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Details

Stereochemistry ACHIRAL
Molecular Formula C14H20N2O10.2Na.2H
Molecular Weight 424.3114
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EGTA DISODIUM

SMILES

[H+].[H+].[Na+].[Na+].[O-]C(=O)CN(CCOCCOCCN(CC([O-])=O)CC([O-])=O)CC([O-])=O

InChI

InChIKey=PSNPATLUBMVVTM-UHFFFAOYSA-L
InChI=1S/C14H24N2O10.2Na/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24;;/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24);;/q;2*+1/p-2

HIDE SMILES / InChI
Egtazic acid or EGTA is widely used for biological research as a chelating agent relatively more specific for calcium ions.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Cystic fibrosis pathogens activate Ca2+-dependent mitogen-activated protein kinase signaling pathways in airway epithelial cells.
2001-06-01
Hormone-specific combinations of isoforms of adenylyl cyclase and phosphodiesterase in the rat liver.
2001-05-05
The Ca2+-sensing receptor activates cytosolic phospholipase A2 via a Gqalpha -dependent ERK-independent pathway.
2001-04-27
Purification and characterization of a plasmin-like protease from Tenodera sinensis (Chinese mantis).
2001-04-27
Vinpocetine-induced stimulation of calcium-activated potassium currents in rat pituitary GH3 cells.
2001-04-01
Biological activity of soluble CD100. I. The extracellular region of CD100 is released from the surface of T lymphocytes by regulated proteolysis.
2001-04-01
Site-specific calcium-dependent proteolysis of neuronal protein GAP-43.
2001-04
Heterogeneous increases of cytoplasmic calcium: distinct effects on down-regulation of cell surface sodium channels and sodium channel subunit mRNA levels.
2001-04
The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes.
2001-04
E-cadherin-mediated cell contact prevents apoptosis of spontaneously immortalized granulosa cells by regulating Akt kinase activity.
2001-04
Mechanical compression influences intracellular Ca2+ signaling in chondrocytes seeded in agarose constructs.
2001-04
Changes in cardiac contractile function and myocardial.
2001-04
Angiotensin II stimulates cardiac L-type Ca(2+) current by a Ca(2+)- and protein kinase C-dependent mechanism.
2001-04
Calcium buffering and protection from excitotoxic cell death by exogenous calbindin-D28k in HEK 293 cells.
2001-04
Calcium requirement for efficient phagocytosis by Dictyostelium discoideum.
2001-04
Cytosolic Ca(2+) signal is involved in regulating UV-induced apoptosis in hela cells.
2001-03-23
EGTA enhancement of adenovirus-mediated gene transfer to mouse tracheal epithelium in vivo.
2001-03-20
Calcium-dependent structural changes in scallop heavy meromyosin.
2001-03-16
Role of Fas and granule exocytosis pathways in tumor-infiltrating T lymphocyte-induced apoptosis of autologous human lung-carcinoma cells.
2001-03-15
Monodansylcadaverine inhibits cytotoxicity of Vibrio parahaemolyticus thermostable direct hemolysin on cultured rat embryonic fibroblast cells.
2001-03-15
Transmitter release modulation by intracellular Ca2+ buffers in facilitating and depressing nerve terminals of pyramidal cells in layer 2/3 of the rat neocortex indicates a target cell-specific difference in presynaptic calcium dynamics.
2001-03-15
Increased Ca2+ buffering enhances Ca2+-dependent process.
2001-03-15
Differential regulation of transmitter release by presynaptic and glial Ca2+ internal stores at the neuromuscular synapse.
2001-03-15
A23187 causes release of inositol phosphates from cultured rat Kupffer cells.
2001-03-09
Metabolic fate of 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine by human spermatozoa: biosynthesis and biodegradation.
2001-03-02
Evidence of calcium influx across the plasma membrane depends upon the initial rise of cytosolic calcium with activation of IP(3) in rat enterocytes by heat-stable enterotoxin of Vibrio cholerae non-O1.
2001-03-01
Contribution of postsynaptic Ca2+ to the induction of post-tetanic potentiation in the neural circuit for siphon withdrawal in Aplysia.
2001-03-01
Characterization of the deg-3/des-2 receptor: a nicotinic acetylcholine receptor that mutates to cause neuronal degeneration.
2001-03
Calcium-magnesium interactions in pancreatic acinar cells.
2001-03
The unusual gradient elution for reversed phase HPLC of a strong chelator as an active drug substance.
2001-03
Intraplatelet calcium levels in patients with acute renal failure before and after the administration of loop diuretics.
2001-03
The role of calcium signaling in early axonal and dendritic morphogenesis of rat cerebral cortex neurons under non-stimulated growth conditions.
2001-02-28
The stimulation of MAP kinase by 1,25(OH)(2)-vitamin D(3) in skeletal muscle cells is mediated by protein kinase C and calcium.
2001-02-28
Pharmacological interventions of cyanide-induced cytotoxicity and DNA damage in isolated rat thymocytes and their protective efficacy in vivo.
2001-02-03
Characterization of adenylyl cyclases in cultured human granulosa cells.
2001-02
Characterization of oxyntic glands isolated from the rat gastric mucosa.
2001-02
Caffeine stores and dopamine differentially require Ca(2+) channels in goldfish somatotropes.
2001-02
Role of elementary Ca(2+) puffs in generating repetitive Ca(2+) oscillations.
2001-01-15
Characterization of the ryanodine receptor-Ca2+ release channel from the thoracic tissues of the lepidopteran insect Heliothis virescens.
2001-01-15
Beta1 integrin activation on human neutrophils promotes beta2 integrin-mediated adhesion to fibronectin.
2001-01
Hydrogen peroxide induces apoptosis of chondrocytes; involvement of calcium ion and extracellular signal-regulated protein kinase.
2001-01
[Transition metals and nitric oxide production in human endothelial cells].
2001-01
CD63 associates with the alphaIIb beta3 integrin-CD9 complex on the surface of activated platelets.
2001-01
Effects of Mannheimia haemolytica leukotoxin on apoptosis and oncosis of bovine neutrophils.
2001-01
Calcium-induced conformational changes in Leishmania infantum kinetoplastid membrane protein-11.
2001-01
Mechanisms of suberoylanilide hydroxamic acid inhibition of mammary cell growth.
2001
Local regulation of anion secretion by pituitary adenylate cyclase-activating polypeptide in human colonic T84 cells.
2001
Maitotoxin-induced membrane blebbing and cell death in bovine aortic endothelial cells.
2001
Inhibition of carcinogen induced c-Ha-ras and c-fos proto-oncogenes expression by dietary curcumin.
2001
Intercellular calcium signaling and flash photolysis of caged compounds. A sensitive method to evaluate gap junctional coupling.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: EGTA, a calcium chelator, inhibited C. glutamicum growth at relatively lower concentrations compared with other Gram-positive bacteria. Simultaneous addition of EGTA and lysozyme resulted in cell lysis, whereas addition of these reagents separately had no such effect.
Unknown
Name Type Language
EGTA DISODIUM
Common Name English
6,9-DIOXA-3,12-DIAZATETRADECANEDIOIC ACID, 3,12-BIS(CARBOXYMETHYL)-, DISODIUM SALT
Preferred Name English
6,9-DIOXA-3,12-DIAZATETRADECANEDIOIC ACID, 3,12-BIS(CARBOXYMETHYL)-, SODIUM SALT (1:2)
Common Name English
ACETIC ACID, (ETHYLENEBIS(OXYETHYLENENITRILO))TETRA-, DISODIUM SALT
Common Name English
EGTA DISODIUM SALT [MI]
Common Name English
Code System Code Type Description
CAS
26082-78-0
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY
EPA CompTox
DTXSID40948957
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY
FDA UNII
7T6F42A6GN
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY
PUBCHEM
35848
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY
MERCK INDEX
m4846
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY Merck Index
DAILYMED
7T6F42A6GN
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY
RXCUI
1742991
Created by admin on Mon Mar 31 21:20:41 GMT 2025 , Edited by admin on Mon Mar 31 21:20:41 GMT 2025
PRIMARY