ChemFOnt: Showing chemical card for Edetic Acid (CFc000009411)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:32 UTC

Chemfont ID

CFc000009411

Molecule Identification

Common Name

Edetic Acid

Definition

Edetic Acid is only found in individuals that have used or taken this drug. It is a chelating agent (chelating agents) that sequesters a variety of polyvalent cations. It is used in pharmaceutical manufacturing and as a food additive. [PubChem]The pharmacologic effects of edetate calcium disodium are due to the formation of chelates with divalent and trivalent metals. A stable chelate will form with any metal that has the ability to displace calcium from the molecule, a feature shared by lead, zinc, cadmium, manganese, iron and mercury. The amounts of manganese and iron metabolized are not significant. Copper is not mobilized and mercury is unavailable for chelation because it is too tightly bound to body ligands or it is stored in inaccessible body compartments. The excretion of calcium by the body is not increased following intravenous administration of edetate calcium disodium, but the excretion of zinc is considerably increased.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Ethylenedinitrilo)tetraacetic acid, ion(4-)	ChEBI
2,2',2'',2'''-(ethane-1,2-diyldinitrilo)tetraacetate	ChEBI
Acide edetique	ChEBI
Acide ethylenediaminetetracetique	ChEBI
Acido edetico	ChEBI
Acidum edeticum	ChEBI
EDTA	ChEBI
EDTA, ion(4-)	ChEBI
Ethylenediaminetetraacetate	ChEBI
H4EDta	ChEBI
N,N'-1,2-ethane diylbis-(N-(carboxymethyl)glycine)	ChEBI
{[-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetIC ACID	ChEBI
Ethylenediaminetetraacetic acid	Kegg
Versene acid	Kegg
(Ethylenedinitrilo)tetraacetate, ion(4-)	Generator
2,2',2'',2'''-(ethane-1,2-diyldinitrilo)tetraacetic acid	Generator
{[-(bis-carboxymethyl-amino)-ethyl]-carboxymethyl-amino}-acetate	Generator
Edetate	Generator
CaEDTA	HMDB
Calcium disodium edetate	HMDB
Calcium disodium versenate	HMDB
Edetate calcium	HMDB
Edetate calcium disodium	HMDB
EDT	HMDB
Acid, ethylenedinitrilotetraacetic	HMDB
Calcium tetacine	HMDB
Copper edta	HMDB
EDTA, disodium	HMDB
EDTA, distannous	HMDB
Edathamil	HMDB
Edetates	HMDB
Edetic acid, dipotassium salt	HMDB
Edetic acid, disodium salt, dihydrate	HMDB
Edetic acid, disodium, magnesium salt	HMDB
Edetic acid, magnesium salt	HMDB
Ethylenedinitrilotetraacetic acid	HMDB
N,N'-1,2-ethanediylbis(N-(carboxymethyl)glycine)	HMDB
Potassium edta	HMDB
Chromium edta	HMDB
Coprin	HMDB
Dinitrilotetraacetate, ethylene	HMDB
Disodium ethylene dinitrilotetraacetate	HMDB
Distannous edta	HMDB
EDTA, chromium	HMDB
EDTA, dicobalt	HMDB
EDTA, gallium	HMDB
EDTA, magnesium disodium	HMDB
Edetate disodium calcium	HMDB
Edetic acid, disodium salt	HMDB
Edetic acid, monosodium salt	HMDB
Edetic acid, potassium salt	HMDB
Gallium edta	HMDB
Tetacine, calcium	HMDB
Versene	HMDB
Acid, ethylenediaminetetraacetic	HMDB
Calcitetracemate, disodium	HMDB
Chelaton 3	HMDB
Dinitrilotetraacetate, disodium ethylene	HMDB
Disodium edta	HMDB
EDTA, copper	HMDB
Edetic acid, sodium salt	HMDB
Ethylene dinitrilotetraacetate, disodium	HMDB
Stannous edta	HMDB
Tetracemate	HMDB
Versenate	HMDB
Versenate, calcium disodium	HMDB
Acid, edetic	HMDB
Dicobalt edta	HMDB
Disodium calcitetracemate	HMDB
Disodium versenate, calcium	HMDB
EDTA, potassium	HMDB
EDTA, stannous	HMDB
Edetate, calcium disodium	HMDB
Edetic acid, calcium salt	HMDB
Edetic acid, calcium, sodium salt	HMDB
Edetic acid, chromium salt	HMDB
Edetic acid, disodium, monopotassium salt	HMDB
Edetic acid, monopotassium salt	HMDB
Ethylene dinitrilotetraacetate	HMDB
Magnesium disodium edta	HMDB
Edetic acid	ChEBI

Chemical Formula

C₁₀H₁₆N₂O₈

Average Molecular Weight

292.2426

Monoisotopic Molecular Weight

292.090665498

IUPAC Name

2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)acetic acid

Traditional Name

edta

CAS Registry Number

62-33-9

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 Key

KCXVZYZYPLLWCC-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

ethylenediamine derivative (CHEBI:42191 )
polyamino carboxylic acid (CHEBI:42191 )
tetracarboxylic acid (CHEBI:42191 )

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Odorless

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015109)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.26 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-4.9	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.35	ChemAxon
pKa (Strongest Basic)	7.73	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	155.68 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	62.35 m³·mol⁻¹	ChemAxon
Polarizability	25.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon