Details of the Drug-Related molecule(s) Interaction Atlas

General Information of Drug (ID: DMMOFHT)

Drug Name
Pirprofen Drug Info
Synonyms
Pirprofen; Rengasil; 31793-07-4; Pirprofenum [INN-Latin]; Pirprofene [INN-French]; Pirprofeno [INN-Spanish]; SU-21524; EINECS 250-805-8; BRN 1686438; SU 21524; Hydratropic acid, 3-chloro-4-(3-pyrrolin-1-yl)-; 3-CHLORO-4-(3-PYRROLIN-1-YL)HYDRATROPIC ACID; C13H14ClNO2; Pirprofenum; Pirprofeno; Pirprofene; Benzeneacetic acid, 3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-alpha-methyl-; Pirprofen [USAN:INN:BAN]; Pirprofen [USAN:BAN:INN]; pirprofen[usan:ban:inn]; Pirprofen (USAN/INN); AC1Q5RRJ; AC1L1UQD; SCHEMBL24311; 5-20-04-00276 (Beilstei
Indication
Disease Entry ICD 11 Status REF
Dysmenorrhea GA34.3 Approved [1]
Cross-matching ID
PubChem CID
35935
ChEBI ID
CHEBI:135028
CAS Number
CAS 31793-07-4
TTD Drug ID
DMMOFHT
INTEDE Drug ID
DR1304

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DME
DOT
Drug Status:
Approved Drug(s)
Download the Complete Related Drug List
Drug(s) Metabolized By UDP-glucuronosyltransferase 1A1 (UGT1A1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [4]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [5]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [6]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [7]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [8]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [9]
Mycophenolate mofetil DMPQAGE Hepatosplenic T-cell lymphoma Approved [10]
Metronidazole DMTIVEN Abscess Approved [11]
Propofol DMB4OLE Anaesthesia 9A78.6 Approved [12]
Ethanol DMDRQZU Chronic pain MG30 Approved [13]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Proepiregulin (EREG)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [14]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [15]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [3]
Methotrexate DM2TEOL Anterior urethra cancer Approved [16]
Quercetin DM3NC4M Obesity 5B81 Approved [17]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [18]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [19]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [3]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Interleukin-1 beta (IL1B)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [20]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [21]
Gefitinib DM15F0X Colon adenocarcinoma Approved [22]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [23]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Imiquimod DM1TMA3 Alopecia areata ED70.2 Approved [24]
Selenium DM25CGV N. A. N. A. Approved [25]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [26]
Spironolactone DM2AQ5N Chronic heart failure BD1Z Approved [27]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Antileukoproteinase (SLPI)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Primidone DM0WX6I Epilepsy 8A60-8A68 Approved [3]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [15]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [3]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [3]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [3]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [28]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [3]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [3]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Hepatocyte growth factor receptor (MET)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cabozantinib DMIYDT4 Medullary thyroid gland carcinoma Approved [29]
Crizotinib DM4F29C Non-small-cell lung cancer 2C25.Y Approved [30]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [3]
Methotrexate DM2TEOL Anterior urethra cancer Approved [31]
Quercetin DM3NC4M Obesity 5B81 Approved [17]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [3]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [32]
Methylprednisolone DM4BDON Acute adrenal insufficiency Approved [31]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Interleukin-8 (CXCL8)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [33]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [34]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [35]
Pantothenic acid DM091H2 Vitamin deficiency 5B55-5B71 Approved [36]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [37]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [21]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [23]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [38]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Bone morphogenetic protein 6 (BMP6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [3]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [39]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [3]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [3]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [3]
Nevirapine DM6HX9B Human immunodeficiency virus infection 1C62 Approved [3]
Liothyronine DM6IR3P Congenital hypothyroidism Approved [40]
Etodolac DM6WJO9 Osteoarthritis FA00-FA05 Approved [3]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [41]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Tumor necrosis factor-inducible gene 6 protein (TNFAIP6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [42]
Selenium DM25CGV N. A. N. A. Approved [25]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [3]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [18]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [43]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [44]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [3]
Nevirapine DM6HX9B Human immunodeficiency virus infection 1C62 Approved [3]
Trihexyphenidyl DMB19L8 Dystonia 8A02 Approved [3]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [3]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Interleukin-24 (IL24)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [45]
Primidone DM0WX6I Epilepsy 8A60-8A68 Approved [3]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [21]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [3]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [3]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [46]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [18]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [47]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [3]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [47]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By PTB-containing, cubilin and LRP1-interacting protein (PID1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [3]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [3]
Penbutolol DM4ES8F Hypertension BA00-BA04 Approved [3]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [3]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [3]
Amikacin DM5PDRB Bacteremia 1A73 Approved [3]
Nevirapine DM6HX9B Human immunodeficiency virus infection 1C62 Approved [3]
Promethazine DM6I5GR Hyperemesis gravidarum Approved [3]
Etodolac DM6WJO9 Osteoarthritis FA00-FA05 Approved [3]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [48]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas
Download the Complete Interaction Atlas for Visualization in Cytoscape

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
UDP-glucuronosyltransferase 1A1 (UGT1A1) Main DME DEYGVN4 UD11_HUMAN Substrate [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Antileukoproteinase (SLPI) OTUNFUU8 SLPI_HUMAN Gene/Protein Processing [3]
Bone morphogenetic protein 6 (BMP6) OT9WN536 BMP6_HUMAN Gene/Protein Processing [3]
Hepatocyte growth factor receptor (MET) OT7K55MU MET_HUMAN Gene/Protein Processing [3]
Interleukin-1 beta (IL1B) OT0DWXXB IL1B_HUMAN Gene/Protein Processing [3]
Interleukin-24 (IL24) OT4VUWH1 IL24_HUMAN Gene/Protein Processing [3]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [3]
Proepiregulin (EREG) OTRM4NQY EREG_HUMAN Gene/Protein Processing [3]
PTB-containing, cubilin and LRP1-interacting protein (PID1) OT5YJ7FI PCLI1_HUMAN Gene/Protein Processing [3]
Tumor necrosis factor-inducible gene 6 protein (TNFAIP6) OT1SLUZH TSG6_HUMAN Gene/Protein Processing [3]

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Glucuronidation of 2-arylpropionic acids pirprofen, flurbiprofen, and ibuprofen by liver microsomes. Drug Metab Dispos. 1990 Sep-Oct;18(5):692-7.
3 An in vitro coculture system of human peripheral blood mononuclear cells with hepatocellular carcinoma-derived cells for predicting drug-induced liver injury. Arch Toxicol. 2021 Jan;95(1):149-168. doi: 10.1007/s00204-020-02882-4. Epub 2020 Aug 20.
4 Functional significance of UDP-glucuronosyltransferase variants in the metabolism of active tamoxifen metabolites. Cancer Res. 2009 Mar 1;69(5):1892-900.
5 Functional characterization of human and cynomolgus monkey UDP-glucuronosyltransferase 1A1 enzymes. Life Sci. 2010 Aug 14;87(7-8):261-8.
6 Effect of UDP-glucuronosyltransferase (UGT) 1A polymorphism (rs8330 and rs10929303) on glucuronidation status of acetaminophen. Dose Response. 2017 Sep 11;15(3):1559325817723731.
7 UDP-glucuronosyltransferase 1A1 is the principal enzyme responsible for etoposide glucuronidation in human liver and intestinal microsomes: structural characterization of phenolic and alcoholic glucuronides of etoposide and estimation of enzyme kinetics. Drug Metab Dispos. 2007 Mar;35(3):371-80.
8 Interindividual variability in pharmacokinetics of generic nucleoside reverse transcriptase inhibitors in TB/HIV-coinfected Ghanaian patients: UGT2B7*1c is associated with faster zidovudine clearance and glucuronidation. J Clin Pharmacol. 2009 Sep;49(9):1079-90.
9 Effect of aging on glucuronidation of valproic acid in human liver microsomes and the role of UDP-glucuronosyltransferase UGT1A4, UGT1A8, and UGT1A10. Drug Metab Dispos. 2009 Jan;37(1):229-36.
10 Characterization of rat intestinal microsomal UDP-glucuronosyltransferase activity toward mycophenolic acid. Drug Metab Dispos. 2006 Sep;34(9):1632-9.
11 Drug-drug interactions for UDP-glucuronosyltransferase substrates: a pharmacokinetic explanation for typically observed low exposure (AUCi/AUC) ratios. Drug Metab Dispos. 2004 Nov;32(11):1201-8.
12 Substrate-dependent modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1) by propofol in recombinant human UGT1A1 and human liver microsomes. Basic Clin Pharmacol Toxicol. 2007 Sep;101(3):211-4.
13 Identification and preliminary characterization of UDP-glucuronosyltransferases catalyzing formation of ethyl glucuronide. Anal Bioanal Chem. 2014 Apr;406(9-10):2325-32.
14 Cannabidiol-induced transcriptomic changes and cellular senescence in human Sertoli cells. Toxicol Sci. 2023 Feb 17;191(2):227-238. doi: 10.1093/toxsci/kfac131.
15 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.
16 Functional gene expression profile underlying methotrexate-induced senescence in human colon cancer cells. Tumour Biol. 2011 Oct;32(5):965-76.
17 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.
18 Effects of ciglitazone and troglitazone on the proliferation of human stomach cancer cells. World J Gastroenterol. 2009 Jan 21;15(3):310-20.
19 Retinoid-induced epidermal hyperplasia is mediated by epidermal growth factor receptor activation via specific induction of its ligands heparin-binding EGF and amphiregulin in human skin in vivo. J Invest Dermatol. 2006 Apr;126(4):732-9. doi: 10.1038/sj.jid.5700202.
20 Cannabidiol Modulates the Immunophenotype and Inhibits the Activation of the Inflammasome in Human Gingival Mesenchymal Stem Cells. Front Physiol. 2016 Nov 24;7:559. doi: 10.3389/fphys.2016.00559. eCollection 2016.
21 ERE-independent ERalpha target genes differentially expressed in human breast tumors. Mol Cell Endocrinol. 2005 Dec 21;245(1-2):53-9. doi: 10.1016/j.mce.2005.10.003. Epub 2005 Nov 17.
22 Reactive metabolite of gefitinib activates inflammasomes: implications for gefitinib-induced idiosyncratic reaction. J Toxicol Sci. 2020;45(11):673-680. doi: 10.2131/jts.45.673.
23 Gypenosides protect retinal pigment epithelium cells from oxidative stress. Food Chem Toxicol. 2018 Feb;112:76-85.
24 (9)-Tetrahydrocannabinol Suppresses Monocyte-Mediated Astrocyte Production of Monocyte Chemoattractant Protein 1 and Interleukin-6 in a Toll-Like Receptor 7-Stimulated Human Coculture. J Pharmacol Exp Ther. 2019 Oct;371(1):191-201. doi: 10.1124/jpet.119.260661. Epub 2019 Aug 5.
25 Changes in gene expression profiles in response to selenium supplementation among individuals with arsenic-induced pre-malignant skin lesions. Toxicol Lett. 2007 Mar 8;169(2):162-76. doi: 10.1016/j.toxlet.2007.01.006. Epub 2007 Jan 19.
26 Profiling the immunotoxicity of chemicals based on in vitro evaluation by a combination of the Multi-ImmunoTox assay and the IL-8 Luc assay. Arch Toxicol. 2018 Jun;92(6):2043-2054. doi: 10.1007/s00204-018-2199-7. Epub 2018 Mar 29.
27 Spironolactone induces apoptosis in human mononuclear cells. Association between apoptosis and cytokine suppression. Apoptosis. 2006 Apr;11(4):573-9. doi: 10.1007/s10495-006-4919-3.
28 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.
29 ROS-dependent DNA damage contributes to crizotinib-induced hepatotoxicity via the apoptotic pathway. Toxicol Appl Pharmacol. 2019 Nov 15;383:114768. doi: 10.1016/j.taap.2019.114768. Epub 2019 Oct 19.
30 Antitumor action of the MET tyrosine kinase inhibitor crizotinib (PF-02341066) in gastric cancer positive for MET amplification. Mol Cancer Ther. 2012 Jul;11(7):1557-64. doi: 10.1158/1535-7163.MCT-11-0934. Epub 2012 Jun 22.
31 Antirheumatic drug response signatures in human chondrocytes: potential molecular targets to stimulate cartilage regeneration. Arthritis Res Ther. 2009;11(1):R15.
32 All-trans retinoic acid inhibits the cell proliferation but enhances the cell invasion through up-regulation of c-met in pancreatic cancer cells. Cancer Lett. 2005 Jun 28;224(2):303-10. doi: 10.1016/j.canlet.2004.10.016. Epub 2004 Dec 8.
33 Monomeric and oligomeric flavanols maintain the endogenous glucocorticoid response in human macrophages in pro-oxidant conditions in vitro. Chem Biol Interact. 2018 Aug 1;291:237-244.
34 Nicotine up-regulates IL-8 expression in human gingival epithelial cells following stimulation with IL-1 or P. gingivalis lipopolysaccharide via nicotinic acetylcholine receptor signalling. Arch Oral Biol. 2012 May;57(5):483-90. doi: 10.1016/j.archoralbio.2011.10.007. Epub 2011 Nov 25.
35 Ca(2+) Signaling and IL-8 Secretion in Human Testicular Peritubular Cells Involve the Cation Channel TRPV2. Int J Mol Sci. 2018 Sep 19;19(9):2829. doi: 10.3390/ijms19092829.
36 Calcium pantothenate modulates gene expression in proliferating human dermal fibroblasts. Exp Dermatol. 2009 Nov;18(11):969-78. doi: 10.1111/j.1600-0625.2009.00884.x. Epub 2009 Apr 8.
37 Nitrogen mustard prevents transport of Fra-1 into the nucleus to promote c-Fos- and FosB-dependent IL-8 induction in injured mouse epidermis. Toxicol Lett. 2020 Feb 1;319:256-263. doi: 10.1016/j.toxlet.2019.10.006. Epub 2019 Oct 19.
38 Nitric oxide synthase inhibitors attenuate ozone-induced airway inflammation in guinea pigs. Possible role of interleukin-8. Am J Respir Crit Care Med. 2000 Jan;161(1):249-56. doi: 10.1164/ajrccm.161.1.9804096.
39 Human oligodendrocytes derived from embryonic stem cells: Effect of noggin on phenotypic differentiation in vitro and on myelination in vivo. Mol Cell Neurosci. 2007 Mar;34(3):310-23. doi: 10.1016/j.mcn.2006.11.008. Epub 2006 Dec 28.
40 2,3,7,8-tetrachlorodibenzo-p-dioxin augments the modulation of gene expression mediated by the thyroid hormone receptor. Toxicol Appl Pharmacol. 2004 Feb 1;194(3):201-10. doi: 10.1016/j.taap.2003.09.010.
41 Large-scale in silico and microarray-based identification of direct 1,25-dihydroxyvitamin D3 target genes. Mol Endocrinol. 2005 Nov;19(11):2685-95.
42 Unique signatures of stress-induced senescent human astrocytes. Exp Neurol. 2020 Dec;334:113466. doi: 10.1016/j.expneurol.2020.113466. Epub 2020 Sep 17.
43 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
44 Global effects of inorganic arsenic on gene expression profile in human macrophages. Mol Immunol. 2009 Feb;46(4):649-56.
45 Cannabidiol enhances cytotoxicity of anti-cancer drugs in human head and neck squamous cell carcinoma. Sci Rep. 2020 Nov 26;10(1):20622. doi: 10.1038/s41598-020-77674-y.
46 Sulindac enhances adenoviral vector expressing mda-7/IL-24-mediated apoptosis in human lung cancer. Mol Cancer Ther. 2005 Feb;4(2):291-304.
47 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.
48 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.