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
Binding of bile acids by glutathione S-transferases from rat liver.	1986 Sep	3783048
Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.	1998 Jan	9458785
[Effects of bile acid preparations on DNA biosynthesis, apoptosis, and necrosis in hepatocytes in vitro].	2001 Mar-Apr	11450444
The bcl-2 mRNA expression in GCDC-induced obstructive jaundice in rats and its implication in hepatocellular apoptosis.	2002	12658778
[Release of cytochrome C with the interaction of bilirubin, amyloid beta-peptide and glycochenodeoxycholate from isolated mitochondria].	2002 Jul-Aug	12525020
Prevention of bile acid-induced apoptosis by betaine in rat liver.	2002 Oct	12297830
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
Reversibility of caspase activation and its role during glycochenodeoxycholate-induced hepatocyte apoptosis.	2005 Jun 24	15767249
A nuclear receptor ligand down-regulates cytosolic phospholipase A2 expression to reduce bile acid-induced cyclooxygenase 2 activity in cholangiocytes: implications of anticarcinogenic action of farnesoid X receptor agonists.	2005 Mar	15810635
Sulfasalazine reduces bile acid induced apoptosis in human hepatoma cells and perfused rat livers.	2006 May	16322111
Complexation of tauro- and glyco-conjugated bile salts with three neutral beta-CDs studied by ACE.	2007 Oct	17893938
Effects of bile acids on pancreatic ductal bicarbonate secretion in guinea pig.	2008 Aug	18303091
Determination of intralumenal individual bile acids by HPLC with charged aerosol detection.	2008 Dec	18693215
Insulin-like growth factor-1 isoforms in rat hepatocytes and cholangiocytes and their involvement in protection against cholestatic injury.	2008 Sep	18607346
Survivin signaling is regulated through nuclear factor-kappa B pathway during glycochenodeoxycholate-induced hepatocyte apoptosis.	2010 Dec	20816704
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
Ursodeoxycholyl lysophosphatidylethanolamide inhibits cholestasis- and hypoxia-induced apoptosis by upregulating antiapoptosis proteins.	2015 Feb	25125499

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:03:04 UTC 2023` Edited by `admin` on `Sat Dec 16 01:03:04 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