Compound: EGTA
SMILES: O=C(O)CN(CC(=O)O)CCOCCOCCN(CC(=O)O)CC(=O)O
InChIKey: DEFVIWRASFVYLL-UHFFFAOYSA-N
Synonyms: EGTA, 67-42-5, Egtazic acid, Ethylenebis(oxyethylenenitrilo)tetraacetic acid, Gedta, Ebonta, Acide egtazique, Acido egtazico, 6,9-Dioxa-3,12-diazatetradecanedioic acid, 3,12-bis(carboxymethyl)-, Ethylene Glycol Tetraacetic Acid, Acidum egtazicum, [Ethylenebis(oxyethylenenitrilo)]tetraacetic acid, DTXSID2045151, Ethylene glycol bis(2-aminoethyl ether)tetraacetic acid, Ethylenedioxybis(ethyleneamino)tetraacetic acid, NSC-615010, (Ethylenebis(oxyethylenenitrilo))tetraacetic acid, Glycoletherdiamine-N,N,N',N'-tetraacetic Acid, Ethylene glycol bis(aminoethyl ether)tetraacetate, 526U7A2651, DTXCID0025151, CHEBI:30740, EGATA, Magnesium EGTA, EGTA, Tetrasodium, Ethylenebis(oxyethylenenitrile)tetraacetic Acid, RefChem:136371, 200-651-2, Acid, Egtazic, Ethylene glycol bis(2-aminoethyl ether)-N,N,N',N'-tetraacetic acid, C14H24N2O10, 3,12-bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecanedioic acid, 1,2-Bis[2-[bis(carboxymethyl)amino]ethoxy]ethane, MFCD00004291, H4egta, 2-[2-[2-[2-[bis(carboxymethyl)amino]ethoxy]ethoxy]ethyl-(carboxymethyl)amino]acetic acid, Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, NSC 615010, Ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid, 1,2-Bis(2-dicarboxymethylaminoethoxy)ethane, ethylene glycol bis(2-aminoethyl)tetraacetic acid, Glycoletherdiaminetetraacetic Acid, Glycol ether diamine tetraacetic acid, NSC615010, Egtazic acid (USAN), NCGC00015416-02, ACETIC ACID, (ETHYLENEBIS(OXYETHYLENENITRILO))TETRA-, 3,12-Bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecane-1,14-dioic acid, EGTAZIC ACID [USAN], ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid, 2,2',2'',2'''-[ethane-1,2-diylbis(oxyethane-2,1-diylnitrilo)]tetraacetic acid, CAS-67-42-5, Egtazic acid [USAN:INN], Ethylene Glycol-bis(2-aminoethylether)-N,N,N inverted exclamation marka,N inverted exclamation marka-tetraacetic Acid, Acide egtazique [INN-French], Acido egtazico [INN-Spanish], Acidum egtazicum [INN-Latin], EDGA, Glycol-etherdiaminetetraacetic acid, EINECS 200-651-2, Ethylenebis(oxyethylenenitrilo)tetra(acetic acid), BRN 1717370, 2-[2-[2-[2-(Bis(carboxymethyl)amino)ethoxy]ethoxy]ethyl-(carboxymethyl)amino]acetic acid, 2-{[2-(2-{2-[bis(carboxymethyl)amino]ethoxy}ethoxy)ethyl](carboxymethyl)amino} acetic acid, UNII-526U7A2651, EGTA; Egtazic acid, Ethylene glycol, di(2-(N,N-dicarboxylmethyl)amino)ethyl ether, Ethylene glycol bis(beta-aminoethyl ether)-N,N'-tetraacetic acid, Ethyleneglycol-bis(beta-aminoethyl ether)-N,N1-tetra-acetic acid, Lopac-E-4378, bmse001011, EGTA [MI], EGTAZIC ACID [INN], Lopac0_000512, SCHEMBL22901, MLS000069445, CHEMBL240390, orb1302735, Glycoletherdiamine-tetraacetic acid, HMS3261H05, EGTA (>90%), HY-D0861, Tox21_110141, Tox21_500512, HB4708, SBB053599, AKOS004910388, Tox21_110141_1, CCG-204603, FE12045, LP00512, SDCCGSBI-0050496.P002, NCGC00015416-01, NCGC00015416-03, NCGC00015416-04, NCGC00015416-05, NCGC00015416-06, NCGC00093909-01, NCGC00093909-02, NCGC00261197-01, AC-31252, AS-72032, SMR000059072, SY010980, DB-055029, CS-0015171, E0106, E0805, EU-0100512, NS00014959, ST50308400, D03967, E 4378, H10668, EGTA, Molecular Biology Grade - CAS 67-42-5, F045172, Q408437, SR-01000075861, SR-01000075861-1, Ethyleneglycol bis-(2-aminoethyl)ether tetraacetic acid, 1,2-Bis(2-aminoethoxyethane)-N,N,N',N'-tetraacetic acid, 3,6-Dioxaoctane-1,8-diamine-N,N,N',N'-tetraacetic acid, 2,2'-Ethylenedioxybis(ethylamine)-N,N,N',N'-tetraacetic acid, Ethylene glycol-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid, ethylene glycol-bis(2-aminoethylether)-n,n,n,n-tetraacetic acid, Acetic acid, [ethylenebis(oxyethylenenitrilo)]tetra- (6CI,8CI), Ethylene Glycol Bis(2-aminoethyl Ether)-N,N,N,N-tetraacetic Acid, Ethylene glycol bis(b-aminoethyl ether)-N,N,N',N'-tetraacetic acid, ethylene glycol-bis(b-aminoethyl ether)-n,n,n',n'-tetraacetic acid, Ethylene glycol bis(.beta.-aminoethyl ether)-N,N,N',N'-tetraacetic acid, ethylene glycol-bis(.beta.-aminoethyl ether)-n,n,n',n'-tetraacetic acid, Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid (EGTA), Ethylene glycol-O,O'-bis(2-aminoethyl)-N,N,N',N'-tetraacetic acid, EGTA, 3,12-Bis(carboxymethyl)-6,9-dioxa-3,12-diazatetra-decane-1,14-dioic acid (EGTA), 3,12-Bis(carboxymethyl)-6,9-dioxa-3,12-diazatetradecane-1,14-dioic acid #, 6,9-Dioxa-3,12-diazatetradecanedioic acid, 3,12-bis(carboxymethyl)- (9CI), Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, >=97.0%, Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, >=98.0% (T), Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, BioXtra, >=97 .0%, 1,2-Bis[2-[bis(carboxymethyl)amino]ethoxy]ethane ; Ethylene glycol-bis(2-aminoethylether)-N,N,N??,N??-tetraacetic acid, Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, BioUltra, for molecular biology, >=99.0% (T), Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid, for molecular biology, >=97.0%
Theoretical properties:
molecular_formula: C14H24N2O10
molecular_weight: 380.35 g/mol
exact_mass: 380.14309497 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 17
heavy_atom_count: 26
topological_polar_surface_area: 174 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Ethylene glycol bis(2-aminoethyl)tetraacetic acid is a diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively. It has a role as a chelator. It is a tetracarboxylic acid, a diether and a tertiary amino compound.
chebi: A  diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively.
chembl: EGTAZIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: EGTA (ethylene glycol-bis(β-aminoethyl ether)-N,N,N′,N′-tetraacetic acid), also known as egtazic acid (INN, USAN), is an aminopolycarboxylic acid, a chelating agent.  It is a white solid that is related to the better known EDTA.  Compared to EDTA, it has a lower affinity for magnesium, making it more selective for calcium ions. It is useful in buffer solutions that resemble the environment in living cells where calcium ions are usually at least a thousandfold less concentrated than magnesium.
The pKa for binding of calcium ions by tetrabasic EGTA is 11.00, but the protonated forms do not significantly contribute to binding, so at pH 7, the apparent pKa becomes 6.91.  See Qin et al. for an example of a pKa calculation.
EGTA has also been used experimentally for the treatment of animals with cerium poisoning and for the separation of thorium from the mineral monazite. EGTA is used as a compound in elution buffer in the protein purification technique known as tandem affinity purification, in which recombinant fusion proteins are bound to calmodulin beads and eluted out by adding EGTA.
EGTA is often employed in dentistry and endodontics for the removal of the smear layer.