Tamoxifen
Tamoxifen acts as an anti-estrogen (inhibiting agent) in the mammary tissue (a non-steroidal estrogen receptor antagonist used to treat breast cancer), but as an estrogen (stimulating agent) in cholesterol metabolism, bone density. Tamoxifen is N-dealkylated to N-desmethyltamoxifen by CYP2D6, CYP1A1, CYP1A2, CYP3A4, CYP1B1, CYP2C9, CYP2C19, and CYP3A5. It is hydrolyzed by carboxylesterase
General
Type : Drug, Natural, Not AlphaBeta Hydrolase target
Chemical_Nomenclature : 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine
Canonical SMILES : CCC(=C(C1=CC=CC=C1)C2=CC=C(C=C2)OCCN(C)C)C3=CC=CC=C3
InChI : InChI=1S\/C26H29NO\/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3\/h5-18H,4,19-20H2,1-3H3\/b26-25-
InChIKey : NKANXQFJJICGDU-QPLCGJKRSA-N
Other name(s) : Crisafeno || Diemon || Citofen || Istubol || Oncomox || Retaxim || Tamizam || Tamoxen || Valodex || CHEBI:41774 || CHEMBL83 || DB00675 || SCHEMBL4084
MW : 371.51
Formula : C26H29NO
CAS_number : 10540-29-1
PubChem : 2733526
UniChem : NKANXQFJJICGDU-QPLCGJKRSA-N
Wikipedia : Tamoxifen
Target
Families : Tamoxifen ligand of proteins in family
Carboxylesterase
Carb_B_Chordata
Structure :
1YA4
Protein :
human-CES1
pig-EST1
References (5)
| Title : Compared Inhibitory Activities of Tamoxifen and Avenanthramide B on Liver Esterase and Correlation Based on the Superimposed Structure Between Porcine and Human Liver Esterase - Lim_2024_Int.J.Mol.Sci_25_13291 |
| Author(s) : Lim H , Hwang S , Cho SH , Bak YS , Yang WS , Park D , Kim CH |
| Ref : Int J Mol Sci , 25 :_13291 , 2024 |
| Abstract : |
| PubMedSearch : Lim_2024_Int.J.Mol.Sci_25_13291 |
| PubMedID: 39769055 |
| Gene_locus related to this paper: pig-EST1 |
| Title : Identification and pharmacological characterization of cholesterol-5,6-epoxide hydrolase as a target for tamoxifen and AEBS ligands - de Medina_2010_Proc.Natl.Acad.Sci.U.S.A_107_13520 |
| Author(s) : de Medina P , Paillasse MR , Segala G , Poirot M , Silvente-Poirot S |
| Ref : Proc Natl Acad Sci U S A , 107 :13520 , 2010 |
| Abstract : |
| PubMedSearch : de Medina_2010_Proc.Natl.Acad.Sci.U.S.A_107_13520 |
| PubMedID: 20615952 |
| Title : Mammalian carboxylesterases: from drug targets to protein therapeutics - Redinbo_2005_Drug.Discov.Today_10_313 |
| Author(s) : Redinbo MR , Potter PM |
| Ref : Drug Discov Today , 10 :313 , 2005 |
| Abstract : |
| PubMedSearch : Redinbo_2005_Drug.Discov.Today_10_313 |
| PubMedID: 15749280 |
| Title : Structural insights into drug processing by human carboxylesterase 1: tamoxifen, mevastatin, and inhibition by benzil - Fleming_2005_J.Mol.Biol_352_165 |
| Author(s) : Fleming CD , Bencharit S , Edwards CC , Hyatt JL , Tsurkan L , Bai F , Fraga C , Morton CL , Howard-Williams EL , Potter PM , Redinbo MR |
| Ref : Journal of Molecular Biology , 352 :165 , 2005 |
| Abstract : |
| PubMedSearch : Fleming_2005_J.Mol.Biol_352_165 |
| PubMedID: 16081098 |
| Gene_locus related to this paper: human-CES1 |
| Title : Identification of two tamoxifen target proteins by photolabeling with 4-(2-morpholinoethoxy)benzophenone - Mesange_2002_Bioconjug.Chem_13_766 |
| Author(s) : Mesange F , Sebbar M , Capdevielle J , Guillemot JC , Ferrara P , Bayard F , Poirot M , Faye JC |
| Ref : Bioconjug Chem , 13 :766 , 2002 |
| Abstract : |
| PubMedSearch : Mesange_2002_Bioconjug.Chem_13_766 |
| PubMedID: 12121132 |