(Z)-4-Hydroxytamoxifen
SIGMA/H7904 - ≥98% Z isomer
Synonym: 4OH-Tamoxifen; (Z)
CAS Number: 68047-06-3
Empirical Formula (Hill Notation): C26H29NO2
Molecular Weight: 387.51
MDL Number: MFCD00278780
Linear Formula: C26H29NO2
Product Type: Chemical
4-Hydroxytamoxifen, Orally Active Selective Estrogen Recpetor Modulator (SERM).
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: H7904-25MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: H7904-5MG
| antibiotic activity spectrum | neoplastics |
| assay | ≥98% (HPLC) |
| form | powder |
| InChI | 1S/C26H29NO2/c1-4-25(20-8 |
| InChI key | TXUZVZSFRXZGTL-QPLCGJKRSA |
| mode of action | enzyme | inhibits |
| originator | AstraZeneca |
| Quality Level | 300  |
| SMILES string | CCC(c1ccccc1)=C(/c2ccc(O |
| solubility | ethanol: 20 mg/mL (with heating) |
| methanol: 10 mg/mL | |
| storage condition | desiccated |
| protect from light | |
| storage temp. | 2-8°C |
| Application: | (Z)-4-Hydroxytamoxifen has been used: • as a media supplement to study the cell viability by WST-1 Assay • for inducing deletion of transforming growth factor-β (TGF-β gene in mice • to induce Cre recombinase activity in vitro. |
| Features and Benefits: | This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here . |
| Features and Benefits: | This compound was developed by AstraZeneca . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| General description: | 4-Hydroxytamoxifen (4-OHT) is a metabolite of the antiestrogen tamoxifen in humans and other mammals. Both the Z (trans) and E (cis) 4-OHT isomers exhibit antiestrogenic properties in immature rats. Studies on the structure-function relationships of fixed ring systems have revealed that the trans isomer is a potent antiestrogen, while the cis isomer is relatively weaker (about 100 times less potent) as an antiestrogen in T47D breast cancer cells in vitro. 4-OHT binds to estrogen receptors (ER) and estrogen-related receptors (ERR), exerting both estrogenic and anti-estrogenic effects. This compound is a cell-permeable, selective estrogen receptor modulator (SERM). Compared to tamoxifen and its other metabolites, 4-OHT demonstrates a higher affinity for binding to estrogen receptors, resulting in 50 to 100-fold greater potency in inhibiting cell proliferation in normal human breast cells and breast cancer cell lines in culture. Moreover, 4-OHT has been found effective in inhibiting the growth of these cells in the absence of estrogen when cell proliferation was induced by insulin or epidermal growth factor. |
| Packaging: | 5, 25 mg in glass bottle |
| Symbol |    GHS07,GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H302 - H350 - H360FD - H410 |
| Precautionary statements | P201 - P273 - P301 + P312 + P330 - P308 + P313 |
| Hazard Codes | Xn |
| Risk Statements | 63-20/21/22 |
| Safety Statements | 22-23-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 51111800 |