EAA

ETHACRYNIC ACID

Created:	1999-07-08
Last modified:	2011-06-04

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8 entries where EAA is found as a standalone ligand2 entries where EAA is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	31
Chiral Atom Count	0
Bond Count	31
Aromatic Bond Count	6

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Chemical Component Summary
Name	ETHACRYNIC ACID
Systematic Name (OpenEye OEToolkits)	2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]ethanoic acid
Formula	C₁₃ H₁₂ Cl₂ O₄
Molecular Weight	303.138
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	Clc1c(C(=O)\C(=C)CC)ccc(OCC(=O)O)c1Cl
SMILES	CACTVS	3.341	CCC(=C)C(=O)c1ccc(OCC(O)=O)c(Cl)c1Cl
SMILES	OpenEye OEToolkits	1.5.0	CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O
Canonical SMILES	CACTVS	3.341	CCC(=C)C(=O)c1ccc(OCC(O)=O)c(Cl)c1Cl
Canonical SMILES	OpenEye OEToolkits	1.5.0	CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O
InChI	InChI	1.03	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	InChI	1.03	AVOLMBLBETYQHX-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00903
Name	Etacrynic acid
Groups	approved investigational
Description	A compound that inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. This compound has been classified as a loop or high ceiling diuretic.
Synonyms	Methylenebutyrylphenoxyacetic acid ácido etacrínico Etacrynic acid Acide étacrynique Etacrinic acid Ethacrynic acid (2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy)acetic acid Ethacrynate Ethacrynate sodium Acidum etacrynicum
Brand Names	Vpi-ethacrynate Sodium Edecrin Sodium Edecrin Edecrin Tab 50mg Ethacrynate Sodium for Injection USP Ethacrynic Sodium Ethacrynate Sodium for Injection Ethacrynic Acid Ethacrynate Sodium Ethacrynic acid Edecrin Sodium
Indication	For the treatment of high blood pressure and edema caused by diseases like congestive heart failure, liver failure, and kidney failure.
Categories	Acetates Acids, Acyclic Agents that produce neuromuscular block (indirect) Aryloxyacetic Acid Derivatives Diuretics Enzyme Inhibitors Glycolates High-Ceiling Diuretics Hydroxy Acids Hyperglycemia-Associated Agents Hypotensive Agents Increased Diuresis at Loop of Henle Natriuretic Agents Nephrotoxic agents Non Potassium Sparing Diuretics OAT1/SLC22A6 inhibitors Ototoxic agents Phenoxyacetates Sodium Potassium Chloride Symporter Inhibitors
ATC-Code	C03CC01
CAS number	58-54-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Solute carrier family 12 member 1	MSLNNSSNVFLDSVPSNTNRFQVSVINENHESSAAADDNTDPPHYEETSF...	unknown	inhibitor
Sodium/potassium-transporting ATPase subunit alpha-1	MGKGVGRDKYEPAAVSEQGDKKGKKGKKDRDMDELKKEVSMDDHKLSLDE...	unknown	inhibitor
Lymphoid enhancer-binding factor 1	MPQLSGGGGGGGGDPELCATDEMIPFKDEGDPQKEKIFAEISHPEEEGDL...	unknown
Glutathione S-transferase P	MPPYTVVYFPVRGRCAALRMLLADQGQSWKEEVVTVETWQEGSLKASCLY...	unknown	inhibitor
Glutathione S-transferase A2	MAEKPKLHYSNIRGRMESIRWLLAAAGVEFEEKFIKSAEDLDKLRNDGYL...	unknown	inhibitor
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	inhibitor
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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