General Information of Drug (ID: DMPZSV1)

Drug Name
oxalacetic acid Drug Info
Synonyms oxaloacetate
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
970
ChEBI ID
CHEBI:30744
CAS Number
CAS 328-42-7
TTD Drug ID
DMPZSV1
INTEDE Drug ID
DR2118

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DME
DOT
Drug Status:
Investigative Drug(s)
Approved Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Phosphoenolpyruvate DM2D947 Discovery agent N.A. Investigative [2]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [6]
Quercetin DM3NC4M Obesity 5B81 Approved [7]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [8]
Clarithromycin DM4M1SG Acute maxillary sinusitis Approved [9]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [10]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [11]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [12]
Chloramphenicol DMFXEWT Bacterial infection 1A00-1C4Z Approved [9]
Menthol DMG2KW7 Back pain ME84.Z Approved [13]
Didanosine DMI2QPE Human immunodeficiency virus infection 1C62 Approved [14]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [15]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [16]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [17]
Ibuprofen DM8VCBE Dysmenorrhea GA34.3 Approved [18]
Cidofovir DMA13GD Cytomegalovirus infection 1D82 Approved [18]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [18]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [19]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [12]
Enzalutamide DMGL19D Prostate cancer 2C82.0 Approved [20]
Zoledronate DMIXC7G Adenocarcinoma 2D40 Approved [18]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [21]
Quercetin DM3NC4M Obesity 5B81 Approved [7]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [22]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [23]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [24]
Dihydroartemisinin DMBXVMZ Malaria 1F40-1F45 Approved [25]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [26]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [12]
Benzatropine DMF7EXL Parkinsonian disorder Approved [27]
Clozapine DMFC71L Schizophrenia 6A20 Approved [27]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [28]
Quercetin DM3NC4M Obesity 5B81 Approved [29]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [30]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [31]
Testosterone DM7HUNW Hot flushes GA30 Approved [32]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [33]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [34]
Chloramphenicol DMFXEWT Bacterial infection 1A00-1C4Z Approved [35]
Zalcitabine DMH7MUV Human immunodeficiency virus infection 1C62 Approved [36]
Rosiglitazone DMILWZR Chronic kidney disease GB61 Approved [37]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [38]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [39]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [24]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [33]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [26]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [40]
Menadione DMSJDTY Vitamin K deficiency 5B59 Approved [38]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [41]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [42]
Phenobarbital DMXZOCG Cluster headache 8A81.0 Approved [43]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [38]
Quercetin DM3NC4M Obesity 5B81 Approved [44]
Panobinostat DM58WKG Chronic graft versus host disease Approved [45]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [19]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [46]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [40]
Menadione DMSJDTY Vitamin K deficiency 5B59 Approved [38]
Arsenic DMTL2Y1 N. A. N. A. Approved [47]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [48]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [49]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Quercetin DM3NC4M Obesity 5B81 Approved [50]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [30]
Fructose DM43AN2 Vomiting MD90 Approved [51]
Glucosamine DM4ZLFD Osteoarthritis FA00-FA05 Approved [52]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [53]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [16]
Ketotifen DM74XKS Allergic conjunctivitis 9A60.02 Approved [54]
Riboflavin DM8YMWE Acne vulgaris ED80 Approved [5]
Leflunomide DMR8ONJ Arthritis FA20 Approved [55]
Glutathione DMAHMT9 Human immunodeficiency virus infection 1C62 Approved [5]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Phosphoenolpyruvate carboxykinase (PCK1) DEPLH5Z PCKGC_HUMAN Substrate [2]
Oxaloacetate decarboxylase (FAHD1) DENCJTA FAHD1_HUMAN Substrate [3]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Aspartate aminotransferase, cytoplasmic (GOT1) OTZLM5UB AATC_HUMAN Gene/Protein Processing [4]
Cytochrome c oxidase subunit 2 (COX2) OTTMVBJJ COX2_HUMAN Gene/Protein Processing [4]
Malate dehydrogenase, cytoplasmic (MDH1) OTJEO4E8 MDHC_HUMAN Gene/Protein Processing [4]
Peroxisome proliferator-activated receptor gamma coactivator 1-alpha (PPARGC1A) OTHCDQ22 PRGC1_HUMAN Gene/Protein Processing [5]
Peroxisome proliferator-activated receptor gamma coactivator 1-beta (PPARGC1B) OTN6FKCB PRGC2_HUMAN Gene/Protein Processing [4]
Peroxisome proliferator-activated receptor gamma coactivator-related protein 1 (PPRC1) OT6GB3WR PPRC1_HUMAN Gene/Protein Processing [4]
Transcription factor A, mitochondrial (TFAM) OTXXV5V7 TFAM_HUMAN Gene/Protein Processing [4]

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 5236).
2 Tyr235 of human cytosolic phosphoenolpyruvate carboxykinase influences catalysis through an anion-quadrupole interaction with phosphoenolpyruvate carboxylate. FEBS J. 2008 Dec;275(23):5810-9.
3 Identification of FAH domain-containing protein 1 (FAHD1) as oxaloacetate decarboxylase. J Biol Chem. 2015 Mar 13;290(11):6755-62.
4 Oxaloacetate enhances neuronal cell bioenergetic fluxes and infrastructure. J Neurochem. 2016 Apr;137(1):76-87. doi: 10.1111/jnc.13545. Epub 2016 Mar 11.
5 A cardiac-specific robotized cellular assay identified families of human ligands as inducers of PGC-1 expression and mitochondrial biogenesis. PLoS One. 2012;7(10):e46753. doi: 10.1371/journal.pone.0046753. Epub 2012 Oct 3.
6 Tea polyphenols ameliorates neural redox imbalance and mitochondrial dysfunction via mechanisms linking the key circadian regular Bmal1. Food Chem Toxicol. 2017 Dec;110:189-199. doi: 10.1016/j.fct.2017.10.031. Epub 2017 Oct 20.
7 Quantitative proteomic analysis of HepG2 cells treated with quercetin suggests IQGAP1 involved in quercetin-induced regulation of cell proliferation and migration. OMICS. 2009 Apr;13(2):93-103. doi: 10.1089/omi.2008.0075.
8 Morphological and molecular course of mitochondrial pathology in cultured human cells exposed long-term to Zidovudine. Environ Mol Mutagen. 2007 Apr-May;48(3-4):179-89. doi: 10.1002/em.20245.
9 A genome-wide analysis of targets of macrolide antibiotics in mammalian cells. J Biol Chem. 2020 Feb 14;295(7):2057-2067. doi: 10.1074/jbc.RA119.010770. Epub 2020 Jan 8.
10 Single-cell Transcriptome Mapping Identifies Common and Cell-type Specific Genes Affected by Acute Delta9-tetrahydrocannabinol in Humans. Sci Rep. 2020 Feb 26;10(1):3450. doi: 10.1038/s41598-020-59827-1.
11 Nuclear and Mitochondrial DNA Methylation Patterns Induced by Valproic Acid in Human Hepatocytes. Chem Res Toxicol. 2017 Oct 16;30(10):1847-1854. doi: 10.1021/acs.chemrestox.7b00171. Epub 2017 Sep 13.
12 Quantitative proteomics reveals a broad-spectrum antiviral property of ivermectin, benefiting for COVID-19 treatment. J Cell Physiol. 2021 Apr;236(4):2959-2975. doi: 10.1002/jcp.30055. Epub 2020 Sep 22.
13 Pod-based menthol and tobacco flavored e-cigarettes cause mitochondrial dysfunction in lung epithelial cells. Toxicol Lett. 2020 Oct 15;333:303-311. doi: 10.1016/j.toxlet.2020.08.003. Epub 2020 Aug 9.
14 In vitro cytotoxicity and mitochondrial toxicity of tenofovir alone and in combination with other antiretrovirals in human renal proximal tubule cells. Antimicrob Agents Chemother. 2006 Nov;50(11):3824-32. doi: 10.1128/AAC.00437-06. Epub 2006 Aug 28.
15 A Study of Gentianae Radix et Rhizoma Class Differences Based on Chemical Composition and Core Efficacy. Molecules. 2023 Oct 17;28(20):7132. doi: 10.3390/molecules28207132.
16 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.
17 Keratinocyte-derived IL-36gama plays a role in hydroquinone-induced chemical leukoderma through inhibition of melanogenesis in human epidermal melanocytes. Arch Toxicol. 2019 Aug;93(8):2307-2320.
18 Transcriptomics hit the target: monitoring of ligand-activated and stress response pathways for chemical testing. Toxicol In Vitro. 2015 Dec 25;30(1 Pt A):7-18.
19 Human embryonic stem cell-derived test systems for developmental neurotoxicity: a transcriptomics approach. Arch Toxicol. 2013 Jan;87(1):123-43.
20 NOTCH signaling is activated in and contributes to resistance in enzalutamide-resistant prostate cancer cells. J Biol Chem. 2019 May 24;294(21):8543-8554. doi: 10.1074/jbc.RA118.006983. Epub 2019 Apr 2.
21 MS4A3-HSP27 target pathway reveals potential for haematopoietic disorder treatment in alimentary toxic aleukia. Cell Biol Toxicol. 2023 Feb;39(1):201-216. doi: 10.1007/s10565-021-09639-4. Epub 2021 Sep 28.
22 Pharmacotoxicology of clinically-relevant concentrations of obeticholic acid in an organotypic human hepatocyte system. Toxicol In Vitro. 2017 Mar;39:93-103.
23 Temporal changes in gene expression in the skin of patients treated with isotretinoin provide insight into its mechanism of action. Dermatoendocrinol. 2009 May;1(3):177-87.
24 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
25 Untargeted Proteomics and Systems-Based Mechanistic Investigation of Artesunate in Human Bronchial Epithelial Cells. Chem Res Toxicol. 2015 Oct 19;28(10):1903-13. doi: 10.1021/acs.chemrestox.5b00105. Epub 2015 Sep 21.
26 Integrative omics data analyses of repeated dose toxicity of valproic acid in vitro reveal new mechanisms of steatosis induction. Toxicology. 2018 Jan 15;393:160-170.
27 Cannabidiol Displays Proteomic Similarities to Antipsychotics in Cuprizone-Exposed Human Oligodendrocytic Cell Line MO3.13. Front Mol Neurosci. 2021 May 28;14:673144. doi: 10.3389/fnmol.2021.673144. eCollection 2021.
28 Trans-Resveratrol in Gnetum gnemon protects against oxidative-stress-induced endothelial senescence. J Nat Prod. 2013 Jul 26;76(7):1242-7.
29 Quercetin induces the expression of peroxiredoxins 3 and 5 via the Nrf2/NRF1 transcription pathway. Invest Ophthalmol Vis Sci. 2011 Feb 22;52(2):1055-63. doi: 10.1167/iovs.10-5777.
30 Troglitazone induces cytotoxicity in part by promoting the degradation of peroxisome proliferator-activated receptor co-activator-1 protein. Br J Pharmacol. 2010 Oct;161(4):771-81. doi: 10.1111/j.1476-5381.2010.00900.x.
31 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
32 The exosome-like vesicles derived from androgen exposed-prostate stromal cells promote epithelial cells proliferation and epithelial-mesenchymal transition. Toxicol Appl Pharmacol. 2021 Jan 15;411:115384. doi: 10.1016/j.taap.2020.115384. Epub 2020 Dec 25.
33 Plasmatic concentration of organochlorine lindane acts as metabolic disruptors in HepG2 liver cell line by inducing mitochondrial disorder. Toxicol Appl Pharmacol. 2013 Oct 15;272(2):325-34.
34 Gene Expression Regulation and Pathway Analysis After Valproic Acid and Carbamazepine Exposure in a Human Embryonic Stem Cell-Based Neurodevelopmental Toxicity Assay. Toxicol Sci. 2015 Aug;146(2):311-20. doi: 10.1093/toxsci/kfv094. Epub 2015 May 15.
35 The effect of ethidium bromide and chloramphenicol on mitochondrial biogenesis in primary human fibroblasts. Toxicol Appl Pharmacol. 2012 May 15;261(1):42-9. doi: 10.1016/j.taap.2012.03.009.
36 Deficiency of the human mitochondrial transcription factor h-mtTFA in infantile mitochondrial myopathy is associated with mtDNA depletion. Hum Mol Genet. 1994 Oct;3(10):1763-9. doi: 10.1093/hmg/3.10.1763.
37 PPARgama activation rescues mitochondrial function from inhibition of complex I and loss of PINK1. Exp Neurol. 2014 Mar;253:16-27.
38 Global gene expression analysis reveals differences in cellular responses to hydroxyl- and superoxide anion radical-induced oxidative stress in caco-2 cells. Toxicol Sci. 2010 Apr;114(2):193-203. doi: 10.1093/toxsci/kfp309. Epub 2009 Dec 31.
39 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
40 Low doses of cisplatin induce gene alterations, cell cycle arrest, and apoptosis in human promyelocytic leukemia cells. Biomark Insights. 2016 Aug 24;11:113-21.
41 Gene expression analysis of precision-cut human liver slices indicates stable expression of ADME-Tox related genes. Toxicol Appl Pharmacol. 2011 May 15;253(1):57-69.
42 17-Estradiol Activates HSF1 via MAPK Signaling in ER-Positive Breast Cancer Cells. Cancers (Basel). 2019 Oct 11;11(10):1533. doi: 10.3390/cancers11101533.
43 Reproducible chemical-induced changes in gene expression profiles in human hepatoma HepaRG cells under various experimental conditions. Toxicol In Vitro. 2009 Apr;23(3):466-75. doi: 10.1016/j.tiv.2008.12.018. Epub 2008 Dec 30.
44 Quercetin exerts bidirectional regulation effects on the efficacy of tamoxifen in estrogen receptor-positive breast cancer therapy: An in vitro study. Environ Toxicol. 2020 Nov;35(11):1179-1193. doi: 10.1002/tox.22983. Epub 2020 Jun 12.
45 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.
46 Etoposide induces necrosis through p53-mediated antiapoptosis in human kidney proximal tubule cells. Toxicol Sci. 2015 Nov;148(1):204-19.
47 Prenatal arsenic exposure and the epigenome: identifying sites of 5-methylcytosine alterations that predict functional changes in gene expression in newborn cord blood and subsequent birth outcomes. Toxicol Sci. 2015 Jan;143(1):97-106. doi: 10.1093/toxsci/kfu210. Epub 2014 Oct 10.
48 Multiple microRNAs function as self-protective modules in acetaminophen-induced hepatotoxicity in humans. Arch Toxicol. 2018 Feb;92(2):845-858.
49 Genistein and bisphenol A exposure cause estrogen receptor 1 to bind thousands of sites in a cell type-specific manner. Genome Res. 2012 Nov;22(11):2153-62.
50 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
51 Effects of four-week high-fructose diet on gene expression in skeletal muscle of healthy men. Diabetes Metab. 2008 Feb;34(1):82-5. doi: 10.1016/j.diabet.2007.08.004. Epub 2007 Dec 11.
52 Glucosamine-induced endoplasmic reticulum stress affects GLUT4 expression via activating transcription factor 6 in rat and human skeletal muscle cells. Diabetologia. 2010 May;53(5):955-65. doi: 10.1007/s00125-010-1676-1. Epub 2010 Feb 18.
53 AMPK activator acadesine fails to alleviate isoniazid-caused mitochondrial instability in HepG2 cells. J Appl Toxicol. 2017 Oct;37(10):1219-1224. doi: 10.1002/jat.3483. Epub 2017 May 29.
54 Advantageous use of HepaRG cells for the screening and mechanistic study of drug-induced steatosis. Toxicol Appl Pharmacol. 2016 Jul 1;302:1-9. doi: 10.1016/j.taap.2016.04.007. Epub 2016 Apr 16.
55 Endoplasmic reticulum stress and MAPK signaling pathway activation underlie leflunomide-induced toxicity in HepG2 Cells. Toxicology. 2017 Dec 1;392:11-21.