LKT Labs

Biochemicals for Life Science Research

(E,Z)-4-Hydroxytamoxifen

(E,Z)-4-Hydroxytamoxifen

Product ID H9716
Cas No. 68392-35-8
Purity ≥97%
Product Unit SizeCostQuantityStock
5 mg $58.30 In stock
10 mg $98.50 In stock
25 mg $200.70 In stock
100 mg $551.30 In stock
Bulk Quote

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Description

(E,Z)-4-Hydroxytamoxifen is a mixture of cis- and trans-isomers of 4-hydroxytamoxifen. 4-Hydroxytamoxifen is the active metabolite of tamoxifen, a selective estrogen receptor modulator (SERM) that acts as an agonist or antagonist in various tissues. 4-Hydroxytamoxifen exhibits anticancer chemotherapeutic activity, inducing autophagy and vacuole formation as well as KRAS degradation in various cancer cell lines. In cardiac myocytes, 4-hydroxytamoxifen decreases Ca2+ amplitude, slowing relaxation and decreasing contractility.

Product Info

Cas No.

68392-35-8
Purity

≥97%
Formula

C26H29NO2

Formula Wt.

387.51
IUPAC Name

4-[(Z)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
Synonym

Afimoxifene
Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C
Ship Temp

Ambient

Downloads

MSDS

H9716 MSDS PDF
Info Sheet

H9716 Info Sheet PDF

References

Zhao Z, Wang B, Wu S, et al. Regulated control of virus replication by 4-hydroxytamoxifen-induced splicing. Front Microbiol. 2023 Mar 13:1112580. PMID: 36992923.

Asp ML, Martindale JJ, Metzger JM. Direct, differential effects of tamoxifen, 4-hydroxytamoxifen, and raloxifene on cardiac myocyte contractility and calcium handling. PLoS One. 2013 Oct 24;8(10):e78768. PMID: 24205315.

Kohli L, Kaza N, Coric T, et al. 4-Hydroxytamoxifen induces autophagic death through K-Ras degradation. Cancer Res. 2013 Jul 15;73(14):4395-405. PMID: 23722551.

Schwartz JA, Zhong L, Deighton-Collins S, et al. Mutations targeted to a predicted helix in the extreme carboxyl-terminal region of the human estrogen receptor-alpha alter its response to estradiol and 4-hydroxytamoxifen. J Biol Chem. 2002 Apr 12;277(15):13202-9. Erratum in: J Biol Chem 2002 Jul 5;277(27):24842. PMID: 11823467.

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