Compound: GLYCOCHENODEOXYCHOLIC ACID
SMILES: O=C(O)CNC(=O)CC[C@H]([C@@H]1[C@@]2([C@H]([C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@@]4([C@H]3CC2)C)CC1)C)C
InChIKey: GHCZAUBVMUEKKP-GYPHWSFCSA-N
Synonyms: GLYCOCHENODEOXYCHOLIC ACID, 640-79-9, Glycochenodeoxycholate, Chenodeoxycholylglycine, GCDCA, Chenodeoxyglycocholate, Chenodeoxyglycocholic acid, 451ZNJ667Y, DTXSID301020165, CHEBI:36274, N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)-glycine, Glycine, N-((3alpha,5beta,7alpha)-3,7-dihydroxy-24-oxocholan-24-yl)-, 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, CHEBI:36252, Chenodeoxycholate, Glycine, Acid, Glycochenodeoxycholic, 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, 2-((4R)-4-((1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadecan-14-yl)pentanamido)acetic acid, 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid, RefChem:143903, DTXCID601478014, Glycine chenodeoxycholate, 12-Deoxycholylglycine, 12-Desoxycholylglycine, Glycylchenodeoxycholic acid, CHEMBL1552, Chenodeoxycholic acid glycine conjugate, UNII-451ZNJ667Y, ST 24:1;O3;G, CHO, GCDA, Glycylchenodeoxycholate, Glykochenodesoxycholsaure, Chenoglycodeoxycholic acid, glyco-chenodeoxycholic acid, SCHEMBL236354, GTPL4545, orb1302732, HY-N2334, (23R)-Hydroxychenodeoxycholylglycine, BDBM50375590, LMST05030008, MSK161148, s5794, AKOS040758608, CS-6319, DB02123, EBC-615357, 2-[(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido]acetic acid, DA-73799, FG172125, MS-28150, NCI60_028901, NS00069559, C05466, F85524, N-(3a,7a-dihydroxy-5b-cholan-24-oyl)-Glycine, F787627, Q5572600, 3a,7a-Dihydroxy-N-(carboxymethyl)-5b-cholan-24-amide, N-(3alpha,7alpha-Dihydroxy-24-oxocholan-24-yl)glycine, N-(3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl)glycine, N-(carboxymethyl)-3a,7a-dihydroxy-5b-Cholan-24-amide, 3alpha,7alpha-Dihydroxy-5beta-cholanoic acid N-(carboxymethyl)amide, [(3alpha,7alpha-dihydroxy-24-oxo-5beta-cholan-24-yl)amino]acetic acid, GLYCINE, N-(3.ALPHA.,7.ALPHA.-DIHYDROXY-5.BETA.-CHOLAN-24-OYL)-, GLYCINE, N-((3.ALPHA.,5.BETA.,7.ALPHA.)-3,7-DIHYDROXY-24-OXOCHOLAN-24-YL)-, 2-((R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)acetic acid
Theoretical properties:
molecular_formula: C26H43NO5
molecular_weight: 449.6 g/mol
exact_mass: 449.31412347 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 32
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Glycochenodeoxycholic acid is a bile acid glycine conjugate having 3alpha,7alpha-dihydroxy-5beta-cholan-24-oyl as the bile acid component. It has a role as a human metabolite. It is functionally related to a chenodeoxycholic acid. It is a conjugate acid of a glycochenodeoxycholate.
chebi: A bile acid glycine conjugate having 3α,7α-dihydroxy-5β-cholan-24-oyl as the bile acid component.
chembl: GLYCOCHENODEOXYCHOLATE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Glycochenodeoxycholic acid, also abbreviated as GCDCA, is a bile salt formed in the liver from chenodeoxycholic acid and glycine, usually found as the sodium salt. It acts as a detergent to solubilize fats for absorption.
Positive associations were observed between prediagnostic plasma levels of seven different conjugated bile acid metabolites, including glycochenodeoxycholic acid, and colon cancer risk. These findings support experimental data suggesting that a high bile acid load promotes colon cancer.