CHEBI:36386 - dichloroacetic acid

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ChEBI Name dichloroacetic acid
ChEBI ID CHEBI:36386
Definition An organochlorine compound comprising acetic acid carrying two chloro substituents at the 2-position. It occurs in nature in seaweed, Asparagopsis taxiformis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:23695, CHEBI:4502, CHEBI:49918
Supplier Information ZINC000169748302
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Dichloroacetic acid (DCA), sometimes called bichloroacetic acid (BCA), is the organic compound with formula CHCl2CO2H. It is an analogue of acetic acid, in which 2 of the 3 hydrogen atoms of the methyl group have been replaced by chlorine atoms. Like the other chloroacetic acids, it has various practical applications. The salts and esters of dichloroacetic acid are called dichloroacetates.
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Formula C2H2Cl2O2
Net Charge 0
Average Mass 128.94148
Monoisotopic Mass 127.94318
InChI InChI=1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)
InChIKey JXTHNDFMNIQAHM-UHFFFAOYSA-N
SMILES OC(=O)C(Cl)Cl
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): astringent
A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
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ChEBI Ontology
Outgoing dichloroacetic acid (CHEBI:36386) has functional parent acetic acid (CHEBI:15366)
dichloroacetic acid (CHEBI:36386) has role astringent (CHEBI:74783)
dichloroacetic acid (CHEBI:36386) has role marine metabolite (CHEBI:76507)
dichloroacetic acid (CHEBI:36386) is a monocarboxylic acid (CHEBI:25384)
dichloroacetic acid (CHEBI:36386) is a organochlorine compound (CHEBI:36683)
dichloroacetic acid (CHEBI:36386) is conjugate acid of dichloroacetate (CHEBI:28240)
Incoming dichloroacetyl chloride (CHEBI:34688) has functional parent dichloroacetic acid (CHEBI:36386)
florfenicol (CHEBI:87185) has functional parent dichloroacetic acid (CHEBI:36386)
WIN 18446 (CHEBI:90441) has functional parent dichloroacetic acid (CHEBI:36386)
dichloroacetate (CHEBI:28240) is conjugate base of dichloroacetic acid (CHEBI:36386)
IUPAC Name
dichloroacetic acid
Synonyms Sources
2,2-dichloroacetic acid ChemIDplus
bichloracetic acid NIST Chemistry WebBook
dichloracetic acid NIST Chemistry WebBook
Dichloressigsäure ChEBI
DICHLORO-ACETIC ACID PDBeChem
Dichloroacetate KEGG COMPOUND
Manual Xrefs Databases
862 DrugCentral
C11149 KEGG COMPOUND
CPD-9674 MetaCyc
DB08809 DrugBank
Dichloroacetic_acid Wikipedia
LSM-5314 LINCS
TF4 PDBeChem
View more database links
Registry Numbers Types Sources
1098596 Reaxys Registry Number Reaxys
2477 Gmelin Registry Number Gmelin
79-43-6 CAS Registry Number KEGG COMPOUND
79-43-6 CAS Registry Number ChemIDplus
79-43-6 CAS Registry Number NIST Chemistry WebBook
Citation
Berthiaume C, Gilbert Y, Fournier-Larente J, Pluchon C, Filion G, Jubinville E, Sérodes JB, Rodriguez M, Duchaine C, Charette SJ (2014)
Identification of dichloroacetic acid degrading Cupriavidus bacteria in a drinking water distribution network model.
Journal of applied microbiology 116, 208-221 [PubMed:24112699]
[show Abstract]
Last Modified
22 February 2017