deoxycholic acid   Click here for help

GtoPdb Ligand ID: 610

Abbreviated name: DCA
Synonyms: ATX-101 | deoxycholate
Approved drug PDB Ligand
deoxycholic acid is an approved drug (FDA (2015))
Comment: Endogenous deoxycholic acid is a secondary bile acid produced by intestinal bacteria. Bile acids help the body absorb dietary fats from the gut.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 77.76
Molecular weight 392.29
XLogP 5.76
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(C1)CCC1C2CC(O)C2(C1CCC2C(CCC(=O)O)C)C)C
Isomeric SMILES O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
InChI InChI=1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1
InChI Key KXGVEGMKQFWNSR-LLQZFEROSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (2015))
IUPAC Name Click here for help
(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-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
ATX-101 | deoxycholate
Database Links Click here for help
CAS Registry No. 83-44-3 (source: Scifinder)
ChEBI CHEBI:28834
ChEMBL Ligand CHEMBL406393
DrugCentral Ligand 4988
GtoPdb PubChem SID 135651468
PubChem CID 222528
RCSB PDB Ligand DXC
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Wikipedia Deoxycholic_acid