General Information of Drug (ID: DMGHQ37)

Drug Name
ICARITIN Drug Info
Synonyms
Icaritin; 118525-40-9; UNII-UFE666UELY; UFE666UELY; CHEMBL498485; 3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one; 3,5,7-Trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one; Icartin; Anhydroicaritin; AC1NSXIV; Icaritin(Anhydroicaritin); MLS006010055; BIDD:ER0021; SCHEMBL4223542; Icaritin, > DTXSID00152154; MolPort-020-006-012; TUUXBSASAQJECY-UHFFFAOYSA-N; HY-N0678; ZINC14762797; BDBM50272527; AKOS015896858; CS-3679; DB12672; NCGC00345813-01; AK168251; SMR004701218
Indication
Disease Entry ICD 11 Status REF
Breast cancer 2C60-2C65 Phase 2 [1]
Cross-matching ID
PubChem CID
5318980
CAS Number
CAS 118525-40-9
TTD Drug ID
DMGHQ37
VARIDT Drug ID
DR00813

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Drug(s) Targeting Estrogen receptor (ESR)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [8]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [9]
Estrone DM5T6US Acne vulgaris ED80 Approved [9]
Estradiol Valerate DM8MC6O Hormone replacement therapy 8E01 Approved [10]
Estradiol Acetate DM07U2A Hormone replacement therapy 8E01 Approved [10]
Estradiol Cypionate DM27Z5T Hormone replacement therapy 8E01 Approved [10]
Ethinyl Estradiol DMODJ40 Acne vulgaris ED80 Approved [11]
Raloxifene DMDKF3M Osteoporosis FB83.0 Approved [12]
Ospemifene DMC4GEI Dyspareunia GA12 Approved [13]
Toremifene DMQYUWG Breast cancer 2C60-2C65 Approved [14]
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Drug(s) Affected By Cytochrome P450 1A2 (CYP1A2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zolmitriptan DM1IB4Q Migraine 8A80 Approved [15]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [15]
Etoricoxib DM6A4NW Rheumatoid arthritis FA20 Approved [15]
Capsaicin DMGMF6V Back pain ME84.Z Approved [16]
Hesperetin DMKER83 High blood cholesterol level 5C80.00 Approved [3]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [17]
Nifedipine DMSVOZT Angina pectoris BA40 Approved [18]
Zileuton DMVRIC2 Allergic asthma CA23.0 Approved [19]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [20]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [21]
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Drug(s) Affected By Cytochrome P450 2C9 (CYP2C9)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [22]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [23]
Dapsone DM4LT8A Acne vulgaris ED80 Approved [24]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [25]
Capsaicin DMGMF6V Back pain ME84.Z Approved [16]
Zafirlukast DMHNQOG Asthma CA23 Approved [26]
Niclosamide DMJAGXQ Cestodes infection 1F70-1F76 Approved [24]
Eicosapentaenoic acid/docosa-hexaenoic acid DMMUCG4 Hypertriglyceridemia 5C80.1 Approved [27]
Fluconazole DMOWZ6B Cryptococcal meningitis Approved [25]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [24]
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Drug(s) Affected By Cytochrome P450 2C19 (CYP2C19)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [22]
Thioridazine DM35M8J Schizophrenia 6A20 Approved [28]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [25]
Chloramphenicol DMFXEWT Bacterial infection 1A00-1C4Z Approved [29]
Capsaicin DMGMF6V Back pain ME84.Z Approved [16]
Pentamidine DMHZJCG African trypanosomiasis 1F51 Approved [24]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [17]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [24]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [28]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [21]
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Drug(s) Affected By Estrogen receptor (ESR1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [30]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [31]
Gefitinib DM15F0X Colon adenocarcinoma Approved [32]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [33]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [34]
Liraglutide DM3FXPS Non-insulin dependent diabetes 5A11 Approved [35]
Quercetin DM3NC4M Obesity 5B81 Approved [36]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [37]
Procaine DM4LSNE Anaesthesia 9A78.6 Approved [33]
Estrone DM5T6US Acne vulgaris ED80 Approved [38]
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Drug(s) Affected By Progesterone receptor (PGR)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [39]
Drospirenone DM1A9W3 Acne vulgaris ED80 Approved [40]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [41]
Estrone DM5T6US Acne vulgaris ED80 Approved [42]
Tibolone DM78XFG Anabolic metabolism 5C50-5C8Z Approved [43]
Testosterone DM7HUNW Hot flushes GA30 Approved [44]
Exemestane DM9HPW3 Hormonally-responsive breast cancer 2C60-2C65 Approved [45]
Goserelin DMAT8CG Breast cancer 2C60-2C65 Approved [46]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [47]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [48]
⏷ 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 [49]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [50]
Quercetin DM3NC4M Obesity 5B81 Approved [51]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [52]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [53]
Glucosamine DM4ZLFD Osteoarthritis FA00-FA05 Approved [54]
Isoniazid DM5JVS3 Latent tuberculosis infection Approved [55]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [56]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [57]
Stavudine DM6DEK9 Human immunodeficiency virus infection 1C62 Approved [58]
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Drug(s) Affected By Estrogen receptor beta (ESR2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [59]
Gefitinib DM15F0X Colon adenocarcinoma Approved [60]
Quercetin DM3NC4M Obesity 5B81 Approved [61]
Estrone DM5T6US Acne vulgaris ED80 Approved [62]
Tibolone DM78XFG Anabolic metabolism 5C50-5C8Z Approved [63]
Testosterone DM7HUNW Hot flushes GA30 Approved [64]
Lindane DMB8CNL Infestations of lice and scabies 1G00.Z Approved [65]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [66]
Mestranol DMG3F94 Contraception QA21 Approved [67]
Flutamide DMK0O7U Prostate cancer 2C82.0 Approved [68]
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Drug(s) Affected By Cytochrome P450 3A4 (CYP3A4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [69]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [22]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [70]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [25]
Proguanil DMBL79I Malaria 1F40-1F45 Approved [24]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [24]
Loratadine DMF3AN7 Allergy 4A80-4A85 Approved [71]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [72]
Capsaicin DMGMF6V Back pain ME84.Z Approved [73]
Axitinib DMGVH6N Renal cell carcinoma 2C90 Approved [74]
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Drug(s) Affected By Cytochrome P450 3A5 (CYP3A5)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [69]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [22]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [72]
Ritonavir DMU764S Human immunodeficiency virus infection 1C62 Approved [72]
Ifosfamide DMCT3I8 Adult central nervous system germ cell tumor Approved [75]
Omeprazole DM471KJ Cystic fibrosis CA25 Approved [76]
Thalidomide DM70BU5 Adult T-cell leukemia/lymphoma Approved [77]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [78]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [48]
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [79]
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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 (ESR) TTZAYWL ESR1_HUMAN Modulator [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cytochrome P450 1A2 (CYP1A2) OTLLBX48 CP1A2_HUMAN Gene/Protein Processing [3]
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Gene/Protein Processing [3]
Cytochrome P450 2C9 (CYP2C9) OTGLBN29 CP2C9_HUMAN Gene/Protein Processing [3]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Regulation of Drug Effects [4]
Cytochrome P450 3A5 (CYP3A5) OTSXFBXB CP3A5_HUMAN Regulation of Drug Effects [4]
Estrogen receptor (ESR1) OTKLU61J ESR1_HUMAN Gene/Protein Processing [5]
Estrogen receptor beta (ESR2) OTXNR2WQ ESR2_HUMAN Gene/Protein Processing [5]
Peroxisome proliferator-activated receptor gamma (PPARG) OTHMARHO PPARG_HUMAN Gene/Protein Processing [6]
Progesterone receptor (PGR) OT0FZ3QE PRGR_HUMAN Gene/Protein Processing [7]

References

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32 Bidirectional cross talk between ERalpha and EGFR signalling pathways regulates tamoxifen-resistant growth. Breast Cancer Res Treat. 2006 Mar;96(2):131-46. doi: 10.1007/s10549-005-9070-2. Epub 2005 Oct 27.
33 Sensitivity of human dental pulp cells to eighteen chemical agents used for endodontic treatments in dentistry. Odontology. 2013 Jan;101(1):43-51.
34 The dual ErbB1/ErbB2 inhibitor, lapatinib (GW572016), cooperates with tamoxifen to inhibit both cell proliferation- and estrogen-dependent gene expression in antiestrogen-resistant breast cancer. Cancer Res. 2005 Jan 1;65(1):18-25.
35 Antitumoral activity of liraglutide, a new DNMT inhibitor in breast cancer cells in vitro and in vivo. Chem Biol Interact. 2021 Nov 1;349:109641. doi: 10.1016/j.cbi.2021.109641. Epub 2021 Sep 14.
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37 Novel retinoic acid metabolism blocking agents have potent inhibitory activities on human breast cancer cells and tumour growth. Br J Cancer. 2007 Apr 23;96(8):1204-15. doi: 10.1038/sj.bjc.6603705. Epub 2007 Mar 27.
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39 Effects of the environmental estrogens bisphenol A, o,p'-DDT, p-tert-octylphenol and coumestrol on apoptosis induction, cell proliferation and the expression of estrogen sensitive molecular parameters in the human breast cancer cell line MCF-7. J Steroid Biochem Mol Biol. 2002 Jan;80(1):61-70. doi: 10.1016/s0960-0760(01)00173-x.
40 Conception and pharmacodynamic profile of drospirenone. Steroids. 2003 Nov;68(10-13):891-905. doi: 10.1016/j.steroids.2003.08.008.
41 Biological activity of all-trans-retinoic acid with and without tamoxifen and alpha-interferon 2a in breast cancer patients. Int J Oncol. 2000 Nov;17(5):991-1000. doi: 10.3892/ijo.17.5.991.
42 Estrogen-induced loss of progesterone receptor expression in normal and malignant ovarian surface epithelial cells. Oncogene. 2005 Jun 23;24(27):4388-400. doi: 10.1038/sj.onc.1208623.
43 Tibolone and its metabolites enhance tissue factor and PAI-1 expression in human endometrial stromal cells: Evidence of progestogenic effects. Steroids. 2005 Nov;70(12):840-5. doi: 10.1016/j.steroids.2005.04.010.
44 Expression of estrogen-, progesterone-, and androgen-responsive genes in MCF-7 and MDA-MB-231 cells treated with o,p'-DDT, p,p'-DDT, or endosulfan. J Biochem Mol Toxicol. 2021 Jun;35(6):1-8. doi: 10.1002/jbt.22773. Epub 2021 Mar 16.
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48 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.
49 COX-2 and PPAR-gama confer cannabidiol-induced apoptosis of human lung cancer cells. Mol Cancer Ther. 2013 Jan;12(1):69-82.
50 Protective effects of myricitrin against osteoporosis via reducing reactive oxygen species and bone-resorbing cytokines. Toxicol Appl Pharmacol. 2014 Nov 1;280(3):550-60.
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58 Mitochondrial proliferation, DNA depletion and adipocyte differentiation in subcutaneous adipose tissue of HIV-positive HAART recipients. Antivir Ther. 2003 Aug;8(4):323-31.
59 Arsenite and cadmium promote the development of mammary tumors. Carcinogenesis. 2020 Jul 14;41(7):1005-1014. doi: 10.1093/carcin/bgz176.
60 Combined tamoxifen and gefitinib in non-small cell lung cancer shows antiproliferative effects. Biomed Pharmacother. 2010 Feb;64(2):88-92. doi: 10.1016/j.biopha.2009.06.010. Epub 2009 Oct 23.
61 Quercetin exerts bidirectional regulation effects on the efficacy of tamoxifen in estrogen receptor-positive breast cancer therapy: An in vitro study. Environ Toxicol. 2020 Nov;35(11):1179-1193. doi: 10.1002/tox.22983. Epub 2020 Jun 12.
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65 Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. Environ Health Perspect. 2004 Apr;112(5):524-31. doi: 10.1289/ehp.6649.
66 Valproic acid and its derivatives enhanced estrogenic activity but not androgenic activity in a structure dependent manner. Reprod Toxicol. 2013 Dec;42:49-57. doi: 10.1016/j.reprotox.2013.07.019. Epub 2013 Jul 26.
67 Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids. Biosci Biotechnol Biochem. 2002 Jul;66(7):1479-87. doi: 10.1271/bbb.66.1479.
68 Arylpiperazines for management of benign prostatic hyperplasia: design, synthesis, quantitative structure-activity relationships, and pharmacokinetic studies. J Med Chem. 2011 Jan 13;54(1):302-11. doi: 10.1021/jm101163m. Epub 2010 Dec 3.
69 The relative role of CYP3A4 and CYP3A5 in eplerenone metabolism. Toxicol Lett. 2019 Oct 15;315:9-13.
70 Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells. Toxicol Sci. 2006 Jul;92(1):51-60.
71 Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity. Bioorg Med Chem Lett. 2004 Nov 15;14(22):5591-4.
72 Mechanism-based inactivation of CYP3A by HIV protease inhibitors. J Pharmacol Exp Ther. 2005 Feb;312(2):583-91.
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74 Investigation of the effects of axitinib on the pharmacokinetics of loperamide and its main metabolite N-demethylated loperamide in rats by UPLC-MS/MS. Chem Biol Interact. 2019 Sep 1;310:108744. doi: 10.1016/j.cbi.2019.108744. Epub 2019 Jul 9.
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76 Use of mRNA expression to detect the induction of drug metabolising enzymes in rat and human hepatocytes. Toxicol Appl Pharmacol. 2009 Feb 15;235(1):86-96.
77 Induction of human cytochrome P450 3A enzymes in cultured placental cells by thalidomide and relevance to bioactivation and toxicity. J Toxicol Sci. 2017;42(3):343-348.
78 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.
79 Induction of hepatic CYP3A enzymes by pregnancy-related hormones: studies in human hepatocytes and hepatic cell lines. Drug Metab Dispos. 2013 Feb;41(2):281-90.