Details of Drug

Drug General Information (ID: D1191)
Drug Name	Ospemifene
Drug Type	Small molecule
Drug Synonymous	Ospemifene; 128607-22-7; Osphena; FC-1271a; Deamino-hydroxytoremifene; Fc-1271; 2-(4-(4-chloro-1,2-diphenyl-but-1-enyl)phenoxy)ethanol; UNII-B0P231ILBK; CCRIS 9205; B0P231ILBK; CHEBI:73275; 2-(p-((Z)-4-Chloro-1,2-diphenyl-1-butenyl)phenoxy)ethanol; senshio; Ethanol, 2-[4-[(1Z)-4-chloro-1,2-diphenyl-1-butenyl]phenoxy]-; 2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}ethanol; Ophena; Ospemifene [USAN:INN:BAN]; Deaminotoremifene; Osphena (TN); Deaminohydroxytoremifene; AC1MI19T; C24H23ClO2 Click to Show/Hide
Disease Class	GA12: Dyspareunia; GA30: Menopausal disorder
Therapeutic Class	Selective Estrogen Receptor Modulators
Structure
Structure	3D Structure		2D Structure
Formula	C24H23ClO2
InChI	1S/C24H23ClO2/c25-16-15-23(19-7-3-1-4-8-19)24(20-9-5-2-6-10-20)21-11-13-22(14-12-21)27-18-17-26/h1-14,26H,15-18H2/b24-23-
InChIKey	LUMKNAVTFCDUIE-VHXPQNKSSA-N
Canonical SMILES	C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)C3=CC=C(C=C3)OCCO)CCCl
External Link
	Pubchem ID	3036505
	CAS Number	128607-22-7
	CHEBI ID	73275
	TTD ID	D02CTS
	INTEDE ID	DR1208

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM002 Affected cellular transport AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects BM009 Altered absorption (Unspecific) BM010 Transporter inhibition BM017 CYP450 enzyme inhibition BM019 UGT inhibition BM022 CYP450 enzyme induction BM047 Additive thrombogenic effects
Relation Graph

Full list of drugs interacting with Ospemifene
Affected gastrointestinal absorption
	Altered absorption (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1187		Orlistat	C29H53NO5	3034010	Moderate		Inter Info	[2]
Affected cellular transport
	Transporter inhibition					Drug Num: 4
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0357		Clofarabine	C10H11ClFN5O3	119182	Moderate		Inter Info	[2], [14], [1]
D0745		Guanfacine	C9H9Cl2N3O	3519	Moderate		Inter Info	[2], [14], [1]
D1015		Metformin	C4H11N5	4091	Moderate		Inter Info	[2], [14], [1]
D1457		Selexipag	C26H32N4O4S	9913767	Moderate		Inter Info	[2], [14], [1]
Affected intra/extra-hepatic metabolism
	CYP450 enzyme inhibition					Drug Num: 34
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0667		Fluconazole	C13H12F2N6O	3365	Major		Inter Info	[1]
D0066		Amiodarone	C25H29I2NO3	2157	Moderate		Inter Info	[1]
D0080		Amprenavir	C25H35N3O6S	65016	Moderate		Inter Info	[1]
D0116		Atazanavir	C38H52N6O7	148192	Moderate		Inter Info	[1]
D0349		Clarithromycin	C38H69NO13	84029	Moderate		Inter Info	[1]
D0386		Conivaptan	C32H26N4O2	151171	Moderate		Inter Info	[1]
D0413		Dalfopristin	C34H50N4O9S	6323289	Moderate		Inter Info	[1], [15]
D0439		Delavirdine	C22H28N6O3S	5625	Moderate		Inter Info	[1]
D0597		Erythromycin	C37H67NO13	12560	Moderate		Inter Info	[1]
D0687		Fluvoxamine	C15H21F3N2O2	5324346	Moderate		Inter Info	[1]
D0692		Fosamprenavir	C25H36N3O9PS	131536	Moderate		Inter Info	[1]
D0793		Imatinib	C29H31N7O	5291	Moderate		Inter Info	[1]
D0799		Indinavir	C36H47N5O4	5362440	Moderate		Inter Info	[1]
D0858		Isoniazid	C6H7N3O	3767	Moderate		Inter Info	[1]
D0867		Itraconazole	C35H38Cl2N8O4	55283	Moderate		Inter Info	[1]
D0880		Ketoconazole	C26H28Cl2N4O4	456201	Moderate		Inter Info	[1]
D1057		Miconazole	C18H14Cl4N2O	4189	Moderate		Inter Info	[1]
D1063		Mifepristone	C29H35NO2	55245	Moderate		Inter Info	[1]
D1117		Nefazodone	C25H32ClN5O2	4449	Moderate		Inter Info	[1]
D1119		Nelfinavir	C32H45N3O4S	64143	Moderate		Inter Info	[1]
D1136		Nilotinib	C28H22F3N7O	644241	Moderate		Inter Info	[1]
D0192		Boceprevir	C27H45N5O5	10324367	Moderate		Inter Info	[1]
D0302		Ceritinib	C28H36ClN5O3S	57379345	Moderate		Inter Info	[1]
D0375		Cobicistat	C40H53N7O5S2	25151504	Moderate		Inter Info	[1]
D0789		Idelalisib	C22H18FN7O	11625818	Moderate		Inter Info	[1]
D0946		Lonafarnib	C27H31Br2ClN4O2	148195	Moderate		Inter Info	[1]
D1541		Telaprevir	C36H53N7O6	3010818	Moderate		Inter Info	[1]
D1653		Troleandomycin	C41H67NO15	202225	Moderate		Inter Info	[1]
D1315		Posaconazole	C37H42F2N8O4	468595	Moderate		Inter Info	[1]
D1415		Ritonavir	C37H48N6O5S2	392622	Moderate		Inter Info	[1]
D1444		Saquinavir	C38H50N6O5	441243	Moderate		Inter Info	[1]
D1544		Telithromycin	C43H65N5O10	3002190	Moderate		Inter Info	[1]
D1706		Voriconazole	C16H14F3N5O	71616	Moderate		Inter Info	[1]
D1714		Zafirlukast	C31H33N3O6S	5717	Moderate		Inter Info	[1]
	UGT inhibition					Drug Num: 7
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0011		Acetaminophen	C8H9NO2	1983	Moderate		Inter Info	[2], [14], [1]
D0432		Deferasirox	C21H15N3O4	214348	Moderate		Inter Info	[2], [14], [1]
D0053		Ambrisentan	C22H22N2O4	6918493	Moderate		Inter Info	[2], [14], [1]
D0418		Dapagliflozin	C21H25ClO6	9887712	Moderate		Inter Info	[2], [14], [1]
D0561		Eltrombopag	C25H22N4O4	135449332	Moderate		Inter Info	[2], [14], [1]
D0565		Empagliflozin	C23H27ClO7	11949646	Moderate		Inter Info	[2], [14], [1]
D1497		Sorafenib	C21H16ClF3N4O3	216239	Moderate		Inter Info	[2], [14], [1]
	CYP450 enzyme induction					Drug Num: 14
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0194		Bosentan	C27H29N5O6S	104865	Moderate		Inter Info	[1]
D0255		Carbamazepine	C15H12N2O	2554	Moderate		Inter Info	[1]
D0697		Fosphenytoin	C16H15N2O6P	56339	Moderate		Inter Info	[1]
D1078		Mitotane	C14H10Cl4	4211	Moderate		Inter Info	[1]
D0095		Apalutamide	C21H15F4N5O2S	24872560	Moderate		Inter Info	[1]
D0578		Enzalutamide	C21H16F4N4O2S	15951529	Moderate		Inter Info	[1]
D0958		Lumacaftor	C24H18F2N2O5	16678941	Moderate		Inter Info	[20], [1]
D1265		Phenobarbital	C12H12N2O3	4763	Moderate		Inter Info	[1]
D1283		Phenytoin	C15H12N2O2	1775	Moderate		Inter Info	[1]
D1340		Primidone	C12H14N2O2	4909	Moderate		Inter Info	[1]
D1399		Rifabutin	C46H62N4O11	135398743	Moderate		Inter Info	[1]
D1400		Rifampicin	C43H58N4O12	135398735	Moderate		Inter Info	[1]
D1401		Rifapentine	C47H64N4O12	135403821	Moderate		Inter Info	[1]
D1502		St. John's Wort	NA	NA	Moderate		Inter Info	[1]
Pharmacodynamic additive effects
	Additive thrombogenic effects					Drug Num: 7
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0902		Lenalidomide	C13H13N3O3	216326	Major		Inter Info	[2], [3], [4]
D0261		Carfilzomib	C40H57N5O7	11556711	Major		Inter Info	[5], [6], [2]
D1312		Pomalidomide	C13H11N3O4	134780	Major		Inter Info	[7], [8], [9]
D1569		Thalidomide	C13H10N2O4	5426	Major		Inter Info	[2], [7], [10]
D1619		Tranexamic acid	C8H15NO2	5526	Major		Inter Info	[11], [12], [13]
D0385		Conestat alfa	NA	NA	Moderate		Inter Info	[16], [17], [18], [19]
D0762		Human C1-esterase inhibitor	NA	NA	Moderate		Inter Info	[16], [18], [19]

References
1	Product Information. Osphena (ospemifene). Shionogi USA Inc, Florham Park, NJ.
2	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
3	Product Information. Revlimid (lenalidomide). Celgene Corporation, Summit, NJ.
4	EMEA. European Medicines Agency "EPARs. European Union Public Assessment Reports."
5	Cerner Multum, Inc. "Australian Product Information.".
6	Product Information. Kyprolis (carfilzomib). Onyx Pharmaceuticals Inc, South San Francisco, CA.
7	Product Information. Fareston (toremifene). Schering Laboratories, Kenilworth, NJ.
8	Product Information. Pomalyst (pomalidomide). QLT Phototherapeutics Inc, Vancouver, AZ.
9	Therapeutic Research Faculty "Natural Medicines Comprehensive Database."
10	Product Information. Thalomid (thalidomide). Celgene Corporation, Warren, NJ.
11	Product Information. Cyklokapron (tranexamic acid). Pharmacia and Upjohn, Kalamazoo, MI.
12	van Hylckama Vlieg A, Helmerhorst FM, Vandenbroucke JP, Doggen CJ, Rosendaal FR "The venous thrombotic risk of oral contraceptives, effects of oestrogen dose and progestogen type: results of the MEGA case-control study." BMJ 339 (2009): b2921.[PMID: 19679614]
13	Gomes MP, Deitcher SR "Risk of venous thromboembolic disease associated with hormonal contraceptives and hormone replacement therapy: a clinical review." Arch Intern Med 164 (2004): 1965-76.[PMID: 15477430]
14	Product Information. Nexavar (sorafenib). Bayer Pharmaceutical Inc, West Haven, CT.
15	Product Information. Zokinvy (lonafarnib). Eiger BioPharmaceuticals, Palo Alto, CA.
16	Product Information. Berinert (complement C1 esterase inhibitor). CSL Behring, King of Prussia, PA.
17	Product Information. Cinryze (complement C1 esterase inhibitor). ViroPharma Incorporated, Exton, PA.
18	Product Information. Ruconest (conestat alfa). Valeant Pharmaceuticals, Costa Mesa, CA.
19	Gandhi PK, Gentry WM, Bottorff MB "Thrombotic events associated with C1 esterase inhibitor products in patients with hereditary angioedema: investigation from the United States Food and Drug Administration adverse event reporting system database." Pharmacotherapy 32 (2012): 902-9. [PMID: 23033229]
20	Patel S, Robinson R, Burk M "Hypertensive crisis associated with St. John's Wort." Am J Med 112 (2002): 507-8. [PMID: 11959071]

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