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 |
|---|---|---|
| Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter. | 1998 Jan |
|
| The mechanism of bile salt-induced hemolysis. | 2001 |
|
| Differential modulation of cellular death and survival pathways by conjugated bile acids. | 2001 |
|
| Combined use of Lactobacillus reuteri and soygerm powder as food supplement. | 2001 Dec |
|
| Bioadhesive starch microspheres and absorption enhancing agents act synergistically to enhance the nasal absorption of polypeptides. | 2001 Jul 3 |
|
| Acute pancreatitis and bacterial translocation. | 2001 May |
|
| Penetration of meropenem and cefepim into pancreatic tissue during the course of experimental acute pancreatitis. | 2002 Apr |
|
| Solubilization of drugs by physiological mixtures of bile salts. | 2002 Aug |
|
| Glutathione depletion with L-buthionine-(S,R)-sulfoximine demonstrates deleterious effects in acute pancreatitis of the rat. | 2002 Aug |
|
| Pancreatic capillary blood flow in an improved model of necrotizing pancreatitis in the rat. | 2002 Aug |
|
| Examination of the solubilization of drugs by bile salt micelles. | 2002 Aug |
|
| Effects of bile acids on dog pancreatic duct epithelial cell secretion and monolayer resistance. | 2002 Nov |
|
| cAMP inhibits bile acid-induced apoptosis by blocking caspase activation and cytochrome c release. | 2002 Sep |
|
| Effects of heparin in experimental models of acute pancreatitis and post-ERCP pancreatitis. | 2004 Feb |
|
| Noninvasive methods to determine the critical micelle concentration of some bile acid salts. | 2004 Nov 1 |
|
| Effects of the celecoxib on the acute necrotizing pancreatitis in rats. | 2004 Oct |
|
| Effects of melatonin on acute necrotizing pancreatitis in rats. | 2004 Sep |
|
| Degradation and inactivation of plasma tumor necrosis factor-alpha by pancreatic proteases in experimental acute pancreatitis. | 2005 |
|
| Conjugated bile acids promote ERK1/2 and AKT activation via a pertussis toxin-sensitive mechanism in murine and human hepatocytes. | 2005 Dec |
|
| The influence of bile salts and mixed micelles on the pharmacokinetics of quinine in rabbits. | 2005 May |
|
| Effects of N-acetylcysteine on acute necrotizing pancreatitis in rats. | 2005 May-Jun |
|
| Bile salts inhibit growth and induce apoptosis of human esophageal cancer cell line. | 2005 Sep 7 |
|
| Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts. | 2005 Sep-Oct |
|
| Effects of omega-3 fatty acids 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 |
|
| Structure of sodium glycodeoxycholate micellar aggregates from small-angle X-ray scattering and light-scattering techniques. | 2006 Jun 29 |
|
| Effect of tamoxifen and raloxifene on the conjugation of bile acids with taurine and glycine in ovariectomized rats. | 2006 May-Jun |
|
| [Bile salts induce differentiation in cultured human normal esophageal mucosal epithelial cells]. | 2006 Sep 12 |
|
| Platelet function in acute experimental pancreatitis. | 2007 Apr |
|
| Complexation of tauro- and glyco-conjugated bile salts with three neutral beta-CDs studied by ACE. | 2007 Oct |
|
| The farnesoid X receptor FXRalpha/NR1H4 acquired ligand specificity for bile salts late in vertebrate evolution. | 2007 Sep |
|
| Design and in vitro characterization of buccoadhesive drug delivery system of insulin. | 2008 Jan |
|
| 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 |
|
| Changes of the plasma metabolome during an oral glucose tolerance test: is there more than glucose to look at? | 2009 Feb |
|
| Use of correction factors in mobility shift affinity capillary electrophoresis for weak analyte-ligand interactions. | 2009 May |
|
| Cholesterol-lowering effects of probiotics and prebiotics: a review of in vivo and in vitro findings. | 2010 Jun 17 |
|
| Effect of indomethacin on bile acid-phospholipid interactions: implication for small intestinal injury induced by nonsteroidal anti-inflammatory drugs. | 2010 May |
|
| Bile acid-induced virulence gene expression of Vibrio parahaemolyticus reveals a novel therapeutic potential for bile acid sequestrants. | 2010 Oct 13 |
|
| Effects of pantoprazole in experimental acute pancreatitis. | 2010 Oct 23 |
|
| Fatty acid carboxylate- and anionic surfactant-controlled delivery systems that use mesoporous silica supports. | 2010 Sep 3 |
|
| Loss of organic anion transporting polypeptide 1a1 increases deoxycholic acid absorption in mice by increasing intestinal permeability. | 2011 Dec |
|
| Glycodeoxycholic acid levels as prognostic biomarker in acetaminophen-induced acute liver failure patients. | 2014 Dec |
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.
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
6W76V75MT1
Created by
admin on Mon Mar 31 22:15:47 GMT 2025 , Edited by admin on Mon Mar 31 22:15:47 GMT 2025
|
PRIMARY | |||
|
16409-34-0
Created by
admin on Mon Mar 31 22:15:47 GMT 2025 , Edited by admin on Mon Mar 31 22:15:47 GMT 2025
|
PRIMARY | |||
|
240-455-4
Created by
admin on Mon Mar 31 22:15:47 GMT 2025 , Edited by admin on Mon Mar 31 22:15:47 GMT 2025
|
PRIMARY | |||
|
23688465
Created by
admin on Mon Mar 31 22:15:47 GMT 2025 , Edited by admin on Mon Mar 31 22:15:47 GMT 2025
|
PRIMARY | |||
|
DTXSID30936904
Created by
admin on Mon Mar 31 22:15:47 GMT 2025 , Edited by admin on Mon Mar 31 22:15:47 GMT 2025
|
PRIMARY |
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
