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

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
CHEMBL334773
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)
Download the Complete Related Drug List
Drug(s) Targeting Estrogen receptor beta (ESR2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Conjugated Estrogens DMLT0E1 Dyspareunia GA12 Approved [8]
Trilostane DMQZ9GF Cushing disease 5A70 Approved [9]
ARZOXIFENE DMOKCVI Breast cancer 2C60-2C65 Approved [10]
Estrogen DMGY0UT Menopause symptom GA30.0 Approved [11]
MF-101 DM8Z0I3 Hepatitis virus infection 1E50-1E51 Phase 3 [12]
Genistein DM0JETC Menopause symptom GA30.0 Phase 2/3 [13]
AUS-131 DMUXO3Z Hot flushes GA30 Phase 2 [14]
ERB-041 DMCEPUA Inflammatory bowel disease DD72 Phase 2 [15]
Erteberel DMU1XZD Prostate hyperplasia GA90 Phase 2 [16]
VG-101 DMAN21O Menopause symptom GA30.0 Phase 1/2 [17]
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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 [18]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [19]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [20]
Demecolcine DMCZQGK Solid tumour/cancer 2A00-2F9Z Approved [21]
Vitamin A DMJ2AH4 Night blindness 9D45 Approved [22]
Paclitaxel DMLB81S Breast carcinoma Approved [23]
Chloroquine DMSI5CB Malaria 1F40-1F45 Approved [24]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [25]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [18]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [26]
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Drug(s) Affected By Steroidogenic acute regulatory protein, mitochondrial (STAR)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Etretinate DM2CZFA Keratosis ED56 Approved [27]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [28]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [29]
Lamotrigine DM8SXYG Bipolar disorder 6A60 Approved [30]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [31]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [32]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [33]
Ethanol DMDRQZU Chronic pain MG30 Approved [34]
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [35]
Mifepristone DMGZQEF Cushing disease 5A70 Approved [36]
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Drug(s) Affected By Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase and dual-specificity protein phosphatase PTEN (PTEN)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [37]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [38]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [39]
Methotrexate DM2TEOL Anterior urethra cancer Approved [40]
Cladribine DM3JDRP Hairy cell leukaemia 2A82.2 Approved [41]
Quercetin DM3NC4M Obesity 5B81 Approved [42]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [43]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [44]
Thalidomide DM70BU5 Adult T-cell leukemia/lymphoma Approved [45]
Testosterone DM7HUNW Hot flushes GA30 Approved [46]
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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 [47]
Methotrexate DM2TEOL Anterior urethra cancer Approved [48]
Quercetin DM3NC4M Obesity 5B81 Approved [49]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [28]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [50]
Testosterone DM7HUNW Hot flushes GA30 Approved [46]
Thioguanine DM7NKEV Acute lymphocytic leukaemia 2B33.3 Approved [51]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [52]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [53]
Ethanol DMDRQZU Chronic pain MG30 Approved [54]
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Drug(s) Affected By Nuclear respiratory factor 1 (NRF1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [55]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [56]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [57]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [58]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [59]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [60]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [61]
Arsenic DMTL2Y1 N. A. N. A. Approved [62]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [63]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [64]
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Drug(s) Affected By Programmed cell death protein 4 (PDCD4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tolbutamide DM02AWV Advanced cancer 2A00-2F9Z Approved [65]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [66]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [67]
Cyclophosphamide DM4O2Z7 Advanced cancer 2A00-2F9Z Approved [65]
Acetic Acid, Glacial DM4SJ5Y infection in the ear canal AA0Y Approved [68]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [29]
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [69]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [70]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [65]
Testosterone DM7HUNW Hot flushes GA30 Approved [46]
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Molecular Interaction Atlas of This Drug

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

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]
Nuclear respiratory factor 1 (NRF1) OTOXWNV8 NRF1_HUMAN Gene/Protein Processing [4]
Occludin (OCLN) OTSUTVWL OCLN_HUMAN Gene/Protein Processing [5]
Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase and dual-specificity protein phosphatase PTEN (PTEN) OTOWDUNT PTEN_HUMAN Gene/Protein Processing [6]
Programmed cell death protein 4 (PDCD4) OTZ6NXUX PDCD4_HUMAN Gene/Protein Processing [6]
Steroidogenic acute regulatory protein, mitochondrial (STAR) OTFEZ5AI STAR_HUMAN Gene/Protein Processing [7]

References

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2 Estrogen receptor-beta potency-selective ligands: structure-activity relationship studies of diarylpropionitriles and their acetylene and polar analogues. J Med Chem. 2001 Nov 22;44(24):4230-51.
3 Morphologic effects of estrogen stimulation on 3D MCF-7 microtissues. Toxicol Lett. 2016 Apr 25;248:1-8.
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6 Estradiol downregulates miR-21 expression and increases miR-21 target gene expression in MCF-7 breast cancer cells. Nucleic Acids Res. 2009 May;37(8):2584-95. doi: 10.1093/nar/gkp117. Epub 2009 Mar 5.
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16 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800031986)
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19 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.
20 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.
21 Characterization of formaldehyde's genotoxic mode of action by gene expression analysis in TK6 cells. Arch Toxicol. 2013 Nov;87(11):1999-2012.
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24 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.
25 Activation of AIFM2 enhances apoptosis of human lung cancer cells undergoing toxicological stress. Toxicol Lett. 2016 Sep 6;258:227-236.
26 Progesterone regulation of implantation-related genes: new insights into the role of oestrogen. Cell Mol Life Sci. 2007 Apr;64(7-8):1009-32.
27 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.
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 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.
30 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.
31 Integrating multiple omics to unravel mechanisms of Cyclosporin A induced hepatotoxicity in vitro. Toxicol In Vitro. 2015 Apr;29(3):489-501.
32 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.
33 Differential effects of antiepileptic drugs on steroidogenesis in a human in vitro cell model. Acta Neurol Scand Suppl. 2009;(189):14-21.
34 Chronic ethanol exposure increases goosecoid (GSC) expression in human embryonic carcinoma cell differentiation. J Appl Toxicol. 2014 Jan;34(1):66-75.
35 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.
36 Mifepristone induced progesterone withdrawal reveals novel regulatory pathways in human endometrium. Mol Hum Reprod. 2007 Sep;13(9):641-54.
37 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.
38 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.
39 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.
40 The contribution of methotrexate exposure and host factors on transcriptional variance in human liver. Toxicol Sci. 2007 Jun;97(2):582-94.
41 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.
42 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.
43 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
44 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.
45 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.
46 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.
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54 Ethanol impairs intestinal barrier function in humans through mitogen activated protein kinase signaling: a combined in vivo and in vitro approach. PLoS One. 2014 Sep 16;9(9):e107421. doi: 10.1371/journal.pone.0107421. eCollection 2014.
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58 Integrative "-Omics" analysis in primary human hepatocytes unravels persistent mechanisms of cyclosporine A-induced cholestasis. Chem Res Toxicol. 2016 Dec 19;29(12):2164-2174.
59 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.
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61 Physiological and toxicological transcriptome changes in HepG2 cells exposed to copper. Physiol Genomics. 2009 Aug 7;38(3):386-401.
62 Aberrant cell proliferation by enhanced mitochondrial biogenesis via mtTFA in arsenical skin cancers. Am J Pathol. 2011 May;178(5):2066-76.
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68 Motexafin gadolinium and zinc induce oxidative stress responses and apoptosis in B-cell lymphoma lines. Cancer Res. 2005 Dec 15;65(24):11676-88.
69 Dehydroepiandrosterone Activation of G-protein-coupled Estrogen Receptor Rapidly Stimulates MicroRNA-21 Transcription in Human Hepatocellular Carcinoma Cells. J Biol Chem. 2015 Jun 19;290(25):15799-15811. doi: 10.1074/jbc.M115.641167. Epub 2015 May 11.
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