General Information of Drug (ID: DMGCF51)

Drug Name
Wogonin Drug Info
Synonyms
Wogonin; 632-85-9; 5,7-Dihydroxy-8-methoxyflavone; Vogonin; Norwogonin 8-methyl ether; UNII-POK93PO28W; 4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-methoxy-2-phenyl-; BRN 0287152; POK93PO28W; 5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one; CHEMBL16171; FLAVONE, 5,7-DIHYDROXY-8-METHOXY-; CHEBI:10043; XLTFNNCXVBYBSX-UHFFFAOYSA-N; 5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one; 5,7-Dihydroxy-8-methoxy-2-phenyl-chromen-4-one; ST077088; Q-100730; 5,7-dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
5281703
ChEBI ID
CHEMBL16171
CAS Number
CAS 632-85-9
TTD Drug ID
DMGCF51

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Patented Agent(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Allopurinol DMLPAOB Gout FA25 Approved [7]
Febuxostat DMDEXQ0 Hyperuricaemia 5C55.Y Approved [8]
Fosdenopterin DMR0TYK Molybdenum cofactor deficiency 5B5K.A Approved [9]
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [10]
Oxypurinol DMURH4X Heart failure BD10-BD13 Phase 2/3 [11]
BAICALEIN DM4C7E6 Influenza virus infection 1E30-1E32 Phase 2 [2]
Topiroxostat DMA04DE Gout FA25 Phase 2 [12]
TMX-049 DME8PFQ Diabetic nephropathy GB61.Z Phase 2 [13]
LC-350189 DMHT3CB Gout FA25 Phase 1 [14]
Azaindole derivative 5 DMD2BL3 N. A. N. A. Patented [15]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ibuprofen DM8VCBE Dysmenorrhea GA34.3 Approved [16]
Naproxen DMZ5RGV Bursitis Approved [17]
Etodolac DM6WJO9 Osteoarthritis FA00-FA05 Approved [18]
Indomethacin DMSC4A7 Bursitis Approved [19]
Celecoxib DM6LOQU Dysmenorrhea GA34.3 Approved [20]
Nabumetone DMAT2XH Osteoarthritis FA00-FA05 Approved [21]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [22]
Flurbiprofen DMGN4BY Osteoarthritis FA00-FA05 Approved [23]
Eicosapentaenoic acid/docosa-hexaenoic acid DMMUCG4 Hypertriglyceridemia 5C80.1 Approved [24]
Aminosalicylic Acid DMENSL5 Crohn disease DD70 Approved [19]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Interleukin-8 (CXCL8)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [25]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [26]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [27]
Pantothenic acid DM091H2 Vitamin deficiency 5B55-5B71 Approved [28]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [29]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [30]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [31]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [32]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [33]
Lumiracoxib DM1S4AG Chronic renal failure GB61.Z Approved [31]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Penicillin V DMKVOYF Acute otitis media AB00 Approved [34]
Dopamine DMPGUCF Acromegaly 5A60.0 Approved [34]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [35]
Methylprednisolone DM4BDON Acute adrenal insufficiency Approved [36]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [37]
Testosterone DM7HUNW Hot flushes GA30 Approved [38]
Haloperidol DM96SE0 Delirium Approved [39]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [40]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [41]
Ethanol DMDRQZU Chronic pain MG30 Approved [42]
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Drug(s) Affected By Histone H2AX (H2AX)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [43]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [44]
Selenium DM25CGV N. A. N. A. Approved [45]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [46]
Etretinate DM2CZFA Keratosis ED56 Approved [47]
Methotrexate DM2TEOL Anterior urethra cancer Approved [48]
Dactinomycin DM2YGNW Adult kidney Wilms tumor Approved [49]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [50]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [51]
Quercetin DM3NC4M Obesity 5B81 Approved [52]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [53]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [54]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [55]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [56]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [57]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [58]
Secobarbital DM14RF5 Epilepsy 8A60-8A68 Approved [59]
Gefitinib DM15F0X Colon adenocarcinoma Approved [60]
Fexofenadine DM17ONX Allergic rhinitis CA08.0 Approved [61]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [62]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ethanol DMDRQZU Chronic pain MG30 Approved [63]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [54]
Carvedilol DMHTEAO Chronic heart failure BD1Z Approved [64]
Paclitaxel DMLB81S Breast carcinoma Approved [65]
Etoposide DMNH3PG Acute myelogenous leukaemia 2A41 Approved [66]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [53]
Urokinase DM0GOUD Myocardial infarction BA41-BA43 Approved [34]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [67]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [56]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [57]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Catenin beta-1 (CTNNB1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [68]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [69]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [70]
Quercetin DM3NC4M Obesity 5B81 Approved [71]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [72]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [73]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [74]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [75]
Testosterone DM7HUNW Hot flushes GA30 Approved [76]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [77]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [78]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [79]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [80]
Gefitinib DM15F0X Colon adenocarcinoma Approved [81]
Talazoparib DM1KS78 Breast cancer 2C60-2C65 Approved [82]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [83]
Etretinate DM2CZFA Keratosis ED56 Approved [84]
Prednisone DM2HG4X Acute asthma CA23 Approved [85]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [86]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [87]
⏷ 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 [88]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [89]
Prednisone DM2HG4X Acute asthma CA23 Approved [85]
Thioridazine DM35M8J Schizophrenia 6A20 Approved [90]
Quercetin DM3NC4M Obesity 5B81 Approved [91]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [92]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [93]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [94]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [95]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [96]
⏷ 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 [97]
Gefitinib DM15F0X Colon adenocarcinoma Approved [98]
Prednisone DM2HG4X Acute asthma CA23 Approved [85]
Methotrexate DM2TEOL Anterior urethra cancer Approved [99]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [100]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [101]
Quercetin DM3NC4M Obesity 5B81 Approved [102]
Fluoxetine DM3PD2C Bipolar depression Approved [103]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [104]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [105]
⏷ 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 [67]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [106]
Selenium DM25CGV N. A. N. A. Approved [45]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [107]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [108]
Deoxycholic acid DM3GYAL Subcutaneous fat disorder EF02 Approved [109]
Quercetin DM3NC4M Obesity 5B81 Approved [110]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [111]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [112]
Glucosamine DM4ZLFD Osteoarthritis FA00-FA05 Approved [113]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Methotrexate DM2TEOL Anterior urethra cancer Approved [114]
Salicyclic acid DM2F8XZ Acne vulgaris ED80 Approved [115]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [115]
Quercetin DM3NC4M Obesity 5B81 Approved [6]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [115]
Ibuprofen DM8VCBE Dysmenorrhea GA34.3 Approved [115]
Succinic acid DMDWICP Malnutrition 5B50-5B71 Approved [116]
Mefenamic acid DMK7HFI Dysmenorrhea GA34.3 Approved [115]
Probenecid DMMFWOJ Acute gonococcal cervicitis Approved [117]
Diclofenac DMPIHLS Chronic renal failure GB61.Z Approved [115]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Valsartan DMREUQ6 Chronic heart failure BD1Z Approved [118]
Methotrexate DM2TEOL Anterior urethra cancer Approved [114]
Cidofovir DMA13GD Cytomegalovirus infection 1D82 Approved [119]
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [120]
Ranitidine DM0GUSX Gastric ulcer DA60 Approved [121]
Cimetidine DMH61ZB Acid-reflux disorder DA22 Approved [121]
Cefdinir DMJ7A0H Bacterial infection 1A00-1C4Z Approved [122]
Cefaclor DMJXDGC Bacterial infection 1A00-1C4Z Approved [122]
Famotidine DMRL3AB Gastric ulcer DA60 Approved [123]
Tetracycline DMZA017 Acne vulgaris ED80 Approved [124]
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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
Prostaglandin G/H synthase 2 (COX-2) TTVKILB PGH2_HUMAN Inhibitor [1]
Xanthine dehydrogenase/oxidase (XDH) TT7RJY8 XDH_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Catenin beta-1 (CTNNB1) OTZ932A3 CTNB1_HUMAN Gene/Protein Processing [3]
Cyclin-dependent kinase inhibitor 1 (CDKN1A) OTQWHCZE CDN1A_HUMAN Gene/Protein Processing [4]
Cyclin-dependent kinase inhibitor 1B (CDKN1B) OTNY5LLZ CDN1B_HUMAN Gene/Protein Processing [3]
Cyclin-dependent kinase inhibitor 2A (CDKN2A) OTN0ZWAE CDN2A_HUMAN Gene/Protein Processing [4]
Glial fibrillary acidic protein (GFAP) OTQ01ZAS GFAP_HUMAN Gene/Protein Processing [3]
Histone H2AX (H2AX) OT18UX57 H2AX_HUMAN Gene/Protein Processing [4]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [4]
Mitogen-activated protein kinase 1 (MAPK1) OTH85PI5 MK01_HUMAN Post-Translational Modifications [5]
Mitogen-activated protein kinase 3 (MAPK3) OTCYKGKO MK03_HUMAN Post-Translational Modifications [5]
Organic anion transporter 3 (SLC22A8) OT8BY933 S22A8_HUMAN Gene/Protein Processing [6]

References

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2 Inhibition of cow's milk xanthine oxidase by flavonoids. J Nat Prod. 1988 Mar-Apr;51(2):345-8.
3 GSK3/-catenin signaling is correlated with the differentiation of glioma cells induced by wogonin. Toxicol Lett. 2013 Oct 24;222(2):212-23. doi: 10.1016/j.toxlet.2013.07.013. Epub 2013 Jul 19.
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24 Cox-2 inhibitory effects of naturally occurring and modified fatty acids. J Nat Prod. 2001 Jun;64(6):745-9.
25 Monomeric and oligomeric flavanols maintain the endogenous glucocorticoid response in human macrophages in pro-oxidant conditions in vitro. Chem Biol Interact. 2018 Aug 1;291:237-244.
26 Nicotine up-regulates IL-8 expression in human gingival epithelial cells following stimulation with IL-1 or P. gingivalis lipopolysaccharide via nicotinic acetylcholine receptor signalling. Arch Oral Biol. 2012 May;57(5):483-90. doi: 10.1016/j.archoralbio.2011.10.007. Epub 2011 Nov 25.
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28 Calcium pantothenate modulates gene expression in proliferating human dermal fibroblasts. Exp Dermatol. 2009 Nov;18(11):969-78. doi: 10.1111/j.1600-0625.2009.00884.x. Epub 2009 Apr 8.
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31 An in vitro coculture system of human peripheral blood mononuclear cells with hepatocellular carcinoma-derived cells for predicting drug-induced liver injury. Arch Toxicol. 2021 Jan;95(1):149-168. doi: 10.1007/s00204-020-02882-4. Epub 2020 Aug 20.
32 Gypenosides protect retinal pigment epithelium cells from oxidative stress. Food Chem Toxicol. 2018 Feb;112:76-85.
33 Nitric oxide synthase inhibitors attenuate ozone-induced airway inflammation in guinea pigs. Possible role of interleukin-8. Am J Respir Crit Care Med. 2000 Jan;161(1):249-56. doi: 10.1164/ajrccm.161.1.9804096.
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35 miRNA expression profiling in a human stem cell-based model as a tool for developmental neurotoxicity testing. Cell Biol Toxicol. 2013 Aug;29(4):239-57. doi: 10.1007/s10565-013-9250-5. Epub 2013 Aug 1.
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38 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.
39 Cannabidiol Displays Proteomic Similarities to Antipsychotics in Cuprizone-Exposed Human Oligodendrocytic Cell Line MO3.13. Front Mol Neurosci. 2021 May 28;14:673144. doi: 10.3389/fnmol.2021.673144. eCollection 2021.
40 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.
41 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.
42 Effects of acute ethanol treatment on NCCIT cells and NCCIT cell-derived embryoid bodies (EBs). Toxicol In Vitro. 2010 Sep;24(6):1696-704. doi: 10.1016/j.tiv.2010.05.017. Epub 2010 May 26.
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44 Hsa-let-7g miRNA regulates the anti-tumor effects of gastric cancer cells under oxidative stress through the expression of DDR genes. J Toxicol Sci. 2015 Jun;40(3):329-38. doi: 10.2131/jts.40.329.
45 Selenium and vitamin E: cell type- and intervention-specific tissue effects in prostate cancer. J Natl Cancer Inst. 2009 Mar 4;101(5):306-20.
46 Inhibition of cardiomyocyte differentiation of human induced pluripotent stem cells by Ribavirin: Implication for its cardiac developmental toxicity. Toxicology. 2020 Apr 15;435:152422. doi: 10.1016/j.tox.2020.152422. Epub 2020 Feb 26.
47 Synthesis and structure-activity relationships of new antiproliferative and proapoptotic retinoid-related biphenyl-4-yl-acrylic acids. Bioorg Med Chem. 2007 Jul 15;15(14):4863-75. doi: 10.1016/j.bmc.2007.04.057. Epub 2007 May 3.
48 Methotrexate induces apoptosis through p53/p21-dependent pathway and increases E-cadherin expression through downregulation of HDAC/EZH2. Biochem Pharmacol. 2011 Feb 15;81(4):510-7. doi: 10.1016/j.bcp.2010.11.014. Epub 2010 Nov 27.
49 Actinomycin D inhibits the expression of the cystine/glutamate transporter xCT via attenuation of CD133 synthesis in CD133(+) HCC. Chem Biol Interact. 2019 Aug 25;309:108713. doi: 10.1016/j.cbi.2019.06.026. Epub 2019 Jun 19.
50 Simvastatin and purine analogs have a synergic effect on apoptosis of chronic lymphocytic leukemia cells. Ann Hematol. 2010 Nov;89(11):1115-24. doi: 10.1007/s00277-010-0988-z. Epub 2010 May 25.
51 The involvement of hepatic cytochrome P450s in the cytotoxicity of lapatinib. Toxicol Sci. 2023 Dec 21;197(1):69-78. doi: 10.1093/toxsci/kfad099.
52 The isoflavonoids genistein and quercetin activate different stress signaling pathways as shown by analysis of site-specific phosphorylation of ATM, p53 and histone H2AX. DNA Repair (Amst). 2004 Mar 4;3(3):235-44. doi: 10.1016/j.dnarep.2003.10.014.
53 Treatment with anticancer agents induces dysregulation of specific Wnt signaling pathways in human ovarian luteinized granulosa cells in vitro. Toxicol Sci. 2013 Nov;136(1):183-92. doi: 10.1093/toxsci/kft175. Epub 2013 Aug 16.
54 Progesterone increases csk homologous kinase in HMC-1560 human mast cells and reduces cell proliferation. J Cell Biochem. 2007 Dec 1;102(5):1271-80. doi: 10.1002/jcb.21357.
55 Cannabidiol upregulates melanogenesis through CB1 dependent pathway by activating p38 MAPK and p42/44 MAPK. Chem Biol Interact. 2017 Aug 1;273:107-114. doi: 10.1016/j.cbi.2017.06.005. Epub 2017 Jun 7.
56 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.
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58 Estrogen and pure antiestrogen fulvestrant (ICI 182 780) augment cell-matrigel adhesion of MCF-7 breast cancer cells through a novel G protein coupled estrogen receptor (GPR30)-to-calpain signaling axis. Toxicol Appl Pharmacol. 2014 Mar 1;275(2):176-81. doi: 10.1016/j.taap.2014.01.005. Epub 2014 Jan 17.
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61 Effect of histamine H1 receptor antagonists on TARC/CCL17 and MDC/CCL22 production from CD14+ cells induced by antigenic stimulation in vitro. Int Arch Allergy Immunol. 2011;155(1):38-51. doi: 10.1159/000318720. Epub 2010 Nov 25.
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