Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C26H43NO5 |
Molecular Weight | 449.6233 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCC(O)=O
InChI
InChIKey=WVULKSPCQVQLCU-BUXLTGKBSA-N
InChI=1S/C26H43NO5/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)/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 |
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Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter. | 1998 Jan |
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Bioadhesive starch microspheres and absorption enhancing agents act synergistically to enhance the nasal absorption of polypeptides. | 2001 Jul 3 |
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Examination of the solubilization of drugs by bile salt micelles. | 2002 Aug |
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Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor. | 2003 Oct |
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The isolated perfused liver response to a 'second hit' of portal endotoxin during severe acute pancreatitis. | 2005 |
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1H and 13C NMR characterization and stereochemical assignments of bile acids in aqueous media. | 2005 Oct |
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Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts. | 2005 Sep-Oct |
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Effects of subtotal colectomy on bacterial translocation during experimental acute pancreatitis. | 2006 Jan |
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Single-step analysis of individual conjugated bile acids in human bile using 1H NMR spectroscopy. | 2006 Jun |
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Effects of the probiotic agent Saccharomyces Boulardii on the DNA damage in acute necrotizing pancreatitis induced rats. | 2007 Aug |
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Effects of enalaprilat on acute necrotizing pancreatitis in rats. | 2007 Dec |
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Complexation of tauro- and glyco-conjugated bile salts with three neutral beta-CDs studied by ACE. | 2007 Oct |
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Design and in vitro characterization of buccoadhesive drug delivery system of insulin. | 2008 Jan |
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Probiotics enhance pancreatic glutathione biosynthesis and reduce oxidative stress in experimental acute pancreatitis. | 2008 Nov |
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Effect of platelet-activating factor antagonist WEB 2086 on microcirculatory disorders in acute experimental pancreatitis of graded severity. | 2009 Jan |
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Sodium glycodeoxycholate and glycocholate mixed aggregates in gas and solution phases. | 2009 May 21 |
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Glycodeoxycholic acid levels as prognostic biomarker in acetaminophen-induced acute liver failure patients. | 2014 Dec |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10366989
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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LOINC |
2202-0
Created by
admin on Sat Dec 16 09:04:24 GMT 2023 , Edited by admin on Sat Dec 16 09:04:24 GMT 2023
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Glycodeoxycholic acid
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DTXSID80957422
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3035026
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360-65-6
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DS124M0828
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27471
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD