Showing metabocard for Ethylenediaminetetraacetic acid (BMDB0062100)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2018-06-25 21:50:41 UTC
Update Date2020-03-13 17:33:39 UTC
BMDB IDBMDB0062100
Secondary Accession Numbers
  • BMDB62100
Metabolite Identification
Common NameEthylenediaminetetraacetic acid
DescriptionEdetic acid, also known as edta or edetate, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Edetic acid is a drug which is used for the reduction of blood levels and depot stores of lead in lead poisoning (acute and chronic) and lead encephalopathy, in both pediatric populations and adults. Edetic acid exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Edetic acid is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(Ethylenedinitrilo)tetraacetic acid, ion(4-)ChEBI
2,2',2'',2'''-(ethane-1,2-diyldinitrilo)tetraacetateChEBI
Acide edetiqueChEBI
Acide ethylenediaminetetracetiqueChEBI
Acido edeticoChEBI
Acidum edeticumChEBI
EDTAChEBI
EDTA, ion(4-)ChEBI
EthylenediaminetetraacetateChEBI
H4EDtaChEBI
N,N'-1,2-ethane diylbis-(N-(carboxymethyl)glycine)ChEBI
{[-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetIC ACIDChEBI
Ethylenediaminetetraacetic acidKegg
Versene acidKegg
(Ethylenedinitrilo)tetraacetate, ion(4-)Generator
2,2',2'',2'''-(ethane-1,2-diyldinitrilo)tetraacetic acidGenerator
{[-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetateGenerator
EdetateGenerator
CaEDTAHMDB
Calcium disodium edetateHMDB
Calcium disodium versenateHMDB
Edetate calciumHMDB
Edetate calcium disodiumHMDB
EDTHMDB
Acid, ethylenedinitrilotetraaceticHMDB
Calcium tetacineHMDB
Copper edtaHMDB
EDTA, disodiumHMDB
EDTA, distannousHMDB
EdathamilHMDB
EdetatesHMDB
Edetic acid, dipotassium saltHMDB
Edetic acid, disodium salt, dihydrateHMDB
Edetic acid, disodium, magnesium saltHMDB
Edetic acid, magnesium saltHMDB
Ethylenedinitrilotetraacetic acidHMDB
N,N'-1,2-ethanediylbis(N-(carboxymethyl)glycine)HMDB
Potassium edtaHMDB
Chromium edtaHMDB
CoprinHMDB
Dinitrilotetraacetate, ethyleneHMDB
Disodium ethylene dinitrilotetraacetateHMDB
Distannous edtaHMDB
EDTA, chromiumHMDB
EDTA, dicobaltHMDB
EDTA, galliumHMDB
EDTA, magnesium disodiumHMDB
Edetate disodium calciumHMDB
Edetic acid, disodium saltHMDB
Edetic acid, monosodium saltHMDB
Edetic acid, potassium saltHMDB
Gallium edtaHMDB
Tetacine, calciumHMDB
VerseneHMDB
Acid, ethylenediaminetetraaceticHMDB
Calcitetracemate, disodiumHMDB
Chelaton 3HMDB
Dinitrilotetraacetate, disodium ethyleneHMDB
Disodium edtaHMDB
EDTA, copperHMDB
Edetic acid, sodium saltHMDB
Ethylene dinitrilotetraacetate, disodiumHMDB
Stannous edtaHMDB
TetracemateHMDB
VersenateHMDB
Versenate, calcium disodiumHMDB
Acid, edeticHMDB
Dicobalt edtaHMDB
Disodium calcitetracemateHMDB
Disodium versenate, calciumHMDB
EDTA, potassiumHMDB
EDTA, stannousHMDB
Edetate, calcium disodiumHMDB
Edetic acid, calcium saltHMDB
Edetic acid, calcium, sodium saltHMDB
Edetic acid, chromium saltHMDB
Edetic acid, disodium, monopotassium saltHMDB
Edetic acid, monopotassium saltHMDB
Ethylene dinitrilotetraacetateHMDB
Magnesium disodium edtaHMDB
Edetic acidChEBI
Chemical FormulaC10H16N2O8
Average Molecular Weight292.2426
Monoisotopic Molecular Weight292.090665498
IUPAC Name2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)acetic acid
Traditional Nameedta
CAS Registry Number62-33-9
SMILES
OC(=O)CN(CCN(CC(O)=O)CC(O)=O)CC(O)=O
InChI Identifier
InChI=1S/C10H16N2O8/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)
InChI KeyKCXVZYZYPLLWCC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTetracarboxylic acids and derivatives
Direct ParentTetracarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tetracarboxylic acid or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Tertiary amine
  • Tertiary aliphatic amine
  • Amino acid
  • Carboxylic acid
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.2ALOGPS
logP-4.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)2.35ChemAxon
pKa (Strongest Basic)7.73ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area155.68 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity62.35 m³·mol⁻¹ChemAxon
Polarizability25.64 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0f6x-2971000000-52370879752b5b63ccc2View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0f6x-2971000000-52370879752b5b63ccc2View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-3930000000-da498c10e1988a598601View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-00dl-9253520000-45cc304de47f6d8bb25fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0007-0190000000-ff2f56ae902dbe88ddaeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-1970000000-6acfba9be031774d58fdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w2i-4980000000-7fb5e96677fc6ff6c029View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-fdc1ce0a492732d97d45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0290000000-6ea2ca75f62b63f02ce2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-8920000000-d825f98fdc0554f6dc69View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0190000000-c31f2cd2d6c009257aefView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-7aeb329bb5d0bb75f7c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ika-4900000000-f34d98ee3d0ba2dd49e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-5ff618f36425e9cee334View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-0290000000-9e41e44730ef5a58a845View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0btc-6900000000-20eadce392ac9f0f0acdView in MoNA
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
HMDB IDHMDB0015109
DrugBank IDDB00974
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5826
KEGG Compound IDC00284
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEdetate
METLIN IDNot Available
PubChem Compound6049
PDB IDEDT
ChEBI ID42191
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]