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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12N2O8.Ca.2Na.2H2O
Molecular Weight 410.299
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Edetate Calcium Disodium

SMILES

O.O.[Na+].[Na+].[Ca++].[O-]C(=O)CN(CCN(CC([O-])=O)CC([O-])=O)CC([O-])=O

InChI

InChIKey=JCQNARRMQCMKAN-UHFFFAOYSA-J
InChI=1S/C10H16N2O8.Ca.2Na.2H2O/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);;;;2*1H2/q;+2;2*+1;;/p-4

HIDE SMILES / InChI

Molecular Formula Ca
Molecular Weight 40.078
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C10H14N2O8
Molecular Weight 290.2268
Charge -2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Edetic acid (EDTA) is a chelating agent. The U.S. Food and Drug Administration (FDA) approved edetic acid chelation therapy as a treatment for lead and heavy metal poisoning. Edetic acid in form of disodium salt was withdrawn from the market due to death resulting from hypocalcemia during chelation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
18.3 null [pKd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Calcium disodium versenate

Approved Use

Edetate calcium disodium is indicated 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.

Launch Date

1953
Curative
Calcium Disodium Versenate

Approved Use

Edetate calcium disodium is indicated 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.

Launch Date

1953
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
Diagnostic
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
51 μg/mL
1 g single, intramuscular
dose: 1 g
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
EDETATE CALCIUM DISODIUM serum
Homo sapiens
population: UNKNOWN
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
60 min
unknown, unknown
EDETATE CALCIUM DISODIUM plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
25 mg/kg 2 times / day multiple, intravenous
Recommended
Dose: 25 mg/kg, 2 times / day
Route: intravenous
Route: multiple
Dose: 25 mg/kg, 2 times / day
Sources:
unhealthy, 1-8
Health Status: unhealthy
Age Group: 1-8
Sex: M+F
Sources:
Disc. AE: Acute renal failure...
Other AEs: Nephrotoxicity...
AEs leading to
discontinuation/dose reduction:
Acute renal failure (3%)
Other AEs:
Nephrotoxicity (mild, 13%)
Sources:
160 mg/kg single, intravenous
Studied dose
Dose: 160 mg/kg
Route: intravenous
Route: single
Dose: 160 mg/kg
Sources:
unhealthy, 49
Health Status: unhealthy
Age Group: 49
Sex: F
Sources:
Disc. AE: Hypocalcemia...
AEs leading to
discontinuation/dose reduction:
Hypocalcemia
Sources:
400 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 400 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 400 mg/kg, 1 times / day
Sources:
unhealthy, 58
Health Status: unhealthy
Age Group: 58
Sex: F
Sources:
Disc. AE: Restlessness, Hypocalcemia...
AEs leading to
discontinuation/dose reduction:
Restlessness
Hypocalcemia
Sources:
400 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 400 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 400 mg/kg, 1 times / day
Sources:
unhealthy, 58
Health Status: unhealthy
Age Group: 58
Sex: F
Sources:
Disc. AE: Headache...
AEs leading to
discontinuation/dose reduction:
Headache
Sources:
AEs

AEs

AESignificanceDosePopulation
Acute renal failure 3%
Disc. AE
25 mg/kg 2 times / day multiple, intravenous
Recommended
Dose: 25 mg/kg, 2 times / day
Route: intravenous
Route: multiple
Dose: 25 mg/kg, 2 times / day
Sources:
unhealthy, 1-8
Health Status: unhealthy
Age Group: 1-8
Sex: M+F
Sources:
Nephrotoxicity mild, 13%
25 mg/kg 2 times / day multiple, intravenous
Recommended
Dose: 25 mg/kg, 2 times / day
Route: intravenous
Route: multiple
Dose: 25 mg/kg, 2 times / day
Sources:
unhealthy, 1-8
Health Status: unhealthy
Age Group: 1-8
Sex: M+F
Sources:
Hypocalcemia Disc. AE
160 mg/kg single, intravenous
Studied dose
Dose: 160 mg/kg
Route: intravenous
Route: single
Dose: 160 mg/kg
Sources:
unhealthy, 49
Health Status: unhealthy
Age Group: 49
Sex: F
Sources:
Hypocalcemia Disc. AE
400 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 400 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 400 mg/kg, 1 times / day
Sources:
unhealthy, 58
Health Status: unhealthy
Age Group: 58
Sex: F
Sources:
Restlessness Disc. AE
400 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 400 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 400 mg/kg, 1 times / day
Sources:
unhealthy, 58
Health Status: unhealthy
Age Group: 58
Sex: F
Sources:
Headache Disc. AE
400 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 400 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 400 mg/kg, 1 times / day
Sources:
unhealthy, 58
Health Status: unhealthy
Age Group: 58
Sex: F
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Lead mobilization study and the clearance of intravenous CaNa2EDTA in a patient with end-stage renal failure on hemodialysis.
2012-01
EDTA redistribution of lead and cadmium into the soft tissues in a human with a high lead burden - should DMSA always be used to follow EDTA in such cases?
2011-06
Chemical speciation used to assess [S,S']-ethylenediaminedisuccinic acid (EDDS) as a readily-biodegradable replacement for EDTA in radiochemical decontamination formulations.
2001-04
Cloning and biochemical characterization of BglC, a beta-glucosidase from the cellulolytic actinomycete Thermobifida fusca.
2001-04
Histamine induces exocytosis and IL-6 production from human lung macrophages through interaction with H1 receptors.
2001-03-15
Measurement of intact insulin-like growth factor-binding protein-3 in human plasma using a ligand immunofunctional assay.
2001-03
Duration of sample storage dramatically alters expression of the human immunodeficiency virus coreceptors CXCR4 and CCR5.
2001-03
Adherence of Giardia lamblia trophozoites to Int-407 human intestinal cells.
2001-03
Pseudomonas aeruginosa protease IV enzyme assays and comparison to other Pseudomonas proteases.
2001-03
Kinetic modeling of liquid-phase adsorption of reactive dyes and metal ions on chitosan.
2001-03
Two new modes of smooth muscle myosin regulation by the interaction between the two regulatory light chains, and by the S2 domain.
2001-03
Quaternary ammoniums and other preservatives' contribution in oxidative stress and apoptosis on Chang conjunctival cells.
2001-03
Effect of collagenase inhibitors on corneal haze after PRK.
2001-03
Predicting the kinetics of peptide-antibody interactions using a multivariate experimental design of sequence and chemical space.
2001-02-17
Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase.
2001-02-16
Detection of bile duct leaks using MR cholangiography with mangfodipir trisodium (Teslascan).
2001-02-15
Influence of citrate and EDTA anticoagulants on plasma malondialdehyde concentrations estimated by high-performance liquid chromatography.
2001-02-10
Quantitation of genomic DNA in plasma and serum samples: higher concentrations of genomic DNA found in serum than in plasma.
2001-02
Anti-Saccharomyces cerevisiae antibodies (ASCA), phenotypes of IBD, and intestinal permeability: a study in IBD families.
2001-02
Prolonged stability of endogenous cardiotrophin-1 in whole blood.
2001-02
Characterization of a protease responsible for truncated actin increase in neutrophils of patients with Behçet's disease.
2001-02
Microwave decalcification of human temporal bones.
2001-02
Binding sites for progastrin-derived peptides in colonic crypts.
2001-02
Estimation of glomerular filtration rate in cancer patients.
2001-02
Localization of estrogen receptor beta protein expression in adult human bone.
2001-02
Simultaneous determination of 226Ra and 210Pb in groundwater and soil samples by using the liquid scintillation counter-suspension gel method.
2001-02
Pharmacological characterization and antithrombotic effect of agkistin, a platelet glycoprotein Ib antagonist.
2001-02
Determination of glomerular filtration rate per unit renal volume using computerized tomography: correlation with conventional measures of total and divided renal function.
2001-02
Environmental lead exposure and progressive renal insufficiency.
2001-01-22
Long-term preservation of chilled canine semen: effect of commercial and laboratory prepared extenders.
2001-01-15
The occurrence of internal (1 --> 5)-linked arabinofuranose and arabinopyranose residues in arabinogalactan side chains from soybean pectic substances.
2001-01-15
Determination of metal complexes of ethylenediaminetetraacetate in the presence of organic matter by high-performance liquid chromatography.
2001-01-05
Robustness of slope-intercept versus slope-only for measurement of glomerular filtration rate.
2001-01
Phagocytic response of bovine polymorphonuclear leukocytes to different incubation conditions and following exposure to some effectors of phagocytosis and different anticoagulants in vitro.
2001-01
Enhancement of jejunal absorption of conjugated bile acid by neurotensin in rats.
2001-01
Differential inhibitory mechanism of Fe2+ and Fe3+ on contraction of ileal longitudinal smooth muscle.
2001-01
Immunological assay for the determination of procarboxypeptidase U antigen levels in human plasma.
2001-01
Use of an orally administered combined sugar solution to evaluate intestinal absorption and permeability in cats.
2001-01
Flow cytometric analysis of the human articular chondrocyte phenotype in vitro.
2001-01
Inhibition of carcinogen induced c-Ha-ras and c-fos proto-oncogenes expression by dietary curcumin.
2001
Hydroxyl radical footprinting of proteins using metal ion complexes.
2001
Artificial iron-dependent proteases.
2001
Evaluation of Er:YAG laser and EDTAC on dentin adhesion of six endodontic sealers.
2001
Attachment of human gingival fibroblasts to periodontally involved root surface following scaling and/or etching procedures: a scanning electron microscopy study.
2001
Evaluation of copper availability to plants in copper-contaminated vineyard soils.
2001
Isolation and characterization of rheumatoid arthritis synovial fibroblasts from primary culture--primary culture cells markedly differ from fourth-passage cells.
2001
Deficiency of Pten accelerates mammary oncogenesis in MMTV-Wnt-1 transgenic mice.
2001
Chromosomal mapping, gene structure and characterization of the human and murine RAB27B gene.
2001
Brain dystrophin-glycoprotein complex: persistent expression of beta-dystroglycan, impaired oligomerization of Dp71 and up-regulation of utrophins in animal models of muscular dystrophy.
2001
Effect of ethylenediaminetetraacetic acid (EDTA) on acute mercury poisoning of toad.
1986
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Edetic acid can be given intramuscularly at 1000 mg/m2/day
hypercalcemia: adults: 50 mg/kg/day (up to 3 g/day) administered by slow IV infusion. Frequency and duration of administration are quite variable, and should be determined based on the patient's serum calcium. Five consecutive daily doses may be administered, followed by 2 days without medication, repeating these courses as necessary to a total of 15 doses.
Route of Administration: Other
In Vitro Use Guide
Curator's Comment: Human endothelial cells (HUVEC), lung fibroblasts (CCD 18lu), mesenchymal stem cells and EPCs were harvested by rinsing with 2 mM edetic acid (EDTA) in PBS after lead exposure.
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:46:01 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:01 GMT 2025
Record UNII
25IH6R4SGF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CALCIUM DISODIUM VERSENATE
Preferred Name English
Edetate Calcium Disodium
II   ORANGE BOOK   USAN   USP   VANDF  
USAN  
Official Name English
EDETATE CALCIUM DISODIUM [ORANGE BOOK]
Common Name English
CALCIUM DISODIUM EDTA [FCC]
Common Name English
CALCIUM DISODIUM- ETHYLENEDIAMINETETRAACETATE DIHYDRATE
Systematic Name English
SODIUM-CALCIUM EDETATE DIHYDRATE
Systematic Name English
CALCIUM DISODIUM (ETHYLENEDINITRILO)TETRAACETATE DIHYDRATE
Systematic Name English
EDETATE CALCIUM DISODIUM [VANDF]
Common Name English
SODIUM CALCIUM EDETATE HYDRATE
Systematic Name English
NATRII CALCII EDETAS [WHO-IP LATIN]
Common Name English
Disodium[(ethylenedinitrilo)tetraacetato]calciate(2-) hydrate
Common Name English
EDETATE CALCIUM DISODIUM [USP-RS]
Common Name English
CALCIATE(2-), ((N,N'-1,2-ETHANEDIYLBIS(N-((CARBOXY-.KAPPA.O)METHYL)GLYCINATO-.KAPPA.N,.KAPPA.O))(4-))-, SODIUM, HYDRATE (1:2:2), (OC-6-21)-
Systematic Name English
CALCIUM SODIUM EDETATE HYDRATE [JAN]
Common Name English
CALCIUM DISODIUM EDTA DIHYDRATE
Common Name English
SODIUM CALCIUM EDETATE [WHO-IP]
Common Name English
EDETATE CALCIUM DISODIUM [II]
Common Name English
CALCIUM DISODIUM ETHYLENEDIAMINETETRAACETATE DIHYDRATE
Systematic Name English
VERSENE CA
Brand Name English
EDETATE CALCIUM DISODIUM [USP MONOGRAPH]
Common Name English
EDETATE CALCIUM DISODIUM DIHYDRATE
Systematic Name English
EDETATE CALCIUM DISODIUM [USAN]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 176.170
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
CFR 21 CFR 172.120
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NCI_THESAURUS C360
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Code System Code Type Description
EPA CompTox
DTXSID20217976
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
PRIMARY
FDA UNII
25IH6R4SGF
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
PRIMARY
PUBCHEM
46245300
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
PRIMARY
CAS
23411-34-9
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
NON-SPECIFIC STOICHIOMETRY
RXCUI
1903
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
PRIMARY RxNorm
EVMPD
SUB73104
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PRIMARY
RS_ITEM_NUM
1232006
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PRIMARY
DRUG BANK
DBSALT002785
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PRIMARY
SMS_ID
100000136044
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PRIMARY
DAILYMED
25IH6R4SGF
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PRIMARY
ChEMBL
CHEMBL1200375
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PRIMARY
CHEBI
4757
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PRIMARY
CAS
6766-87-6
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PRIMARY
NCI_THESAURUS
C334
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PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
EDETATE CALCIUM DISODIUM
Created by admin on Mon Mar 31 17:46:01 GMT 2025 , Edited by admin on Mon Mar 31 17:46:01 GMT 2025
PRIMARY Description: A white or creamy white powder; almost odourless. Solubility: Soluble in 2 parts of water; very slightly soluble in ethanol (~750 g/l) TS; practically insoluble in in ether R. Category: Antidote, chelating agent for metals, mainly lead. Storage: Sodium calcium edetate should be kept in a tightly closed container. Additional information: Even in the absence of light, Sodium calcium edetate is gradually degraded on exposure to a humid atmosphere, the decomposition being faster at higher temperatures. Definition: Sodium calcium edetate contains not less than 97.0% and not more than 102.0% of C10H12CaN2Na2O8, calculated with reference to the anhydrous substance.
Related Record Type Details
PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
Related Record Type Details
ACTIVE MOIETY