Ligand tamoxifen

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Basic Ligand Information

Molecular Structure
Picture of tamoxifen (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C26H29NO
tamoxifen
NKANXQFJJICGDU-QPLCGJKRSA-N
Synonyms:
(Z)-2-[4-(1,2- diphenylbut-1-enyl) phenoxy]-N,N- dimethylethylamine, 2-[4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy]-N,N-dimethylethan-1-amine, 2-[4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy]-N,N-dimethylethanamine, 4-[(Z)-1-[4-(2-dimethylaminoethyloxy)phenyl]-2-phenyl but-1-enyl]phenol, N-methyl-tamoxifen

Show all pahtways known for Show all pathways known for tamoxifen

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
tamoxifen + NADPH + O2 = tamoxifen N-oxide + NADP+ + H2O
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
140% activation at 0.1 mM
-
treatment of transgenic mice with tamoxifen induces enzyme expression
-
a small molecule activator
-

Inhibitor in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 0.098 mM, time-dependent and irreversible
-
i.e. (Z)-2-[4-(1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine, 55% inhibition at 1 mM
-
inhibition mechanism and pattern, uncompetitive, 50% inhibition at 0.004 mM, cytotoxic in vivo, inhibitory effect on th whole cholesterol biosynthetic pathway, overview
-
IC50: 0.04 mM
-
weak inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (4 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0009
-
isoform UGT1A4, pH 7.4, 37°C

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0041
-
-

IC50 Value (13 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.098
-
IC50: 0.098 mM, time-dependent and irreversible
0.0067
-
pH 6.5, 2°C, recombinant His6-tagged enzyme
0.000012
-
pH and temperature not specified in the publication
0.057
-
-
0.5
-
pH 6.5, 35°C, recombinant enzyme
0.04
-
IC50: 0.04 mM

References & Links

Links to other databases for tamoxifen

ChEBI
PubChem
ChEBI
PubChem