ETHACRYNIC ACID

Search structure


Trade Names:	EDECRIN ETHACRYNIC ACID
Synonyms:	Edecrin Etacrynic acid Ethacrynate Ethacrynic acid Hydromedin MK-595 NSC-624008 NSC-85791 Reomax
Status:	Approved (1967)
Entry Type:	Small molecule
Molecule Category:	UNKNOWN
UNII:	M5DP350VZV

Structure


InChI Key	AVOLMBLBETYQHX-UHFFFAOYSA-N
Smile	C=C(CC)C(=O)c1ccc(OCC(=O)O)c(Cl)c1Cl
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)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C13H12Cl2O4
Molecular Weight	303.14
AlogP	3.61
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	6.0
Polar Surface Area	63.6
Molecular species	ACID
Aromatic Rings	1.0
Heavy Atoms	19.0

Pharmacology

Action	Mechanism of Action	Reference
INHIBITOR	Sodium-(potassium)-chloride cotransporter 2 inhibitor	DOI

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Isomerase	-	14000	-	-	-
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family	-	4500	-	-	-
Enzyme Transferase	-	3400-4000	-	-	24-94
Enzyme	-	3400-4000	-	-	24-94
Other cytosolic protein	-	8500	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	112
Transporter Primary active transporter ATP-binding cassette ABCC subfamily	-	3850	-	-	-
Unclassified protein	-	4700-5200	-	-	66-85

Indications

Mesh Heading	Maximum Phase	Mesh ID	Reference
Glaucoma	1	D005901	ClinicalTrials
Urinary Bladder Neoplasms	1	D001749	ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution

System Organ Classification (SOC)

	Relative Frequency (%)
General disorders and administration site conditions	19.62
Gastrointestinal disorders	13.58
Nervous system disorders	9.81
Cardiac disorders	7.55
Investigations	7.55
Metabolism and nutrition disorders	5.28
Respiratory, thoracic and mediastinal disorders	5.28
Vascular disorders	5.28
Injury, poisoning and procedural complications	4.53
Skin and subcutaneous tissue disorders	4.53
Musculoskeletal and connective tissue disorders	3.77
Renal and urinary disorders	3.4
Psychiatric disorders	3.02

Cross References

Resources	Reference
CAS NUMBER	58-54-8
ChEBI	4876
ChEMBL	CHEMBL456
DrugBank	DB00903
DrugCentral	1071
EPA CompTox	DTXSID3025257
FDA SRS	M5DP350VZV
Human Metabolome Database	HMDB0015039
Guide to Pharmacology	7179
KEGG	D00313
PDB	EAA
PharmGKB	PA449518
PubChem	3278
SureChEMBL	SCHEMBL26353
ZINC	ZINC000000001382

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