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(E/Z)-Endoxifen Hydrochloride Hydrate

SIGMA/E8284 - ≥98% (HPLC)

Synonym: (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

Empirical Formula (Hill Notation): C25H27NO2 · HCl · xH2O
Molecular Weight: 409.95 (anhydrous basis)
MDL Number: MFCD16875406
Linear Formula: C25H27NO2 · HCl · xH2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-E8284-5MG 5 mg
$164.00
1/EA
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45-E8284-25MG 25 mg
$619.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form solid
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-;;
InChI key BISAMGUAXFFKDX-NDIQBZANSA-N
Quality Level 100 
SMILES string O.Cl.CCC(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCNC)cc3
solubility DMSO: >10 mg/mL
storage condition desiccated
storage temp. 2-8°C
Application: (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
Biochem/physiol Actions: (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.
Biochem/physiol Actions: (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.
Biochem/physiol Actions: Tamoxifen metabolite; Selective Estrogen response modifier (SERM) .
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 .
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany nwg
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352203

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