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 |
---|---|---|
The lung as a route for systemic delivery of therapeutic proteins and peptides. | 2001 |
|
Evaluation of insulin permeability and effects of absorption enhancers on its permeability by an in vitro pulmonary epithelial system using Xenopus pulmonary membrane. | 2001 Apr |
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The effect of absorption enhancers on the initial degradation kinetics of insulin by alpha-chymotrypsin. | 2001 Apr 17 |
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Study of partition of nitrazepam in bile salt micelles and the role of lecithin. | 2001 Feb |
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Penetration of verapamil hydrochloride in the presence of sodium glycocholate as penetration enhancer through mucous membrane. | 2001 Jan |
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Enhanced efficiency of the placental barrier to cisplatin through binding to glycocholic acid. | 2001 Jul-Aug |
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Pericentral hepatocytes translocate hydrophilic bile acids more rapidly than hydrophobic ones. | 2001 Oct |
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Transport of methotrexate (MTX) and folates by multidrug resistance protein (MRP) 3 and MRP1: effect of polyglutamylation on MTX transport. | 2001 Oct 1 |
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Absorption of water-soluble compounds with different molecular weights and. | 2001 Oct 19 |
|
Bile salt aggregates in the gas phase: an electrospray ionization mass spectrometric study. | 2002 Apr 15 |
|
Solubilization of drugs by physiological mixtures of bile salts. | 2002 Aug |
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7alpha-OH epimerisation of bile acids via oxido-reduction with Xanthomonas maltophilia. | 2002 Jan |
|
Buccal transport of flecainide and sotalol: effect of a bile salt and ionization state. | 2002 Jul 8 |
|
[Relationship of vascular endothelial growth factor with bile acid in intrahepatic cholestasis of pregnancy]. | 2002 Nov |
|
[Maternal-fetal mixed lymphocyte culture in intrahepatic cholestasis of pregnancy]. | 2002 Sep |
|
[Relationship between human leukocyte antigen-DRB1 allele gene polymorphism and 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 |
|
Sensitivity of bile acid transport by organic anion-transporting polypeptides to intracellular pH. | 2003 Apr 1 |
|
Cotransport of reduced glutathione with bile salts by MRP4 (ABCC4) localized to the basolateral hepatocyte membrane. | 2003 Aug |
|
Determination of ursodeoxycholic acid in pharmaceutical preparations by capillary electrophoresis with indirect UV detection. | 2003 Aug 8 |
|
Influence of emulsifiers on the crystallization of solid lipid nanoparticles. | 2003 Jul |
|
Differential effects of metformin on bile salt absorption from the jejunum and ileum. | 2003 Mar |
|
Feedback regulation of bile acid synthesis in primary human hepatocytes: evidence that CDCA is the strongest inhibitor. | 2003 Oct |
|
[Analysis on therapeutic effect of Western and Chinese drug in treating intrahepatic cholestasis pregnancy]. | 2004 Apr |
|
Functional assessment of bacterial colonization in patients with ileal pouch-anal anastomosis and Brooke ileostomy. | 2004 Aug |
|
Poly(N,N,N-trimethylammoniumalkyl acrylamide chloride) based hydrogels for serum cholesterol reduction. | 2004 Jan-Feb |
|
[Study on relationship between serum cholylglycine and placental apoptosis in patients with intrahepatic cholestasis of pregnancy]. | 2004 Jul |
|
Quantification of bile acids directly from plasma by MALDI-TOF-MS. | 2004 Mar |
|
Noninvasive methods to determine the critical micelle concentration of some bile acid salts. | 2004 Nov 1 |
|
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 |
|
[Cholyl glycine (CG)]. | 2005 Aug |
|
Transport of bile acids, sulfated steroids, estradiol 17-beta-D-glucuronide, and leukotriene C4 by human multidrug resistance protein 8 (ABCC11). | 2005 Feb |
|
Saturated phospholipids promote crystallization but slow down polymorphic transitions in triglyceride nanoparticles. | 2005 Oct 3 |
|
Effect of tibolone on turnover of cholesterol to bile acids in ovariectomized rats. | 2005 Sep-Oct |
|
Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts. | 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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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |