U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of GLYCOCHENODEOXYCHOLIC ACID

SMILES

[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])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O

InChI

InChIKey=GHCZAUBVMUEKKP-GYPHWSFCSA-N
InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21-,24+,25+,26-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Binding of bile acids by glutathione S-transferases from rat liver.
1986 Sep
Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.
1998 Jan
Phosphoinositide 3-kinase, but not mitogen-activated protein kinase, pathway is involved in hepatocyte growth factor-mediated protection against bile acid-induced apoptosis in cultured rat hepatocytes.
2001 Mar
[Effects of bile acid preparations on DNA biosynthesis, apoptosis, and necrosis in hepatocytes in vitro].
2001 Mar-Apr
The bcl-2 mRNA expression in GCDC-induced obstructive jaundice in rats and its implication in hepatocellular apoptosis.
2002
[Release of cytochrome C with the interaction of bilirubin, amyloid beta-peptide and glycochenodeoxycholate from isolated mitochondria].
2002 Jul-Aug
Membrane structural changes support the involvement of mitochondria in the bile salt-induced apoptosis of rat hepatocytes.
2002 Nov
Resistance of rat hepatocytes against bile acid-induced apoptosis in cholestatic liver injury is due to nuclear factor-kappa B activation.
2003 Aug
Gallium-67 activated charcoal: a new method for preparation of radioactive capsules for colonic transit study.
2003 Jun
Bile salts inhibit growth and induce apoptosis of culture human normal esophageal mucosal epithelial cells.
2005 Nov 7
Characterization of fasted-state human intestinal fluids collected from duodenum and jejunum.
2006 Aug
Determinants of cooperativity and site selectivity in human ileal bile acid binding protein.
2006 Jan 24
Sulfasalazine reduces bile acid induced apoptosis in human hepatoma cells and perfused rat livers.
2006 May
Bile acids inhibit interleukin-6 signaling via gp130 receptor-dependent and -independent pathways in rat liver.
2006 Nov
[Bile salts induce differentiation in cultured human normal esophageal mucosal epithelial cells].
2006 Sep 12
Hydrophobic bile salts induce hepatocyte shrinkage via NADPH oxidase activation.
2007
Structural basis for bile salt inhibition of pancreatic phospholipase A2.
2007 Jun 1
Glycochenodeoxycholate (GCDC) inhibits cytokine induced iNOS expression in rat hepatocytes.
2007 Mar
Taurodeoxycholate modulates apical Cl-/OH- exchange activity in Caco2 cells.
2007 May
Cytoprotective effect of tauroursodeoxycholate on hepatocyte apoptosis induced by peroxisome proliferator-activated receptor gamma ligand.
2008 Jul
Insulin-like growth factor-1 isoforms in rat hepatocytes and cholangiocytes and their involvement in protection against cholestatic injury.
2008 Sep
Angiotensin II protects primary rat hepatocytes against bile salt-induced apoptosis.
2012
Name Type Language
GLYCOCHENODEOXYCHOLIC ACID
Common Name English
12-DEOXYCHOLYLGLYCINE
Common Name English
CHENODEOXYGLYCOCHOLIC ACID
Common Name English
12-DESOXYCHOLYLGLYCINE
Common Name English
GLYCYLCHENODEOXYCHOLIC ACID
Common Name English
GLYCINE, N-(3.ALPHA.,7.ALPHA.-DIHYDROXY-5.BETA.-CHOLAN-24-OYL)-
Systematic Name English
GLYCINE, N-((3.ALPHA.,5.BETA.,7.ALPHA.)-3,7-DIHYDROXY-24-OXOCHOLAN-24-YL)-
Systematic Name English
CHENODEOXYCHOLYLGLYCINE
Common Name English
GLYCINE CHENODEOXYCHOLATE
Common Name English
Classification Tree Code System Code
LOINC 2066-9
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
Code System Code Type Description
WIKIPEDIA
Glycochenodeoxycholic acid
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID301020165
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
CHEBI
36274
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
PUBCHEM
12544
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
DRUG BANK
DB02123
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
CAS
640-79-9
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY
FDA UNII
451ZNJ667Y
Created by admin on Sat Dec 16 01:03:04 GMT 2023 , Edited by admin on Sat Dec 16 01:03:04 GMT 2023
PRIMARY