Glycochenodeoxycholic acid

Modify Date: 2026-07-04 10:16:58

Glycochenodeoxycholic acid Structure
Glycochenodeoxycholic acid structure
Common Name Glycochenodeoxycholic acid
CAS Number 640-79-9 Molecular Weight 449.62300
Density N/A Boiling Point N/A
Molecular Formula C26H43NO5 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Glycochenodeoxycholic acid


Glycochenodeoxycholic acid is a bile salt formed in the liver from chenodeoxycholate and glycine; used to induce hepatocyte apoptosis in research.

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name glycochenodeoxycholic acid
Synonym More Synonyms

 Glycochenodeoxycholic acid Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Glycochenodeoxycholic acid is a bile salt formed in the liver from chenodeoxycholate and glycine; used to induce hepatocyte apoptosis in research.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Chenodeoxycholate is toxic to hepatocytes, and accumulation of chenodeoxycholate in the liver during cholestasis may potentiate hepatocellular injury. At a concentration of 250μM, glycochenodeoxycholate is more toxic than either chenodeoxycholate or taurochenodeoxycholate. Glycochenodeoxycholate cytotoxicity may result from ATP depletion followed by a subsequent rise in Ca2+. The rise in Ca2+ leads to an increase in calcium-dependent degradative proteolysis and, ultimately, cell death[1]. 4 h exposure of 50 μM GCDC induces apoptosis in 42% of hepatocytes. Intracellular PKC activity decreased to 44% of controls 2 h after exposure of hepatocytes to GCDC. GCDC-induced apoptosis is associated with decreases in total cellular PKC activity, which appear to be dependent on intracellular calpain-like protease activity[2].
In Vivo GCDCA induces ER-related calcium release within about ten seconds. Significant increases in activities of calpain and caspase-12 are observed after 15 h of GCDCA treatment. Bip and Chop mRNA expressions are increased with the treated GCDCA dose and incubation time. Cytochrome c release from mitochondria peaks in about 2 h of incubation[3].
Animal Admin Rats: The freshly isolated hepatocytes are preincubated for 2 h at a density of 1× 106 cells/mL in a mixture of William’s E medium supplement with 10% FBS. Isolated rat hepatocytes are incubated in William’s E medium with or without (used as a control) GCDCA (50, 100 and 300 μM), or TG (1, 2 and 5 μM) for 1-24 h[3].
References

[1]. Spivey JR, et al. Glycochenodeoxycholate-induced lethal hepatocellular injury in rat hepatocytes. Role of ATP depletion and cytosolic free calcium. J Clin Invest. 1993 Jul;92(1):17-24.

[2]. Gonzalez B, et al. Glycochenodeoxycholic acid (GCDC) induced hepatocyte apoptosis is associated with early modulation of intracellular PKC activity. Mol Cell Biochem. 2000 Apr;207(1-2):19-27.

[3]. Tsuchiya S, et al. Involvement of endoplasmic reticulum in glycochenodeoxycholic acid-induced apoptosis in rathepatocytes. Toxicol Lett. 2006 Oct 10;166(2):140-9.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Molecular Formula C26H43NO5
Molecular Weight 449.62300
Exact Mass 449.31400
PSA 110.35000
LogP 4.43440
InChIKey GHCZAUBVMUEKKP-GYPHWSFCSA-N
SMILES CC(CCC(=O)NCC(=O)O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C
Storage condition -20°C

 Glycochenodeoxycholic acidBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Cytotoxicity against human HuH7 cells assessed as cell viability at 500 uM after 24 h...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1251410
Name: Cytotoxicity against human HET-1A cells assessed as cell viability after 24 hrs by MT...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1251409
Name: Cytotoxicity against human HET-1A cells assessed as cell viability at >1 mM after 24 ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1251408
Name: TP_TRANSPORTER: uptake of Glycochenodeoxycholate at 20 uM in Oatp1-expressing HeLa ce...
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1A1
External Id: CHEMBL2075557
Name: Binding affinity for Farnesoid X Receptor (FXR)
Source: ChEMBL
Target: Bile acid receptor
External Id: CHEMBL682032
Name: TP_TRANSPORTER: uptake in ASBT-expressing COS cells
Source: ChEMBL
Target: Ileal sodium/bile acid cotransporter
External Id: CHEMBL2076059
Name: Cytotoxicity against human HET-1A cells assessed as cell viability at 500 uM after 24...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1251411
Name: TP_TRANSPORTER: inhibition of BSP uptake (BSP: 2 uM, GCDCA: 100 uM) in Xenopus laevis...
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1A1
External Id: CHEMBL2077148
Name: TP_TRANSPORTER: inhibition of Taurocholate uptake (Taurochorate: 20 uM, GCDCA: 200 uM...
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1A1
External Id: CHEMBL2075676
Name: Agonist activity at human TGR5 expressed in CHO cells by luciferase assay relative to...
Source: ChEMBL
Target: G-protein coupled bile acid receptor 1
External Id: CHEMBL949257
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Chenodeoxycholylglycine
[3H]-Glycylchenodeoxycholic acid
[14C]-Glycylchenodeoxycholic acid
2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
Glycine chenodeoxycholate
Chenodeoxyglycocholic acid
Chenodeoxycholic acid glycine conjugate
Glycochenodeoxycholate
Chenodeoxyglycocholate

 Glycochenodeoxycholic acid | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What are the uses of glycochenodeoxycholic acid?
A: Main uses of glycochenodeoxycholic acid: Glycochenodeoxycholic acid is a bile salt formed in the liver from chenodeoxycholate and glycine; used to induce hepatocyte apoptosis in research.
Q: What are the storage conditions for glycochenodeoxycholic acid?
A: Storage conditions for glycochenodeoxycholic acid: -20°C.
Q: What is the CAS number of glycochenodeoxycholic acid?
A: CAS number of glycochenodeoxycholic acid is 640-79-9.
Q: What is the InChIKey of glycochenodeoxycholic acid?
A: InChIKey of glycochenodeoxycholic acid is GHCZAUBVMUEKKP-GYPHWSFCSA-N.
Q: What is the SMILES notation of glycochenodeoxycholic acid?
A: SMILES notation of glycochenodeoxycholic acid is CC(CCC(=O)NCC(=O)O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CCC12C.
Q: What is the LogP of glycochenodeoxycholic acid?
A: LogP of glycochenodeoxycholic acid is 4.43440.
Q: What English synonyms does glycochenodeoxycholic acid have?
A: English synonyms of glycochenodeoxycholic acid: Chenodeoxycholylglycine, [3H]-Glycylchenodeoxycholic acid, [14C]-Glycylchenodeoxycholic acid, 2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid, Glycine chenodeoxycholate, Chenodeoxyglycocholic acid, Chenodeoxycholic acid glycine conjugate, Glycochenodeoxycholate, Chenodeoxyglycocholate.
Q: What is the English name of glycochenodeoxycholic acid?
A: The English name of glycochenodeoxycholic acid is glycochenodeoxycholic acid.
Q: What is the polar surface area (PSA) of glycochenodeoxycholic acid?
A: Polar surface area (PSA) of glycochenodeoxycholic acid is 110.35000.
Q: What is the molecular formula of glycochenodeoxycholic acid?
A: Molecular formula of glycochenodeoxycholic acid is C26H43NO5.

 Glycochenodeoxycholic acidfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

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