EDETIC ACID

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Search structure


Synonyms	Edetate Edetic Acid Edetic acid Edta Ethylenebis(iminodiacetic acid) Versene acid
Status
Molecule Category	UNKNOWN
UNII	9G34HU7RV0
EPA CompTox	DTXSID6022977


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	KCXVZYZYPLLWCC-UHFFFAOYSA-N
Smiles	O=C(O)CN(CCN(CC(=O)O)CC(=O)O)CC(=O)O
InChI	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)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C10H16N2O8
Molecular Weight	292.24
AlogP	-2.07
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	11.0
Polar Surface Area	155.68
Molecular species	ZWITTERION
Aromatic Rings	0.0
Heavy Atoms	20.0

Assay Description	Organism	Bioactivity	Reference
Antioxidant activity assessed as ferrous ion chelating effect after 10 mins	None	100.0 nM
Antioxidant activity assessed as Fe2+ chelating activity after 10 min by spectrophotometry	None	3.4e-05 ug.mL-1
Inhibition of NDM-1 (unknown origin) expressed in Escherichia coli BL21 using meropenem as substrate compound preincubated for 15 min by spectrophotometry	Not specified	100.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	81.77 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	82.24 %
Inhibition of Cu2+-induced amyloid beta (1 to 42) (unknown origin) aggregation assessed as reduction of H2O2 production at 800 nM after 30 mins by HRP/Amplex red assay	Homo sapiens	90.0 %
Inhibition of full-length recombinant human MMP-13 assessed as prevention of bovine type-2 collagen degradation at 50 uM after 18 hrs by cartilage explant assay	Homo sapiens	70.0 %
Metal chelating activity of the compound assessed as formation of iron complex after 20 mins by spectrophotometry	None	50.98 ug.mL-1
Inhibition of Cu2+-amyloid beta (1 to 42 residues)-induced increase in H2O2 production at 800 nM after 30 mins by HRP/Amplex red assay	None	84.0 %
Inhibition of calcium dependent [125I]serum amyloid P-component (unknown origin) binding to immobilized Neisseria meningitidis at 10 mM incubated for 2 hrs by fluorescence/electron microscopy relative to control	Homo sapiens	100.0 %
Antioxidant activity assessed as DPPH radical scavenging activity relative to control	None	44.11 ug.mL-1
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-2.85 %
Inhibition of human recombinant IDE expressed in Escherichia coli BL21 (DE3) cells using ATTO 655- Cys-Lys-Leu-Val-Phe-Phe-Ala-Glu-Asp-Trp as substrate at 2 mM preincubated for 10 mins followed by substrate addition and measured after 30 mins by spectrophotometric analysis relative to control	Homo sapiens	100.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	21.78 %		SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	2.523 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.12 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.05 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.05 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.12 %
Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 30 uM incubated for 30 mins by fluorescence based assay	Bacteria	87.0 %
Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 10 uM incubated for 30 mins by fluorescence based assay	Bacteria	87.0 %
Inhibition of recombinant NDM-1 (unknown origin) using fluorocillin as substrate at 3 uM incubated for 30 mins by fluorescence based assay	Bacteria	84.0 %

Related Entries

Cross References

Resources	Reference
ChEBI	42191
ChEMBL	CHEMBL858
DrugBank	DB00974
DrugCentral	987
FDA SRS	9G34HU7RV0
Human Metabolome Database	HMDB0015109
KEGG	C00284
PDB	EDT
PharmGKB	PA449439
PubChem	6049
SureChEMBL	SCHEMBL1373
ZINC	ZINC000019364242

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).