Structure via PubChem · Public domain (PubChem)
glycochenodeoxycholic acid
Sign in to saveAlso known as GCDA, glycochenodeoxycholate, chenodeoxycholylglycine, chenodeoxyglycocholic acid, Chenodeoxyglycocholate, GCDCA
chemical compound
Chemical data
- Formula
- C26H43NO5
- Molecular weight
- 449.6 g/mol
- IUPAC name
- 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
- SMILES
- C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
- InChIKey
- GHCZAUBVMUEKKP-GYPHWSFCSA-N
- XLogP
- 4.3
- Polar surface area
- 107 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
609 papers- Glycochenodeoxycholic acid promotes hepatocarcinogenesis by inducing hepatic progenitor cell differentiation into cancer-associated fibroblasts via sphingosine-1-phosphate receptor 2 signalling.Biomarker research · 2025
- Glycochenodeoxycholic acid induces stemness and chemoresistance via the STAT3 signaling pathway in hepatocellular carcinoma cells.Aging · 2020
- Akkermansia muciniphila protects mice against an emerging tick-borne viral pathogen.Nature microbiology · 2023
- Significant Reduction of Chenodeoxycholic Acid and Glycochenodeoxycholic Acid in the Elderly with Severe COVID-19.Biomolecules · 2025
- Glycochenodeoxycholic acid induces the release of IL-1beta from L02 cells via the NLRP3/caspase-1/GSDMD pathway to activate LX2 cells.Journal of inflammation research · 2025
via PubMed
Wikidata facts
- Subclass of
- bile acids
- Mass
- 449.314
- Has use
- detergent
Show 4 more facts
- found in taxon
- Homo sapiens
- chemical formula
- C₂₆H₄₃NO₅
- canonical SMILES
- CC(CCC(=O)NCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
- isomeric SMILES
- C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
via Wikidata · CC0