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

General Information of Drug (ID: DMBN6KU)

Drug Name	PMID27336223-Compound-11 Drug Info
Cross-matching ID	PubChem CID 60164 ChEBI ID CHEBI:31174 CAS Number CAS 106685-40-9 TTD Drug ID DMBN6KU ACDINA Drug ID D00808

Molecule-Related Drug Atlas

Molecule Type:

DTT

DOT

Drug Status:

Approved Drug(s)

Patented Agent(s)

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Drug(s) Targeting Retinoic acid receptor gamma (RARG)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[5]
Alitretinoin	DMME8LH	Kaposi sarcoma	2B57	Approved	[6]
Trifarotene	DMOL793	Acne vulgaris	ED80	Approved	[7]
Tazarotene	DM8SMD1	Acne vulgaris	ED80	Approved	[8]
Palovarotene	DMAD2OZ	Fibrodysplasia ossificans progressiva	FB31.1	Approved	[9]
PMID27336223-Compound-13	DMSZLYD	N. A.	N. A.	Patented	[1]
PMID27336223-Compound-12	DMT4P7K	N. A.	N. A.	Patented	[1]
PMID27336223-Compound-14	DMC41MA	N. A.	N. A.	Patented	[1]
PMID27336223-Compound-15	DMIYCFE	N. A.	N. A.	Patented	[1]
PMID27336223-Compound-9	DM6V13W	N. A.	N. A.	Patented	[1]
Doxorubicin	DMVP5YE	Acute myelogenous leukaemia	2A41	Approved	[10]
Daunorubicin	DMQUSBT	Acute monocytic leukemia		Approved	[11]
Ezetimibe	DM7A8TW	Atherosclerosis	BD40	Approved	[12]
Ethanol	DMDRQZU	Chronic pain	MG30	Approved	[13]
Mifepristone	DMGZQEF	Cushing disease	5A70	Approved	[14]
Decitabine	DMQL8XJ	Acute myelogenous leukaemia	2A41	Approved	[15]
Cisplatin	DMRHGI9	Adenocarcinoma	2D40	Approved	[16]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[17]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[18]
Nicotine	DMWX5CO	Lung cancer	2C25.0	Approved	[19]
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Drug(s) Affected By Toll-like receptor 2 (TLR2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[20]
Simvastatin	DM30SGU	Arteriosclerosis	BD40	Approved	[21]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[22]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[23]
Methylprednisolone	DM4BDON	Acute adrenal insufficiency		Approved	[20]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[24]
Tibolone	DM78XFG	Anabolic metabolism	5C50-5C8Z	Approved	[25]
Glutathione	DMAHMT9	Human immunodeficiency virus infection	1C62	Approved	[26]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[27]
Atorvastatin	DMF28YC	Acute coronary syndrome	BA41	Approved	[21]
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Drug(s) Affected By Antigen-presenting glycoprotein CD1d (CD1D)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[28]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[29]
Arsenic trioxide	DM61TA4	Acute lymphoblastic leukaemia	2A85	Approved	[30]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[27]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[31]
Rosiglitazone	DMILWZR	Chronic kidney disease	GB61	Approved	[32]
Amphotericin B	DMTAJQE	Acne vulgaris	ED80	Approved	[33]
Acetaminophen	DMUIE76	Allergic rhinitis	CA08.0	Approved	[34]
Estradiol	DMUNTE3	Acne vulgaris	ED80	Approved	[27]
Carbamazepine	DMZOLBI	Epilepsy	8A60-8A68	Approved	[35]
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Drug(s) Affected By Interleukin-10 (IL10)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Hydrogen peroxide	DM1NG5W	Infectious disease	1A00-CA43.1	Approved	[36]
Nitric Oxide	DM1RBYG	Hypertension	BA00-BA04	Approved	[37]
Ribavirin	DMEYLH9	Hepatitis C virus infection	1E51.1	Approved	[38]
Methotrexate	DM2TEOL	Anterior urethra cancer		Approved	[39]
Simvastatin	DM30SGU	Arteriosclerosis	BD40	Approved	[40]
Quercetin	DM3NC4M	Obesity	5B81	Approved	[41]
Bisoprolol	DM3UZ95	Hypertension	BA00-BA04	Approved	[42]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[43]
Acetic Acid, Glacial	DM4SJ5Y	infection in the ear canal	AA0Y	Approved	[44]
Isoniazid	DM5JVS3	Latent tuberculosis infection		Approved	[45]
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Drug(s) Affected By Cellular retinoic acid-binding protein 2 (CRABP2)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Dactinomycin	DM2YGNW	Adult kidney Wilms tumor		Approved	[46]
Tretinoin	DM49DUI	Acne vulgaris	ED80	Approved	[47]
Cyclophosphamide	DM4O2Z7	Advanced cancer	2A00-2F9Z	Approved	[46]
Isotretinoin	DM4QTBN	Acne vulgaris	ED80	Approved	[48]
Panobinostat	DM58WKG	Chronic graft versus host disease		Approved	[49]
Marinol	DM70IK5	Anorexia nervosa cachexia	6B80	Approved	[50]
Ciclosporin	DMAZJFX	Graft-versus-host disease	4B24	Approved	[51]
Valproate	DMCFE9I	Epilepsy	8A60-8A68	Approved	[52]
Vitamin A	DMJ2AH4	Night blindness	9D45	Approved	[53]
Temozolomide	DMKECZD	Adenocarcinoma	2D40	Approved	[54]
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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
Retinoic acid receptor gamma (RARG)	TT1Q3IE	RARG_HUMAN	Agonist	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Antigen-presenting glycoprotein CD1d (CD1D)	OT3ROU4J	CD1D_HUMAN	Gene/Protein Processing	[2]
Cellular retinoic acid-binding protein 2 (CRABP2)	OTY01V9G	RABP2_HUMAN	Gene/Protein Processing	[3]
Interleukin-10 (IL10)	OTIRFRXC	IL10_HUMAN	Gene/Protein Processing	[2]
Retinoic acid receptor gamma (RARG)	OT8LHMDH	RARG_HUMAN	Drug Response	[4]
Toll-like receptor 2 (TLR2)	OTGO5P4R	TLR2_HUMAN	Gene/Protein Processing	[2]

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References

1	Therapeutic use of selective synthetic ligands for retinoic acid receptors: a patent review.Expert Opin Ther Pat. 2016 Aug;26(8):957-71.
2	In vitro modulation of TLR-2, CD1d and IL-10 by adapalene on normal human skin and acne inflammatory lesions. Exp Dermatol. 2007 Jun;16(6):500-6. doi: 10.1111/j.1600-0625.2007.00552.x.
3	Comparison of CD271 (adapalene) and all-trans retinoic acid in human skin: dissociation of epidermal effects and CRABP-II mRNA expression. J Invest Dermatol. 1993 Sep;101(3):325-8. doi: 10.1111/1523-1747.ep12365480.
4	Pharmacology of adapalene. Br J Dermatol. 1998 Oct;139 Suppl 52:3-7. doi: 10.1046/j.1365-2133.1998.1390s2003.x.
5	Targacept active conformation search: a new method for predicting the conformation of a ligand bound to its protein target. J Med Chem. 2004 Dec 30;47(27):6831-9.
6	Retinoic acid receptors and retinoid X receptors: interactions with endogenous retinoic acids. Proc Natl Acad Sci U S A. 1993 Jan 1;90(1):30-4.
7	Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
8	Recent developments in receptor-selective retinoids. Curr Pharm Des. 2000 Jun;6(9):919-31.
9	Randomised controlled trial for emphysema with a selective agonist of the gamma-type retinoic acid receptor. Eur Respir J. 2012 Aug;40(2):306-12.
10	Bringing in vitro analysis closer to in vivo: studying doxorubicin toxicity and associated mechanisms in 3D human microtissues with PBPK-based dose modelling. Toxicol Lett. 2018 Sep 15;294:184-192.
11	A coding variant in RARG confers susceptibility to anthracycline-induced cardiotoxicity in childhood cancer. Nat Genet. 2015 Sep;47(9):1079-84. doi: 10.1038/ng.3374. Epub 2015 Aug 3.
12	Carotenoid transport is decreased and expression of the lipid transporters SR-BI, NPC1L1, and ABCA1 is downregulated in Caco-2 cells treated with ezetimibe. J Nutr. 2005 Oct;135(10):2305-12. doi: 10.1093/jn/135.10.2305.
13	Gene expression signatures after ethanol exposure in differentiating embryoid bodies. Toxicol In Vitro. 2018 Feb;46:66-76.
14	Mifepristone induced progesterone withdrawal reveals novel regulatory pathways in human endometrium. Mol Hum Reprod. 2007 Sep;13(9):641-54.
15	Gene induction and apoptosis in human hepatocellular carci-noma cells SMMC-7721 exposed to 5-aza-2'-deoxycytidine. Chin Med J (Engl). 2007 Sep 20;120(18):1626-31.
16	Activation of AIFM2 enhances apoptosis of human lung cancer cells undergoing toxicological stress. Toxicol Lett. 2016 Sep 6;258:227-236.
17	Blood transcript immune signatures distinguish a subset of people with elevated serum ALT from others given acetaminophen. Clin Pharmacol Ther. 2016 Apr;99(4):432-41.
18	17-Estradiol Activates HSF1 via MAPK Signaling in ER-Positive Breast Cancer Cells. Cancers (Basel). 2019 Oct 11;11(10):1533. doi: 10.3390/cancers11101533.
19	Effects of tobacco compounds on gene expression in fetal lung fibroblasts. Environ Toxicol. 2008 Aug;23(4):423-34.
20	Antirheumatic drug response signatures in human chondrocytes: potential molecular targets to stimulate cartilage regeneration. Arthritis Res Ther. 2009;11(1):R15.
21	Differential effects of statins on relevant functions of human monocyte-derived dendritic cells. J Leukoc Biol. 2006 Mar;79(3):529-38. doi: 10.1189/jlb.0205064. Epub 2005 Dec 30.
22	Quercetin regulates oxidized LDL induced inflammatory changes in human PBMCs by modulating the TLR-NF-B signaling pathway. Immunobiology. 2011 Mar;216(3):367-73. doi: 10.1016/j.imbio.2010.07.011. Epub 2010 Aug 19.
23	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.
24	Synergistic antiproliferative effect of arsenic trioxide combined with bortezomib in HL60 cell line and primary blasts from patients affected by myeloproliferative disorders. Cancer Genet Cytogenet. 2010 Jun;199(2):110-20. doi: 10.1016/j.cancergencyto.2010.02.010.
25	A microarray study on the effect of four hormone therapy regimens on gene transcription in whole blood from healthy postmenopausal women. Thromb Res. 2012 Jul;130(1):45-51. doi: 10.1016/j.thromres.2011.12.009. Epub 2012 Jan 2.
26	Mechanical stress-activated immune response genes via Sirtuin 1 expression in human periodontal ligament cells. Clin Exp Immunol. 2012 Apr;168(1):113-24. doi: 10.1111/j.1365-2249.2011.04549.x.
27	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.
28	The contribution of methotrexate exposure and host factors on transcriptional variance in human liver. Toxicol Sci. 2007 Jun;97(2):582-94.
29	Retinoic acid-induced downmodulation of telomerase activity in human cancer cells. Exp Mol Pathol. 2005 Oct;79(2):108-17.
30	Arsenic suppresses gene expression in promyelocytic leukemia cells partly through Sp1 oxidation. Blood. 2005 Jul 1;106(1):304-10.
31	From transient transcriptome responses to disturbed neurodevelopment: role of histone acetylation and methylation as epigenetic switch between reversible and irreversible drug effects. Arch Toxicol. 2014 Jul;88(7):1451-68.
32	PPARgamma controls CD1d expression by turning on retinoic acid synthesis in developing human dendritic cells. J Exp Med. 2006 Oct 2;203(10):2351-62.
33	Differential expression of microRNAs and their predicted targets in renal cells exposed to amphotericin B and its complex with copper (II) ions. Toxicol Mech Methods. 2017 Sep;27(7):537-543. doi: 10.1080/15376516.2017.1333554. Epub 2017 Jun 8.
34	Multiple microRNAs function as self-protective modules in acetaminophen-induced hepatotoxicity in humans. Arch Toxicol. 2018 Feb;92(2):845-858.
35	Gene Expression Regulation and Pathway Analysis After Valproic Acid and Carbamazepine Exposure in a Human Embryonic Stem Cell-Based Neurodevelopmental Toxicity Assay. Toxicol Sci. 2015 Aug;146(2):311-20. doi: 10.1093/toxsci/kfv094. Epub 2015 May 15.
36	Cytokine mRNA profiles in cultured human skin component cells exposed to various chemicals: a simulation model of epicutaneous stimuli induced by skin barrier perturbation in comparison with that due to exposure to haptens or irritant. J Dermatol Sci. 2001 Jun;26(2):85-93. doi: 10.1016/s0923-1811(00)00165-1.
37	Regulatory role of nitric oxide on monocyte-derived dendritic cell functions. J Interferon Cytokine Res. 2003 Aug;23(8):423-31. doi: 10.1089/107999003322277838.
38	Ribavirin polarizes human T cell responses towards a Type 1 cytokine profile. J Hepatol. 1999 Mar;30(3):376-82. doi: 10.1016/s0168-8278(99)80093-2.
39	Inflammation in methotrexate-induced pulmonary toxicity occurs via the p38 MAPK pathway. Toxicology. 2009 Feb 27;256(3):183-90. doi: 10.1016/j.tox.2008.11.016. Epub 2008 Nov 28.
40	Immune regulatory effects of simvastatin on regulatory T cell-mediated tumour immune tolerance. Clin Exp Immunol. 2010 Aug;161(2):298-305. doi: 10.1111/j.1365-2249.2010.04170.x. Epub 2010 May 18.
41	Quercetin's influence on exercise-induced changes in plasma cytokines and muscle and leukocyte cytokine mRNA. J Appl Physiol (1985). 2007 Nov;103(5):1728-35. doi: 10.1152/japplphysiol.00707.2007. Epub 2007 Aug 23.
42	The effects of 1 month antihypertensive treatment with perindopril, bisoprolol or both on the ex vivo ability of monocytes to secrete inflammatory cytokines. Int J Clin Pharmacol Ther. 2009 Nov;47(11):686-94. doi: 10.5414/cpp47686.
43	[Effects of vitamin A on the differentiation, maturation and functions of dendritic cells from cord blood]. Zhonghua Er Ke Za Zhi. 2004 May;42(5):340-3.
44	Zinc induces chemokine and inflammatory cytokine release from human promonocytes. J Hazard Mater. 2011 Nov 30;196:335-41. doi: 10.1016/j.jhazmat.2011.09.035. Epub 2011 Sep 19.
45	Characterization of drug-specific signaling between primary human hepatocytes and immune cells. Toxicol Sci. 2017 Jul 1;158(1):76-89.
46	Genomic profiling uncovers a molecular pattern for toxicological characterization of mutagens and promutagens in vitro. Toxicol Sci. 2011 Jul;122(1):185-97.
47	Biological effects and metabolism of 9-cis-retinoic acid and its metabolite 9,13-di-cis-retinoic acid in HaCaT keratinocytes in vitro: comparison with all-trans-retinoic acid. Arch Dermatol Res. 2000 Dec;292(12):612-20. doi: 10.1007/s004030000189.
48	Molecular targeting of retinoic acid metabolism in neuroblastoma: the role of the CYP26 inhibitor R116010 in vitro and in vivo. Br J Cancer. 2007 Jun 4;96(11):1675-83.
49	A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
50	THC exposure of human iPSC neurons impacts genes associated with neuropsychiatric disorders. Transl Psychiatry. 2018 Apr 25;8(1):89. doi: 10.1038/s41398-018-0137-3.
51	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.
52	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.
53	Molecular and metabolic retinoid pathways in human amniotic membranes. Biochem Biophys Res Commun. 2006 Aug 11;346(4):1207-16. doi: 10.1016/j.bbrc.2006.06.024. Epub 2006 Jun 12.
54	Temozolomide induces activation of Wnt/-catenin signaling in glioma cells via PI3K/Akt pathway: implications in glioma therapy. Cell Biol Toxicol. 2020 Jun;36(3):273-278. doi: 10.1007/s10565-019-09502-7. Epub 2019 Nov 22.