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Key Documents

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T176

Supelco

4-hidroxitamoxifeno

analytical standard, (E) and (Z) isomers (50:50)

Sinónimos:

4-(1-[4-(dimetilaminoetoxi)fenil]-2-fenil-1-butenil)fenol, 4-OHT, cis/trans-4-hidroxitamoxifeno

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About This Item

Fórmula empírica (notación de Hill):
C26H29NO2
Número de CAS:
68392-35-8
Peso molecular:
387.51
UNSPSC Code:
41116107
PubChem Substance ID:
24899989
NACRES:
NA.24

grade

analytical standard

Quality Level

200

form

powder

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

ethanol: 20 mg/mL

antibiotic activity spectrum

neoplastics

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

mode of action

enzyme | inhibits

SMILES string

CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3.CC\C(c4ccccc4)=C(\c5ccc(O)cc5)c6ccc(OCCN(C)C)cc6

InChI

1S/2C26H29NO2/c2*1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h2*5-17,28H,4,18-19H2,1-3H3/b26-25+;26-25-

InChI key

ZJLDABGSDWXVGE-BDSXMVAQSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100) , ESRRG(2104) , IL6(3569)
rat ... Ar(24208) , Esr1(24890) , Esr2(25149)

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General description

4-Hydroxytamoxifen is an antiestrogenic agent and one of the active metabolites of tamoxifen, formed upon its hydroxylation cytochrome P4502D6 (CYP2D6). Tamoxifen is used significantly in breast cancer as hormonal therapy.

Application

The 4-Hydroxytamoxifen analytical standard can be used as follows:
  • Determination of tamoxifen and its three metabolites from dried blood spot (DBS) discs by ultra-high performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS/MS)
  • Simultaneous estimation of tamoxifen, 4-hydroxytamoxifen, and endoxifen from DBS samples by UHPLC-MS/MS
  • Development and validation of a non-aqueous capillary electrophoretic (NACE) method coupled with capacitively coupled contactless conductivity detection (C4D) to analyze tamoxifen and its three main metabolites after their liquid-liquid extraction (LLE) from human plasma samples obtained from breast cancer patients
  • Multi-residue analysis of human plasma samples to quantify tamoxifen and its degradation products using the non-aqueous capillary electrophoretic (NACE) method combined with UV-detection
  • Combined detection of tamoxifen and centchroman, along with their degradation products in human plasma samples by LC-ESI-MS/MS

Biochem/physiol Actions

Metabolito del antineoplásico tamoxifeno, que muestra una actividad agonista/antagonista de los estrógenos más potente que el fármaco original. También es activo como inhibidor intramembranoso de la peroxidación lipídica.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000401747
0000396067
0000375594
FE09302203
0000336131

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Takashi K Ito et al.
PloS one, 9(7), e102186-e102186 (2014-07-25)
Risk factors for atherosclerosis accelerate the senescence of vascular endothelial cells and promote atherogenesis by inducing vascular inflammation. A hallmark of endothelial senescence is the persistent up-regulation of pro-inflammatory genes. We identified CDC42 signaling as a mediator of chronic inflammation
Michael J Chisamore et al.
PloS one, 4(5), e5624-e5624 (2009-05-23)
The orphan nuclear receptor estrogen-related receptor alpha (ERRalpha) is a member of the nuclear receptor superfamily. It was identified through a search for genes encoding proteins related to estrogen receptor alpha (ERalpha). An endogenous ligand has not been found. Novel
Caroline Brossas et al.
The EMBO journal, 39(21), e99520-e99520 (2020-09-17)
Vertebrate genomes replicate according to a precise temporal program strongly correlated with their organization into A/B compartments. Until now, the molecular mechanisms underlying the establishment of early-replicating domains remain largely unknown. We defined two minimal cis-element modules containing a strong
Paolo Cinelli et al.
BMC developmental biology, 8, 57-57 (2008-05-27)
The transcription factor STAT3 is a downstream target of the LIF signalling cascade. LIF signalling or activation is sufficient to maintain embryonic stem (ES) cells in an undifferentiated and pluripotent state. To further investigate the importance of STAT3 in the
Olga S Koutsopoulos et al.
PloS one, 6(11), e27498-e27498 (2011-11-19)
The large GTPase dynamin 2 is a key player in membrane and cytoskeletal dynamics mutated in centronuclear myopathy (CNM) and Charcot-Marie Tooth (CMT) neuropathy, two discrete dominant neuromuscular disorders affecting skeletal muscle and peripheral nerves respectively. The molecular basis for
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