Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C26H42NO5.Na |
| Molecular Weight | 471.6051 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].C[C@H](CCC(=O)NCC([O-])=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
InChI
InChIKey=VMSNAUAEKXEYGP-YEUHZSMFSA-M
InChI=1S/C26H43NO5.Na/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3;/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32);/q;+1/p-1/t15-,16-,17-,18+,19-,20+,21+,22+,25+,26-;/m1./s1
Glycodeoxycholic acid (GDCA), a bile acid, is formed in the liver from chenodeoxycholate and glycine. GDCA was one of twenty-five plasma metabolites, which were significantly different among asthma and healthy controls. Besides, GDCA was elevated in patients with acetaminophen-induced acute liver failure (AALF) and was significantly increased in non-surviving AALF patients compared with survivors. Thus GDCA level could serve as a prognostic biomarker for AALF patients.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Glycodeoxycholic acid levels as prognostic biomarker in acetaminophen-induced acute liver failure patients. | 2014-12 |
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| Loss of organic anion transporting polypeptide 1a1 increases deoxycholic acid absorption in mice by increasing intestinal permeability. | 2011-12 |
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| Effects of pantoprazole in experimental acute pancreatitis. | 2010-10-23 |
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| Bile acid-induced virulence gene expression of Vibrio parahaemolyticus reveals a novel therapeutic potential for bile acid sequestrants. | 2010-10-13 |
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| Fatty acid carboxylate- and anionic surfactant-controlled delivery systems that use mesoporous silica supports. | 2010-09-03 |
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| Cholesterol-lowering effects of probiotics and prebiotics: a review of in vivo and in vitro findings. | 2010-06-17 |
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| Probiotic agent Saccharomyces boulardii reduces the incidence of lung injury in acute necrotizing pancreatitis induced rats. | 2010-05-01 |
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| Effect of indomethacin on bile acid-phospholipid interactions: implication for small intestinal injury induced by nonsteroidal anti-inflammatory drugs. | 2010-05 |
|
| Protective effects of glycoursodeoxycholic acid in Barrett's esophagus cells. | 2010-02 |
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| Capsaicin reduces tissue damage in experimental acute pancreatitis. | 2009-08 |
|
| Thermodynamics and structure of inclusion compounds of tauro- and glyco-conjugated bile salts and beta-cyclodextrin. | 2009-07-07 |
|
| Bile acids conjugation in human bile is not random: new insights from (1)H-NMR spectroscopy at 800 MHz. | 2009-06 |
|
| Sodium glycodeoxycholate and glycocholate mixed aggregates in gas and solution phases. | 2009-05-21 |
|
| Use of correction factors in mobility shift affinity capillary electrophoresis for weak analyte-ligand interactions. | 2009-05 |
|
| HO-1-u-1 model for screening sublingual drug delivery--influence of pH, osmolarity and permeation enhancer. | 2009-03-31 |
|
| Characterization of the smallest dimeric bile salt hydrolase from a thermophile Brevibacillus sp. | 2009-03 |
|
| Identification of metabolites in human hepatic bile using 800 MHz 1H NMR spectroscopy, HPLC-NMR/MS and UPLC-MS. | 2009-02 |
|
| Changes of the plasma metabolome during an oral glucose tolerance test: is there more than glucose to look at? | 2009-02 |
|
| Effect of platelet-activating factor antagonist WEB 2086 on microcirculatory disorders in acute experimental pancreatitis of graded severity. | 2009-01 |
|
| Protective effects and anti-inflammatory pathways of exogenous calcitonin gene-related peptide in severe necrotizing pancreatitis. | 2009 |
|
| P-selectin inhibition reduces severity of acute experimental pancreatitis. | 2009 |
|
| Probiotics prevent intestinal barrier dysfunction in acute pancreatitis in rats via induction of ileal mucosal glutathione biosynthesis. | 2009 |
|
| Determination of intralumenal individual bile acids by HPLC with charged aerosol detection. | 2008-12 |
|
| Probiotics enhance pancreatic glutathione biosynthesis and reduce oxidative stress in experimental acute pancreatitis. | 2008-11 |
|
| Effects of caffeic acid phenethyl ester on pancreatitis in rats. | 2008-03 |
|
| Design and in vitro characterization of buccoadhesive drug delivery system of insulin. | 2008-01 |
|
| Prophylactic antibiotic treatment is superior to therapy on-demand in experimental necrotising pancreatitis. | 2008 |
|
| Effects of enalaprilat on acute necrotizing pancreatitis in rats. | 2007-12 |
|
| Effects of octreotide in acute hemorrhagic necrotizing pancreatitis in rats. | 2007-11 |
|
| Complexation of tauro- and glyco-conjugated bile salts with three neutral beta-CDs studied by ACE. | 2007-10 |
|
| The farnesoid X receptor FXRalpha/NR1H4 acquired ligand specificity for bile salts late in vertebrate evolution. | 2007-09 |
|
| Effects of the probiotic agent Saccharomyces Boulardii on the DNA damage in acute necrotizing pancreatitis induced rats. | 2007-08 |
|
| Platelet function in acute experimental pancreatitis. | 2007-04 |
|
| Biosynthesis of bile acids in a variety of marine bacterial taxa. | 2007-03 |
|
| Investigation of microencapsulated BSH active lactobacillus in the simulated human GI tract. | 2007 |
|
| Interaction of complement and leukocytes in severe acute pancreatitis: potential for therapeutic intervention. | 2006-11 |
|
| Effects of dual inhibitor of cyclooxygenase and 5-lipoxygenase on acute necrotizing pancreatitis in rats. | 2006-09-26 |
|
| [Bile salts induce differentiation in cultured human normal esophageal mucosal epithelial cells]. | 2006-09-12 |
|
| Characterization of fasted-state human intestinal fluids collected from duodenum and jejunum. | 2006-08 |
|
| Structure of sodium glycodeoxycholate micellar aggregates from small-angle X-ray scattering and light-scattering techniques. | 2006-06-29 |
|
| Single-step analysis of individual conjugated bile acids in human bile using 1H NMR spectroscopy. | 2006-06 |
|
| High performance liquid chromatography-mass spectrometry for metabonomics: potential biomarkers for acute deterioration of liver function in chronic hepatitis B. | 2006-03 |
|
| 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. | 2006-03 |
|
| Effect of tamoxifen and raloxifene on the conjugation of bile acids with taurine and glycine in ovariectomized rats. | 2006-02-21 |
|
| Effects of omega-3 fatty acids on acute necrotizing pancreatitis in rats. | 2006 |
|
| MMP-9 in serum correlates with the development of pulmonary complications in experimental acute pancreatitis. | 2006 |
|
| Effects of lazaroid U-74389G on acute necrotizing pancreatitis in rats. | 2006 |
|
| Improvement of impaired microcirculation and tissue oxygenation by hemodilution with hydroxyethyl starch plus cell-free hemoglobin in acute porcine pancreatitis. | 2006 |
|
| Bile salts inhibit growth and induce apoptosis of culture human normal esophageal mucosal epithelial cells. | 2005-11-07 |
|
| Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter. | 1998-01 |
Patents
Sample Use Guides
Glycodeoxycholic acid (GDCA) can induce the increase of MDA and decrease of fluidity of hepatocyte membrane, and finally cause hepatocyte injury. In the presence of GDCA (final concentration of 250 mumol/L), the concentration of hepatocyte MDA of GDCA increased significantly (P < 0.001) and membrane fluidity decreased (P < 0.02) after culture of 1 or 4 hours. ALT was directly related to MDA and fluorescence polarization (P), r was 0.945 and 0.986, respectively.
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6W76V75MT1
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16409-34-0
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240-455-4
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23688465
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DTXSID30936904
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
