360-65-6 | Glycodeoxycholic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%(HPLC)	in stock	$73.00	$51.00
1g	97%	in stock	$171.00	$120.00
5g	97%	in stock	$465.00	$325.00
10g	97%	in stock	$791.00	$554.00
25g	97%	in stock	$1,536.00	$1,075.00

Description

• Catalog Number: AD41457
• Chemical Name: Glycodeoxycholic acid
• CAS Number: 360-65-6
• Molecular Formula: C26H43NO5
• Molecular Weight: 449.6233
• MDL Number: MFCD00150922
• SMILES: O[C@@H]1CC[C@]2(C(C1)CC[C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCC(=O)O)C)C)C

Computed Properties

• Complexity: 727
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 10
• Heavy Atom Count: 32
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 6
• XLogP3: 4.3

Literature

• Glycodeoxycholic acid levels as prognostic biomarker in acetaminophen-induced acute liver failure patients.

  Toxicological sciences : an official journal of the Society of Toxicology 20141201

• Decreased bile-acid synthesis in livers of hepatocyte-conditional NADPH-cytochrome P450 reductase-null mice results in increased bile acids in serum.

  The Journal of pharmacology and experimental therapeutics 20141001

• Bile acid flux through portal but not peripheral veins inhibits CYP7A1 expression without involvement of ileal FGF19 in rabbits.

  American journal of physiology. Gastrointestinal and liver physiology 20140815

• Toxicity and intracellular accumulation of bile acids in sandwich-cultured rat hepatocytes: role of glycine conjugates.

  Toxicology in vitro : an international journal published in association with BIBRA 20140301

• Utilization of metabolomics to identify serum biomarkers for hepatocellular carcinoma in patients with liver cirrhosis.

  Analytica chimica acta 20120919

• Quantification of cholesterol solubilized in bile salt micellar aqueous solutions using (13)C nuclear magnetic resonance.

  Analytical biochemistry 20120801

• Effects of bile salt deconjugation by probiotic strains on the survival of antibiotic-resistant foodborne pathogens under simulated gastric conditions.

  Journal of food protection 20120601

• Glycochenodeoxycholic acid promotes proliferation of intestinal epithelia via reduction of cyclic AMP and increase in H2AX phosphorylation after exposure to γ-rays.

  Biomedical research (Tokyo, Japan) 20120601

• Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.

  Journal of medicinal chemistry 20120524

• Higher order inclusion complexes and secondary interactions studied by global analysis of calorimetric titrations.

  Analytical chemistry 20120306

• In vitro and in silico strategies to identify OATP1B1 inhibitors and predict clinical drug-drug interactions.

  Pharmaceutical research 20120201

• Bile salt composition is secondary to bile salt concentration in determining hydrocortisone and progesterone solubility in intestinal mimetic fluids.

  International journal of pharmaceutics 20120117

• Conjugated bile acids activate the sphingosine-1-phosphate receptor 2 in primary rodent hepatocytes.

  Hepatology (Baltimore, Md.) 20120101

• Does nuclear factor-kappa B in peripheral mononuclear cells have a prognostic role during acute necrotizing pancreatitis in rats?

  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20120101

• Effects of deoxycholylglycine, a conjugated secondary bile acid, on myogenic tone and agonist-induced contraction in rat resistance arteries.

  PloS one 20120101

• Effects of human and porcine bile on the proteome of Helicobacter hepaticus.

  Proteome science 20120101

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  Experimental diabetes research 20120101

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  Toxicological sciences : an official journal of the Society of Toxicology 20111201

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  European journal of clinical pharmacology 20111101

• Aberrant lipid metabolism in hepatocellular carcinoma revealed by plasma metabolomics and lipid profiling.

  Cancer research 20111101

• Complexation of tauro- and glyco-conjugated bile salts with α-cyclodextrin and hydroxypropyl-α-cyclodextrin studied by affinity capillary electrophoresis and molecular modelling.

  Journal of separation science 20111101

• Alpha-glucosidase inhibitory activity and lipid-lowering mechanisms of Moringa oleifera leaf extract.

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• Cholesterol-lowering activity of the major polyphenols in grape seed.

  Molecules (Basel, Switzerland) 20110617

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  Clinical endocrinology 20110101

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  Molecular membrane biology 20110101

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  Evidence-based complementary and alternative medicine : eCAM 20110101

• Profiling circulating and urinary bile acids in patients with biliary obstruction before and after biliary stenting.

  PloS one 20110101

• Enhancing the stress responses of probiotics for a lifestyle from gut to product and back again.

  Microbial cell factories 20110101

• Enteric microbiome metabolites correlate with response to simvastatin treatment.

  PloS one 20110101

• All 4 bile salt hydrolase proteins are responsible for the hydrolysis activity in Lactobacillus plantarum ST-III.

  Journal of food science 20110101

• Effects of pantoprazole in experimental acute pancreatitis.

  Life sciences 20101023

• Fatty acid carboxylate- and anionic surfactant-controlled delivery systems that use mesoporous silica supports.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20100903

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  The Journal of surgical research 20100501

• Effect of indomethacin on bile acid-phospholipid interactions: implication for small intestinal injury induced by nonsteroidal anti-inflammatory drugs.

  American journal of physiology. Gastrointestinal and liver physiology 20100501

• Protective effects of glycoursodeoxycholic acid in Barrett's esophagus cells.

  Diseases of the esophagus : official journal of the International Society for Diseases of the Esophagus 20100201

• Cholesterol-lowering effects of probiotics and prebiotics: a review of in vivo and in vitro findings.

  International journal of molecular sciences 20100101

• Bile acid-induced virulence gene expression of Vibrio parahaemolyticus reveals a novel therapeutic potential for bile acid sequestrants.

  PloS one 20100101

• Capsaicin reduces tissue damage in experimental acute pancreatitis.

  Pancreas 20090801

• Thermodynamics and structure of inclusion compounds of tauro- and glyco-conjugated bile salts and beta-cyclodextrin.

  Physical chemistry chemical physics : PCCP 20090707

• Bile acids conjugation in human bile is not random: new insights from (1)H-NMR spectroscopy at 800 MHz.

  Lipids 20090601

• Sodium glycodeoxycholate and glycocholate mixed aggregates in gas and solution phases.

  The journal of physical chemistry. B 20090521

• Use of correction factors in mobility shift affinity capillary electrophoresis for weak analyte-ligand interactions.

  Journal of separation science 20090501

• HO-1-u-1 model for screening sublingual drug delivery--influence of pH, osmolarity and permeation enhancer.

  International journal of pharmaceutics 20090331

• Characterization of the smallest dimeric bile salt hydrolase from a thermophile Brevibacillus sp.

  Extremophiles : life under extreme conditions 20090301

• Changes of the plasma metabolome during an oral glucose tolerance test: is there more than glucose to look at?

  American journal of physiology. Endocrinology and metabolism 20090201

• Identification of metabolites in human hepatic bile using 800 MHz 1H NMR spectroscopy, HPLC-NMR/MS and UPLC-MS.

  Molecular bioSystems 20090201

• Effect of platelet-activating factor antagonist WEB 2086 on microcirculatory disorders in acute experimental pancreatitis of graded severity.

  Pancreas 20090101

• Probiotics prevent intestinal barrier dysfunction in acute pancreatitis in rats via induction of ileal mucosal glutathione biosynthesis.

  PloS one 20090101

• P-selectin inhibition reduces severity of acute experimental pancreatitis.

  Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.] 20090101

• Protective effects and anti-inflammatory pathways of exogenous calcitonin gene-related peptide in severe necrotizing pancreatitis.

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• Determination of intralumenal individual bile acids by HPLC with charged aerosol detection.

  Journal of lipid research 20081201

• Probiotics enhance pancreatic glutathione biosynthesis and reduce oxidative stress in experimental acute pancreatitis.

  American journal of physiology. Gastrointestinal and liver physiology 20081101

• Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies.

  Journal of medicinal chemistry 20080327

• Effects of caffeic acid phenethyl ester on pancreatitis in rats.

  The Journal of surgical research 20080301

• Prophylactic antibiotic treatment is superior to therapy on-demand in experimental necrotising pancreatitis.

  Critical care (London, England) 20080101

• Design and in vitro characterization of buccoadhesive drug delivery system of insulin.

  Indian journal of pharmaceutical sciences 20080101

• Effects of enalaprilat on acute necrotizing pancreatitis in rats.

  Inflammation 20071201

• Effects of octreotide in acute hemorrhagic necrotizing pancreatitis in rats.

  Journal of gastroenterology and hepatology 20071101

• Complexation of tauro- and glyco-conjugated bile salts with three neutral beta-CDs studied by ACE.

  Electrophoresis 20071001

• The farnesoid X receptor FXRalpha/NR1H4 acquired ligand specificity for bile salts late in vertebrate evolution.

  American journal of physiology. Regulatory, integrative and comparative physiology 20070901

• Effects of the probiotic agent Saccharomyces Boulardii on the DNA damage in acute necrotizing pancreatitis induced rats.

  Human & experimental toxicology 20070801

• Platelet function in acute experimental pancreatitis.

  Journal of gastrointestinal surgery : official journal of the Society for Surgery of the Alimentary Tract 20070401

• Biosynthesis of bile acids in a variety of marine bacterial taxa.

  Journal of microbiology and biotechnology 20070301

• Investigation of microencapsulated BSH active lactobacillus in the simulated human GI tract.

  Journal of biomedicine & biotechnology 20070101

• Interaction of complement and leukocytes in severe acute pancreatitis: potential for therapeutic intervention.

  American journal of physiology. Gastrointestinal and liver physiology 20061101

• [Bile salts induce differentiation in cultured human normal esophageal mucosal epithelial cells].

  Zhonghua yi xue za zhi 20060912

• Characterization of fasted-state human intestinal fluids collected from duodenum and jejunum.

  The Journal of pharmacy and pharmacology 20060801

• Structure of sodium glycodeoxycholate micellar aggregates from small-angle X-ray scattering and light-scattering techniques.

  The journal of physical chemistry. B 20060629

• Single-step analysis of individual conjugated bile acids in human bile using 1H NMR spectroscopy.

  Lipids 20060601

• Vectorial transport of unconjugated and conjugated bile salts by monolayers of LLC-PK1 cells doubly transfected with human NTCP and BSEP or with rat Ntcp and Bsep.

  American journal of physiology. Gastrointestinal and liver physiology 20060301

• High performance liquid chromatography-mass spectrometry for metabonomics: potential biomarkers for acute deterioration of liver function in chronic hepatitis B.

  Journal of proteome research 20060301

• Effects of subtotal colectomy on bacterial translocation during experimental acute pancreatitis.

  Pancreas 20060101

• Improvement of impaired microcirculation and tissue oxygenation by hemodilution with hydroxyethyl starch plus cell-free hemoglobin in acute porcine pancreatitis.

  Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.] 20060101

• Effects of lazaroid U-74389G on acute necrotizing pancreatitis in rats.

  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20060101

• MMP-9 in serum correlates with the development of pulmonary complications in experimental acute pancreatitis.

  Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.] 20060101

• Effects of omega-3 fatty acids on acute necrotizing pancreatitis in rats.

  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20060101

• Effect of tamoxifen and raloxifene on the conjugation of bile acids with taurine and glycine in ovariectomized rats.

  Pharmacological reports : PR 20060101

• Effects of dual inhibitor of cyclooxygenase and 5-lipoxygenase on acute necrotizing pancreatitis in rats.

  Hepato-gastroenterology 20060101

• Conjugated bile acids promote ERK1/2 and AKT activation via a pertussis toxin-sensitive mechanism in murine and human hepatocytes.

  Hepatology (Baltimore, Md.) 20051201

• Bile salts inhibit growth and induce apoptosis of culture human normal esophageal mucosal epithelial cells.

  World journal of gastroenterology 20051107

• 1H and 13C NMR characterization and stereochemical assignments of bile acids in aqueous media.

  Lipids 20051001

• Bile salts inhibit growth and induce apoptosis of human esophageal cancer cell line.

  World journal of gastroenterology 20050907

• The influence of bile salts and mixed micelles on the pharmacokinetics of quinine in rabbits.

  European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20050501

• Micellar electrokinetic chromatography of bilirubin, related compounds, and selected drugs with mixtures of binary bile salts.

  Electrophoresis 20050201

• Degradation and inactivation of plasma tumor necrosis factor-alpha by pancreatic proteases in experimental acute pancreatitis.

  Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.] 20050101

• The isolated perfused liver response to a 'second hit' of portal endotoxin during severe acute pancreatitis.

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• Effects of N-acetylcysteine on acute necrotizing pancreatitis in rats.

  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20050101

• Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts.

  Anticancer research 20050101

• Composition of aqueous solutions containing sodium glycocholate and glycodeoxycholate.

  Annali di chimica 20050101

• Noninvasive methods to determine the critical micelle concentration of some bile acid salts.

  Analytical biochemistry 20041101

• Effects of the celecoxib on the acute necrotizing pancreatitis in rats.

  Inflammation 20041001

• Effects of melatonin on acute necrotizing pancreatitis in rats.

  Zeitschrift fur Gastroenterologie 20040901

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  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20040101

• Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor.

  Hepatology (Baltimore, Md.) 20031001

• Solubilization of carotenoids from carrot juice and spinach in lipid phases: II. Modeling the duodenal environment.

  Lipids 20030901

• Pulmonary microcirculation in mild and severe experimental pancreatitis.

  European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes 20030101

• Effects of bile acids on dog pancreatic duct epithelial cell secretion and monolayer resistance.

  American journal of physiology. Gastrointestinal and liver physiology 20021101

• cAMP inhibits bile acid-induced apoptosis by blocking caspase activation and cytochrome c release.

  American journal of physiology. Gastrointestinal and liver physiology 20020901

• Examination of the solubilization of drugs by bile salt micelles.

  Journal of pharmaceutical sciences 20020801

• Pancreatic capillary blood flow in an improved model of necrotizing pancreatitis in the rat.

  The Journal of surgical research 20020801

• Glutathione depletion with L-buthionine-(S,R)-sulfoximine demonstrates deleterious effects in acute pancreatitis of the rat.

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  Pharmaceutical research 20020801

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  Pancreas 20020401

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• The effect of absorption enhancers on the initial degradation kinetics of insulin by alpha-chymotrypsin.

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  BMC biochemistry 20010101

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  The American journal of physiology 19980101