TF4
DICHLORO-ACETIC ACID
| Created: | 2005-06-08 |
| Last modified: | 2011-06-04 |
Find Related PDB Entry |
|---|
Find related ligands: |
|---|
Chemical Details | |
|---|---|
| Formal Charge | 0 |
| Atom Count | 8 |
| Chiral Atom Count | 0 |
| Bond Count | 7 |
| Aromatic Bond Count | 0 |
Chemical Component Summary | |
|---|---|
| Name | DICHLORO-ACETIC ACID |
| Systematic Name (OpenEye OEToolkits) | 2,2-dichloroethanoic acid |
| Formula | C2 H2 Cl2 O2 |
| Molecular Weight | 128.942 |
| Type | NON-POLYMER |
Chemical Descriptors | |||
|---|---|---|---|
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 10.04 | ClC(Cl)C(=O)O |
| SMILES | CACTVS | 3.341 | OC(=O)C(Cl)Cl |
| SMILES | OpenEye OEToolkits | 1.5.0 | C(C(=O)O)(Cl)Cl |
| Canonical SMILES | CACTVS | 3.341 | OC(=O)C(Cl)Cl |
| Canonical SMILES | OpenEye OEToolkits | 1.5.0 | C(C(=O)O)(Cl)Cl |
| InChI | InChI | 1.03 | InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6) |
| InChIKey | InChI | 1.03 | JXTHNDFMNIQAHM-UHFFFAOYSA-N |
Drug Info: DrugBank
| DrugBank ID | DB08809? |
|---|---|
| Name | Dichloroacetic acid |
| Groups |
|
| Description | Dichloroacetic acid, often abbreviated DCA, is an acid analogue of acetic acid in which two of the three hydrogen atoms of the methyl group have been replaced by chlorine atoms. Salts of DCA are used as drugs since they inhibit the enzyme pyruvate dehydrogenase kinase. Early reports of its activity against brain cancer cells led patients to treat themselves with DCA, which is commercially available in non-pharmaceutical grade. A phase 1 study in 5 patients concluded that DCA was safe, but wasn't designed to establish effectiveness. DCA was approved for use in Canada in 1989 (as a topical formulation for treatment of warts and for cauterization and removal of a wide variety of skin and tissue lesions), but was cancelled post market. |
| Synonyms |
|
| Brand Names | Bichloracetic Acid 100% |
| Categories |
|
| CAS number | 79-43-6 |
Drug Targets
| Name | Target Sequence | Pharmacological Action | Actions |
|---|---|---|---|
| [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial | MRLARLLRGAALAGPGPGLRAAGFSRSFSSDSGSSPASERGVPGQVDFYA... | unknown | inhibitor |
| Maleylacetoacetate isomerase | MQAGKPILYSYFRSSCSWRVRIALALKGIDYKTVPINLIKDRGQQFSKDF... | unknown |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
| Resource Name | Reference |
|---|---|
| PubChem | 6597 |
| ChEMBL | CHEMBL13960 |
| ChEBI | CHEBI:36386 |
| CCDC/CSD | YIQGAH02, YIQGAH03, KHDCAC12, BIZYOA, VAHYEL, KHDCAC11, GEPFIR, POLLOU, MUSQUP, YIQGAH01, KHDCAC10, KHDCAC, BIZYOA01 |
| COD | 2102961, 2102962, 2102960, 2102959 |
