CHEBI:44557 - nitrilotriacetic acid

ChEBI IDCHEBI:44557
ChEBI Namenitrilotriacetic acid
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Secondary ChEBI IDsCHEBI:34889, CHEBI:44555
Last Modified22 August 2024
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FormulaC6H9NO6
Net Charge0
Average Mass191.139
Monoisotopic Mass191.04299
SMILESO=C(O)CN(CC(=O)O)CC(=O)O
InChIInChI=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)
InChIKeyMGFYIUFZLHCRTH-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
chelator  A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
nephrotoxic agent  A role played by any chemical compound (natural or synthetic) exhibiting itself through the ability to induce damage to the kidneys.
ChEBI Ontology
Outgoing Relation(s)
nitrilotriacetic acid (CHEBI:44557) has role carcinogenic agent (CHEBI:50903)
nitrilotriacetic acid (CHEBI:44557) has role nephrotoxic agent (CHEBI:50909)
nitrilotriacetic acid (CHEBI:44557) is a NTA (CHEBI:39054)
nitrilotriacetic acid (CHEBI:44557) is a tricarboxylic acid (CHEBI:27093)
nitrilotriacetic acid (CHEBI:44557) is conjugate acid of nitrilotriacetate(1−) (CHEBI:39053)
Incoming Relation(s)
2,2'-[(2-amino-2-oxoethyl)imino]diacetic acid (CHEBI:43960) has functional parent nitrilotriacetic acid (CHEBI:44557)
nitrilotriacetate(1−) (CHEBI:39053) is conjugate base of nitrilotriacetic acid (CHEBI:44557)
IUPAC Name 
N,N-bis(carboxymethyl)glycine
Synonyms  Source
Nitrilotriacetic acidKEGG COMPOUND
Triglycollamic acidKEGG COMPOUND
Trilon AChemIDplus
nitrilo-2,2',2''-triacetic acidChemIDplus
NTAChemIDplus
NITRILOTRIACETIC ACIDPDBeChem
Manual XrefsDatabases
C14695KEGG COMPOUND
NTAPDBeChem
DB03040DrugBank
Registry NumbersSources
Beilstein:1710776Beilstein
Gmelin:3726Gmelin
CAS:139-13-9KEGG COMPOUND
CAS:139-13-9NIST Chemistry WebBook
CAS:139-13-9ChemIDplus