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))
Compound class: Metabolite
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
No information available.
Summary of Clinical Use Click here for help
Deoxycholic acid under the brand name Kybella is approved to reduce the accumulated fat cells causing submental fullness, aka 'double chin'. Kybella should not be used outside of the submental area.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Deoxycholic acid causes cytolysis of cells at the site of injection, so killing fat cells which injected correctly under the skin. The compound will kill other cells types if injected into the wrong tissue.