General Information of Drug (ID: DMI7FVQ)

Drug Name
Metyrapone Drug Info
Synonyms
MYT; Mepyrapone; Metapirone; Metapyron; Methapyrapone; Methbipyranone; Methopirapone; Methopyrapone; Methopyrinine; Methopyrone; Metirapona; Metopiron; Metopirone; Metopyrone; Metroprione; Metyrapon; Metyraponum; Alliance Brand of Metyrapone; Metyrapone Alliance Brand; Metyrapone Novartis Brand; Novartis Brand of Metyrapone; Su 4885; METOPIRONE (TN); Metirapona [INN-Spanish]; Metopirone (TN); Metyraponum [INN-Latin]; Su-4885; Metyrapone (JP15/USP/INN); Metyrapone [USAN:INN:BAN:JAN]; 1,2-Di-3-pyridyl-2-methyl-1-propanone; 2-Methyl-1,2-bis(3-pyridyl)-1-propanone; 2-Methyl-1,2-di-3-pyridinyl-1-propanone; 2-Methyl-1,2-di-3-pyridyl-1-propanone; 2-methyl-1,2-dipyridin-3-yl-propan-1-one; 2-methyl-1,2-dipyridin-3-ylpropan-1-one
Indication
Disease Entry ICD 11 Status REF
Cushing disease 5A70 Approved [1]
Therapeutic Class
Antimetabolites
Cross-matching ID
PubChem CID
4174
ChEBI ID
CHEBI:44241
CAS Number
CAS 54-36-4
TTD Drug ID
DMI7FVQ
ACDINA Drug ID
D00426

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
FADROZOLE DM3C5GZ Breast cancer 2C60-2C65 Approved [10]
Osilodrostat DMIJC9X Cushing disease 5A70 Approved [11]
4'-(Pyridin-4-ylmethyl)biphenyl-3,4-diol DM6Z5EK Discovery agent N.A. Investigative [12]
4-Indan-(1Z)-ylidenemethyl-pyridine DM25DR7 Discovery agent N.A. Investigative [13]
4-[(4'-Hydroxybiphenyl-4-yl)methyl]pyridine DMIEMWA Discovery agent N.A. Investigative [12]
4-[5-Fluoro-indan-(1E)-ylidenemethyl]-pyridine DMY08FE Discovery agent N.A. Investigative [13]
5-[5-Fluoro-indan-(1E)-ylidenemethyl]-pyrimidine DM2RIHT Discovery agent N.A. Investigative [13]
4-((1H-imidazol-1-yl)methyl)benzonitrile DMFUBRC Discovery agent N.A. Investigative [10]
4-[5-Fluoro-indan-(1Z)-ylidenemethyl]-pyridine DMHDZUO Discovery agent N.A. Investigative [13]
4-[5-Bromo-indan-(1Z)-ylidenemethyl]-pyridine DMQKHXN Discovery agent N.A. Investigative [13]
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Drug(s) Affected By Cytochrome P450 3A4 (CYP3A4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [14]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [15]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [16]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [17]
Proguanil DMBL79I Malaria 1F40-1F45 Approved [18]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [18]
Loratadine DMF3AN7 Allergy 4A80-4A85 Approved [19]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [20]
Capsaicin DMGMF6V Back pain ME84.Z Approved [21]
Axitinib DMGVH6N Renal cell carcinoma 2C90 Approved [22]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Methotrexate DM2TEOL Anterior urethra cancer Approved [23]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [24]
Methylprednisolone DM4BDON Acute adrenal insufficiency Approved [23]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [25]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [26]
Testosterone DM7HUNW Hot flushes GA30 Approved [27]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [28]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [29]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [30]
Fenofibrate DMFKXDY Coronary atherosclerosis Approved [24]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Dexamethasone DMMWZET Acute adrenal insufficiency Approved [31]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [32]
Testosterone DM7HUNW Hot flushes GA30 Approved [33]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [33]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [34]
Disulfiram DMCL2OK Alcohol dependence 6C40.2 Approved [35]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [36]
Itraconazole DMCR1MV Aspergillosis 1F20 Approved [37]
Ethanol DMDRQZU Chronic pain MG30 Approved [38]
Oxymetholone DMFXUT8 Aplastic anemia 3A70 Approved [39]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [40]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [41]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [42]
Alitretinoin DMME8LH Kaposi sarcoma 2B57 Approved [43]
Diethylstilbestrol DMN3UXQ Gonorrheal vaginitis GA02 Approved [44]
Dutasteride DMQ4TJK Benign prostatic hyperplasia GA90 Approved [45]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [46]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [44]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [47]
Estrone DM5T6US Acne vulgaris ED80 Approved [40]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [48]
Topiramate DM82Z30 Alcohol dependence 6C40.2 Approved [49]
Lamotrigine DM8SXYG Bipolar disorder 6A60 Approved [49]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [50]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [51]
Rosiglitazone DMILWZR Chronic kidney disease GB61 Approved [48]
Niclosamide DMJAGXQ Cestodes infection 1F70-1F76 Approved [52]
Pioglitazone DMKJ485 Amyotrophic lateral sclerosis 8B60.0 Approved [53]
Levetiracetam DMTGDN8 Epilepsy 8A60-8A68 Approved [51]
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [54]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Paclitaxel DMLB81S Breast carcinoma Approved [55]
Methotrexate DM2TEOL Anterior urethra cancer Approved [56]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [57]
Calcipotriol DM03CP7 Psoriasis EA90 Approved [58]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [59]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [60]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [61]
Prednisone DM2HG4X Acute asthma CA23 Approved [62]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [63]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [64]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Verapamil DMA7PEW Angina pectoris BA40 Approved [65]
Vidarabine DM0N85H Hepatosplenic T-cell lymphoma Approved [65]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [66]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [67]
Secobarbital DM14RF5 Epilepsy 8A60-8A68 Approved [68]
Etidronic acid DM1XHYJ Bone Paget disease Approved [65]
Tiaprofenic acid DM23D7J Osteoarthritis FA00-FA05 Approved [65]
Bromperidol DM24XYQ Schizophrenia 6A20 Approved [65]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [69]
Deoxycholic acid DM3GYAL Subcutaneous fat disorder EF02 Approved [70]
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Drug(s) Affected By Pro-opiomelanocortin (POMC)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [71]
Prednisone DM2HG4X Acute asthma CA23 Approved [72]
Naloxone DM3FXMA Narcotic depression 6A7Z Approved [73]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [74]
Fentanyl DM8WAHT Analgesia MB40.8 Approved [75]
Cyproheptadine DM92AH3 Allergic rhinitis CA08.0 Approved [76]
Triamcinolone DM98IXF Acute adrenal insufficiency Approved [77]
Buspirone DMBS632 Anxiety disorder 6B00-6B0Z Approved [78]
Ethanol DMDRQZU Chronic pain MG30 Approved [79]
Melatonin DMKWFBT Depression 6A70-6A7Z Approved [80]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [69]
Quercetin DM3NC4M Obesity 5B81 Approved [81]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [82]
Artemether DM48QOT Malaria 1F40-1F45 Approved [83]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [84]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [85]
Rifampicin DM5DSFZ Non-insulin dependent diabetes 5A11 Approved [86]
Estrone DM5T6US Acne vulgaris ED80 Approved [87]
Leflunomide DMR8ONJ Arthritis FA20 Approved [88]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [29]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Quercetin DM3NC4M Obesity 5B81 Approved [89]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [90]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [34]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [42]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [91]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [92]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [93]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [94]
Amphotericin B DMTAJQE Acne vulgaris ED80 Approved [95]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [96]
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Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Steroid 11-beta-hydroxylase (CYP11B1) TTIQUX7 C11B1_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
11-beta-hydroxysteroid dehydrogenase 1 (HSD11B1) OTO7FJA9 DHI1_HUMAN Gene/Protein Processing [3]
11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2) OTHF4H9U DHI2_HUMAN Gene/Protein Processing [3]
17-beta-hydroxysteroid dehydrogenase type 1 (HSD17B1) OT6EBDHM DHB1_HUMAN Gene/Protein Processing [4]
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2 (HSD3B2) OT02MSKN 3BHS2_HUMAN Gene/Protein Processing [4]
ATP-binding cassette sub-family C member 3 (ABCC3) OTC3IJV4 MRP3_HUMAN Gene/Protein Processing [5]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Gene/Protein Processing [6]
Dehydrogenase/reductase SDR family member 7 (DHRS7) OTV729DT DHRS7_HUMAN Biotransformations [7]
Nuclear receptor subfamily 1 group I member 2 (NR1I2) OTC5U0N5 NR1I2_HUMAN Gene/Protein Processing [8]
Nuclear receptor subfamily 1 group I member 3 (NR1I3) OTS3SGH7 NR1I3_HUMAN Gene/Protein Processing [8]
Pro-opiomelanocortin (POMC) OTV41F7T COLI_HUMAN Gene/Protein Processing [9]

References

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45 Effects of dutasteride on the expression of genes related to androgen metabolism and related pathway in human prostate cancer cell lines. Invest New Drugs. 2007 Oct;25(5):491-7.
46 Acetaminophen Modulates the Expression of Steroidogenesis-Associated Genes and Estradiol Levels in Human Placental JEG-3 Cells. Toxicol Sci. 2021 Jan 6;179(1):44-52. doi: 10.1093/toxsci/kfaa160.
47 Decreased levels of H3K9ac and H3K27ac in the promotor region of ovarian P450 aromatase mediated low estradiol synthesis in female offspring rats induced by prenatal nicotine exposure as well as in human granulosa cells after nicotine treatment. Food Chem Toxicol. 2019 Jun;128:256-266. doi: 10.1016/j.fct.2019.03.055. Epub 2019 Apr 6.
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49 Effects of anticonvulsants on human p450c17 (17alpha-hydroxylase/17,20 lyase) and 3beta-hydroxysteroid dehydrogenase type 2. Epilepsia. 2005 Mar;46(3):444-8.
50 Steroidogenic gene expression in H295R cells and the human adrenal gland: adrenotoxic effects of lindane in vitro. J Appl Toxicol. 2006 Nov-Dec;26(6):484-92.
51 Differential effects of antiepileptic drugs on steroidogenesis in a human in vitro cell model. Acta Neurol Scand Suppl. 2009;(189):14-21.
52 Mitochondrial Uncoupling Induces Epigenome Remodeling and Promotes Differentiation in Neuroblastoma. Cancer Res. 2023 Jan 18;83(2):181-194. doi: 10.1158/0008-5472.CAN-22-1029.
53 Pioglitazone inhibits androgen production in NCI-H295R cells by regulating gene expression of CYP17 and HSD3B2. Mol Pharmacol. 2007 Mar;71(3):787-98.
54 Prostaglandin E2 via steroidogenic factor-1 coordinately regulates transcription of steroidogenic genes necessary for estrogen synthesis in endometriosis. J Clin Endocrinol Metab. 2009 Feb;94(2):623-31.
55 Evaluation of drug transporters' significance for multidrug resistance in head and neck squamous cell carcinoma. Head Neck. 2011 Jul;33(7):959-68. doi: 10.1002/hed.21559. Epub 2010 Aug 24.
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57 Drug sensitivity and drug resistance profiles of human intrahepatic cholangiocarcinoma cell lines. World J Gastroenterol. 2005 May 14;11(18):2748-53. doi: 10.3748/wjg.v11.i18.2748.
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59 Cannabidiol induces antioxidant pathways in keratinocytes by targeting BACH1. Redox Biol. 2020 Jan;28:101321. doi: 10.1016/j.redox.2019.101321. Epub 2019 Sep 5.
60 Estrogen regulation in human breast cancer cells of new downstream gene targets involved in estrogen metabolism, cell proliferation and cell transformation. J Mol Endocrinol. 2004 Apr;32(2):397-414.
61 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.
62 Differential regulation of the human MRP2 and MRP3 gene expression by glucocorticoids. J Steroid Biochem Mol Biol. 2005 Aug;96(3-4):229-34. doi: 10.1016/j.jsbmb.2005.03.004.
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64 Activation of nuclear factor-kappa B pathway by simvastatin and RhoA silencing increases doxorubicin cytotoxicity in human colon cancer HT29 cells. Mol Pharmacol. 2008 Aug;74(2):476-84.
65 Screening of a chemical library reveals novel PXR-activating pharmacologic compounds. Toxicol Lett. 2015 Jan 5;232(1):193-202. doi: 10.1016/j.toxlet.2014.10.009. Epub 2014 Oct 16.
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70 Acetylated deoxycholic (DCA) and cholic (CA) acids are potent ligands of pregnane X (PXR) receptor. Toxicol Lett. 2017 Jan 4;265:86-96.
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