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T176

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4-Hydroxytamoxifène

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

Synonyme(s) :

4-(1-[4-(Diméthylaminoéthoxy)phényl]-2-phényl-1-butényl)phénol, 4-OHT, cis/trans-4-Hydroxytamoxifène

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About This Item

Formule empirique (notation de Hill):
C26H29NO2
Numéro CAS:
68392-35-8
Poids moléculaire :
387.51
Code UNSPSC :
41116107
ID de substance PubChem :
24899989
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

200

Forme

powder

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Solubilité

ethanol: 20 mg/mL

Spectre d'activité de l'antibiotique

neoplastics

Application(s)

forensics and toxicology
pharmaceutical (small molecule)

Format

neat

Mode d’action

enzyme | inhibits

Chaîne SMILES 

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-

Clé InChI

ZJLDABGSDWXVGE-BDSXMVAQSA-N

Informations sur le gène

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

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Description générale

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

Actions biochimiques/physiologiques

Métabolite du médicament de chimiothérapie tamoxifène, présentant une activité plus puissante d′agoniste/antagoniste des œstrogènes que la molécule mère. Présente également une activité d′inhibiteur de la peroxydation des lipides.

Autres remarques

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

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000396067
0000375594
FE09302203
0000336131
0000336131

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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
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
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
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