ursocholic acid, deoxy-

CAS: 128-13-2 C24 H40 O4 MW: 392.57960000

Identification

Nameursodiol
IUPAC(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
CAS Number128-13-2
EINECS204-879-3
FDA UNII724L30Y2QR
Molecular FormulaC24 H40 O4
Molecular Weight392.57960000
MDL NumberMFCD00003680
Nikkaji NumberJ2.520H
Beilstein3219888

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 203.00 °C. @ 760.00 mm Hg
Boiling Point 547.10 °C. @ 760.00 mm Hg (est)
Flash Point 570.00 °F. TCC ( 298.80 °C. ) (est)
logP (o/w) 3.000
Soluble in water, 20 mg/L @ 20 °C (exp)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 1200 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 1000 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

Categorycosmetic agents
Recommendation for ursodiol usage levels up tonot for fragrance use.
Recommendation for ursodiol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

actigall arsacol cholit-ursan delursan destolit deursil (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7- dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid 3-alpha,7-beta- dihydroxy-5-beta-cholanoic acid 3,7- dihydroxycholan-24-oic acid 3-alpha,7-beta- dihydroxycholanic acid 3-alpha,7-beta- dioxycholanic acid 7-beta- hydroxylithocholic acid litursol lyeton 17-beta-(1- methyl-3-carboxypropyl)etiocholane-3-alpha,7-beta-diol peptarom solutrat urso 250 urso DS urso forte ursobilin ursochol ursocholic acid, deoxy- ursodeoxycholic acid ursodesoxycholic acid ursofalk ursolvan PubMed: Variation of pathways and network profiles reveals the differential pharmacological mechanisms of each effective component to treat middle cerebral artery ischemia-reperfusion mice. PubMed: Hepatopathy following consumption of a commercially available blue-green algae dietary supplement in a dog. PubMed: Bile Acids Reduce Prion Conversion, Reduce Neuronal Loss, and Prolong Male Survival in Models of Prion Disease. PubMed: Anticancer Effect of Ursodeoxycholic Acid in Human Oral Squamous Carcinoma HSC-3 Cells through the Caspases. PubMed: Cholesterol lowering effect in the gall bladder of dogs by a standardized infusion of Herniaria hirsuta L. PubMed: New therapies for primary biliary cirrhosis. PubMed: The Unexpected Uses of Urso- and Tauroursodeoxycholic Acid in the Treatment of Non-liver Diseases. PubMed: Modulation of GSH with exogenous agents leads to changes in glyoxalase 1 enzyme activity in VL-17A cells exposed to chronic alcohol plus high glucose. PubMed: Determination of bile acids by hollow fibre liquid-phase microextraction coupled with gas chromatography. PubMed: Refeeding syndrome in a patient with advanced kidney failure due to nephronophthisis. PubMed: [Rapid identification of two new isomers in bear bile powder by LC-Q-TOF-MS combined with PCC oxidation]. PubMed: Extraction of lycopene from tomato paste by ursodeoxycholic acid using the selective inclusion complex method. PubMed: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PubMed: Primary biliary cirrhosis: therapeutic advances. PubMed: [Modern approaches to the treatment of biliary pathology in young patients with obesity]. PubMed: Anti-oxidant and natural killer cell activity of Korean red ginseng (Panax ginseng) and urushiol (Rhus vernicifera Stokes) on non-alcoholic fatty liver disease of rat. PubMed: Ursodeoxycholic acid for primary biliary cirrhosis. 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: B cell depletion in treating primary biliary cirrhosis: pros and cons. PubMed: Dietary polyamine intake and risk of colorectal adenomatous polyps. PubMed: Ursodeoxycholic acid treatment in a rat model of cancer cachexia. PubMed: Protective effect of Öküzgözü (Vitis vinifera L. cv.) grape juice against carbon tetrachloride induced oxidative stress in rats. PubMed: Combination of retinoic acid and ursodeoxycholic acid attenuates liver injury in bile duct-ligated rats and human hepatic cells. PubMed: Linking endoplasmic reticulum stress to cell death in hepatocytes: roles of C/EBP homologous protein and chemical chaperones in palmitate-mediated cell death. PubMed: Medical follow up after bariatric surgery: nutritional and drug issues. General recommendations for the prevention and treatment of nutritional deficiencies. PubMed: [Non-alcoholic fatty liver disease and cardiovascular risk]. PubMed: Folate fortification, plasma folate, homocysteine and colorectal adenoma recurrence. PubMed: Hepatoprotective bile acid 'ursodeoxycholic acid (UDCA)' Property and difference as bile acids. PubMed: Increasing ursodeoxycholic acid in the enterohepatic circulation of pigs through the administration of living bacteria. PubMed: Colorectal cancer prevention: is an ounce of prevention worth a pound of cure? PubMed: [Pharmacological capacities of the prevention of colorectal cancer]. PubMed: Hepatic branch vagotomy can block liver regeneration enhanced by ursodesoxycholic acid in 66% hepatectomized rats. PubMed: Postprandial changes in serum unconjugated bile acid concentrations in healthy beagles. PubMed: [Influence of ursodeoxycholic acid on the therapeutic effects of low-calorie diet in obesity and hyperlipidemia rats with steatohepatitis]. PubMed: Dietary iron restriction improves aminotransferase levels in chronic hepatitis C patients. PubMed: Stability of oral suspensions of ursodiol made from tablets. PubMed: Chemoprevention of colorectal cancer. PubMed: [3 beta-Hydroxysteroid-delta 5-oxidoreductase/isomerase deficiency]. PubMed: Apolipoprotein E polymorphism in alagille syndrome and progressive familial intrahepatic cholestasis. PubMed: Modulation of colonic xenobiotic metabolizing enzymes by feeding bile acids: comparative effects of cholic, deoxycholic, lithocholic and ursodeoxycholic acids. PubMed: Studies on N-nitroso bile acid amides in relation to their possible role in gastrointestinal cancer. PubMed: The indirect UV detection in the analysis of ursodeoxycholic acid and related compounds by HPCE. PubMed: Taurochenodeoxycholic acid ameliorates and ursodeoxycholic acid exacerbates small intestinal inflammation. PubMed: Advances in parenteral nutrition. PubMed: Effects of Ursodeoxycholate and cholate feeding on liver disease in FVB mice with a disrupted mdr2 P-glycoprotein gene. PubMed: Functional dyspepsia: how could a biliary dyspepsia sub-group be recognized? A methodological approach. PubMed: Extreme hyperbilirubinemia associated with the use of anabolic steroids, health/nutritional supplements, and ethanol: response to ursodeoxycholic acid treatment. PubMed: Chemo- and dietary prevention of colorectal cancer. PubMed: Effects of different formula feeds on the developmental pattern of urinary bile acid excretion in infants. PubMed: Gallstone lithotripsy. PubMed: Effects of massive small bowel resection on metabolism of bile acids and vitamin D3 and gastrin release in dogs. PubMed: Increased gallbladder residual volume in nonresponders to extracorporeal shock wave lithotripsy of gallbladder stones. PubMed: Lack of benefit of ursodeoxycholic acid in drug-induced cholestasis in the rat. 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: Medical management of gallstones: a cost-effectiveness analysis. PubMed: Effect of ursodeoxycholic acid (UDCA) on pancreatic enzyme secretion and gallbladder emptying. PubMed: Effect of aging and dietary restriction on bile acid metabolism in rats. PubMed: Extracorporeal shock-wave lithotripsy of gallstones: Boston experience with the Dornier MPL 9000 lithotripter. 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: 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: Serum bile acids in Gilbert's syndrome after oral load of chenodeoxycholic acid. PubMed: Epimerization of the four 3,7-dihydroxy bile acid epimers by human fecal microorganisms in anaerobic mixed cultures and in feces. PubMed: A treatment of non-ketotic hyperglycinaemia. PubMed: Dissolution of cholesterol gallstones by bile acids in hamsters. 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.