chenodeoxycholic acid

(3a,5b,7a)-3,7-dihydroxycholan-24-oic acid

CAS: 474-25-9 C24 H40 O4 MW: 392.57960000

Identification

Namechenodeoxycholic acid
CAS Number474-25-9
EINECS207-481-8
FDA UNII0GEI24LG0J
Molecular FormulaC24 H40 O4
Molecular Weight392.57960000
MDL NumberMFCD00064142
Nikkaji NumberJ2.053B
Beilstein3219887

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 119.00 °C. @ 760.00 mm Hg
Boiling Point 547.15 °C. @ 760.00 mm Hg (est)
Flash Point 570.00 °F. TCC ( 298.80 °C. ) (est)
logP (o/w) 4.150
Soluble in water, 2.414 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-dog LD50 > 1000 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 > 4000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for chenodeoxycholic acid usage levels up tonot for fragrance use.
Recommendation for chenodeoxycholic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

chenodiol cholan-24-oic acid, 3,7-dihydroxy-, (3a,5b,7a,8x)- 3a,7a- dihydroxy-5b-cholan-24-oic acid 3a,7a- dihydroxy-5b-cholanic acid (3a,5b,7a)-3,7- dihydroxy-cholan-24-oic acid (3a,5b,7a,8x)-3,7- dihydroxycholan-24-oic acid (3a,5b,7a)-3,7- dihydroxycholan-24-oic acid 17b-(1- methyl-3-carboxypropyl)etiocholane-3a,7a-diol PubMed: Cyclosporin A induced toxicity in mouse liver slices is only slightly aggravated by Fxr-deficiency and co-occurs with upregulation of pro-inflammatory genes and downregulation of genes involved in mitochondrial functions. PubMed: Dioxin-Produced Alteration in the Profiles of Fecal and Urinary Metabolomes: A Change in Bile Acids and Its Relevance to Toxicity. PubMed: Simultaneous quantification of the major bile acids in artificial Calculus bovis by high-performance liquid chromatography with precolumn derivatization and its application in quality control. PubMed: Novel splice-affecting variants in CYP27A1 gene in two Chilean patients with Cerebrotendinous Xanthomatosis. PubMed: Bile acid mediated effects on gut integrity and performance of early-weaned piglets. PubMed: Bile acids are nutrient signaling hormones. PubMed: L-arginine conjugates of bile acids-a possible treatment for non-alcoholic fatty liver disease. PubMed: Enhancement of brown fat thermogenesis using chenodeoxycholic acid in mice. PubMed: Determination of bile acids by hollow fibre liquid-phase microextraction coupled with gas chromatography. PubMed: [Rapid identification of two new isomers in bear bile powder by LC-Q-TOF-MS combined with PCC oxidation]. PubMed: The role of the gallbladder in humans. PubMed: Effects of Korean red ginseng as an adjuvant to bile acids in medical dissolution therapy for gallstones: a prospective, randomized, controlled, double-blind pilot trial. PubMed: A novel chenodeoxycholic acid-verticinone ester induces apoptosis and cell cycle arrest in HepG2 cells. PubMed: Glucocorticoid receptor mediates the gluconeogenic activity of the farnesoid X receptor in the fasting condition. PubMed: Probiotics decreased the bioavailability of the bile acid analog, monoketocholic acid, when coadministered with gliclazide, in healthy but not diabetic rats. PubMed: Characterization of porcine pregnane X receptor, farnesoid X receptor and their splice variants. PubMed: Sub-lethal stress effects on virulence gene expression in Enterococcus faecalis. PubMed: Dietary procyanidins enhance transcriptional activity of bile acid-activated FXR in vitro and reduce triglyceridemia in vivo in a FXR-dependent manner. PubMed: The mechanism of the cholesterol-lowering effect of water-insoluble fish protein in ovariectomised rats. PubMed: Retrograded tapioca starch prevents ovarian hormone deficiency-induced hypercholesterolemia. PubMed: Modulation of cholesterol metabolism by the green tea polyphenol (-)-epigallocatechin gallate in cultured human liver (HepG2) cells. PubMed: Hepatoprotective bile acid 'ursodeoxycholic acid (UDCA)' Property and difference as bile acids. PubMed: Xanthohumol, the chalcone from beer hops (Humulus lupulus L.), is the ligand for farnesoid X receptor and ameliorates lipid and glucose metabolism in KK-A(y) mice. PubMed: Increasing ursodeoxycholic acid in the enterohepatic circulation of pigs through the administration of living bacteria. PubMed: Bile acid induced gene expression in LT97 colonic adenoma cells. PubMed: Cerebrotendinous xanthomatosis: clinical course, genotypes and metabolic backgrounds. PubMed: Bile acid composition in snake bile juice and toxicity of snake bile acids to rats. PubMed: Cholestanol metabolism, molecular pathology, and nutritional implications. PubMed: Influence of breast feeding, and adapted and hydrolyzed formulas on biliary bile acids in newborn guinea pigs. PubMed: Effect of chenodeoxycholic acid on the toxicity of 5alpha-cyprinol sulfate in rats. PubMed: Postprandial changes in serum unconjugated bile acid concentrations in healthy beagles. PubMed: Green tea upregulates the low-density lipoprotein receptor through the sterol-regulated element binding Protein in HepG2 liver cells. PubMed: [3-oxo-delta 4-steroid 5 beta-reductase deficiency]. PubMed: [3 beta-Hydroxysteroid-delta 5-oxidoreductase/isomerase deficiency]. PubMed: Effect of different varieties of pectin and guar gum on plasma, hepatic and biliary lipids and cholesterol gallstone formation in hamsters fed on high-cholesterol diets. PubMed: Studies on N-nitroso bile acid amides in relation to their possible role in gastrointestinal cancer. PubMed: Taurochenodeoxycholic acid ameliorates and ursodeoxycholic acid exacerbates small intestinal inflammation. PubMed: Comparison of hypolipidemic effect of refined konjac meal with several common dietary fibers and their mechanisms of action. PubMed: Inducing cholesterol precipitation from pig bile with beta-cyclodextrin and cholesterol dietary supplementation. PubMed: Calcium supplementation modifies the relative amounts of bile acids in bile and affects key aspects of human colon physiology. PubMed: Free bile acids inhibit IgE production by mouse spleen lymphocytes stimulated by lipopolysaccharide and interleukins. PubMed: A food-grade silicon dioxide is hypocholesterolemic in the diet of cholesterol-fed rats. PubMed: Effects of bile acids and lectins on immunoglobulin production in rat mesenteric lymph node lymphocytes. PubMed: Effects of different formula feeds on the developmental pattern of urinary bile acid excretion in infants. PubMed: Preweaning diet affects bile lipid composition and bile acid kinetics in infant baboons. PubMed: Gallstone lithotripsy. PubMed: Current management of symptomatic gallstones. PubMed: Increased gallbladder residual volume in nonresponders to extracorporeal shock wave lithotripsy of gallbladder stones. PubMed: [The effect of soy bran on the bile acid spectrum of patients with cholelithiasis]. PubMed: The bile acids binding of the fibre-rich fractions of three starchy legumes. PubMed: Effect of taurine on total parenteral nutrition-associated cholestasis. PubMed: Feeding diets containing 2% cheno- or urso-deoxycholic acid or cholestyramine to rats for two weeks alters intestinal morphology and bile acid absorption. PubMed: Serum unconjugated primary and secondary bile acids in patients with cholangiocarcinoma and hepatocellular carcinoma. PubMed: Effect of aging and dietary restriction on bile acid metabolism in rats. PubMed: Steroid catechol degradation: disecoandrostane intermediates accumulated by Pseudomonas transposon mutant strains. PubMed: Ursodiol: a cholesterol gallstone solubilizing agent. PubMed: In vitro transformation of cheno- and ursodeoxycholic acids and their 7-oleyl esters by human intestinal microflora. PubMed: Age and diet effects on fecal bile acids in infants. PubMed: Transformation of sulfated bile acids by human intestinal microflora. PubMed: Feeding rats diets containing cheno- or ursodeoxycholic acid or cholestyramine modifies intestinal uptake of glucose and lipids. PubMed: Influence of the intake and composition of elemental diets on bile acid metabolism and hepatic lipids in the rat. PubMed: Effect of petroleum hydrocarbons on the biliary bile acid composition of rainbow trout (Salmo gairdneri). PubMed: Serum bile acids in Gilbert's syndrome after oral load of chenodeoxycholic acid. PubMed: Fasting and postprandial serum bile acid concentration with special reference to variations in the conjugate profile. PubMed: Epimerization of the four 3,7-dihydroxy bile acid epimers by human fecal microorganisms in anaerobic mixed cultures and in feces. PubMed: Management of gallstones. The new option of bile acid therapy. PubMed: Feeding the low-birth-weight infant. III. Diet influences bile acid metabolism. PubMed: Feeding the low-birth weight infant: V. Effects of taurine, cholesterol, and human milk on bile acid kinetics. PubMed: Is normal pregnancy cholestatic? PubMed: The GI drug column. The ACG committee on FDA related matters. PubMed: Effect of a standard test meal on serum bile acid levels in healthy nonpregnant and pregnant women and in patients with intrahepatic cholestasis of pregnancy. PubMed: Hepatic uptake of bile acids in man. Fasting and postprandial concentrations of individual bile acids in portal venous and systemic blood serum. PubMed: Diagnostic value of serum primary bile acids in detecting bile acid malabsorption. PubMed: Postprandial serum concentration of individual bile acids in man. Influence of ileal resection. PubMed: Dissolution of cholesterol gallstones by bile acids in hamsters. PubMed: Effects of intestinal secretagogues and distension on small bowel myoelectric activity in fasted and fed conscious dogs. PubMed: Plasma bile acid levels and liver disease. PubMed: Differential timing of maximal postprandial concentrations of plasma chenodeoxycholate and cholate: its variability and implications. PubMed: Evaluation of a commercial enzymatic method for the determination of total serum bile acids. PubMed: Effect of cecum and appendix on 7 alpha-dehydroxylation and 7 beta-epimerization of chenodeoxycholic acid in the rabbit. PubMed: Cholesterol gallstone formation and prevention by chenodeoxycholic and ursodeoxycholic acids. A new hamster model. PubMed: [Gastroenterology and internal medicine]. PubMed: Diurnal serum levels of primary conjugated bile acids. Assessment by specific radioimmunoassays for conjugates of cholic and chenodeoxycholic acid. PubMed: Binding of bile acids by dietary fiber. PubMed: Further investigations of indomethacin and intestinal ulcers in the rat. PubMed: Fasting and postprandial serum bile acid concentrations in normal persons using an improved GLC method. PubMed: The fda controversy. PubMed: Pharmacology of chenodeoxycholic acid. II. Absorption and metabolism. PubMed: Dietary cholesterol affects chenodeoxycholic acid action on biliary lipids. PubMed: Gallstones. PubMed: Bile production in fasted and fed primates. PubMed: In virto adsorption of bile salts to food residues, salicylazosulfapyridine, and hemicellulose. PubMed: Duodenal bile acids after a test meal.