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2646-38-0 | Cholan-24-oic acid, 3,7-dihydroxy-, monosodium salt, (3α,5β,7α)-
CAS No: 2646-38-0 Catalog No: AG002TB3 MDL No:MFCD00065452
Product Description
Catalog Number:
AG002TB3
Chemical Name:
Cholan-24-oic acid, 3,7-dihydroxy-, monosodium salt, (3α,5β,7α)-
CAS Number:
2646-38-0
Molecular Formula:
C24H39NaO4
Molecular Weight:
414.5538
MDL Number:
MFCD00065452
IUPAC Name:
sodium;(4R)-4-[(3R,5S,7R,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]pentanoate
InChI:
InChI=1S/C24H40O4.Na/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26;/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28);/q;+1/p-1/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-;/m1./s1
InChI Key:
WDFRNBJHDMUMBL-OICFXQLMSA-M
SMILES:
O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)[O-])C)C)O)C.[Na+]
UNII:
6V4571KSKE
Properties
Complexity:
612
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
10
Defined Bond Stereocenter Count:
0
Exact Mass:
414.275g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
414.562g/mol
Monoisotopic Mass:
414.275g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
80.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
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| Novel cytotoxic agents from an unexpected source: bile acids and ovarian tumor apoptosis. | Gynecologic oncology 20071101 |
| Activation of nuclear factor (erythroid-2 like) factor 2 by toxic bile acids provokes adaptive defense responses to enhance cell survival at the emergence of oxidative stress. | Molecular pharmacology 20071101 |
| Protective effect of n-3 polyunsaturated fatty acid on primary culture of rat hepatocytes. | Journal of gastroenterology and hepatology 20071101 |
| Perinatal bile acid metabolism: bile acid analysis of meconium of preterm and full-term infants. | Journal of gastroenterology 20071101 |
| Protective effects of ursodeoxycholic acid on chenodeoxycholic acid-induced liver injury in hamsters. | World journal of gastroenterology 20071007 |
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| Human cecal bile acids: concentration and spectrum. | American journal of physiology. Gastrointestinal and liver physiology 20070701 |
| Rifampicin-induced CYP3A4 activation in CTX patients cannot replace chenodeoxycholic acid treatment. | Biochimica et biophysica acta 20070701 |
| Downregulation of p63 upon exposure to bile salts and acid in normal and cancer esophageal cells in culture. | American journal of physiology. Gastrointestinal and liver physiology 20070701 |
| Overexpression of the cholesterol-binding protein MLN64 induces liver damage in the mouse. | World journal of gastroenterology 20070614 |
| Bile acids and lipoprotein metabolism: effects of cholestyramine and chenodeoxycholic acid on human hepatic mRNA expression. | Biochemical and biophysical research communications 20070608 |
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| Crystal structure of chenodeoxycholic acid, ursodeoxycholic acid and their two 3beta,7alpha- and 3beta,7beta-dihydroxy epimers. | Steroids 20070601 |
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| Removal of bile acids by two different extracorporeal liver support systems in acute-on-chronic liver failure. | ASAIO journal (American Society for Artificial Internal Organs : 1992) 20070101 |
| Bioavailability and hypoglycemic activity of the semisynthetic bile acid salt, sodium 3alpha,7alpha-dihydroxy-12-oxo-5beta-cholanate, in healthy and diabetic rats. | European journal of drug metabolism and pharmacokinetics 20070101 |
| Chenodeoxycholic acid and taurochenodexycholic acid induce anti-apoptotic cIAP-1 expression in human hepatocytes. | Journal of gastroenterology and hepatology 20061201 |
| Circulating intestinal fibroblast growth factor 19 has a pronounced diurnal variation and modulates hepatic bile acid synthesis in man. | Journal of internal medicine 20061201 |
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| Human UDP-glucuronosyltransferase (UGT)1A3 enzyme conjugates chenodeoxycholic acid in the liver. | Hepatology (Baltimore, Md.) 20061101 |
| The farnesoid X receptor promotes adipocyte differentiation and regulates adipose cell function in vivo. | Molecular pharmacology 20061001 |
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| The nuclear hormone receptor farnesoid X receptor (FXR) is activated by androsterone. | Endocrinology 20060901 |
| Biphasic regulation by bile acids of dermal fibroblast proliferation through regulation of cAMP production and COX-2 expression level. | American journal of physiology. Cell physiology 20060901 |
| Two loci on chromosome 9 control bile acid composition: evidence that a strong candidate gene, Cyp8b1, is not the culprit. | Journal of lipid research 20060901 |
| Chenodeoxycholic acid stimulates the progression of human esophageal cancer cells: A possible mechanism of angiogenesis in patients with esophageal cancer. | International journal of cancer 20060815 |
| Identification of a lead pharmacophore for the development of potent nuclear receptor modulators as anticancer and X syndrome disease therapeutic agents. | Bioorganic & medicinal chemistry letters 20060815 |
| Suppression of bile acid synthesis by thyroid hormone in primary human hepatocytes. | World journal of gastroenterology 20060807 |
| Chenodeoxycholic acid-mediated activation of the farnesoid X receptor negatively regulates hydroxysteroid sulfotransferase. | Drug metabolism and pharmacokinetics 20060801 |
| A simple and general strategy for the design of fluorescent cation sensor beads. | Organic letters 20060720 |
| Back door modulation of the farnesoid X receptor: design, synthesis, and biological evaluation of a series of side chain modified chenodeoxycholic acid derivatives. | Journal of medicinal chemistry 20060713 |
| Identification of a novel bile acid in swans, tree ducks, and geese: 3alpha,7alpha,15alpha-trihydroxy-5beta-cholan-24-oic acid. | Journal of lipid research 20060701 |
| Interaction of native bile acids with human apical sodium-dependent bile acid transporter (hASBT): influence of steroidal hydroxylation pattern and C-24 conjugation. | Pharmaceutical research 20060701 |
| Effects of chenodeoxycholic acid and deoxycholic acid on cholesterol absorption and metabolism in humans. | Translational research : the journal of laboratory and clinical medicine 20060701 |
| Transport of fluorescent chenodeoxycholic acid via the human organic anion transporters OATP1B1 and OATP1B3. | Journal of lipid research 20060601 |
| Plasma levels of ursodeoxycholic acid in black bears, Ursus americanus: seasonal changes. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20060601 |
| Bile acids and cytokines inhibit the human cholesterol 7 alpha-hydroxylase gene via the JNK/c-jun pathway in human liver cells. | Hepatology (Baltimore, Md.) 20060601 |
| Single-step analysis of individual conjugated bile acids in human bile using 1H NMR spectroscopy. | Lipids 20060601 |
| Bile acid-mediated induction of cyclooxygenase-2 and Mcl-1 in hepatic stellate cells. | Biochemical and biophysical research communications 20060421 |
| Exploitation of the alcohol dehydrogenase-acetone NADP-regeneration system for the enzymatic preparative-scale production of 12-ketochenodeoxycholic acid. | Biotechnology and bioengineering 20060420 |
| Could steroids mask the diagnosis of cerebrotendinous xanthomatosis? | Journal of the neurological sciences 20060415 |
| 11Beta-hydroxysteroid dehydrogenase type 2 and the regulation of surfactant protein A by dexamethasone metabolites. | American journal of physiology. Endocrinology and metabolism 20060401 |
| Activation of the farnesoid X receptor improves lipid metabolism in combined hyperlipidemic hamsters. | American journal of physiology. Endocrinology and metabolism 20060401 |
| Bile acid profiles by capillary electrophoresis in intrahepatic cholestasis of pregnancy. | Clinical science (London, England : 1979) 20060401 |
| Fish oil increases bile acid synthesis in male patients with hypertriglyceridemia. | The Journal of nutrition 20060401 |
| Hepatocyte nuclear factor-4alpha plays pivotal roles in the regulation of mouse carboxylesterase 2 gene transcription in mouse liver. | Archives of biochemistry and biophysics 20060315 |
| Modulation of cholesterol metabolism by the green tea polyphenol (-)-epigallocatechin gallate in cultured human liver (HepG2) cells. | Journal of agricultural and food chemistry 20060308 |
| The nuclear receptor for bile acids, FXR, transactivates human organic solute transporter-alpha and -beta genes. | American journal of physiology. Gastrointestinal and liver physiology 20060301 |
| Bile acid transport and metabolism in rat liver slices. | Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20060301 |
| 1,25-dihydroxyvitamin D3 and its receptor inhibit the chenodeoxycholic acid-dependent transactivation by farnesoid X receptor. | The Journal of endocrinology 20060301 |
| Nuclear receptors, bile-acid detoxification, and cholestasis. | Lancet (London, England) 20060211 |
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| Molecular adsorbent recirculating system (MARS) application in liver failure: clinical and hemodepurative results in 22 patients. | The International journal of artificial organs 20060201 |
| Micellization of conjugated chenodeoxy- and ursodeoxycholates and solubilization of cholesterol into their micelles: comparison with other four conjugated bile salts species. | Chemistry and physics of lipids 20060101 |
| Bile acid metabolism in extrahepatic biliary atresia: lithocholic acid in stored dried blood collected at neonatal screening. | Upsala journal of medical sciences 20060101 |
| Influence of charge and steric bulk in the C-24 region on the interaction of bile acids with human apical sodium-dependent bile acid transporter. | Molecular pharmaceutics 20060101 |
| Chenodeoxycholic acid reduce bacterial translocation in sepsis. | Medical hypotheses 20060101 |
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| Synthetic bile acid derivatives induce apoptosis through a c-Jun N-terminal kinase and NF-kappaB-dependent process in human cervical carcinoma cells. | Cancer letters 20051108 |
| Bile acids reduce SR-BI expression in hepatocytes by a pathway involving FXR/RXR, SHP, and LRH-1. | Biochemical and biophysical research communications 20051104 |
| 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. | Biochemical and biophysical research communications 20051028 |
| Cross-talk between farnesoid-X-receptor (FXR) and peroxisome proliferator-activated receptor gamma contributes to the antifibrotic activity of FXR ligands in rodent models of liver cirrhosis. | The Journal of pharmacology and experimental therapeutics 20051001 |
| 1H and 13C NMR characterization and stereochemical assignments of bile acids in aqueous media. | Lipids 20051001 |
| Impaired proximal colonic motor response to rectal mechanical and chemical stimulation in obstructed defecation. | Diseases of the colon and rectum 20050901 |
| VPAC1 expression is regulated by FXR agonists in the human gallbladder epithelium. | Hepatology (Baltimore, Md.) 20050901 |
| Downregulation of TACO gene transcription restricts mycobacterial entry/survival within human macrophages. | FEMS microbiology letters 20050901 |
| Synthetic chenodeoxycholic acid derivatives inhibit glioblastoma multiform tumor growth in vitro and in vivo. | International journal of oncology 20050901 |
| Cerebrotendinous xanthomatosis: possible higher prevalence than previously recognized. | Archives of neurology 20050901 |
| Development of stably transfected monolayer overexpressing the human apical sodium-dependent bile acid transporter (hASBT). | Pharmaceutical research 20050801 |
| Lithocholic acid decreases expression of UGT2B7 in Caco-2 cells: a potential role for a negative farnesoid X receptor response element. | Drug metabolism and disposition: the biological fate of chemicals 20050701 |
| The cell envelope structure and properties of Mycobacterium smegmatis mc(2)155: is there a clue for the unique transformability of the strain? | Microbiology (Reading, England) 20050601 |
| Protective effects of 6-ethyl chenodeoxycholic acid, a farnesoid X receptor ligand, in estrogen-induced cholestasis. | The Journal of pharmacology and experimental therapeutics 20050501 |
| Cerebrotendinous xanthomatosis: a treatable ataxia. | Neurology 20050426 |
| Bile acids induce MUC2 overexpression in human colon carcinoma cells. | Cancer 20050415 |
| Cytokine regulation of human sterol 12alpha-hydroxylase (CYP8B1) gene. | American journal of physiology. Gastrointestinal and liver physiology 20050401 |
| Chemical synthesis of 24-beta-D-galactopyranosides of bile acids: a new type of bile acid conjugates in human urine. | Chemistry and physics of lipids 20050401 |
| Increasing ursodeoxycholic acid in the enterohepatic circulation of pigs through the administration of living bacteria. | The British journal of nutrition 20050401 |
| Isotopomer spectral analysis of intermediates of cholesterol synthesis in patients with cerebrotendinous xanthomatosis. | Metabolism: clinical and experimental 20050301 |
| A new drug carrier, Nalpha-deoxycholyl-L: -lysyl-methylester, for enhancing insulin absorption in the intestine. | Diabetologia 20050301 |
| Bile-induced laryngitis: is there a basis in evidence? | The Annals of otology, rhinology, and laryngology 20050301 |
| Disrupted coordinate regulation of farnesoid X receptor target genes in a patient with cerebrotendinous xanthomatosis. | Journal of lipid research 20050201 |
| Bile acid induced gene expression in LT97 colonic adenoma cells. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050101 |
| Esophageal visceral sensitivity to bile salts in patients with functional heartburn and in healthy control subjects. | Digestive diseases and sciences 20050101 |
| [Differential approach to detection and treatment of cholelithiasis in outpatient conditions]. | Terapevticheskii arkhiv 20050101 |
| Polymorphism in the coding part of the sterol 12alpha-hydroxylase gene does not explain the marked differences in the ratio of cholic acid and chenodeoxycholic acid in human bile. | Scandinavian journal of clinical and laboratory investigation 20050101 |
| Inherited cholesterol lipidosis: cerebrotendinous xanthomatosis (van Bogaert Scherer Epstein disease). A clinicopathological study. | Clinical neuropathology 20050101 |
| Effects of bile acids on proliferation and production of proteinase activity of Uronema marinum (Ciliophora: Scuticociliatida). | Diseases of aquatic organisms 20041213 |
| Farnesoid X receptor represses hepatic lipase gene expression. | Journal of lipid research 20041101 |
| The nuclear receptor SHP mediates inhibition of hepatic stellate cells by FXR and protects against liver fibrosis. | Gastroenterology 20041101 |
| Bile acid reduces the secretion of very low density lipoprotein by repressing microsomal triglyceride transfer protein gene expression mediated by hepatocyte nuclear factor-4. | The Journal of biological chemistry 20041029 |
| Normalisation of serum cholestanol concentration in a patient with cerebrotendinous xanthomatosis by combined treatment with chenodeoxycholic acid, simvastatin and LDL apheresis. | Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20041001 |
| The nuclear bile acid receptor FXR is activated by PGC-1alpha in a ligand-dependent manner. | The Biochemical journal 20040915 |
| Bioconversion of 3beta-hydroxy-5-cholenoic acid into chenodeoxycholic acid by rat brain enzyme systems. | Journal of lipid research 20040901 |
| The farnesoid X receptor: a novel drug target? | Expert opinion on investigational drugs 20040901 |
| DNA hypomethylation induced by non-genotoxic carcinogens in mouse and rat colon. | Cancer letters 20040830 |
| Bile acid derivatives as ligands of the farnesoid X receptor. Synthesis, evaluation, and structure-activity relationship of a series of body and side chain modified analogues of chenodeoxycholic acid. | Journal of medicinal chemistry 20040826 |
| Bile acid-induced negative feedback regulation of the human ileal bile acid transporter. | Hepatology (Baltimore, Md.) 20040701 |
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| Epimerization of chenodeoxycholic acid to ursodeoxycholic acid by Clostridium baratii isolated from human feces. | FEMS microbiology letters 20040601 |
| Effect of chenodeoxycholic acid on 11beta-hydroxysteroid dehydrogenase in various target tissues. | Metabolism: clinical and experimental 20040601 |
| Short-step synthesis of chenodiol from stigmasterol. | Bioscience, biotechnology, and biochemistry 20040601 |
| [Cerebrotendinous xanthomatosis--a treatable metabolic disorder]. | Der Nervenarzt 20040601 |
| Production of prostaglandinE2 via bile acid is enhanced by trypsin and acid in normal human esophageal epithelial cells. | Life sciences 20040521 |
| The farnesoid X receptor induces very low density lipoprotein receptor gene expression. | FEBS letters 20040521 |
| Role of mitochondrial dysfunction in combined bile acid-induced cytotoxicity: the switch between apoptosis and necrosis. | Toxicological sciences : an official journal of the Society of Toxicology 20040501 |
| Hydrophilic 7 beta-hydroxy bile acids, lovastatin, and cholestyramine are ineffective in the treatment of cerebrotendinous xanthomatosis. | Metabolism: clinical and experimental 20040501 |
| [Studies on mechanism of antiasthmatic and anti-inflammatory actions of CDCA]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040401 |
| The farnesoid X receptor controls gene expression in a ligand- and promoter-selective fashion. | The Journal of biological chemistry 20040305 |
| [Studies on antitussive, antiasthmatic and expectorant action of chenodeoxycholine acid]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040301 |
| Inhibitory effect of the small heterodimer partner on hepatocyte nuclear factor-4 mediates bile acid-induced repression of the human angiotensinogen gene. | The Journal of biological chemistry 20040227 |
| Serum bile acids and risk factors for colorectal cancer. | British journal of cancer 20040209 |
| Increased acyclovir oral bioavailability via a bile acid conjugate. | Molecular pharmaceutics 20040112 |
| Facile synthesis, aggregation behavior, and cholesterol solubilization ability of avicholic acid. | Organic letters 20040108 |
| Structure-activity relationship of bile acids and bile acid analogs in regard to FXR activation. | Journal of lipid research 20040101 |
| 3Alpha,7alpha-dihydroxy-12-oxo-5beta-cholanate as blood-brain barrier permeator. | Polish journal of pharmacology 20040101 |
| Comparison among fecal secondary bile acid levels, fecal microbiota and Clostridium scindens cell numbers in Japanese. | Microbiology and immunology 20040101 |
| Enhanced susceptibility of LDL to oxidative modification in a CTX patient:- role of chenodeoxycholic acid in xanthoma formation. | Journal of atherosclerosis and thrombosis 20040101 |
| T0901317 is a dual LXR/FXR agonist. | Molecular genetics and metabolism 20040101 |
| Combined treatment with LDL-apheresis, chenodeoxycholic acid and HMG-CoA reductase inhibitor for cerebrotendinous xanthomatosis. | Journal of the neurological sciences 20031215 |
| In vitro farnesoid X receptor ligand sensor assay using surface plasmon resonance and based on ligand-induced coactivator association. | The Journal of steroid biochemistry and molecular biology 20031201 |
| Cloning and characterization of the NAD-dependent 7alpha-Hydroxysteroid dehydrogenase from Bacteroides fragilis. | Current microbiology 20031201 |
| Orphan nuclear receptor Nur77 translocates to mitochondria in the early phase of apoptosis induced by synthetic chenodeoxycholic acid derivatives in human stomach cancer cell line SNU-1. | Annals of the New York Academy of Sciences 20031201 |
| Micelle formation of sodium chenodeoxycholate and solubilization into the micelles: comparison with other unconjugated bile salts. | Biochimica et biophysica acta 20031115 |
| Bile acid composition in snake bile juice and toxicity of snake bile acids to rats. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20031101 |
| Metabolic changes in Clostridium absonum ATCC 27555 accompanying induction of epimerization of a primary bile acid. | Current microbiology 20031101 |
| Steroid ring hydroxylation patterns govern cooperativity in human bile acid binding protein. | Biochemistry 20031014 |
| Mutations in SRD5B1 (AKR1D1), the gene encoding delta(4)-3-oxosteroid 5beta-reductase, in hepatitis and liver failure in infancy. | Gut 20031001 |
| Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor. | Hepatology (Baltimore, Md.) 20031001 |
| Apoptosis and modulation of cell cycle control by synthetic derivatives of ursodeoxycholic acid and chenodeoxycholic acid in human prostate cancer cells. | Cancer letters 20030925 |
| Cerebrotendinous xanthomatosis: clinical manifestations, diagnostic criteria, pathogenesis, and therapy. | Journal of child neurology 20030901 |
| Regulation of human sterol 27-hydroxylase gene (CYP27A1) by bile acids and hepatocyte nuclear factor 4alpha (HNF4alpha). | Gene 20030814 |
| Human kininogen gene is transactivated by the farnesoid X receptor. | The Journal of biological chemistry 20030801 |
| Definition of a novel growth factor-dependent signal cascade for the suppression of bile acid biosynthesis. | Genes & development 20030701 |
| Binding mode of 6ECDCA, a potent bile acid agonist of the farnesoid X receptor (FXR). | Bioorganic & medicinal chemistry letters 20030602 |
| Synergism between nuclear receptors bound to specific hormone response elements of the hepatic control region-1 and the proximal apolipoprotein C-II promoter mediate apolipoprotein C-II gene regulation by bile acids and retinoids. | The Biochemical journal 20030601 |
| Hydrophilic but not hydrophobic bile acids prevent gallbladder muscle dysfunction in acute cholecystitis. | Hepatology (Baltimore, Md.) 20030601 |
| Bile acid induces cyclo-oxygenase-2 expression in cultured human pharyngeal cells: a possible mechanism of carcinogenesis in the upper aerodigestive tract by laryngopharyngeal reflux. | The Laryngoscope 20030601 |
| FXR induces the UGT2B4 enzyme in hepatocytes: a potential mechanism of negative feedback control of FXR activity. | Gastroenterology 20030601 |
| Influence of ethinyloestradiol propanolsulphonate on serum bile acids in healthy volunteers. | Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20030601 |
| Liver receptor homologue-1 mediates species- and cell line-specific bile acid-dependent negative feedback regulation of the apical sodium-dependent bile acid transporter. | The Journal of biological chemistry 20030530 |
| Guggulsterone antagonizes farnesoid X receptor induction of bile salt export pump but activates pregnane X receptor to inhibit cholesterol 7alpha-hydroxylase gene. | Biochemical and biophysical research communications 20030425 |
| Regression of diaphyseal multiloculated bone cyst in familial steroid dehydrogenase deficiency. | Journal of pediatric gastroenterology and nutrition 20030401 |
| A chemical, genetic, and structural analysis of the nuclear bile acid receptor FXR. | Molecular cell 20030401 |
| Gum arabic (GA) modifies paracellular water and electrolyte transport in the small intestine. | Digestive diseases and sciences 20030401 |
| Differentiated thermal crystallization from amorphous chenodeoxycholic acid between the ground specimens derived from the polymorphs. | International journal of pharmaceutics 20030306 |
| Hepatocyte nuclear factor 1 alpha: a key mediator of the effect of bile acids on gene expression. | Hepatology (Baltimore, Md.) 20030301 |
| Synthetic chenodeoxycholic acid derivative HS-1200-induced apoptosis of p815 mastocytoma cells is augmented by co-treatment with lactacystin. | Anti-cancer drugs 20030301 |
| Upregulation of the oncogene c-myc in Barrett's adenocarcinoma: induction of c-myc by acidified bile acid in vitro. | Gut 20030201 |
| Bile acids induce the expression of the human peroxisome proliferator-activated receptor alpha gene via activation of the farnesoid X receptor. | Molecular endocrinology (Baltimore, Md.) 20030201 |
| Increase of bile acid production by tacrolimus in the rat liver. | Transplantation proceedings 20030201 |
| Mitochondrially mediated synergistic cell killing by bile acids. | Biochimica et biophysica acta 20030120 |
| Influence of breast feeding, and adapted and hydrolyzed formulas on biliary bile acids in newborn guinea pigs. | Biology of the neonate 20030101 |
| Role of MR imaging in the diagnosis of cerebrotendinous xanthogranulomatosis, case report and review of literature. | La Radiologia medica 20030101 |
| Cholestanol metabolism, molecular pathology, and nutritional implications. | Journal of medicinal food 20030101 |
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| Selective inhibition of CYP27A1 and of chenodeoxycholic acid synthesis in cholestatic hamster liver. | Biochimica et biophysica acta 20021120 |
| Bile acids enhance low density lipoprotein receptor gene expression via a MAPK cascade-mediated stabilization of mRNA. | The Journal of biological chemistry 20021004 |
| Potential bile acid metabolites. 25. Synthesis and chemical properties of stereoisomeric 3alpha,7alpha,16- and 3alpha,7alpha,15-trihydroxy-5beta-cholan-24-oic acids. | Chemical & pharmaceutical bulletin 20021001 |
| Mutations in the sterol 27-hydroxylase gene (CYP27A) cause hepatitis of infancy as well as cerebrotendinous xanthomatosis. | Journal of inherited metabolic disease 20021001 |
| Effect of chenodeoxycholic acid on the toxicity of 5alpha-cyprinol sulfate in rats. | Toxicology 20020930 |
| Synthesis of [3,4-(13)c(2)]-enriched bile salts as NMR probes of protein-ligand interactions. | The Journal of organic chemistry 20020920 |
| 6alpha-ethyl-chenodeoxycholic acid (6-ECDCA), a potent and selective FXR agonist endowed with anticholestatic activity. | Journal of medicinal chemistry 20020815 |
| The amino acid residues asparagine 354 and isoleucine 372 of human farnesoid X receptor confer the receptor with high sensitivity to chenodeoxycholate. | The Journal of biological chemistry 20020719 |
| Chenodeoxycholic acid and deoxycholic acid inhibit 11 beta-hydroxysteroid dehydrogenase type 2 and cause cortisol-induced transcriptional activation of the mineralocorticoid receptor. | The Journal of biological chemistry 20020719 |
| Fibrates suppress chenodeoxycholic acid-induced RANTES expression through inhibition of NF-kappaB activation. | European journal of pharmacology 20020712 |
| Participation of two members of the very long-chain acyl-CoA synthetase family in bile acid synthesis and recycling. | The Journal of biological chemistry 20020705 |
| Human organic anion transporting polypeptide 8 promoter is transactivated by the farnesoid X receptor/bile acid receptor. | Gastroenterology 20020601 |
| A natural product that lowers cholesterol as an antagonist ligand for FXR. | Science (New York, N.Y.) 20020531 |
| Generation of multiple farnesoid-X-receptor isoforms through the use of alternative promoters. | Gene 20020515 |
| A novel primary bile acid in the Shoebill stork and herons and its phylogenetic significance. | Journal of lipid research 20020501 |
| Immunosuppressive effect of chenodeoxycholic acid on natural killer cell activity in patients with biliary atresia and hepatitis C virus-related liver cirrhosis. | Digestive diseases and sciences 20020501 |
| Disruption of mitochondrial calcium homeostasis after chronic alpha-naphthylisothiocyanate administration: relevance for cholestasis. | Journal of investigative medicine : the official publication of the American Federation for Clinical Research 20020501 |
| Inhibition of the MAPK and PI3K pathways enhances UDCA-induced apoptosis in primary rodent hepatocytes. | Hepatology (Baltimore, Md.) 20020401 |
| Cerebrotendinous xanthomatosis: a rare disease with diverse manifestations. | Archives of neurology 20020401 |
| The proximal colonic motor response to rectal mechanical and chemical stimulation. | American journal of physiology. Gastrointestinal and liver physiology 20020301 |
| Characterization of rat liver bile acid acyl glucuronosyltransferase. | Steroids 20020301 |
| Unconjugated bile acids modulate adult and neonatal neutrophil chemotaxis induced in vitro by N-formyl-met-leu-phe-peptide. | Pediatric research 20020301 |
| Farnesoid X receptor and bile salts are involved in transcriptional regulation of the gene encoding the human bile salt export pump. | Hepatology (Baltimore, Md.) 20020301 |
| The UDCA dosage deficit: a fate shared with CDCA. | European journal of gastroenterology & hepatology 20020301 |
| MALDI-TOF-MS analysis of droplets prepared in an electrodynamic balance: 'wall-less' sample preparation. | Analytical chemistry 20020201 |
| Conversion of 7 alpha-hydroxycholesterol to bile acid in human subjects: is there an alternate pathway favoring cholic acid synthesis? | The Journal of laboratory and clinical medicine 20020201 |
| Induction of cyclooxygenase-2 by tumor promoters in transformed and cytochrome P450 2E1-expressing hepatocytes. | Carcinogenesis 20020101 |
| Bile salts modulate chronic ethanol-induced hepatotoxicity. | Alcohol and alcoholism (Oxford, Oxfordshire) 20020101 |
| Effects of bile acids on base hydroxylation in a model of human colonic mucosal DNA. | Cancer detection and prevention 20020101 |
| Use of dominant negative nuclear receptors to study xenobiotic-inducible gene expression in primary cultured hepatocytes. | Journal of pharmacological and toxicological methods 20020101 |
| Enhanced expression of the human multidrug resistance protein 3 by bile salt in human enterocytes. A transcriptional control of a plausible bile acid transporter. | The Journal of biological chemistry 20011214 |
| Antagonism of the actions of peroxisome proliferator-activated receptor-alpha by bile acids. | The Journal of biological chemistry 20011214 |
| Duodenal reflux induces cyclooxygenase-2 in the esophageal mucosa of rats: evidence for involvement of bile acids. | Gastroenterology 20011201 |
| Effect of bile acids on absorption of nitrendipine in healthy subjects. | British journal of clinical pharmacology 20011201 |
| Inducible microsomal prostaglandin E synthase is overexpressed in colorectal adenomas and cancer. | Clinical cancer research : an official journal of the American Association for Cancer Research 20011201 |
| Anti-inflammatory effects of 5-aminosalicylic acid conjugates with chenodeoxycholic acid and ursodeoxycholic acid on carrageenan-induced colitis in guinea-pigs. | The Journal of pharmacy and pharmacology 20011201 |
| Bile acids regulate RANTES gene expression through its cognate NF-kappaB binding sites. | Biochemical and biophysical research communications 20011116 |
| Cerebrotendinous xanthomatosis. | Neurology 20011113 |
| Reduced activity of 11 beta-hydroxysteroid dehydrogenase in patients with cholestasis. | The Journal of clinical investigation 20011101 |
| Green tea upregulates the low-density lipoprotein receptor through the sterol-regulated element binding Protein in HepG2 liver cells. | Journal of agricultural and food chemistry 20011101 |
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