Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C26H42NO6.Na |
Molecular Weight | 487.6045 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 11 / 11 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[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=OABYVIYXWMZFFJ-ZUHYDKSRSA-M
InChI=1S/C26H43NO6.Na/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29;/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33);/q;+1/p-1/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-;/m1./s1
Molecular Formula | C26H42NO6 |
Molecular Weight | 464.6148 |
Charge | -1 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 10 / 11 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | Na |
Molecular Weight | 22.9898 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/28942640
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28942640
Glycocholic acid (GCA) is an important metabolite of bile acids, a conjugate of cholic acid with glycine. GCA urine levels are expected to be a specific diagnostic biomarker for hepatocellular carcinoma (HCC). The average GCA concentrations of HCC patients in plasma and urine were about 25 and 2.8 times than that of healthy volunteers.
Approval Year
PubMed
Title | Date | PubMed |
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The lung as a route for systemic delivery of therapeutic proteins and peptides. | 2001 |
|
Enhanced efficiency of the placental barrier to cisplatin through binding to glycocholic acid. | 2001 Jul-Aug |
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Ocular tolerance of absorption enhancers in ophthalmic preparations. | 2002 |
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Carriers involved in targeting the cytostatic bile acid-cisplatin derivatives cis-diammine-chloro-cholylglycinate-platinum(II) and cis-diammine-bisursodeoxycholate-platinum(II) toward liver cells. | 2002 Apr |
|
Bile salt aggregates in the gas phase: an electrospray ionization mass spectrometric study. | 2002 Apr 15 |
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Solubilization of drugs by physiological mixtures of bile salts. | 2002 Aug |
|
Examination of the solubilization of drugs by bile salt micelles. | 2002 Aug |
|
Maldigestion and malabsorption of dietary lipid during severe childhood malnutrition. | 2002 Dec |
|
Positively charged nanoparticles for improving the oral bioavailability of cyclosporin-A. | 2002 Dec 5 |
|
[Observation on effect of danxiaoling in supplementary treatment of intrahepatic cholestasis in pregnancy]. | 2002 Feb |
|
Buccal transport of flecainide and sotalol: effect of a bile salt and ionization state. | 2002 Jul 8 |
|
Drug metabolic activity of cultured hepatocytes can synchronize with bile acid concentration in the medium. | 2002 Mar |
|
Colesevelam hydrochloride. | 2002 May 15 |
|
[Relationship of vascular endothelial growth factor with bile acid in intrahepatic cholestasis of pregnancy]. | 2002 Nov |
|
The human bile salt export pump: characterization of substrate specificity and identification of inhibitors. | 2002 Nov |
|
Ion conductors derived from biogenic amines, bile acids, and amino acids. | 2002 Nov-Dec |
|
[Maternal-fetal mixed lymphocyte culture in intrahepatic cholestasis of pregnancy]. | 2002 Sep |
|
A monoclonal antibody-based enzyme-linked immunosorbent assay of glycolithocholic acid sulfate in human urine for liver function test. | 2002 Sep |
|
[Comparative characteristics of lipid components of gallbladder and liver bile fractions in children with chronic cholecystitis]. | 2003 |
|
Cotransport of reduced glutathione with bile salts by MRP4 (ABCC4) localized to the basolateral hepatocyte membrane. | 2003 Aug |
|
Substitution of Trp1242 of TM17 alters substrate specificity of human multidrug resistance protein 3. | 2003 Feb |
|
Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures. | 2003 Feb 1 |
|
Sodium glycocholate transport across Caco-2 cell monolayers, and the enhancement of mannitol transport relative to transepithelial electrical resistance. | 2003 Feb 18 |
|
Identification of an endogenous ligand that activates pregnane X receptor-mediated sterol clearance. | 2003 Feb 4 |
|
Transport of bile acids in multidrug-resistance-protein 3-overexpressing cells co-transfected with the ileal Na+-dependent bile-acid transporter. | 2003 Jan 1 |
|
Influence of emulsifiers on the crystallization of solid lipid nanoparticles. | 2003 Jul |
|
Oral bile acids reduce bacterial overgrowth, bacterial translocation, and endotoxemia in cirrhotic rats. | 2003 Mar |
|
Substrate specificities of rat oatp1 and ntcp: implications for hepatic organic anion uptake. | 2003 Nov |
|
[Analysis on therapeutic effect of Western and Chinese drug in treating intrahepatic cholestasis pregnancy]. | 2004 Apr |
|
Cytotoxicity evaluation of enzyme inhibitors and absorption enhancers in Caco-2 cells for oral delivery of salmon calcitonin. | 2004 Apr |
|
Biquinolino-modified beta-cyclodextrin dimers and their metal complexes as efficient fluorescent sensors for the molecular recognition of steroids. | 2004 Aug 6 |
|
[Effects of protease inhibitors on intestinal absorption of insulin]. | 2004 Feb |
|
Transcriptional regulation of human mucin MUC4 by bile acids in oesophageal cancer cells is promoter-dependent and involves activation of the phosphatidylinositol 3-kinase signalling pathway. | 2004 Feb 1 |
|
Alkanoylsucroses in nasal delivery of low molecular weight heparins: in-vivo absorption and reversibility studies in rats. | 2004 Jan |
|
Poly(N,N,N-trimethylammoniumalkyl acrylamide chloride) based hydrogels for serum cholesterol reduction. | 2004 Jan-Feb |
|
Acid and bile salts induce DNA damage in human oesophageal cell lines. | 2004 Jul |
|
Conjugates of gadolinium complexes to bile acids as hepatocyte-directed contrast agents for magnetic resonance imaging. | 2004 Jul 1 |
|
Quantification of bile acids directly from plasma by MALDI-TOF-MS. | 2004 Mar |
|
Sensitization of mechanosensitive gastric vagal afferent fibers in the rat by thermal and chemical stimuli and gastric ulcers. | 2004 May |
|
Molecular recognition thermodynamics and structural elucidation of interactions between steroids and bridged bis(beta-cyclodextrin)s. | 2004 Oct 1 |
|
Two common PFIC2 mutations are associated with the impaired membrane trafficking of BSEP/ABCB11. | 2005 Apr |
|
Improvement of absorption enhancing effects of n-dodecyl-beta-D-maltopyranoside by its colon-specific delivery using chitosan capsules. | 2005 Apr 11 |
|
[Cholyl glycine (CG)]. | 2005 Aug |
|
Ileal bile acid-binding protein, functionally associated with the farnesoid X receptor or the ileal bile acid transporter, regulates bile acid activity in the small intestine. | 2005 Dec 23 |
|
Micellar electrokinetic chromatography of bilirubin, related compounds, and selected drugs with mixtures of binary bile salts. | 2005 Feb |
|
Transport of bile acids, sulfated steroids, estradiol 17-beta-D-glucuronide, and leukotriene C4 by human multidrug resistance protein 8 (ABCC11). | 2005 Feb |
|
Vectorial transport of bile salts across MDCK cells expressing both rat Na+-taurocholate cotransporting polypeptide and rat bile salt export pump. | 2005 Jan |
|
Stable ciliary activity in human nasal epithelial cells grown in a perfusion system. | 2005 Mar 23 |
|
Proapoptotic effect on normal and tumor intestinal cells of cytostatic drugs with enterohepatic organotropism. | 2005 Oct |
|
Effect of tibolone on turnover of cholesterol to bile acids in ovariectomized rats. | 2005 Sep-Oct |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:10:17 GMT 2023
by
admin
on
Fri Dec 15 15:10:17 GMT 2023
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Record UNII |
V06CXA1W3K
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Record Status |
Validated (UNII)
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Record Version |
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36273
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863-57-0
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100000172105
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212-730-9
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V06CXA1W3K
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |