3-keto-lithocholic acid   Click here for help

GtoPdb Ligand ID: 2766

Synonyms: 3-keto-LCA | dehydrolithocholic acid
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 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
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(4R)-4-[(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
Synonyms Click here for help
3-keto-LCA | dehydrolithocholic acid
Database Links Click here for help
CAS Registry No. 1553-56-6
ChEBI CHEBI:17639
ChEMBL Ligand CHEMBL410893
GtoPdb PubChem SID 135651407
PubChem CID 5283906
RCSB PDB Ligand 3KL
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