General Information of Drug (ID: DMW9MRO)

Drug Name
EGTA Drug Info
Synonyms
EGTA; 67-42-5; Egtazic acid; Ethylenebis(oxyethylenenitrilo)tetraacetic acid; Gedta; Ebonta; 6,9-Dioxa-3,12-diazatetradecanedioic acid, 3,12-bis(carboxymethyl)-; 1,2-Bis[2-[bis(carboxymethyl)amino]ethoxy]ethane; Ethylene Glycol Tetraacetic Acid; H4egta; Egtazic acid [USAN:INN]; Ethylene glycol bis(2-aminoethyl ether)-N,N,N',N'-tetraacetic acid; NSC 615010; Acide egtazique [INN-French]; Acido egtazico [INN-Spanish]; Acidum egtazicum [INN-Latin]; Ethylene glycol-bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid; Ethylene glyc
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
6207
ChEBI ID
CHEBI:30740
CAS Number
CAS 67-42-5
TTD Drug ID
DMW9MRO

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Investigative Drug(s)
Approved Drug(s)
Clinical Trial Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ca(2+) chelator DMX85E7 Discovery agent N.A. Investigative [1]
Drug(s) Affected By Nitric oxide synthase 1 (NOS1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [8]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [9]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [10]
Testosterone DM7HUNW Hot flushes GA30 Approved [11]
Ibuprofen DM8VCBE Dysmenorrhea GA34.3 Approved [10]
Cantharidin DMBP5N3 Molluscum contagiosum infection 1E76 Approved [12]
Menthol DMG2KW7 Back pain ME84.Z Approved [13]
Capsaicin DMGMF6V Back pain ME84.Z Approved [14]
Bortezomib DMNO38U Leukemia Approved [15]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [16]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Nitric oxide synthase 3 (NOS3)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [17]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [18]
Bosentan DMIOGBU Pulmonary arterial hypertension BB01.0 Approved [19]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [20]
Methotrexate DM2TEOL Anterior urethra cancer Approved [21]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [22]
Quercetin DM3NC4M Obesity 5B81 Approved [23]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [24]
Fructose DM43AN2 Vomiting MD90 Approved [25]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [26]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Aspirin DM672AH Acute coronary syndrome BA41 Approved [27]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [28]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [29]
Selenium DM25CGV N. A. N. A. Approved [30]
Methotrexate DM2TEOL Anterior urethra cancer Approved [31]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [32]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [33]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [33]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [34]
Ergotidine DM78IME Osteoarthritis FA00-FA05 Approved [35]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Primidone DM0WX6I Epilepsy 8A60-8A68 Approved [36]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [37]
Methimazole DM25FL8 Hyperthyroidism 5A02 Approved [38]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [39]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [40]
Quercetin DM3NC4M Obesity 5B81 Approved [41]
Panobinostat DM58WKG Chronic graft versus host disease Approved [42]
Rifampicin DM5DSFZ Non-insulin dependent diabetes 5A11 Approved [43]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [44]
Gabapentin DM6T924 Complex partial seizure 8A68.0 Approved [36]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dantrolene DM1D8XY Hyperthermia MG26 Approved [3]
Quercetin DM3NC4M Obesity 5B81 Approved [45]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [46]
Panobinostat DM58WKG Chronic graft versus host disease Approved [42]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [47]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [48]
Testosterone DM7HUNW Hot flushes GA30 Approved [49]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [50]
Folic Acid DMEMBJC Colorectal carcinoma Approved [51]
Dasatinib DMJV2EK Blast phase chronic myelogenous leukemia, BCR-ABL1 positive Approved [52]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Phospholipase A2 (PLA2G1B)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [53]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [54]
Amikacin DM5PDRB Bacteremia 1A73 Approved [19]
Gentamicin DMKINJO Bacteremia 1A73 Approved [19]
Tobramycin DMUI0CH Bacteremia 1A73 Approved [19]
Dibekacin DMTX0PZ N. A. N. A. Phase 4 [19]
Benzo(a)pyrene DMN7J43 N. A. N. A. Phase 1 [55]
bisphenol A DM2ZLD7 Discovery agent N.A. Investigative [56]
Rutin DMEHRAJ Discovery agent N.A. Investigative [57]
⏷ Show the Full List of 9 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dantrolene DM1D8XY Hyperthermia MG26 Approved [3]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [58]
Methimazole DM25FL8 Hyperthyroidism 5A02 Approved [59]
Quercetin DM3NC4M Obesity 5B81 Approved [45]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [46]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [46]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [53]
Thalidomide DM70BU5 Adult T-cell leukemia/lymphoma Approved [60]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [61]
Testosterone DM7HUNW Hot flushes GA30 Approved [62]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Sulfur mustard-stimulated protease (SMSP) TTBLN9S NOUNIPROTAC Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cyclic AMP-responsive element-binding protein 1 (CREB1) OT1MDLA1 CREB1_HUMAN Post-Translational Modifications [2]
Insulin-like growth factor I (IGF1) OTIIZR61 IGF1_HUMAN Protein Interaction/Cellular Processes [3]
Insulin-like growth factor II (IGF2) OTJ4O6MW IGF2_HUMAN Protein Interaction/Cellular Processes [3]
Nitric oxide synthase 1 (NOS1) OT7M8XVG NOS1_HUMAN Gene/Protein Processing [4]
Nitric oxide synthase 3 (NOS3) OTLDT7NR NOS3_HUMAN Gene/Protein Processing [5]
Phospholipase A2 (PLA2G1B) OT1GG9FK PA21B_HUMAN Gene/Protein Processing [6]
Serum paraoxonase/arylesterase 1 (PON1) OTD0Z2XO PON1_HUMAN Gene/Protein Processing [7]

References

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3 Insulin-like growth factors (IGF) I and II utilize different calcium signaling pathways in a primary human parathyroid cell culture model. World J Surg. 2006 Mar;30(3):333-45. doi: 10.1007/s00268-005-0339-8.
4 Involvement of the nitric oxide/protein kinase G pathway in polychlorinated biphenyl-induced cell death in SH-SY 5Y neuroblastoma cells. J Neurosci Res. 2006 Aug 15;84(3):692-7.
5 Mitochondrial-driven ubiquinone enhances extracellular calcium-dependent nitric oxide production and reduces glycochenodeoxycholic acid-induced cell death in hepatocytes. Chem Res Toxicol. 2009 Dec;22(12):1984-91.
6 Group IB secretory phospholipase A2 stimulates CXC chemokine ligand 8 production via ERK and NF-kappa B in human neutrophils. J Immunol. 2004 Nov 15;173(10):6433-9. doi: 10.4049/jimmunol.173.10.6433.
7 Esterase detoxication of acetylcholinesterase inhibitors using human liver samples in vitro. Toxicology. 2016 Apr 15;353-354:11-20.
8 Beta-carotene and apocarotenals promote retinoid signaling in BEAS-2B human bronchioepithelial cells. Arch Biochem Biophys. 2006 Nov 1;455(1):48-60.
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10 Rofecoxib modulates multiple gene expression pathways in a clinical model of acute inflammatory pain. Pain. 2007 Mar;128(1-2):136-47.
11 Testosterone and resistance training effects on muscle nitric oxide synthase isoforms in COPD men. Respir Med. 2012 Feb;106(2):269-75.
12 Hepatoxicity mechanism of cantharidin-induced liver LO2 cells by LC-MS metabolomics combined traditional approaches. Toxicol Lett. 2020 Oct 15;333:49-61. doi: 10.1016/j.toxlet.2020.07.024. Epub 2020 Jul 26.
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14 Apoptosis induced by capsaicin and resveratrol in colon carcinoma cells requires nitric oxide production and caspase activation. Anticancer Res. 2009 Oct;29(10):3733-40.
15 Increasing intratumor C/EBP- LIP and nitric oxide levels overcome resistance to doxorubicin in triple negative breast cancer. J Exp Clin Cancer Res. 2018 Nov 27;37(1):286. doi: 10.1186/s13046-018-0967-0.
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17 Protective effects of S-carvedilol on doxorubicin-induced damages to human umbilical vein endothelial cells and rats. J Appl Toxicol. 2019 Aug;39(8):1233-1244. doi: 10.1002/jat.3809. Epub 2019 May 7.
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19 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
20 Hydrogen peroxide decreases endothelial nitric oxide synthase promoter activity through the inhibition of Sp1 activity. DNA Cell Biol. 2009 Mar;28(3):119-29.
21 Global molecular effects of tocilizumab therapy in rheumatoid arthritis synovium. Arthritis Rheumatol. 2014 Jan;66(1):15-23.
22 Simvastatin inhibits cigarette smoking-induced emphysema and pulmonary hypertension in rat lungs. Am J Respir Crit Care Med. 2005 Oct 15;172(8):987-93. doi: 10.1164/rccm.200501-041OC. Epub 2005 Jul 7.
23 A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase. Nitric Oxide. 2005 Mar;12(2):97-104.
24 The thiazolidinedione drug troglitazone up-regulates nitric oxide synthase expression in vascular endothelial cells. J Diabetes Complications. 2006 Sep-Oct;20(5):336-42.
25 Fructose induces the inflammatory molecule ICAM-1 in endothelial cells. J Am Soc Nephrol. 2008 Sep;19(9):1712-20.
26 Upregulation of nitric oxide production in vascular endothelial cells by all-trans retinoic acid through the phosphoinositide 3-kinase/Akt pathway. Circulation. 2005 Aug 2;112(5):727-36. doi: 10.1161/CIRCULATIONAHA.104.500959. Epub 2005 Jul 25.
27 Association between treatment-emergent suicidal ideation with citalopram and polymorphisms near cyclic adenosine monophosphate response element binding protein in the STAR*D study. Arch Gen Psychiatry. 2007 Jun;64(6):689-97. doi: 10.1001/archpsyc.64.6.689.
28 Cannabidiol upregulates melanogenesis through CB1 dependent pathway by activating p38 MAPK and p42/44 MAPK. Chem Biol Interact. 2017 Aug 1;273:107-114. doi: 10.1016/j.cbi.2017.06.005. Epub 2017 Jun 7.
29 Oxidative stress modulates theophylline effects on steroid responsiveness. Biochem Biophys Res Commun. 2008 Dec 19;377(3):797-802.
30 Selenium and vitamin E: cell type- and intervention-specific tissue effects in prostate cancer. J Natl Cancer Inst. 2009 Mar 4;101(5):306-20.
31 Distinct genetic profile in peripheral blood mononuclear cells of psoriatic arthritis patients treated with methotrexate and TNF-inhibitors. Clin Rheumatol. 2014 Dec;33(12):1815-21. doi: 10.1007/s10067-014-2807-8. Epub 2014 Oct 24.
32 Peroxisome proliferator-activated receptor-gamma ligands suppress fibronectin gene expression in human lung carcinoma cells: involvement of both CRE and Sp1. Am J Physiol Lung Cell Mol Physiol. 2005 Sep;289(3):L419-28. doi: 10.1152/ajplung.00002.2005. Epub 2005 May 20.
33 Nonclassical action of retinoic acid on the activation of the cAMP response element-binding protein in normal human bronchial epithelial cells. Mol Biol Cell. 2006 Feb;17(2):566-75. doi: 10.1091/mbc.e05-06-0519. Epub 2005 Nov 9.
34 p38 MAPK/PP2Ac/TTP pathway on the connection of TNF- and caspases activation on hydroquinone-induced apoptosis. Carcinogenesis. 2013 Apr;34(4):818-27. doi: 10.1093/carcin/bgs409. Epub 2013 Jan 3.
35 Glycyrrhizin attenuates histamine-mediated MUC5AC upregulation, inflammatory cytokine production, and aquaporin 5 downregulation through suppressing the NF-B pathway in human nasal epithelial cells. Chem Biol Interact. 2018 Apr 1;285:21-26. doi: 10.1016/j.cbi.2018.02.010. Epub 2018 Feb 13.
36 Antiepileptic drugs: impacts on human serum paraoxonase-1. J Biochem Mol Toxicol. 2017 Jun;31(6).
37 Beneficial effect of oleoylated lipids on paraoxonase 1: protection against oxidative inactivation and stabilization. Biochem J. 2003 Oct 15;375(Pt 2):275-85.
38 Serum paraoxonase activity before and after treatment of thyrotoxicosis. Clin Endocrinol (Oxf). 2004 Jan;60(1):75-80.
39 Effects of some antibiotics on paraoxonase from human serum in vitro and from mouse serum and liver in vivo. Biol Pharm Bull. 2006 Aug;29(8):1559-63.
40 Simvastatin modulates expression of the PON1 gene and increases serum paraoxonase: a role for sterol regulatory element-binding protein-2. Arterioscler Thromb Vasc Biol. 2003 Nov 1;23(11):2083-9. doi: 10.1161/01.ATV.0000096207.01487.36. Epub 2003 Sep 18.
41 Dietary polyphenols increase paraoxonase 1 gene expression by an aryl hydrocarbon receptor-dependent mechanism. Mol Cell Biol. 2004 Jun;24(12):5209-22.
42 A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
43 Transcriptional regulation of human paraoxonase 1 by PXR and GR in human hepatoma cells. Toxicol In Vitro. 2015 Dec 25;30(1 Pt B):348-54.
44 Induction of paraoxonase 1 and apolipoprotein A-I gene expression by aspirin. J Lipid Res. 2008 Oct;49(10):2142-8.
45 Quercetin regulates insulin like growth factor signaling and induces intrinsic and extrinsic pathway mediated apoptosis in androgen independent prostate cancer cells (PC-3). Mol Cell Biochem. 2010 Nov;344(1-2):173-84. doi: 10.1007/s11010-010-0540-4. Epub 2010 Jul 25.
46 Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitro. J Invest Dermatol. 2005 Jul;125(1):143-53.
47 Endoplasmic reticulum stress contributes to arsenic trioxide-induced intrinsic apoptosis in human umbilical and bone marrow mesenchymal stem cells. Environ Toxicol. 2016 Mar;31(3):314-28.
48 Effect of aspirin on cell proliferation and differentiation of colon adenocarcinoma Caco-2 cells. Int J Cancer. 1997 Dec 10;73(6):880-4. doi: 10.1002/(sici)1097-0215(19971210)73:6<880::aid-ijc20>3.0.co;2-7.
49 Ethinylestradiol and testosterone have divergent effects on circulating IGF system components in adolescents with constitutional tall stature. Eur J Endocrinol. 2005 Apr;152(4):597-604. doi: 10.1530/eje.1.01880.
50 From transient transcriptome responses to disturbed neurodevelopment: role of histone acetylation and methylation as epigenetic switch between reversible and irreversible drug effects. Arch Toxicol. 2014 Jul;88(7):1451-68.
51 Periconceptional maternal folic acid use of 400 microg per day is related to increased methylation of the IGF2 gene in the very young child. PLoS One. 2009 Nov 16;4(11):e7845. doi: 10.1371/journal.pone.0007845.
52 Dasatinib reverses cancer-associated fibroblasts (CAFs) from primary lung carcinomas to a phenotype comparable to that of normal fibroblasts. Mol Cancer. 2010 Jun 27;9:168.
53 Essential role of cell cycle regulatory genes p21 and p27 expression in inhibition of breast cancer cells by arsenic trioxide. Med Oncol. 2011 Dec;28(4):1225-54.
54 Multiple microRNAs function as self-protective modules in acetaminophen-induced hepatotoxicity in humans. Arch Toxicol. 2018 Feb;92(2):845-858.
55 Identification of a transcriptomic signature of food-relevant genotoxins in human HepaRG hepatocarcinoma cells. Food Chem Toxicol. 2020 Jun;140:111297. doi: 10.1016/j.fct.2020.111297. Epub 2020 Mar 28.
56 DNA methylome-wide alterations associated with estrogen receptor-dependent effects of bisphenols in breast cancer. Clin Epigenetics. 2019 Oct 10;11(1):138. doi: 10.1186/s13148-019-0725-y.
57 Combination of metabolomics and network pharmacology analysis to decipher the mechanisms of total flavonoids of Litchi seed against prostate cancer. J Pharm Pharmacol. 2023 Jul 5;75(7):951-968. doi: 10.1093/jpp/rgad035.
58 Oxidative Stress Alters miRNA and Gene Expression Profiles in Villous First Trimester Trophoblasts. Biomed Res Int. 2015;2015:257090. doi: 10.1155/2015/257090. Epub 2015 Aug 3.
59 Low-expressional IGF1 mediated methimazole-induced liver developmental toxicity in fetal mice. Toxicology. 2018 Sep 1;408:70-79. doi: 10.1016/j.tox.2018.07.004. Epub 2018 Jul 7.
60 Thalidomide downregulates angiogenic genes in bone marrow endothelial cells of patients with active multiple myeloma. J Clin Oncol. 2005 Aug 10;23(23):5334-46. doi: 10.1200/JCO.2005.03.723. Epub 2005 Jun 6.
61 THC exposure of human iPSC neurons impacts genes associated with neuropsychiatric disorders. Transl Psychiatry. 2018 Apr 25;8(1):89. doi: 10.1038/s41398-018-0137-3.
62 DHT and testosterone, but not DHEA or E2, differentially modulate IGF-I, IGFBP-2, and IGFBP-3 in human prostatic stromal cells. Am J Physiol Endocrinol Metab. 2006 May;290(5):E952-60. doi: 10.1152/ajpendo.00451.2005. Epub 2005 Dec 20.