GLYCOCHENODEOXYCHOLIC ACID

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 Search

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

Title	Date	PubMed
Spontaneous nitric oxide in hepatocyte monolayers and inhibition of compound-induced apoptosis.	2001 Dec	11698161
Resistance of rat hepatocytes against bile acid-induced apoptosis in cholestatic liver injury is due to nuclear factor-kappa B activation.	2003 Aug	12873810
Unique inhibition of bile salt-induced apoptosis by lecithins and cytoprotective bile salts in immortalized mouse cholangiocytes.	2003 Dec	14714619
Gallium-67 activated charcoal: a new method for preparation of radioactive capsules for colonic transit study.	2003 Jun	12734686
Bile salt-induced hepatocyte apoptosis involves epidermal growth factor receptor-dependent CD95 tyrosine phosphorylation.	2003 Sep	12949729
Vectorial transport of bile salts across MDCK cells expressing both rat Na+-taurocholate cotransporting polypeptide and rat bile salt export pump.	2005 Jan	15297262
Bile salts inhibit growth and induce apoptosis of culture human normal esophageal mucosal epithelial cells.	2005 Nov 7	16425417
Substrate specificity of human ABCC4 (MRP4)-mediated cotransport of bile acids and reduced glutathione.	2006 Apr	16282361
Sulfasalazine reduces bile acid induced apoptosis in human hepatoma cells and perfused rat livers.	2006 May	16322111
Hydrophobic bile salts induce hepatocyte shrinkage via NADPH oxidase activation.	2007	17310103
Taurodeoxycholate modulates apical Cl-/OH- exchange activity in Caco2 cells.	2007 May	17387613
Mitochondrial-driven ubiquinone enhances extracellular calcium-dependent nitric oxide production and reduces glycochenodeoxycholic acid-induced cell death in hepatocytes.	2009 Dec	20020783
Interpreting metabolomic profiles using unbiased pathway models.	2010 Feb 26	20195502
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	19837105
Angiotensin II protects primary rat hepatocytes against bile salt-induced apoptosis.	2012	23300732
Development of a multiparametric cell-based protocol to screen and classify the hepatotoxicity potential of drugs.	2012 May	22331495

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

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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