Tamoxifen (BioCAD00000018196)

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Metabolite Card

Formula: C26H29NO (371.2249)
SMILES: CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC=C1

Synonyms [en]

tamoxifen; Tamoxifene; (Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine; Crisafeno; trans-Tamoxifen; Tamoxifeno

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Tamoxifen. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000018196). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Tamoxifen is only found in individuals that have used or taken this drug. It is one of the selective estrogen receptor modulators with tissue-specific activities. Tamoxifen acts as an anti-estrogen (inhibiting agent) in the mammary tissue, but as an estrogen (stimulating agent) in cholesterol metabolism, bone density, and cell proliferation in the endometrium. [PubChem]Tamoxifen binds to estrogen receptors (ER), inducing a conformational change in the receptor. This results in a blockage or change in the expression of estrogen dependent genes. The prolonged binding of tamoxifen to the nuclear chromatin of these results in reduced DNA polymerase activity, impaired thymidine utilization, blockade of estradiol uptake, and decreased estrogen response. It is likely that tamoxifen interacts with other coactivators or corepressors in the tissue and binds with different estrogen receptors, ER-alpha or ER-beta, producing both estrogenic and antiestrogenic effects.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 10540-29-1
  • PubChem: 2733526
  • ChEBI: ChEBI:41774
  • HMDB: HMDB0014813
  • KEGG: C07108
  • KEGG: D08559
  • NCBI MeSH: Tamoxifen
  • Wikipedia: Tamoxifen
  • DrugBank: DB00675
  • RefMet: RM0187646
  • MoNA: AU271501
  • MoNA: AU271502
  • MoNA: AU271503
  • MoNA: AU271504
  • MoNA: AU271505
  • MoNA: AU271506
  • MoNA: CCMSLIB00000077066
  • MoNA: LU107301
  • MoNA: LU107302
  • MoNA: LU107303
  • MoNA: LU107304
  • MoNA: LU107305
  • MoNA: LU107306
  • MoNA: MoNA033368
  • MoNA: MoNA033370
  • MoNA: MoNA033371
  • MoNA: MoNA037615
  • MoNA: SM861203
  • Metlin: METLIN_593

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08266 1.14.13.8 tamoxifen,NADPH:oxygen oxidoreductase (N-oxide-forming)
KEGG:R08267 1.14.14.1 C07108 + C00005 + C00007 + C00080<=>C05011 + C00006 + C00001
KEGG:R08268 1.14.14.- C07108<=>C16546
KEGG:R08271 1.14.14.- C07108 + C00005 + C00007 + C00080<=>C16544 + C00006 + C00001
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CEL-211859 Biological oxidations
Reactome:R-CFA-1430728 Metabolism
Reactome:R-HSA-211859 Biological oxidations
Reactome:R-HSA-217271 FMO oxidises nucleophiles
Reactome:R-MMU-1430728 Metabolism
Reactome:R-MMU-211859 Biological oxidations
Reactome:R-MMU-217271 FMO oxidises nucleophiles
Reactome:R-RNO-211945 Phase I - Functionalization of compounds
Reactome:R-SSC-211945 Phase I - Functionalization of compounds
Reactome:R-BTA-211859 Biological oxidations
Reactome:R-BTA-217271 FMO oxidises nucleophiles
Reactome:R-CEL-217271 FMO oxidises nucleophiles
Reactome:R-DRE-211945 Phase I - Functionalization of compounds
Reactome:R-RNO-211859 Biological oxidations
Reactome:R-RNO-217271 FMO oxidises nucleophiles
Reactome:R-SSC-1430728 Metabolism
Reactome:R-SSC-211859 Biological oxidations
Reactome:R-SSC-217271 FMO oxidises nucleophiles
View All Pathways