dichloroacetate   Click here for help

GtoPdb Ligand ID: 4518

Abbreviated name: DCA
Synonyms: dichloroacetic acid
Compound class: Synthetic organic
Comment: Dichloroacetate (DCA) is an orally available small molecule pyruvate dehydrogenase kinase inhibitor [4]. It acts as a metabolic regulator and has anti-cancer potential by promoting glucose oxidation over glycolysis, glycolysis being the metabolic pathway (Warburg effect) utilised by most cancer cells to resist apoptosis and gain proliferative advantage [1-3].
ChEMBL represents this compound without the charge (see link above).
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 40.13
Molecular weight 126.94
XLogP 0.09
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES ClC(C(=O)[O-])Cl
Isomeric SMILES ClC(C(=O)[O-])Cl
InChI InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)/p-1
InChI Key JXTHNDFMNIQAHM-UHFFFAOYSA-M
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2,2-dichloroacetate
Synonyms Click here for help
dichloroacetic acid
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9010792
Reactome Reaction Reactome logo R-HSA-9011543, R-HSA-9011595
Other databases
CAS Registry No. 13425-80-4 (source: Scifinder)
ChEMBL Ligand CHEMBL13960
GtoPdb PubChem SID 178101243
PubChem CID 25975
Search Google for chemical match using the InChIKey JXTHNDFMNIQAHM-UHFFFAOYSA-M
Search Google for chemicals with the same backbone JXTHNDFMNIQAHM
Search UniChem for chemical match using the InChIKey JXTHNDFMNIQAHM-UHFFFAOYSA-M
Search UniChem for chemicals with the same backbone JXTHNDFMNIQAHM
Wikipedia Dichloroacetate