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T176

Supelco

4-Hydroxytamoxifen

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

Synonym(s):

4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol, 4-OHT, cis/trans-4-Hydroxytamoxifen

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About This Item

Empirical Formula (Hill Notation):
C26H29NO2
CAS Number:
68392-35-8
Molecular Weight:
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

Metabolite of the chemotherapeutic drug tamoxifen, exhibiting more potent estrogen agonist/antagonist activity than the parent drug. Also active as intra-membranous inhibitor of lipid peroxidation.

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

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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Certificates of Analysis (COA)

Lot/Batch Number

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(Z)-Endoxifen ≥98% (HPLC)

Sigma-Aldrich

SML2368

(Z)-Endoxifen

Tamoxifen-(N,N-dimethyl-13C2) 99 atom % 13C

Sigma-Aldrich

605913

Tamoxifen-(N,N-dimethyl-13C2)

Tamoxifen citrate salt ≥99%

Sigma-Aldrich

T9262

Tamoxifen citrate salt

Tamoxifen citrate European Pharmacopoeia (EP) Reference Standard

T0014000

Tamoxifen citrate

Tamoxifen citrate for performance test European Pharmacopoeia (EP) Reference Standard

T0015000

Tamoxifen citrate for performance test

Tamoxifen Citrate Tamoxifen is a potent synthetic anti-estrogenic agent.

Sigma-Aldrich

579000

Tamoxifen Citrate

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