4-Hydroxytamoxifen [68047-06-3]

Référence HY-16950-50mg

Conditionnement : 50mg

Marque : MedChemExpress

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Description

4-Hydroxytamoxifen ((Z)-4-Hydroxytamoxifen) is an orally active, selective estrogen receptor modulator (SERM). 4-Hydroxytamoxifen ((Z)-4-Hydroxytamoxifen) is also the active metabolic form of Tamoxifen (HY-13757A) in vivo and can be used to induce gene knockout in transgenic mice expressing CreER[1][2][3][4].

IC50 & Target[1][2]

Estrogen receptor

3.3 nM (IC50)

Cellular Effect
Cell Line Type Value Description References
DU-145 EC50
10 μM
Compound: OH-TAM
Antiproliferative activity against human prostate, androgen receptor positive DU145 cells after 24 hrs by MTT assay
Antiproliferative activity against human prostate, androgen receptor positive DU145 cells after 24 hrs by MTT assay
[PMID: 25198997]
DU-145 IC50
15.3 μM
Compound: 4OHT
Antiproliferative activity against human DU-145 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
Antiproliferative activity against human DU-145 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
[PMID: 33965842]
HEK293 IC50
0.07 μM
Compound: 4-OHT
Antagonist activity at luciferase-fused ERalpha in human HEK293 cells expressing eYFP assessed as reduction of E2-induced estrogenic activity after 2 hrs by BRET assay
Antagonist activity at luciferase-fused ERalpha in human HEK293 cells expressing eYFP assessed as reduction of E2-induced estrogenic activity after 2 hrs by BRET assay
[PMID: 26613635]
HEK293 IC50
0.79 nM
Compound: 4-OHT
Antagonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as reduction in E2-induced ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
Antagonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 cells assessed as reduction in E2-induced ER-alpha-mediated transcriptional activity by luciferase reporter gene assay
[PMID: 30940565]
Ishikawa EC50
11.5 μM
Compound: OH-TAM
Antiproliferative activity against human ER-positive Ishikawa cells after 24 hrs by MTT assay
Antiproliferative activity against human ER-positive Ishikawa cells after 24 hrs by MTT assay
[PMID: 25198997]
Ishikawa IC50
1.27 nM
Compound: 4-OHT
Antiproliferative activity against human Ishikawa cells
Antiproliferative activity against human Ishikawa cells
[PMID: 34710747]
Ishikawa IC50
3.57 μg/mL
Compound: 4-Hydroxy-Tamoxifen
Inhibition of estradiol-induced proliferation in human Ishikawa cells after 72 hrs by Cell-titer-Glo assay
Inhibition of estradiol-induced proliferation in human Ishikawa cells after 72 hrs by Cell-titer-Glo assay
[PMID: 28442256]
MCF-10A IC50
10 μM
Compound: OH-TAM
Cytotoxicity against human MCF10A cells after 72 hrs by MTT assay
Cytotoxicity against human MCF10A cells after 72 hrs by MTT assay
[PMID: 25198997]
MCF-10A IC50
21 μM
Compound: 4-OHT
Anti-proliferative activity against human MCF-10A cells incubated for 96 hrs by CCK8 assay
Anti-proliferative activity against human MCF-10A cells incubated for 96 hrs by CCK8 assay
[PMID: 38809993]
MCF-10A IC50
21.5 μM
Compound: 4OHT
Antiproliferative activity against human MCF-10A cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
Antiproliferative activity against human MCF-10A cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
[PMID: 35611405]
MCF-10A IC50
21.5 μM
Compound: 4-OHT
Cytotoxicity against human MCF-10A cells incubated for 72 hrs by CCK8 assay
Cytotoxicity against human MCF-10A cells incubated for 72 hrs by CCK8 assay
[PMID: 37037140]
MCF-10A IC50
21.5 μM
Compound: 4-OHT
Cytotoxicity against human MCF-10A cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Cytotoxicity against human MCF-10A cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
MCF-10A IC50
21.51 μM
Compound: 1b; 4-OHT
Cytotoxicity against human MCF-10A cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Cytotoxicity against human MCF-10A cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
MCF7 EC50
3.5 nM
Compound: 2a; 4OH-T
Antiproliferative activity against human MCF-7 cells incubated for 72 hrs by Cell-titer Glo assay
Antiproliferative activity against human MCF-7 cells incubated for 72 hrs by Cell-titer Glo assay
[PMID: 34251202]
MCF7 EC50
7.4 μM
Compound: OH-TAM
Antiproliferative activity against human ER-negative MCF7 cells after 72 hrs by MTT assay
Antiproliferative activity against human ER-negative MCF7 cells after 72 hrs by MTT assay
[PMID: 25198997]
MCF7 EC50
8.8 μM
Compound: OH-TAM
Antiproliferative activity against human ER-negative MCF7 cells after 24 hrs by MTT assay
Antiproliferative activity against human ER-negative MCF7 cells after 24 hrs by MTT assay
[PMID: 25198997]
MCF7 IC50
0.0033 μM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells after 5 days by coulter counter analysis
Antiproliferative activity against human MCF7 cells after 5 days by coulter counter analysis
[PMID: 27529700]
MCF7 IC50
0.0034 μM
Compound: 4-hydroxytamoxifen
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 5 days by Coulter counting method
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 5 days by Coulter counting method
[PMID: 28105283]
MCF7 IC50
0.15 μM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells treated for 48 hrs followed by refreshed every 96 hrs measured on day 10 by Lowry assay
Antiproliferative activity against human MCF7 cells treated for 48 hrs followed by refreshed every 96 hrs measured on day 10 by Lowry assay
[PMID: 26613635]
MCF7 IC50
0.67 μM
Compound: 4OHT
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
[PMID: 35611405]
MCF7 IC50
0.67 μM
Compound: 1b; 4-OHT
Antiproliferative activity against human tamoxifen-sensitive MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Antiproliferative activity against human tamoxifen-sensitive MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
MCF7 IC50
0.67 μM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells incubated for 72 hrs by CCK8 assay
Antiproliferative activity against human MCF7 cells incubated for 72 hrs by CCK8 assay
[PMID: 37037140]
MCF7 IC50
0.67 μM
Compound: 4-OHT
Antiproliferative activity against ERalpha positive human MCF7 cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Antiproliferative activity against ERalpha positive human MCF7 cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
MCF7 IC50
0.67 μM
Compound: 4-OHT
Anti-proliferative activity against ERalpha positive human MCF7 cells incubated for 96 hrs by CCK8 assay
Anti-proliferative activity against ERalpha positive human MCF7 cells incubated for 96 hrs by CCK8 assay
[PMID: 38809993]
MCF7 IC50
0.95 μg/mL
Compound: 4-Hydroxy-Tamoxifen
Inhibition of estradiol-induced proliferation in human MCF7 cells after 72 hrs by Cell-titer-Glo assay
Inhibition of estradiol-induced proliferation in human MCF7 cells after 72 hrs by Cell-titer-Glo assay
[PMID: 28442256]
MCF7 IC50
1.2 nM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells
Antiproliferative activity against human MCF7 cells
[PMID: 34710747]
MCF7 IC50
10.1 μM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells incubated for 72 hrs by MTT assay
[PMID: 30939353]
MCF7 IC50
11 μM
Compound: 4-OHT
Antiproliferative activity against human resistant MCF7 cells harboring ERalpha Y537S mutant at LBD assessed as cell viability incubated for 96 hrs by CCK8 assay
Antiproliferative activity against human resistant MCF7 cells harboring ERalpha Y537S mutant at LBD assessed as cell viability incubated for 96 hrs by CCK8 assay
[PMID: 38809993]
MCF7 IC50
15.6 μM
Compound: 4OHT
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
[PMID: 33965842]
MCF7 IC50
17.5 μM
Compound: 4-hydroxytamoxifen
Antiproliferative activity against human MCF7 cells measured after 72 hrs by sulforhodamine B assay
Antiproliferative activity against human MCF7 cells measured after 72 hrs by sulforhodamine B assay
[PMID: 31465222]
MCF7 IC50
2.45 x 10-5μM
Compound: 4-Hydroxytamoxifen
Antiproliferative activity against human MCF7 cells incubated for 5 days by MTT assay
Antiproliferative activity against human MCF7 cells incubated for 5 days by MTT assay
[PMID: 38870830]
MCF7 IC50
20 μM
Compound: 4-hydroxytamoxifen
Cytotoxicity against tamoxifen-resistant human MCF7 cells assessed as reduction in cell viability after 5 days by Coulter counting method
Cytotoxicity against tamoxifen-resistant human MCF7 cells assessed as reduction in cell viability after 5 days by Coulter counting method
[PMID: 28105283]
MCF7 IC50
22 μM
Compound: 4-OHT
Antiproliferative activity against human tamoxifen-resistant MCF7 cells after 5 days by coulter counter analysis
Antiproliferative activity against human tamoxifen-resistant MCF7 cells after 5 days by coulter counter analysis
[PMID: 27529700]
MCF7 IC50
3.2 μM
Compound: 4-OHT
Antiproliferative activity against human resistant MCF7 cells harboring EGFR assessed as cell viability incubated for 96 hrs by CCK8 assay
Antiproliferative activity against human resistant MCF7 cells harboring EGFR assessed as cell viability incubated for 96 hrs by CCK8 assay
[PMID: 38809993]
MCF7 IC50
5.2 μM
Compound: 4-Hydroxytamoxifen
Antiproliferative activity against human MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells assessed as inhibition of cell growth incubated for 72 hrs by MTT assay
[PMID: 39026643]
MCF7 IC50
5.8 μM
Compound: 4-OHT
Antiproliferative activity against human resistant MCF7 cells harboring ERalpha D538G mutant at LBD assessed as cell viability incubated for 96 hrs by CCK8 assay
Antiproliferative activity against human resistant MCF7 cells harboring ERalpha D538G mutant at LBD assessed as cell viability incubated for 96 hrs by CCK8 assay
[PMID: 38809993]
MCF7 IC50
9.5 μM
Compound: 4OHT
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay
[PMID: 30053783]
MCF7 IC50
9.5 μM
Compound: 4-OHT
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
[PMID: 32283297]
MCF7 IC50
9.9 nM
Compound: 2
Antiproliferative activity against human MCF7 cells after 6 days in presence of estradiol by CellTiter-Glo assay
Antiproliferative activity against human MCF7 cells after 6 days in presence of estradiol by CellTiter-Glo assay
[PMID: 29562737]
MDA-MB-231 EC50
7.8 μM
Compound: OH-TAM
Antiproliferative activity against human ER-positive MDA-MB-231 cells after 72 hrs by MTT assay
Antiproliferative activity against human ER-positive MDA-MB-231 cells after 72 hrs by MTT assay
[PMID: 25198997]
MDA-MB-231 EC50
8 μM
Compound: OH-TAM
Antiproliferative activity against human ER-positive MDA-MB-231 cells after 24 hrs by MTT assay
Antiproliferative activity against human ER-positive MDA-MB-231 cells after 24 hrs by MTT assay
[PMID: 25198997]
MDA-MB-231 IC50
17.25 μM
Compound: 4-OHT
Antiproliferative activity against ERalpha negative human MDA-MB-231 cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Antiproliferative activity against ERalpha negative human MDA-MB-231 cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
MDA-MB-231 IC50
18.43 μM
Compound: 4OHT
Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability measured after 72 hrs by Cell Counting Kit-8 assay
[PMID: 35611405]
MDA-MB-231 IC50
18.43 μM
Compound: 1b; 4-OHT
Antiproliferative activity against triple negative human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Antiproliferative activity against triple negative human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
MDA-MB-231 IC50
36.76 nM
Compound: 4-OHT
Antiproliferative activity against human MDA-MB-231 cells
Antiproliferative activity against human MDA-MB-231 cells
[PMID: 34710747]
MDA-MB-231 IC50
6.51 μg/mL
Compound: 4-Hydroxy-Tamoxifen
Inhibition of estradiol-induced proliferation in human MDA-MB-231 cells after 72 hrs by Cell-titer-Glo assay
Inhibition of estradiol-induced proliferation in human MDA-MB-231 cells after 72 hrs by Cell-titer-Glo assay
[PMID: 28442256]
MRC5 IC50
>100 nM
Compound: 4-OHT
Antiproliferative activity against human MRC5 cells
Antiproliferative activity against human MRC5 cells
[PMID: 34710747]
T47D IC50
0.01 μM
Compound: 4-OHT
Antagonist activity at ERalpha in human T47D-KBLuc cells assessed as inhibition of E2-induced transcriptional activity by luciferase reporter gene assay
Antagonist activity at ERalpha in human T47D-KBLuc cells assessed as inhibition of E2-induced transcriptional activity by luciferase reporter gene assay
[PMID: 26613635]
T47D IC50
0.024 μM
Compound: 4-OHT
Antiproliferative activity against human T47D cells after 5 days by coulter counter analysis
Antiproliferative activity against human T47D cells after 5 days by coulter counter analysis
[PMID: 27529700]
T47D IC50
0.54 μM
Compound: 4-OHT
Antiproliferative activity against human tamoxifen-resistant T47D cells over-expressing PKC-alpha after 5 days by coulter counter analysis
Antiproliferative activity against human tamoxifen-resistant T47D cells over-expressing PKC-alpha after 5 days by coulter counter analysis
[PMID: 27529700]
T47D IC50
1.95 μM
Compound: 1b; 4-OHT
Antiproliferative activity against human T47D cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Antiproliferative activity against human T47D cells assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
T47D IC50
1.95 μM
Compound: 4-OHT
Antiproliferative activity against ERalpha positive human T47D cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Antiproliferative activity against ERalpha positive human T47D cells assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
T47D IC50
11.59 μM
Compound: 1b; 4-OHT
Antiproliferative activity against human T47D cells harboring ERalpha D538G mutant assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Antiproliferative activity against human T47D cells harboring ERalpha D538G mutant assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
T47D IC50
8.9 μM
Compound: 4-OHT
Antiproliferative activity against human T47D cells harboring ERalpha Y537S mutant assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Antiproliferative activity against human T47D cells harboring ERalpha Y537S mutant assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
T47D IC50
9.13 μM
Compound: 4-OHT
Antiproliferative activity against human T47D cells harboring ERalpha D538G mutant assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
Antiproliferative activity against human T47D cells harboring ERalpha D538G mutant assessed as inhibition of cell proliferation incubated for 72 hrs by CCK8 assay
[PMID: 37584263]
T47D IC50
9.89 μM
Compound: 1b; 4-OHT
Antiproliferative activity against human T47D cells harboring ERalpha Y537S mutant assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
Antiproliferative activity against human T47D cells harboring ERalpha Y537S mutant assessed as inhibition of cell growth incubated for 72 hrs by CCK-8 assay
[PMID: 37161783]
Vero IC50
15.1 μM
Compound: 4OHT
Antiproliferative activity against African green monkey Vero cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
Antiproliferative activity against African green monkey Vero cells assessed as reduction in cell viability measured after 72 hrs by MTT assay
[PMID: 33965842]
In Vitro

4-Hydroxytamoxifen (Monohydroxytamoxifen) is a selective ostrogen receptor antagonist, with an IC50 of 3.3 nM for the [3H]oestradiol binding to oestrogen receptor. 4-Hydroxytamoxifen (10, 100 nM) enables to inhibit the binding of [3H]oestradiol to the human 8 S oestrogen receptor[1].
4-Hydroxytamoxifen activates intein-linked inactive Cas9. In human cells, conditionally active Cas9s modify target genomic sites with up to 25-fold higher specificity than wild-type Cas9[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

4-Hydroxytamoxifen (0.2, 1 and 5 μg/day, p.o.) causes a dose-related decrease in uterine wet weight of immature rats[1].
4-Hydroxytamoxifen (6 μg/0.1 mL sesame oil/day, s.c.) effectively attenuates methamphetamine-induced nigrostriatal dopamine depletions in bothsexes of intact and gonadectomized C57BL/6 J mice. 4-Hydroxytamoxifen does not alter the dopamine content levels in the striatum[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Essai clinique
Masse moléculaire

387.52

Formule

C26H29NO2

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

CC/C(C1=CC=CC=C1)=C(C2=CC=C(OCCN(C)C)C=C2)\C3=CC=C(O)C=C3

Livraison

Room temperature in continental US; may vary elsewhere.

Stockage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvant et solubilité
In Vitro: 

DMSO : 50 mg/mL (129.03 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Ethanol : 20 mg/mL (51.61 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.5805 mL 12.9026 mL 25.8051 mL
5 mM 0.5161 mL 2.5805 mL 5.1610 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.08 mg/mL (5.37 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.08 mg/mL (5.37 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  50% PEG300    50% Saline

    Solubility: 5 mg/mL (12.90 mM); Suspended solution; Need ultrasonic

  • Protocol 2

    Add each solvent one by one:  0.5% HPMC/1% Tween-80 in Saline water

    Solubility: 20 mg/mL (51.61 mM); Suspended solution; Need ultrasonic

Pureté et documentation
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