones, "Process for preparing chenodeoxycholic acid." U.S. Patent US4022806, issued October, 1974.
n9:hasConcept
n10:M0004029
foaf:page
n25:chenodiol.html
n8:IUPAC-Name
n19:271B541C-363D-11E5-9242-09173F13E4C5
n8:InChI
n19:271B5422-363D-11E5-9242-09173F13E4C5
n8:Molecular-Formula
n19:271B5421-363D-11E5-9242-09173F13E4C5
n8:Molecular-Weight
n19:271B541E-363D-11E5-9242-09173F13E4C5
n8:Monoisotopic-Weight
n19:271B541F-363D-11E5-9242-09173F13E4C5
n8:SMILES
n19:271B5420-363D-11E5-9242-09173F13E4C5
n8:Water-Solubility
n19:271B541A-363D-11E5-9242-09173F13E4C5 n19:271B5432-363D-11E5-9242-09173F13E4C5
n8:logP
n19:271B5418-363D-11E5-9242-09173F13E4C5 n19:271B541B-363D-11E5-9242-09173F13E4C5 n19:271B5434-363D-11E5-9242-09173F13E4C5
n8:logS
n19:271B5419-363D-11E5-9242-09173F13E4C5
n20:hasATCCode
n21:A05AA01
n8:H-Bond-Acceptor-Count
n19:271B5428-363D-11E5-9242-09173F13E4C5
n8:H-Bond-Donor-Count
n19:271B5429-363D-11E5-9242-09173F13E4C5
n8:InChIKey
n19:271B5423-363D-11E5-9242-09173F13E4C5
n8:Polar-Surface-Area--PSA-
n19:271B5424-363D-11E5-9242-09173F13E4C5
n8:Polarizability
n19:271B5426-363D-11E5-9242-09173F13E4C5
n8:Refractivity
n19:271B5425-363D-11E5-9242-09173F13E4C5
n8:Rotatable-Bond-Count
n19:271B5427-363D-11E5-9242-09173F13E4C5
n8:absorption
Chenodiol is well absorbed from the small intestine.
n8:casRegistryNumber
474-25-9
n8:category
n8:Bioavailability
n19:271B542E-363D-11E5-9242-09173F13E4C5
n8:Ghose-Filter
n19:271B5430-363D-11E5-9242-09173F13E4C5
n8:MDDR-Like-Rule
n19:271B5431-363D-11E5-9242-09173F13E4C5
n8:Melting-Point
n19:271B5433-363D-11E5-9242-09173F13E4C5
n8:Number-of-Rings
n19:271B542D-363D-11E5-9242-09173F13E4C5
n8:Physiological-Charge
n19:271B542C-363D-11E5-9242-09173F13E4C5
n8:Rule-of-Five
n19:271B542F-363D-11E5-9242-09173F13E4C5
n8:Traditional-IUPAC-Name
n19:271B541D-363D-11E5-9242-09173F13E4C5
n8:pKa--strongest-acidic-
n19:271B542A-363D-11E5-9242-09173F13E4C5
n8:pKa--strongest-basic-
n19:271B542B-363D-11E5-9242-09173F13E4C5