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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

Molecular Formula C26H43NO5
Molecular Weight 449.6233
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Spontaneous nitric oxide in hepatocyte monolayers and inhibition of compound-induced apoptosis.
2001 Dec
Resistance of rat hepatocytes against bile acid-induced apoptosis in cholestatic liver injury is due to nuclear factor-kappa B activation.
2003 Aug
Unique inhibition of bile salt-induced apoptosis by lecithins and cytoprotective bile salts in immortalized mouse cholangiocytes.
2003 Dec
Gallium-67 activated charcoal: a new method for preparation of radioactive capsules for colonic transit study.
2003 Jun
Bile salt-induced hepatocyte apoptosis involves epidermal growth factor receptor-dependent CD95 tyrosine phosphorylation.
2003 Sep
Vectorial transport of bile salts across MDCK cells expressing both rat Na+-taurocholate cotransporting polypeptide and rat bile salt export pump.
2005 Jan
Bile salts inhibit growth and induce apoptosis of culture human normal esophageal mucosal epithelial cells.
2005 Nov 7
Substrate specificity of human ABCC4 (MRP4)-mediated cotransport of bile acids and reduced glutathione.
2006 Apr
Sulfasalazine reduces bile acid induced apoptosis in human hepatoma cells and perfused rat livers.
2006 May
Hydrophobic bile salts induce hepatocyte shrinkage via NADPH oxidase activation.
2007
Taurodeoxycholate modulates apical Cl-/OH- exchange activity in Caco2 cells.
2007 May
Mitochondrial-driven ubiquinone enhances extracellular calcium-dependent nitric oxide production and reduces glycochenodeoxycholic acid-induced cell death in hepatocytes.
2009 Dec
Interpreting metabolomic profiles using unbiased pathway models.
2010 Feb 26
Calcium-dependent nitric oxide production is involved in the cytoprotective properties of n-acetylcysteine in glycochenodeoxycholic acid-induced cell death in hepatocytes.
2010 Jan 15
Angiotensin II protects primary rat hepatocytes against bile salt-induced apoptosis.
2012
Development of a multiparametric cell-based protocol to screen and classify the hepatotoxicity potential of drugs.
2012 May
Substance Class Chemical
Created
by admin
on Thu Jul 06 07:24:19 UTC 2023
Edited
by admin
on Thu Jul 06 07:24:19 UTC 2023
Record UNII
451ZNJ667Y
Record Status Validated (UNII)
Record Version
  • Download
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 Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
Code System Code Type Description
WIKIPEDIA
Glycochenodeoxycholic acid
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
EPA CompTox
DTXSID301020165
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
CHEBI
36274
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
PUBCHEM
12544
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
DRUG BANK
DB02123
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
CAS
640-79-9
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
FDA UNII
451ZNJ667Y
Created by admin on Thu Jul 06 07:24:19 UTC 2023 , Edited by admin on Thu Jul 06 07:24:19 UTC 2023
PRIMARY
Related Record Type Details
TRANSPORTER -> SUBSTRATE