lithocholic acid   Click here for help

GtoPdb Ligand ID: 611

Abbreviated name: LCA
Synonyms: lithocholate
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 57.53
Molecular weight 376.3
XLogP 8.26
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(C1)CCC1C2CCC2(C1CCC2C(CCC(=O)O)C)C)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
InChI InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
InChI Key SMEROWZSTRWXGI-HVATVPOCSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Synonyms Click here for help
lithocholate
Database Links Click here for help
BindingDB Ligand 50236238
CAS Registry No. 434-13-9 (source: Scifinder)
ChEBI CHEBI:16325
ChEMBL Ligand CHEMBL1478
GtoPdb PubChem SID 135651505
PubChem CID 9903
RCSB PDB Ligand 4OA
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Wikipedia Lithocholic_acid