EGTAZIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H24N2O10
Molecular Weight	380.3478
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CN(CCOCCOCCN(CC(O)=O)CC(O)=O)CC(O)=O

InChI

InChIKey=DEFVIWRASFVYLL-UHFFFAOYSA-N

InChI=1S/C14H24N2O10/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)

HIDE SMILES / InChI

Molecular Formula	C14H24N2O10
Molecular Weight	380.3478
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29075867

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
calcium ion 2 Target ID: calcium ion Sources: https://www.ncbi.nlm.nih.gov/pubmed/12669884	Chelating Agent 142

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Mechanisms of suberoylanilide hydroxamic acid inhibition of mammary cell growth.	2001	11250759
Local regulation of anion secretion by pituitary adenylate cyclase-activating polypeptide in human colonic T84 cells.	2001	11237416
Maitotoxin-induced membrane blebbing and cell death in bovine aortic endothelial cells.	2001	11231888
Inhibition of carcinogen induced c-Ha-ras and c-fos proto-oncogenes expression by dietary curcumin.	2001	11231886
Intercellular calcium signaling and flash photolysis of caged compounds. A sensitive method to evaluate gap junctional coupling.	2001	11218662
Site-specific calcium-dependent proteolysis of neuronal protein GAP-43.	2001 Apr	11274743
Heterogeneous increases of cytoplasmic calcium: distinct effects on down-regulation of cell surface sodium channels and sodium channel subunit mRNA levels.	2001 Apr	11264239
The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes.	2001 Apr	11259304
E-cadherin-mediated cell contact prevents apoptosis of spontaneously immortalized granulosa cells by regulating Akt kinase activity.	2001 Apr	11259266
Mechanical compression influences intracellular Ca2+ signaling in chondrocytes seeded in agarose constructs.	2001 Apr	11247938
Changes in cardiac contractile function and myocardial.	2001 Apr	11247809
Angiotensin II stimulates cardiac L-type Ca(2+) current by a Ca(2+)- and protein kinase C-dependent mechanism.	2001 Apr	11247763
Calcium buffering and protection from excitotoxic cell death by exogenous calbindin-D28k in HEK 293 cells.	2001 Apr	11243935
Calcium requirement for efficient phagocytosis by Dictyostelium discoideum.	2001 Apr	11243931
Vinpocetine-induced stimulation of calcium-activated potassium currents in rat pituitary GH3 cells.	2001 Apr 1	11274974
Biological activity of soluble CD100. I. The extracellular region of CD100 is released from the surface of T lymphocytes by regulated proteolysis.	2001 Apr 1	11254687
The Ca2+-sensing receptor activates cytosolic phospholipase A2 via a Gqalpha -dependent ERK-independent pathway.	2001 Apr 27	11278341
Purification and characterization of a plasmin-like protease from Tenodera sinensis (Chinese mantis).	2001 Apr 27	11267896
Characterization of adenylyl cyclases in cultured human granulosa cells.	2001 Feb	11226046
Characterization of oxyntic glands isolated from the rat gastric mucosa.	2001 Feb	11223396
Caffeine stores and dopamine differentially require Ca(2+) channels in goldfish somatotropes.	2001 Feb	11208580
The role of calcium signaling in early axonal and dendritic morphogenesis of rat cerebral cortex neurons under non-stimulated growth conditions.	2001 Feb 28	11248350
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 Feb 28	11223176
Pharmacological interventions of cyanide-induced cytotoxicity and DNA damage in isolated rat thymocytes and their protective efficacy in vivo.	2001 Feb 3	11275422
Beta1 integrin activation on human neutrophils promotes beta2 integrin-mediated adhesion to fibronectin.	2001 Jan	11265644
Hydrogen peroxide induces apoptosis of chondrocytes; involvement of calcium ion and extracellular signal-regulated protein kinase.	2001 Jan	11235017
[Transition metals and nitric oxide production in human endothelial cells].	2001 Jan	11212498
CD63 associates with the alphaIIb beta3 integrin-CD9 complex on the surface of activated platelets.	2001 Jan	11204565
Effects of Mannheimia haemolytica leukotoxin on apoptosis and oncosis of bovine neutrophils.	2001 Jan	11197552
Calcium-induced conformational changes in Leishmania infantum kinetoplastid membrane protein-11.	2001 Jan	11191218
Role of elementary Ca(2+) puffs in generating repetitive Ca(2+) oscillations.	2001 Jan 15	11226156
Characterization of the ryanodine receptor-Ca2+ release channel from the thoracic tissues of the lepidopteran insect Heliothis virescens.	2001 Jan 15	11220363
Cystic fibrosis pathogens activate Ca2+-dependent mitogen-activated protein kinase signaling pathways in airway epithelial cells.	2001 Jun 1	11278360
Characterization of the deg-3/des-2 receptor: a nicotinic acetylcholine receptor that mutates to cause neuronal degeneration.	2001 Mar	11273652
Calcium-magnesium interactions in pancreatic acinar cells.	2001 Mar	11259384
The unusual gradient elution for reversed phase HPLC of a strong chelator as an active drug substance.	2001 Mar	11248490
Intraplatelet calcium levels in patients with acute renal failure before and after the administration of loop diuretics.	2001 Mar	11239030
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 Mar 1	11257546
Contribution of postsynaptic Ca2+ to the induction of post-tetanic potentiation in the neural circuit for siphon withdrawal in Aplysia.	2001 Mar 1	11222663
Role of Fas and granule exocytosis pathways in tumor-infiltrating T lymphocyte-induced apoptosis of autologous human lung-carcinoma cells.	2001 Mar 15	11275978
Monodansylcadaverine inhibits cytotoxicity of Vibrio parahaemolyticus thermostable direct hemolysin on cultured rat embryonic fibroblast cells.	2001 Mar 15	11267763
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 Mar 15	11251060
Increased Ca2+ buffering enhances Ca2+-dependent process.	2001 Mar 15	11251041
Differential regulation of transmitter release by presynaptic and glial Ca2+ internal stores at the neuromuscular synapse.	2001 Mar 15	11245676
Calcium-dependent structural changes in scallop heavy meromyosin.	2001 Mar 16	11243809
Metabolic fate of 1-alkyl-2-acetyl-sn-glycero-3-phosphocholine by human spermatozoa: biosynthesis and biodegradation.	2001 Mar 2	11270625
EGTA enhancement of adenovirus-mediated gene transfer to mouse tracheal epithelium in vivo.	2001 Mar 20	11268280
Cytosolic Ca(2+) signal is involved in regulating UV-induced apoptosis in hela cells.	2001 Mar 23	11263975
A23187 causes release of inositol phosphates from cultured rat Kupffer cells.	2001 Mar 9	11245846
Hormone-specific combinations of isoforms of adenylyl cyclase and phosphodiesterase in the rat liver.	2001 May 5	11257314

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:45:03 GMT 2023` Edited by `admin` on `Sat Dec 16 16:45:03 GMT 2023`
Record UNII	526U7A2651
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EGTAZIC ACID

Official Name

English

EGTAZIC ACID [USAN]

Common Name

English

egtazic acid [INN]

Common Name

English

EGTA	Locators: MI Sources:

Code

English

6,9-DIOXA-3,12-DIAZATETRADECANEDIOIC ACID, 3,12-BIS(CARBOXYMETHYL)-

Common Name

English

[Ethylenebis(oxyethylenenitrilo)]tetraacetic acid

Systematic Name

English

EGTA [MI]

Common Name

English

NSC-615010

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C360