CHEBI:4876 - etacrynic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name etacrynic acid
ChEBI ID CHEBI:4876
Definition An aromatic ether that is phenoxyacetic acid in which the phenyl ring is substituted by chlorines at positions 2 and 3, and by a 2-methylidenebutanoyl group at position 4. It is a loop diuretic used to treat high blood pressure resulting from diseases such as congestive heart failure, liver failure, and kidney failure. It is also a glutathione S-transferase (EC 2.5.1.18) inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C13H12Cl2O4
Net Charge 0
Average Mass 303.13800
Monoisotopic Mass 302.011
InChI InChI=1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)
InChIKey AVOLMBLBETYQHX-UHFFFAOYSA-N
SMILES CCC(=C)C(=O)c1ccc(OCC(O)=O)c(Cl)c1Cl
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): ion transport inhibitor
A compound which inhibits the movement of an ion across an energy-transducing cell membrane.
EC 2.5.1.18 (glutathione transferase) inhibitor
An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18).
Application(s): loop diuretic
A diuretic that acts on the ascending loop of Henle in the kidney.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing etacrynic acid (CHEBI:4876) has functional parent acetic acid (CHEBI:15366)
etacrynic acid (CHEBI:4876) has role EC 2.5.1.18 (glutathione transferase) inhibitor (CHEBI:76797)
etacrynic acid (CHEBI:4876) has role ion transport inhibitor (CHEBI:50184)
etacrynic acid (CHEBI:4876) has role loop diuretic (CHEBI:77608)
etacrynic acid (CHEBI:4876) is a aromatic ether (CHEBI:35618)
etacrynic acid (CHEBI:4876) is a aromatic ketone (CHEBI:76224)
etacrynic acid (CHEBI:4876) is a dichlorobenzene (CHEBI:23697)
etacrynic acid (CHEBI:4876) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid
INNs Sources
acide étacrynique WHO MedNet
ácido etacrínico WHO MedNet
acidum etacrynicum WHO MedNet
etacrynic acid KEGG DRUG
Synonyms Sources
(2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy)acetic acid ChemIDplus
Etacrinic acid DrugBank
Ethacrynate DrugBank
ethacrynic acid ChemIDplus
Methylenebutyrylphenoxyacetic acid DrugBank
Brand Names Sources
Crinuryl DrugBank
Edecril DrugBank
Edecrina DrugBank
Endecril DrugBank
Hidromedin DrugBank
Hydromedin DrugBank
Mingit DrugBank
Otacril DrugBank
Reomax DrugBank
Taladren DrugBank
Uregit DrugBank
Database Links Databases
1071 DrugCentral
D00313 KEGG DRUG
DB00903 DrugBank
EAA PDBeChem
Etacrynic_acid Wikipedia
HMDB15039 HMDB
LSM-3420 LINCS
View more database links
Registry Numbers Types Sources
1915060 Beilstein Registry Number Beilstein
1915060 Reaxys Registry Number Reaxys
58-54-8 CAS Registry Number ChemIDplus
58-54-8 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
7932170 PubMed citation Europe PMC
Last Modified
22 February 2017