taurocholic acid   Click here for help

GtoPdb Ligand ID: 4547

Abbreviated name: TCA
Synonyms: taurocholate
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 152.54
Molecular weight 515.29
XLogP 2.77
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)NCCS(=O)(=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)NCCS(=O)(=O)O)C)C)O)C
InChI InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1
InChI Key WBWWGRHZICKQGZ-HZAMXZRMSA-N
Classification Click here for help
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]ethane-1-sulfonic acid
Synonyms Click here for help
taurocholate
Database Links Click here for help
CAS Registry No. 81-24-3 (source: Scifinder)
ChEBI CHEBI:28865
ChEMBL Ligand CHEMBL224867
GtoPdb PubChem SID 178101268
PubChem CID 6675
RCSB PDB Ligand TCH
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Wikipedia Taurocholic_acid