MetaCyc Compound: EDTA

Synonyms: ethylenediaminetetraacetic acid, ethylenediaminetetraacetate

Superclasses: a non-metabolic compound

Chemical Formula: C10H13N2O8

Molecular Weight: 289.22 Daltons

Monoisotopic Molecular Weight: 293.09849053290003 Daltons

EDTA compound structure

SMILES: C(CN(CC([O-])=O)CC([O-])=O)[N+](CC([O-])=O)CC([O-])=O

InChI: InChI=1S/C10H16N2O8/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/p-3


Unification Links: ChEBI:42191, HMDB:HMDB15109, KEGG:C00284, PubChem:25201827

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -176.46396Inferred by computational analysis [Latendresse13]

Enzymes activated by EDTA, sorted by the type of activation, are:

Activator (Allosteric) of: fructoselysine 6-phosphate deglycase [Wiame02] Activator (Mechanism unknown) of: glutathione S-transferase [Arca90], diacylglycerol pyrophosphate phosphatase [Dillon96], isovitexin 7-O-xyloside 2"-O-arabinosyltransferase [Heinsbroek79], lactose 2-epimerase [Taguchi08], sinapoyl-CoA: glucarate sinapoyltransferase [Strack87], cellobiose 2-epimerase [Taguchi08], dihydropterin oxidase [Unnasch82], glycerophosphocholine cholinephosphodiesterase [Sugimori13], quercetin 6-hydroxylase [Halbwirth04], L-galactono-γ-lactone dehydrogenase [Shigeoka79], L-asparaginase [Raha90]

Enzymes inhibited by EDTA, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: hexulose-6-phosphate synthase [Kato78], hexulose-6-phosphate synthase [Kato90], glycerol dehydrogenase [McGregor74] Inhibitor (Mechanism unknown) of: rhamnulose-1-phosphate aldolase [Schwartz72, Comment 1], α-dehydro-β-deoxy-D-glucarate aldolase [Fish66], D-galacturonate isomerase [Ashwell60], D-glucuronate isomerase [Ashwell60, Linster04], L-rhamnose isomerase [Takagi64a], peptidoglycan glycosyltransferase [Hara84], deoxyuridine triphosphatase [Shlomai78, Comment 2], acetylornithine deacetylase [Vogel74a], agmatinase [Satishchandran86], cobalamin-independent homocysteine transmethylase [Whitfield70], murein tripeptide amidase [Maqbool12], thiamine monophosphate kinase [Nishino72], dimethylallyl-diphosphate:NAD(P)+ oxidoreductase [Adam02], 3-octaprenyl-4-hydroxybenzoate carboxy-lyase [Leppik76, Comment 3], UDP-3-O-acyl-N-acetylglucosamine deacetylase [Jackman99], fructose bisphosphate aldolase [Stribling73], dipeptidyl carboxypeptidase [Chen09b, Henrich93], biotin sulfoxide reductase [Del79], cysteinylglycine dipeptidase [Suzuki01a], gluconolactonase [Hucho72], CTP:2,3,4-saturated L-phosphatidate cytidylyltransferase [Langley78], acid phosphatase / phosphotransferase [Thaller97], ribonucleoside-triphosphate reductase [Eliasson92], 2',3'-cyclic nucleotide 2'-phosphodiesterase [ANRAKU64], 3'-nucleotidase [ANRAKU64], isovitexin 2"-O-arabinosyltransferase [Heinsbroek79], ethanol dehydrogenase [Lessmeier13], anditomin synthase [Matsuda14], preandiloid B dehydrogenase [Matsuda14], 8-hydroxykaempferol 8-O-methyltransferase [Jay85], gossypetin 8-O-methyltransferase [Jay85], gentisyl alcohol epoxidase [Priest89], synephrine dehydratase [Manne86], geraniol dehydrogenase (NAD+) [NOGE05], D-serine ammonia-lyase [Tanaka11], 3,7-dimethylquercetin 6-hydroxylase [Anzellotti00], 3,7,4'-trimethylquercetin 6-hydroxylase [Anzellotti00], 3,7,4'-trimethylquercetagetin 6-O-methyltransferase [De85], 3,7-dimethylquercetagetin 6-O-methyltransferase [De85], 3,7,3'-methylquercetagetin 6-O-methyltransferase [De85], D-fructose-6-phosphate cytidylyltransferase [Wang12], SAM: anol-O-methyltransferase [Kemmerer96], 1,2,4-trihydroxybenzene 1,2-dioxygenase [Takenaka03], 4-amino-3-hydroxy-benzoate 2,3-dioxygenase [Takenaka02], D-xylulose-5-phosphate cytidylyltransferase [Wang12a], trehalase [App89], trehalose-6-phosphate phosphatase [Vandercammen89], chitin synthase [MartinezRucobo09], N-acetylglucosamine-6-phosphate deacetylase [Yamano96], biotin--[acetyl-CoA carboxylase] synthetase [Tissot98], 2-protocatechuoylphloroglucinolcarboxylate esterase [Child63], 3-phosphonopyruvate hydrolase [Kulakova03], phosphonoacetate hydrolase [Borisova11], pullulanase [Dong97], NAD+-dependent L-rhamnofuranose 1-dehydrogenase [Rigo76], poly(3-hydroxybutyrate) depolymerase [Handrick01], glycerol-2-phosphate cytidylyltransfrase [Wang10b], pectate lyase [Tardy97], pectate lyase [Tardy97], pectate lyase [Tardy97], exotrigalacturonate lyase [Shevchik99], digalacturonate lyase [Shevchik99], L-galactonate dehydratase [Kuorelahti06], galactonolactonase [Ishikawa08], 2-keto-3-deoxy-D-glycero-D-galacto-nononate-9-phosphate synthase [Angata99], γ-butyrobetaine hydroxylase [Vaz99], ε-N-trimethyllysine hydroxylase [Sachan80], nitrilotriacetate monooxygenase [Uetz92], streptomycin 6-kinase [Sugiyama83], 31-O-demethyl-FK506 methyltransferase [Shafiee94], (S)-2-hydroxypropylphosphonate epoxidase [Liu03c], parathion hydrolase [Dumas89], carbapenemase [Rossolini98], deacetoxycephalosporin C hydroxylase [Baker91], deacetoxycephalosporin C synthase [Dotzlaf89], deacetoxycephalosporin C hydroxylase [Dotzlaf87], deacetoxycephalosporin C synthase [Dotzlaf87], kynurenine formamidase [Kurnasov03], D-lactate dehydrogenase [Schweiger84], cysteine dioxygenase [Chai05], formiminoglutamate formiminohydrolase [Kaminskas70, Magasanik71], β-cyano-L-alanine synthase [Comment 4], DL-methylmalonyl-CoA racemase [Stabler85], ATP:2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine 6-diphosphotransferase [Rebeille97], mandelate racemase [WeilMalherbe66], shikimate kinase [Comment 5], 2-phospho-3-sulfolactate phosphohydrolase [Graham01], MtaC protein: coenzyme M methyltransferase [LeClerc96], phosphonoacetate hydrolase [McGrath95], ethanolamine kinase [Wharfe79], (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl-diphosphate:4-aminobenzoate 2-amino-4-hydroxydihydropteridine-6-methenyltransferase, mannose-1-phosphate phosphatase [Rumpho83], berberine bridge enzyme [Steffens85], flavanone 3β-hydroxylase [Forkmann80], NAD kinase [Turner04], 7-methylxanthosine hydrolase [Negishi88], 2,5-dihydroxypyridine dioxygenase [Gauthier71], cis-4-hydroxy-D-proline dehydrogenase [Yoneya61], vomilenine reductase [vonSchumann02], vellosimine reductase [Pfitzner84], L-sorbosone dehydrogenase [Asakura99], p-hydroxyphenylpyruvate oxidase [Blakley77], 3-keto-5-aminohexanoate cleavage enzyme [Yorifuji77] Inhibitor (Other types) of: aspartate ammonia-lyase, 2-oxoglutarate oxygenase/decarboxylase (ethylene-forming) [Nagahama91], protocatechuate 2,3-dioxygenase [Wolgel90], 2-phosphinomethylmalate synthase [Shimotohno88], (+)-4-chloromuconolactone hydrolase [Camara08], trans-4-carboxymethylenebut-2-en-4-olide lactonohydrolase [Camara08], allantoate amidohydrolase [Raso07], pyruvic oxime dioxygenase [Ono96], alkenyl thiohydroximate-O-sulfate sulfohydrolase (epithionitrile-forming) [Burow06], thiohydroximate-O-sulfate sulfohydrolase (nitrile-forming) [Burow06], fructose bisphosphate aldolase [London73], NAD-dependent formate dehydrogenase [Kearny72], cis-1,2-dihydro-1,2-dihydroxynaphthalene-1, 2-dehydrogenase [Patel74]


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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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