(Z)-4-Hydroxytamoxifen

Biological Activity

(Z)-4-Hydroxytamoxifen is an estrogen receptor antagonist (IC₅₀ = 27 μM). (Z)-4-Hydroxytamoxifen is a Tamoxifen (Cat. No. 0999) metabolite; that exhibits greater potency than the parent compound. (Z)-4-Hydroxytamoxifen also activates intein-linked inactive Cas9, reducing off-target CRISPR-mediated gene editing; system has ~25-fold higher specificity than wtCas9. (Z)-4-Hydroxytamoxifen binds to voltage-gated sodium channels, near the intracellular gate and inhibits the sodium current by delaying channel recovery from the inactivated state (IC₅₀ values are 297 nM and 2.1 �M for NavM and human Nav, respectively in HEK cells); this inhibition is independent of estrogen receptor modulation. Chemotherapeutic agent.

Technical Data

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

1. Simple and efficient production of (Z)-4-hydroxytamoxifen, a potent estrogen receptor modulator.
   Yu and Forman
   J.Org.Chem., 2003;68:9489
2. Small molecule-triggered Cas9 protein with improved genome-editing specificity.
   Davis et al.
   Nat.Chem.Biol., 2015;11:316
3. A monohydroxylated metabolite of tamox. with potent antioestrogenic activity.
   Jordan et al.
   J.Endocrinology, 1977;75:305
4. Comprehensive evaluation of tamox. sequential biotransformation by the human cytochrome P450 system in vitro: Prominent roles for CYP3A and CYP2D6.
   Desta et al.
   J.Pharm.Exp.Ther., 2004;310:1062

Product Datasheets