U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H9NO6
Molecular Weight 191.1388
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITRILOTRIACETIC ACID

SMILES

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

InChI

InChIKey=MGFYIUFZLHCRTH-UHFFFAOYSA-N
InChI=1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Influence of the glass packing on the contamination of pharmaceutical products by aluminium. Part II: amino acids for parenteral nutrition.
2001
Examination of cadmium(II) complexation by the Suwannee River fulvic acid using 113Cd NMR relaxation measurements.
2001 Dec 15
Assessment of chronic toxicity and carcinogenicity in an accelerated cancer bioassay in rats of moxifloxacin, a quinolone antibiotic.
2001 Oct
Iron and carcinogenesis: from Fenton reaction to target genes.
2002
Comparison of histidine-tag capture chemistries for purification following chemical extraction.
2002 Apr 12
Hydrometallurgical recovery of zinc and lead from electric arc furnace dust using mononitrilotriacetate anion and hexahydrated ferric chloride.
2002 Apr 26
Interferon-alpha enhances biological defense activities against oxidative stress in cultured rat hepatocytes and hepatic stellate cells.
2002 Aug
Specific binding of integrin alphaIIbbeta3 to RGD peptide immobilized on a nitrilotriacetic acid chip: a surface plasmon resonance study.
2002 Aug
Effects of phlebotomy on the growth of ferric nitrilotriacetate-induced renal cell carcinoma.
2002 Aug
Contribution of glutathione and metallothioneins to protection against copper toxicity and redox cycling: quantitative analysis using MT+/+ and MT-/- mouse lung fibroblast cells.
2002 Aug
Non-transferrin-bound iron in untreated and ribavirin-treated chronic hepatitis C patients.
2002 Aug
Bioavailability of waterborne strontium to the common carp, Cyprinus carpio, in complexing environments.
2002 Aug
On-column tris(2-carboxyethyl)phosphine reduction and IC5-maleimide labeling during purification of a RpoC fragment on a nickel-nitrilotriacetic acid Column.
2002 Aug 15
Comparative mutagenicities of bleomycin and ferric-nitrilotriacetate in lacZ mice.
2002 Dec 10
Simple cryoprotection and cell dissociation techniques for application of the comet assay to fresh and frozen rat tissues.
2002 Feb
Specific allelic loss of p16 (INK4A) tumor suppressor gene after weeks of iron-mediated oxidative damage during rat renal carcinogenesis.
2002 Feb
Oxidative damage and cancer.
2002 Feb
Bleomycin-detectable iron assay for non-transferrin-bound iron in hematologic malignancies.
2002 Feb
Overproduction in yeast and rapid and efficient purification of the rabbit SERCA1a Ca(2+)-ATPase.
2002 Feb 18
Stimulation and proliferation of primary rat hepatic stellate cells by cytochrome P450 2E1-derived reactive oxygen species.
2002 Jan
Aqua(nitrilotriacetato)(1,10-phenanthroline)iron(III) monohydrate: a seven-coordinate iron(III) complex.
2002 Jan
Iminodiacetate and nitrilotriacetate degradation by Kluyveromyces marxianus IMB3.
2002 Jan 18
Potential contact sites between the protein and RNA subunit in the Bacillus subtilis RNase P holoenzyme.
2002 Jan 25
Gas chromatographic and mass spectrometric analysis of nitrilotriacetic acid in environmental aqueous samples.
2002 Jan-Feb
Purification, reconstitution, and characterization of Na(+)/serine symporter, SstT, of Escherichia coli.
2002 Jul
Alleviation of the two-cell block of ICR mouse embryos by polyaminocarboxylate metal chelators.
2002 Jul
Biochemistry and pharmacology of epitope-tagged alpha(1)-adrenergic receptor subtypes.
2002 Jul
Development and characterization of Ni-NTA-bearing microspheres.
2002 Jul 1
Cytotoxic targeting of F9 teratocarcinoma tumours with anti-ED-B fibronectin scFv antibody modified liposomes.
2002 Jul 1
Unusual features for zirconium(IV) binding to human serum transferrin.
2002 Jun
A novel subtilisin-like serine protease from Thermoanaerobacter yonseiensis KB-1: its cloning, expression, and biochemical properties.
2002 Jun
The synergistic anion-binding sites of human transferrin: chemical and physiological effects of site-directed mutagenesis.
2002 Jun 11
Nontransferrin-bound iron in the plasma of haemodialysis patients after intravenous iron saccharate infusion.
2002 Mar
Expression of ayu (Plecoglossus altivelis) Pit-1 in Escherichia coli: its purification and immunohistochemical detection using monoclonal antibody.
2002 Mar
Carbonic anhydrase inhibitors. A general approach for the preparation of water-soluble sulfonamides incorporating polyamino-polycarboxylate tails and of their metal complexes possessing long-lasting, topical intraocular pressure-lowering properties.
2002 Mar 28
Relations between clusters of oxidatively damaged nucleotides and active or open nucleosomes in the rat Nth 1 gene.
2002 Mar 7
Protective effect of colored rice over white rice on Fenton reaction-based renal lipid peroxidation in rats.
2002 May
The mechanism of iron uptake by transferrins: the X-ray structures of the 18 kDa NII domain fragment of duck ovotransferrin and its nitrilotriacetate complex.
2002 May
The role of metals in site-specific DNA damage with reference to carcinogenesis.
2002 May 1
Simultaneous determination of 3-nitrotyrosine and tyrosine in plasma proteins of rats and assessment of artifactual tyrosine nitration.
2002 Nov 5
Adsorption behavior of zinc and cadmium ion on granular activated carbon in singular and binary systems and the influence of nitrilotricetic acid as a complexing agent.
2002 Oct
pH-Dependent fate and transport of NTA-complexed cobalt through undisturbed cores of fractured shale saprolite.
2002 Oct
Dissimilatory reduction of Cr(VI), Fe(III), and U(VI) by Cellulomonas isolates.
2002 Oct
On-column complexation and simultaneous separation of vanadium(IV) and vanadium(V) by capillary electrophoresis with direct UV detection.
2002 Oct
Protective effect of metallothionein-III on DNA damage in response to reactive oxygen species.
2002 Oct 10
Assessment of the ability of the antioxidant cocktail-derived from fermentation of plants with effective microorganisms (EM-X) to modulate oxidative damage in the kidney and liver of rats in vivo: studies upon the profile of poly- and mono-unsaturated fatty acids.
2002 Oct 5
Cloning, characterization, and functional studies of a 47-kDa platelet receptor for type III collagen.
2002 Sep 20
Correlation between induction of DNA fragmentation in urinary bladder cells from rats and humans and tissue-specific carcinogenic activity.
2002 Sep 30
Evaluation of carcinogenic responses in the Eker rat following short-term exposure to selected nephrotoxins and carcinogens.
2002 Sep-Oct
Synergistic anion and metal binding to the ferric ion-binding protein from Neisseria gonorrhoeae.
2003 Jan 24
Patents
Name Type Language
NITRILOTRIACETIC ACID
HSDB   MI   USP-RS  
Systematic Name English
NITRILOTRIACETIC ACID AND ITS SALTS [IARC]
Common Name English
NITRILOTRIACETIC ACID [HSDB]
Common Name English
NITRILO-N,N,N-TRIACETIC ACID
Systematic Name English
NTA
Common Name English
SODIUM CALCIUM EDETATE IMPURITY A [EP IMPURITY]
Common Name English
A,A',A''-TRIMETHYLAMINETRICARBOXYLIC ACID
Common Name English
NITRILO-2,2',2''-TRIACETIC ACID
Systematic Name English
2,2',2''-NITRILOTRIACETIC ACID
Systematic Name English
NITRILOTRIACETIC ACID [USP-RS]
Common Name English
NITRILOTRIACETIC ACID [MI]
Common Name English
GLYCINE, N,N-BIS(CARBOXYMETHYL)-
Systematic Name English
NSC-2121
Code English
TRIGLYCOLLAMIC ACID
Common Name English
DISODIUM EDETATE IMPURITY A [EP IMPURITY]
Common Name English
N,N-BIS(CARBOXYMETHYL)GLYCINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C45176
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID6020939
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
DRUG BANK
DB03040
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-355-7
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
CHEBI
44557
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
MERCK INDEX
m7935
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C44408
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
WIKIPEDIA
NITRILOTRIACETIC ACID
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
HSDB
2853
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
FDA UNII
KA90006V9D
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
CAS
139-13-9
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
NSC
2121
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
RS_ITEM_NUM
1463950
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
MESH
D009571
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY
PUBCHEM
8758
Created by admin on Sat Dec 16 00:40:05 GMT 2023 , Edited by admin on Sat Dec 16 00:40:05 GMT 2023
PRIMARY