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360-65-6,MFCD00150922
Catalog No.:AA007BJP

360-65-6 | Glycodeoxycholic acid

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250mg
98%(HPLC)
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1g
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5g
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10g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007BJP
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
Properties
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

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

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

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

Journal: The Journal of pharmacology and experimental therapeutics 20141001

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20140815

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

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

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

Journal: Analytica chimica acta 20120919

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

Journal: Analytical biochemistry 20120801

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

Journal: Journal of food protection 20120601

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

Journal: Biomedical research (Tokyo, Japan) 20120601

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

Journal: Journal of medicinal chemistry 20120524

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

Journal: Analytical chemistry 20120306

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

Journal: Pharmaceutical research 20120201

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

Journal: International journal of pharmaceutics 20120117

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

Journal: Hepatology (Baltimore, Md.) 20120101

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

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

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

Journal: PloS one 20120101

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

Journal: Proteome science 20120101

Title: Photophysical and photodynamical study of fluoroquinolone drug molecule in bile salt aggregates.

Journal: Photochemistry and photobiology 20120101

Title: Cholesterol-lowering probiotics as potential biotherapeutics for metabolic diseases.

Journal: Experimental diabetes research 20120101

Title: Loss of organic anion transporting polypeptide 1a1 increases deoxycholic acid absorption in mice by increasing intestinal permeability.

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

Title: No significant effect of the SLCO1B1 polymorphism on the pharmacokinetics of ursodeoxycholic acid.

Journal: European journal of clinical pharmacology 20111101

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

Journal: Cancer research 20111101

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

Journal: Journal of separation science 20111101

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

Journal: European review for medical and pharmacological sciences 20110701

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

Journal: Molecules (Basel, Switzerland) 20110617

Title: The relationship between postprandial bile acid concentration, GLP-1, PYY and ghrelin.

Journal: Clinical endocrinology 20110101

Title: Effects of conjugated and unconjugated bile acids on the activity of the Vibrio cholerae porin OmpT.

Journal: Molecular membrane biology 20110101

Title: Cattle bile aggravates diclofenac sodium-induced small intestinal injury in mice.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

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

Journal: PloS one 20110101

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

Journal: Microbial cell factories 20110101

Title: Enteric microbiome metabolites correlate with response to simvastatin treatment.

Journal: PloS one 20110101

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

Journal: Journal of food science 20110101

Title: Effects of pantoprazole in experimental acute pancreatitis.

Journal: Life sciences 20101023

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

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20100903

Title: Probiotic agent Saccharomyces boulardii reduces the incidence of lung injury in acute necrotizing pancreatitis induced rats.

Journal: The Journal of surgical research 20100501

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20100501

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

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

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

Journal: International journal of molecular sciences 20100101

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

Journal: PloS one 20100101

Title: Capsaicin reduces tissue damage in experimental acute pancreatitis.

Journal: Pancreas 20090801

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

Journal: Physical chemistry chemical physics : PCCP 20090707

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

Journal: Lipids 20090601

Title: Sodium glycodeoxycholate and glycocholate mixed aggregates in gas and solution phases.

Journal: The journal of physical chemistry. B 20090521

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

Journal: Journal of separation science 20090501

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

Journal: International journal of pharmaceutics 20090331

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

Journal: Extremophiles : life under extreme conditions 20090301

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

Journal: American journal of physiology. Endocrinology and metabolism 20090201

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

Journal: Molecular bioSystems 20090201

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

Journal: Pancreas 20090101

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

Journal: PloS one 20090101

Title: P-selectin inhibition reduces severity of acute experimental pancreatitis.

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

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

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

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

Journal: Journal of lipid research 20081201

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20081101

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

Journal: Journal of medicinal chemistry 20080327

Title: Effects of caffeic acid phenethyl ester on pancreatitis in rats.

Journal: The Journal of surgical research 20080301

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

Journal: Critical care (London, England) 20080101

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

Journal: Indian journal of pharmaceutical sciences 20080101

Title: Effects of enalaprilat on acute necrotizing pancreatitis in rats.

Journal: Inflammation 20071201

Title: Effects of octreotide in acute hemorrhagic necrotizing pancreatitis in rats.

Journal: Journal of gastroenterology and hepatology 20071101

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

Journal: Electrophoresis 20071001

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

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

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

Journal: Human & experimental toxicology 20070801

Title: Platelet function in acute experimental pancreatitis.

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

Title: Biosynthesis of bile acids in a variety of marine bacterial taxa.

Journal: Journal of microbiology and biotechnology 20070301

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

Journal: Journal of biomedicine & biotechnology 20070101

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20061101

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

Journal: Zhonghua yi xue za zhi 20060912

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

Journal: The Journal of pharmacy and pharmacology 20060801

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

Journal: The journal of physical chemistry. B 20060629

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

Journal: Lipids 20060601

Title: 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.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20060301

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

Journal: Journal of proteome research 20060301

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

Journal: Pancreas 20060101

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

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

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

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

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

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

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

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

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

Journal: Pharmacological reports : PR 20060101

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

Journal: Hepato-gastroenterology 20060101

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

Journal: Hepatology (Baltimore, Md.) 20051201

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

Journal: World journal of gastroenterology 20051107

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

Journal: Lipids 20051001

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

Journal: World journal of gastroenterology 20050907

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

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

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

Journal: Electrophoresis 20050201

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

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

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

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

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

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

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

Journal: Anticancer research 20050101

Title: Composition of aqueous solutions containing sodium glycocholate and glycodeoxycholate.

Journal: Annali di chimica 20050101

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

Journal: Analytical biochemistry 20041101

Title: Effects of the celecoxib on the acute necrotizing pancreatitis in rats.

Journal: Inflammation 20041001

Title: Effects of melatonin on acute necrotizing pancreatitis in rats.

Journal: Zeitschrift fur Gastroenterologie 20040901

Title: Effects of heparin in experimental models of acute pancreatitis and post-ERCP pancreatitis.

Journal: Surgery 20040201

Title: Restoration of spontaneous exploratory behaviors with an intrathecal NMDA receptor antagonist or a PKC inhibitor in rats with acute pancreatitis.

Journal: Pharmacology, biochemistry, and behavior 20040101

Title: Effects of combined nutritional therapy on acute necrotizing pancreatitis in rats in the early phase of the disease.

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

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

Journal: Hepatology (Baltimore, Md.) 20031001

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

Journal: Lipids 20030901

Title: Pulmonary microcirculation in mild and severe experimental pancreatitis.

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

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20021101

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

Journal: American journal of physiology. Gastrointestinal and liver physiology 20020901

Title: Examination of the solubilization of drugs by bile salt micelles.

Journal: Journal of pharmaceutical sciences 20020801

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

Journal: The Journal of surgical research 20020801

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

Journal: Digestive diseases and sciences 20020801

Title: Solubilization of drugs by physiological mixtures of bile salts.

Journal: Pharmaceutical research 20020801

Title: Penetration of meropenem and cefepim into pancreatic tissue during the course of experimental acute pancreatitis.

Journal: Pancreas 20020401

Title: Combined use of Lactobacillus reuteri and soygerm powder as food supplement.

Journal: Letters in applied microbiology 20011201

Title: Bioadhesive starch microspheres and absorption enhancing agents act synergistically to enhance the nasal absorption of polypeptides.

Journal: International journal of pharmaceutics 20010703

Title: Acute pancreatitis and bacterial translocation.

Journal: Digestive diseases and sciences 20010501

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

Journal: International journal of pharmaceutics 20010417

Title: Differential modulation of cellular death and survival pathways by conjugated bile acids.

Journal: BMC biochemistry 20010101

Title: The mechanism of bile salt-induced hemolysis.

Journal: Cellular & molecular biology letters 20010101

Title: Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.

Journal: The American journal of physiology 19980101

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Tags:360-65-6 Molecular Formula|360-65-6 MDL|360-65-6 SMILES|360-65-6 Glycodeoxycholic acid