3-keto-lithocholic acid   Click here for help

GtoPdb Ligand ID: 2766

Synonyms: 3-keto-LCA | dehydrolithocholic acid
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 54.37
Molecular weight 374.28
XLogP 7.85
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCC(C1CCC2C1(C)CCC1C2CCC2C1(C)CCC(=O)C2)C
Isomeric SMILES OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CCC(=O)C2)C
InChI InChI=1S/C24H38O3/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/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16-,18+,19-,20+,21+,23+,24-/m1/s1
InChI Key KIQFUORWRVZTHT-OPTMKGCMSA-N
Natural/Endogenous Targets
Target
Pregnane X receptor
Vitamin D receptor
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Vitamin D receptor Ligand is endogenous in the given species Hs Agonist Agonist 6.5 pKi - 1
pKi 6.5 [1]
Pregnane X receptor Ligand is endogenous in the given species Hs Agonist Agonist 4.8 pEC50 - 2
pEC50 4.8 [2]