General Information of Drug (ID: DM14X29)

Drug Name
diarylpropionitril Drug Info
Synonyms
1428-67-7; diarylpropionitrile; 2,3-bis(4-hydroxyphenyl)propionitrile; 2,3-bis(4-hydroxyphenyl)propanenitrile; 2,3-bis(4-hydroxyphenyl)-propionitrile; 2,3-Bis(p-hydroxyphenyl)propionitrile; CHEMBL334773; CHEBI:63949; DPN compound; Benzenepropanenitrile,4-hydroxy-a-(4-hydroxyphenyl)-; SR-01000597601; BRN 3337109; SC-4473; 2,3-Bis(p-hydroxyphenyl)-propionitrile; Propionitrile, 2,3-bis(p-hydroxyphenyl); Propionitrile, 2,3-bis(p-hydroxyphenyl)-; AC1L2T6L; GTPL2825; SCHEMBL1940848; DTXSID0040387; CTK8F9375; MolPort-003-983-761
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
102614
ChEBI ID
CHEBI:63949
CAS Number
CAS 1428-67-7
TTD Drug ID
DM14X29

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Conjugated Estrogens DMLT0E1 Dyspareunia GA12 Approved [10]
Trilostane DMQZ9GF Cushing disease 5A70 Approved [11]
ARZOXIFENE DMOKCVI Breast cancer 2C60-2C65 Approved [12]
Estrogen DMGY0UT Menopause symptom GA30.0 Approved [13]
MF-101 DM8Z0I3 Hepatitis virus infection 1E50-1E51 Phase 3 [14]
Genistein DM0JETC Menopause symptom GA30.0 Phase 2/3 [15]
AUS-131 DMUXO3Z Hot flushes GA30 Phase 2 [16]
ERB-041 DMCEPUA Inflammatory bowel disease DD72 Phase 2 [17]
Erteberel DMU1XZD Prostate hyperplasia GA90 Phase 2 [18]
VG-101 DMAN21O Menopause symptom GA30.0 Phase 1/2 [19]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Selenium DM25CGV N. A. N. A. Approved [20]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [21]
Quercetin DM3NC4M Obesity 5B81 Approved [22]
Fluoxetine DM3PD2C Bipolar depression Approved [23]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [24]
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [25]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [26]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [27]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [28]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [29]
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Drug(s) Affected By Cytochrome P450 1A1 (CYP1A1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amodiaquine DME4RA8 Malaria 1F40-1F45 Approved [30]
Riluzole DMECBWN Amyotrophic lateral sclerosis 8B60.0 Approved [31]
Flutamide DMK0O7U Prostate cancer 2C82.0 Approved [32]
Menadione DMSJDTY Vitamin K deficiency 5B59 Approved [33]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [34]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [35]
Ethacrynic acid DM60QMR Edema MG29 Approved [36]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [37]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [38]
Clofibrate DMPC1J7 Dysbetalipoproteinemia 5C80.2 Approved [39]
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Drug(s) Affected By Apolipoprotein D (APOD)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [40]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [41]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [42]
Demecolcine DMCZQGK Solid tumour/cancer 2A00-2F9Z Approved [43]
Vitamin A DMJ2AH4 Night blindness 9D45 Approved [44]
Paclitaxel DMLB81S Breast carcinoma Approved [45]
Chloroquine DMSI5CB Malaria 1F40-1F45 Approved [46]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [47]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [40]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [48]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Sevoflurane DMC9O43 Anaesthesia 9A78.6 Approved [49]
Docetaxel DMDI269 Advanced cancer 2A00-2F9Z Approved [50]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [51]
Gemcitabine DMSE3I7 Anterior urethra cancer Approved [52]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [53]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [54]
Verapamil DMA7PEW Angina pectoris BA40 Approved [55]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [56]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [57]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [58]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Etretinate DM2CZFA Keratosis ED56 Approved [59]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [60]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [61]
Lamotrigine DM8SXYG Bipolar disorder 6A60 Approved [62]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [63]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [64]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [65]
Ethanol DMDRQZU Chronic pain MG30 Approved [66]
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [67]
Mifepristone DMGZQEF Cushing disease 5A70 Approved [68]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [69]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [70]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [71]
Methotrexate DM2TEOL Anterior urethra cancer Approved [72]
Cladribine DM3JDRP Hairy cell leukaemia 2A82.2 Approved [73]
Quercetin DM3NC4M Obesity 5B81 Approved [74]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [75]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [76]
Thalidomide DM70BU5 Adult T-cell leukemia/lymphoma Approved [77]
Testosterone DM7HUNW Hot flushes GA30 Approved [78]
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Drug(s) Affected By Occludin (OCLN)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [79]
Methotrexate DM2TEOL Anterior urethra cancer Approved [80]
Quercetin DM3NC4M Obesity 5B81 Approved [81]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [60]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [82]
Testosterone DM7HUNW Hot flushes GA30 Approved [78]
Thioguanine DM7NKEV Acute lymphocytic leukaemia 2B33.3 Approved [83]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [26]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [28]
Ethanol DMDRQZU Chronic pain MG30 Approved [84]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [85]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [86]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [87]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [88]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [89]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [90]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [91]
Arsenic DMTL2Y1 N. A. N. A. Approved [92]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [93]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [94]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Tolbutamide DM02AWV Advanced cancer 2A00-2F9Z Approved [95]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [96]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [97]
Cyclophosphamide DM4O2Z7 Advanced cancer 2A00-2F9Z Approved [95]
Acetic Acid, Glacial DM4SJ5Y infection in the ear canal AA0Y Approved [98]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [61]
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [99]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [100]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [95]
Testosterone DM7HUNW Hot flushes GA30 Approved [78]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [70]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [96]
Selenium DM25CGV N. A. N. A. Approved [20]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [101]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [63]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [28]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [29]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [102]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [47]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [103]
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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
Estrogen receptor beta (ESR2) TTOM3J0 ESR2_HUMAN Agonist [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Apolipoprotein D (APOD) OTT77XW8 APOD_HUMAN Gene/Protein Processing [3]
Apoptosis regulator Bcl-2 (BCL2) OT9DVHC0 BCL2_HUMAN Gene/Protein Processing [4]
Cytochrome P450 1A1 (CYP1A1) OTE4EFH8 CP1A1_HUMAN Gene/Protein Processing [5]
Delta(24)-sterol reductase (DHCR24) OTP301JW DHC24_HUMAN Gene/Protein Processing [6]
Junctional adhesion molecule A (F11R) OTGHPAV6 JAM1_HUMAN Gene/Protein Processing [7]
Nuclear respiratory factor 1 (NRF1) OTOXWNV8 NRF1_HUMAN Gene/Protein Processing [8]
Occludin (OCLN) OTSUTVWL OCLN_HUMAN Gene/Protein Processing [7]
Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase and dual-specificity protein phosphatase PTEN (PTEN) OTOWDUNT PTEN_HUMAN Gene/Protein Processing [4]
Programmed cell death protein 4 (PDCD4) OTZ6NXUX PDCD4_HUMAN Gene/Protein Processing [4]
Steroidogenic acute regulatory protein, mitochondrial (STAR) OTFEZ5AI STAR_HUMAN Gene/Protein Processing [9]

References

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24 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.
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28 Human embryonic stem cell-derived test systems for developmental neurotoxicity: a transcriptomics approach. Arch Toxicol. 2013 Jan;87(1):123-43.
29 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.
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31 Association of CYP1A1 and CYP1B1 inhibition in in vitro assays with drug-induced liver injury. J Toxicol Sci. 2021;46(4):167-176. doi: 10.2131/jts.46.167.
32 Anti-androgenic effect of 6-formylindolo[3,2-b]carbazole (FICZ) in LNCaP cells is mediated by the aryl hydrocarbon-androgen receptors cross-talk. Steroids. 2020 Jan;153:108508. doi: 10.1016/j.steroids.2019.108508. Epub 2019 Oct 3.
33 Pharmacologic profiling of human and rat cytochrome P450 1A1 and 1A2 induction and competition. Arch Toxicol. 2008 Dec;82(12):909-21.
34 Effect of CYP1A1 gene polymorphisms on estrogen metabolism and bone density. J Bone Miner Res. 2005 Feb;20(2):232-9. doi: 10.1359/JBMR.041110. Epub 2004 Nov 16.
35 Increased sensitivity for troglitazone-induced cytotoxicity using a human in vitro co-culture model. Toxicol In Vitro. 2009 Oct;23(7):1387-95.
36 Isoform-specific induction of a human aldo-keto reductase by polycyclic aromatic hydrocarbons (PAHs), electrophiles, and oxidative stress: implications for the alternative pathway of PAH activation catalyzed by human dihydrodiol dehydrogenase. Cancer Res. 1999 Feb 1;59(3):607-14.
37 Gene expression changes in human small airway epithelial cells exposed to Delta9-tetrahydrocannabinol. Toxicol Lett. 2005 Aug 14;158(2):95-107.
38 The metallohormone cadmium modulates AhR-associated gene expression in the small intestine of rats similar to ethinyl-estradiol. Arch Toxicol. 2013 Apr;87(4):633-43.
39 Evidence for a new human CYP1A1 regulation pathway involving PPAR-alpha and 2 PPRE sites. Gastroenterology. 2004 Nov;127(5):1436-45.
40 Comparative gene expression profiling reveals partially overlapping but distinct genomic actions of different antiestrogens in human breast cancer cells. J Cell Biochem. 2006 Aug 1;98(5):1163-84.
41 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.
42 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.
43 Characterization of formaldehyde's genotoxic mode of action by gene expression analysis in TK6 cells. Arch Toxicol. 2013 Nov;87(11):1999-2012.
44 Comparative ligand-binding analysis of ten human lipocalins. Biochim Biophys Acta. 2006 Feb;1764(2):161-73. doi: 10.1016/j.bbapap.2005.12.006. Epub 2006 Jan 6.
45 Identification of selective inhibitors of cancer stem cells by high-throughput screening. Cell. 2009 Aug 21;138(4):645-659. doi: 10.1016/j.cell.2009.06.034. Epub 2009 Aug 13.
46 Protecting cells by protecting their vulnerable lysosomes: Identification of a new mechanism for preserving lysosomal functional integrity upon oxidative stress. PLoS Genet. 2017 Feb 9;13(2):e1006603. doi: 10.1371/journal.pgen.1006603. eCollection 2017 Feb.
47 Activation of AIFM2 enhances apoptosis of human lung cancer cells undergoing toxicological stress. Toxicol Lett. 2016 Sep 6;258:227-236.
48 Progesterone regulation of implantation-related genes: new insights into the role of oestrogen. Cell Mol Life Sci. 2007 Apr;64(7-8):1009-32.
49 4.8% sevoflurane induces activation of autophagy in human neuroblastoma SH-SY5Y cells by the AMPK/mTOR signaling pathway. Neurotoxicology. 2022 May;90:256-264. doi: 10.1016/j.neuro.2022.04.008. Epub 2022 Apr 23.
50 Enhanced chemotherapeutic efficacy of docetaxel in human lung cancer cell line via GLUT1 inhibitor. J Biochem Mol Toxicol. 2023 Jun;37(6):e23348. doi: 10.1002/jbt.23348. Epub 2023 Mar 31.
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52 Extracellular signal-regulated kinase activation and Bcl-2 downregulation mediate apoptosis after gemcitabine treatment partly via a p53-independent pathway. Eur J Pharmacol. 2004 Oct 19;502(3):169-83. doi: 10.1016/j.ejphar.2004.09.006.
53 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.
54 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.
55 Verapamil potentiates anti-glioblastoma efficacy of temozolomide by modulating apoptotic signaling. Toxicol In Vitro. 2018 Oct;52:306-313. doi: 10.1016/j.tiv.2018.07.001. Epub 2018 Jul 9.
56 Inhibition of caspase-dependent mitochondrial permeability transition protects airway epithelial cells against mustard-induced apoptosis. Apoptosis. 2006 Sep;11(9):1545-59. doi: 10.1007/s10495-006-8764-1.
57 Sertraline, an antidepressant, induces apoptosis in hepatic cells through the mitogen-activated protein kinase pathway. Toxicol Sci. 2014 Feb;137(2):404-15. doi: 10.1093/toxsci/kft254. Epub 2013 Nov 5.
58 -Carotene Induces Apoptosis in Human Esophageal Squamous Cell Carcinoma Cell Lines via the Cav-1/AKT/NF-B Signaling Pathway. J Biochem Mol Toxicol. 2016 Mar;30(3):148-57. doi: 10.1002/jbt.21773. Epub 2016 Jan 6.
59 Retinoids and retinol differentially regulate steroid biosynthesis in ovarian theca cells isolated from normal cycling women and women with polycystic ovary syndrome. J Clin Endocrinol Metab. 2005 Aug;90(8):4858-65. doi: 10.1210/jc.2005-0330. Epub 2005 May 24.
60 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.
61 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.
62 Antiepileptic drugs are endocrine disruptors for the human fetal testis ex vivo. Toxicol Sci. 2023 Sep 28;195(2):169-183. doi: 10.1093/toxsci/kfad076.
63 Integrating multiple omics to unravel mechanisms of Cyclosporin A induced hepatotoxicity in vitro. Toxicol In Vitro. 2015 Apr;29(3):489-501.
64 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.
65 Differential effects of antiepileptic drugs on steroidogenesis in a human in vitro cell model. Acta Neurol Scand Suppl. 2009;(189):14-21.
66 Chronic ethanol exposure increases goosecoid (GSC) expression in human embryonic carcinoma cell differentiation. J Appl Toxicol. 2014 Jan;34(1):66-75.
67 Glucocorticoid-activation system mediated glucocorticoid-insulin-like growth factor 1 (GC-IGF1) axis programming alteration of adrenal dysfunction induced by prenatal caffeine exposure. Toxicol Lett. 2019 Mar 1;302:7-17.
68 Mifepristone induced progesterone withdrawal reveals novel regulatory pathways in human endometrium. Mol Hum Reprod. 2007 Sep;13(9):641-54.
69 Role of miRNA in the regulation of cannabidiol-mediated apoptosis in neuroblastoma cells. Oncotarget. 2019 Jan 1;10(1):45-59. doi: 10.18632/oncotarget.26534. eCollection 2019 Jan 1.
70 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.
71 Astaxanthin protects mesenchymal stem cells from oxidative stress by direct scavenging of free radicals and modulation of cell signaling. Chem Biol Interact. 2021 Jan 5;333:109324. doi: 10.1016/j.cbi.2020.109324. Epub 2020 Nov 17.
72 The contribution of methotrexate exposure and host factors on transcriptional variance in human liver. Toxicol Sci. 2007 Jun;97(2):582-94.
73 Comparative effects of retinoic acid, vitamin D and resveratrol alone and in combination with adenosine analogues on methylation and expression of phosphatase and tensin homologue tumour suppressor gene in breast cancer cells. Br J Nutr. 2012 Mar;107(6):781-90. doi: 10.1017/S0007114511003631. Epub 2011 Aug 1.
74 Quercetin and Its Fermented Extract as a Potential Inhibitor of Bisphenol A-Exposed HT-29 Colon Cancer Cells' Viability. Int J Mol Sci. 2023 Mar 15;24(6):5604. doi: 10.3390/ijms24065604.
75 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
76 Arsenic trioxide inhibits the proliferation of myeloma cell line through notch signaling pathway. Cancer Cell Int. 2013 Mar 13;13(1):25. doi: 10.1186/1475-2867-13-25.
77 Mechanism of thalidomide to enhance cytotoxicity of temozolomide in U251-MG glioma cells in vitro. Chin Med J (Engl). 2009 Jun 5;122(11):1260-6.
78 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.
79 Protective effect of quercetin on hydrogen peroxide-induced tight junction disruption. Int J Toxicol. 2010 Jul;29(4):418-24. doi: 10.1177/1091581810366487. Epub 2010 May 5.
80 Development of an alternative zebrafish model for drug-induced intestinal toxicity. J Appl Toxicol. 2018 Feb;38(2):259-273. doi: 10.1002/jat.3520. Epub 2017 Oct 13.
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