General Information of Drug (ID: DM8E54P)

Drug Name
BUTEIN Drug Info
Synonyms
butein; 487-52-5; 2',3,4,4'-Tetrahydroxychalcone; 3,4,2',4'-Tetrahydroxychalcone; 2',4',3,4-Tetrahydroxychalcone; UNII-4WVS5M0LGF; EINECS 207-659-5; 4WVS5M0LGF; (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; CHEMBL128000; CHEBI:3237; (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; 1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; ,3,4-Tetrahydroxychalcone; Chalcone, 2',3,4,4'-tetrahydroxy- (7CI,8CI); Acrylophenone, 2',4'-dihydroxy-3-(3,4-dihy
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
5281222
ChEBI ID
CHEBI:3237
CAS Number
CAS 487-52-5
TTD Drug ID
DM8E54P

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Triclosan DMZUR4N Malaria 1F40-1F45 Approved [9]
Epigallocatechin gallate DMCGWBJ Hepatic fibrosis DB93.0 Phase 3 [2]
Nicotinamide-Adenine-Dinucleotide DM9LRKB N. A. N. A. Investigative [10]
Beta-D-Glucose DM5IHYP Discovery agent N.A. Investigative [10]
MORIN DM2OGZ5 Discovery agent N.A. Investigative [11]
3,7,3',4'-TETRAHYDROXYFLAVONE DMES906 Discovery agent N.A. Investigative [11]
(-)-CATECHINGALLATE DMZOGSK Discovery agent N.A. Investigative [11]
Thiolactomycin DMBAWDG Malaria 1F40-1F45 Investigative [9]
GALLOCATECHIN GALLATE DMX2084 Discovery agent N.A. Investigative [11]
Diazaborines DM5UFZX Discovery agent N.A. Investigative [12]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Enalapril DMNFUZR Congestive heart failure BD10 Approved [13]
Spirapril DM5XLTY Hypertension BA00-BA04 Approved [14]
Captopril DM458UM Chronic heart failure BD1Z Approved [15]
Benazepril DMH1M9B Hypertension BA00-BA04 Approved [16]
Moexipril DM26E4B Hypertension BA00-BA04 Approved [17]
Ramipril DM2R68E Acute heart failure BD10-BD13 Approved [18]
Perindopril DMOPZDT Hypertension BA00-BA04 Approved [19]
Trandolapril DM4L6EU Chronic heart failure BD1Z Approved [20]
Fosinopril DM9NJ52 Chronic heart failure BD1Z Approved [21]
Lisinopril DMUOK4C Chronic heart failure BD1Z Approved [22]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Verapamil DMA7PEW Angina pectoris BA40 Approved [23]
Vidarabine DM0N85H Hepatosplenic T-cell lymphoma Approved [23]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [24]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [25]
Secobarbital DM14RF5 Epilepsy 8A60-8A68 Approved [26]
Etidronic acid DM1XHYJ Bone Paget disease Approved [23]
Tiaprofenic acid DM23D7J Osteoarthritis FA00-FA05 Approved [23]
Bromperidol DM24XYQ Schizophrenia 6A20 Approved [23]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [27]
Deoxycholic acid DM3GYAL Subcutaneous fat disorder EF02 Approved [28]
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Drug(s) Affected By Securin (PTTG1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [29]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [30]
Quercetin DM3NC4M Obesity 5B81 Approved [31]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [32]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [33]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [34]
Testosterone DM7HUNW Hot flushes GA30 Approved [35]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [35]
LY2835219 DM93VBZ Breast cancer 2C60-2C65 Approved [36]
Leflunomide DMR8ONJ Arthritis FA20 Approved [37]
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Drug(s) Affected By Poly polymerase 1 (PARP1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [38]
Gefitinib DM15F0X Colon adenocarcinoma Approved [39]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [40]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [41]
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [42]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [43]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [42]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [44]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [45]
Methotrexate DM2TEOL Anterior urethra cancer Approved [46]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [47]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [48]
Gefitinib DM15F0X Colon adenocarcinoma Approved [49]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [50]
Selenium DM25CGV N. A. N. A. Approved [51]
Pentosan Polysulfate DM2HRKE Interstitial cystitis GC00.3 Approved [52]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [44]
Methotrexate DM2TEOL Anterior urethra cancer Approved [53]
Dactinomycin DM2YGNW Adult kidney Wilms tumor Approved [54]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [55]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dexamethasone DMMWZET Acute adrenal insufficiency Approved [56]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [57]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [58]
Gefitinib DM15F0X Colon adenocarcinoma Approved [59]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [60]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [61]
Methotrexate DM2TEOL Anterior urethra cancer Approved [62]
Dactinomycin DM2YGNW Adult kidney Wilms tumor Approved [63]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [64]
Quercetin DM3NC4M Obesity 5B81 Approved [65]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Capivasertib DM9SKW8 Breast cancer 2C60-2C65 Approved [66]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [67]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [68]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [69]
Gefitinib DM15F0X Colon adenocarcinoma Approved [70]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [71]
Imiquimod DM1TMA3 Alopecia areata ED70.2 Approved [72]
Selenium DM25CGV N. A. N. A. Approved [73]
Methimazole DM25FL8 Hyperthyroidism 5A02 Approved [74]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [75]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Selenium DM25CGV N. A. N. A. Approved [76]
TECFIDERA DM2OVDT Multiple sclerosis 8A40 Approved [77]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [33]
Cyclophosphamide DM4O2Z7 Advanced cancer 2A00-2F9Z Approved [78]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [79]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [80]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [81]
Gallium nitrate DMF9O6B Hypercalcaemia 5B91.0 Approved [82]
Trabectedin DMG3Y89 Leiomyosarcoma 2B58 Approved [83]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [84]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [85]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [86]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [87]
Gefitinib DM15F0X Colon adenocarcinoma Approved [88]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [89]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [75]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [90]
Quercetin DM3NC4M Obesity 5B81 Approved [91]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [92]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [93]
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Drug(s) Affected By Caspase-3 (CASP3)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Sevoflurane DMC9O43 Anaesthesia 9A78.6 Approved [94]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [95]
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [96]
Cidofovir DMA13GD Cytomegalovirus infection 1D82 Approved [97]
Docetaxel DMDI269 Advanced cancer 2A00-2F9Z Approved [98]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [99]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [100]
Mannitol DMSCDY9 Bronchiectasis CA24 Approved [101]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [102]
Aprepitant DM053KT Depression 6A70-6A7Z Approved [103]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [104]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [105]
Gefitinib DM15F0X Colon adenocarcinoma Approved [49]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [106]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [107]
Quercetin DM3NC4M Obesity 5B81 Approved [65]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [108]
Glucosamine DM4ZLFD Osteoarthritis FA00-FA05 Approved [109]
Vinblastine DM5TVS3 Advanced cancer 2A00-2F9Z Approved [107]
Ethacrynic acid DM60QMR Edema MG29 Approved [110]
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Drug(s) Affected By Caspase-9 (CASP9)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [111]
Mannitol DMSCDY9 Bronchiectasis CA24 Approved [112]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [38]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [113]
Leuprorelin acetate DM15HAT Prostate cancer 2C82.0 Approved [114]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [115]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [41]
Meloxicam DM2AR7L Arthritis FA20 Approved [116]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [117]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [118]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [119]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [69]
Selenium DM25CGV N. A. N. A. Approved [73]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [120]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [64]
Deoxycholic acid DM3GYAL Subcutaneous fat disorder EF02 Approved [121]
Quercetin DM3NC4M Obesity 5B81 Approved [31]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [122]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [123]
Glucosamine DM4ZLFD Osteoarthritis FA00-FA05 Approved [124]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Caspase-8 (CASP8)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [125]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [126]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [127]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [119]
Gefitinib DM15F0X Colon adenocarcinoma Approved [128]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [129]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [41]
Selenium DM25CGV N. A. N. A. Approved [73]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [117]
Methotrexate DM2TEOL Anterior urethra cancer Approved [130]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [131]
Verapamil DMA7PEW Angina pectoris BA40 Approved [132]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [58]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [133]
Selenium DM25CGV N. A. N. A. Approved [73]
TECFIDERA DM2OVDT Multiple sclerosis 8A40 Approved [134]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [135]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [136]
Quercetin DM3NC4M Obesity 5B81 Approved [31]
Furazolidone DM3P6V7 Diarrhea ME05.1 Approved [137]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [38]
Quercetin DM3NC4M Obesity 5B81 Approved [6]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [138]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [139]
Methylprednisolone DM4BDON Acute adrenal insufficiency Approved [140]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [80]
Mifepristone DMGZQEF Cushing disease 5A70 Approved [141]
Ergocalciferol DMHO0AR Hypoparathyroidism 5A50 Approved [142]
Zoledronate DMIXC7G Adenocarcinoma 2D40 Approved [143]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [84]
⏷ 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 [144]
Selenium DM25CGV N. A. N. A. Approved [73]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [145]
Quercetin DM3NC4M Obesity 5B81 Approved [146]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [147]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [148]
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [149]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [150]
Testosterone DM7HUNW Hot flushes GA30 Approved [151]
Olaparib DM8QB1D Ovarian cancer 2C73 Approved [152]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [87]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [89]
Methotrexate DM2TEOL Anterior urethra cancer Approved [153]
Quercetin DM3NC4M Obesity 5B81 Approved [31]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [154]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [155]
Rifampicin DM5DSFZ Non-insulin dependent diabetes 5A11 Approved [156]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [157]
Trovafloxacin DM6AN32 Acute gonococcal cervicitis Approved [158]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [93]
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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
Angiotensin-converting enzyme (ACE) TTL69WB ACE_HUMAN Inhibitor [1]
Plasmodium Enoyl-ACP reductase (Malaria fabI) TTNX2CS Q965D5_PLAFA Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Caspase-3 (CASP3) OTIJRBE7 CASP3_HUMAN Gene/Protein Processing [3]
Caspase-8 (CASP8) OTA8TVI8 CASP8_HUMAN Gene/Protein Processing [4]
Caspase-9 (CASP9) OTD4RFFG CASP9_HUMAN Gene/Protein Processing [4]
Matrix metalloproteinase-9 (MMP9) OTB2QDAV MMP9_HUMAN Gene/Protein Processing [5]
Microtubule-associated proteins 1A/1B light chain 3B (MAP1LC3B) OTUYHB84 MLP3B_HUMAN Post-Translational Modifications [4]
Mitogen-activated protein kinase 8 (MAPK8) OTEREYS5 MK08_HUMAN Post-Translational Modifications [4]
NAD-dependent protein deacetylase sirtuin-1 (SIRT1) OTAYZMOY SIR1_HUMAN Gene/Protein Processing [6]
Nuclear factor erythroid 2-related factor 2 (NFE2L2) OT0HENJ5 NF2L2_HUMAN Protein Interaction/Cellular Processes [7]
Nuclear factor NF-kappa-B p105 subunit (NFKB1) OTNRRD8I NFKB1_HUMAN Protein Interaction/Cellular Processes [5]
Nuclear receptor subfamily 1 group I member 2 (NR1I2) OTC5U0N5 NR1I2_HUMAN Gene/Protein Processing [8]

References

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7 Butein protects human dental pulp cells from hydrogen peroxide-induced oxidative toxicity via Nrf2 pathway-dependent heme oxygenase-1 expressions. Toxicol In Vitro. 2013 Mar;27(2):874-81. doi: 10.1016/j.tiv.2013.01.003. Epub 2013 Jan 11.
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21 Angiotensin-converting enzyme inhibition and novel cardiovascular risk biomarkers: results from the Trial of Angiotensin Converting Enzyme Inhibition and Novel Cardiovascular Risk Factors (TRAIN) study. Am Heart J. 2009 Feb;157(2):334.e1-8.
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25 Lignans, bacteriocides and organochlorine compounds activate the human pregnane X receptor (PXR). Toxicol Appl Pharmacol. 2005 Dec 1;209(2):123-33. doi: 10.1016/j.taap.2005.03.015.
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28 Acetylated deoxycholic (DCA) and cholic (CA) acids are potent ligands of pregnane X (PXR) receptor. Toxicol Lett. 2017 Jan 4;265:86-96.
29 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.
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33 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.
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37 Endoplasmic reticulum stress and MAPK signaling pathway activation underlie leflunomide-induced toxicity in HepG2 Cells. Toxicology. 2017 Dec 1;392:11-21.
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