glycocholic acid   Click here for help

GtoPdb Ligand ID: 4544

Abbreviated name: GCA
Synonyms: cholylglycine | glycocholate
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 127.09
Molecular weight 465.31
XLogP 3.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(C1)CC(C1C2CC(O)C2(C1CCC2C(CCC(=O)NCC(=O)O)C)C)O)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCC(=O)O)C)C)O)C
InChI InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
InChI Key RFDAIACWWDREDC-FRVQLJSFSA-N
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Compound class Metabolite or derivative
IUPAC Name Click here for help
2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid
Synonyms Click here for help
cholylglycine | glycocholate
Database Links Click here for help
CAS Registry No. 475-31-0 (source: Scifinder)
ChEBI CHEBI:17687
ChEMBL Ligand CHEMBL411070
GtoPdb PubChem SID 178101265
PubChem CID 10140
RCSB PDB Ligand GCH
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Wikipedia Glycocholic_acid