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E8284

Sigma-Aldrich

(E/Z)-Endoxifen Hydrochloride Hydrate

≥98% (HPLC)

Synonim(y):

(E/Z)-Endoxifen hydrochloride hydrate, (E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride hydrate, (E/Z)-4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol hydrochloride hydrate (1:1 E/Z mixture); (E/Z)-4OHNDtam hydrochloride hydrate

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About This Item

Wzór empiryczny (zapis Hilla):
C25H27NO2 · HCl · xH2O
Masa cząsteczkowa:
409.95 (anhydrous basis)
Numer MDL:
Kod UNSPSC:
12352203
Identyfikator substancji w PubChem:
NACRES:
NA.77

Próba

≥98% (HPLC)

Formularz

solid

warunki przechowywania

desiccated

kolor

white to beige

rozpuszczalność

DMSO: >10 mg/mL

temp. przechowywania

2-8°C

ciąg SMILES

O.Cl.CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCNC)cc3

InChI

1S/C25H27NO2.ClH.H2O/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2;;/h4-16,26-27H,3,17-18H2,1-2H3;1H;1H2/b25-24-;;

Klucz InChI

BISAMGUAXFFKDX-NDIQBZANSA-N

Zastosowanie

(E/Z)-Endoxifen Hydrochloride Hydrate has been used:
as a selective estrogen receptor modulator (SERM) to study the role of miR-27a expression
to impregnate a biocompatible polymer in the subcutaneous space adjacent to the TA muscle of PDGFRαCreER;R26NG mice
to study its in vivo performance and properties for CreERT2 (mutant estrogen receptor) control

Działania biochem./fizjol.

(E/Z)-Endoxifen hydrochloride ((E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride) is a tamoxifen metabolite and potent Selective Estrogen Response Modifier (SERM). It is equipotent to 4-hydroxytamoxifen with respect to estrogen receptor binding and inhibition of 17-estradiol (E2)-induced cell proliferation. It is primarily catalyzed by cytochrome P450 2D6 (CYP2D6). Mutations in CYP2D6 may prevent response to tamoxifen by preventing formation of endoxifen. The gene expression patterns of five genes have been validated to be differentially regulated by endoxifen and 4-OH-Tamoxifen. Endoxifen and 4-OH-Tam have similar effects on global gene expression patterns in MCF-7 cells and the majority of the affected genes are estrogen-regulated genes.
(E/Z)-endoxifen hydrochloride may be used in hormone therapy to fight breast cancer. Endoxifen is considered as an active metabolite of tamoxifen. Hence it is responsible for the tamoxifen activity in the human body.
Tamoxifen metabolite; Selective Estrogen response modifier (SERM) .

Cechy i korzyści

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.
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

nwg

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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MicroRNA-27a (miR-27a) is a small non-coding RNA, shown to play a role in multiple cancers, including the regulation of ERα expression in breast cancer. Most ERα positive tumors are treated with Selective Estrogen Receptor Modulators (SERMs) and thus the role

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