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Supelco

4-Hidroxitamoxifeno

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

Sinônimo(s):

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 (Notação de Hill):
C26H29NO2
Número CAS:
68392-35-8
Peso molecular:
387.51
Código UNSPSC:
41116107
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

100

Ensaio

≥97.5% (HPLC)

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

Impurezas

≤5.0% water

aplicação(ões)

forensics and toxicology
pharmaceutical (small molecule)

formato

neat

cadeia de caracteres 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-

chave InChI

ZJLDABGSDWXVGE-BDSXMVAQSA-N

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Categorias relacionadas

Descrição geral

4-Hydroxytamoxifen is a first generation, selective estrogen receptor modulator (SERM) that functions as an antagonist in breast cancer cells but can display estrogen-like activities in the uterus and bone.

Aplicação

4-Hydroxytamoxifen may be used as a reference standard in the determination of 4-hydroxythmoxifen in plasma samples using high-performance liquid chromatography with fluorescence detection (HPLC).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Ações bioquímicas/fisiológicas

Metabólito do medicamento quimioterápico tamoxifeno, com uma atividade de agonista/antagonista de estrógeno mais potente que a do fármaco original. Também ativo como inibidor intramembranar da peroxidação lipídica.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Warning

Classificações de perigo

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Choose from one of the most recent versions:

Certificados de análise (COA)

Lot/Batch Number
BCCM1474
BCCL8996
BCCG4506
BCCG8443
BCCG7133

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Tamoxifen citrate salt ≥99%

Sigma-Aldrich

T9262

Tamoxifen citrate salt

Quantification of tamoxifen and three metabolites in plasma by high-performance liquid chromatography with fluorescence detection: application to a clinical trial.
Lee H-K, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 791(1-2), 245-253 (2003)
4-Hydroxytamoxifen is an isoform-specific inhibitor of orphan estrogen-receptor-related (ERR) nuclear receptors beta and gamma.
Tremblay BG, et al.
Endocrinology, 142(10), 4572-4575 (2001)
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
Rashmi Kumar et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(5), E450-E457 (2015-01-23)
In mammals, VDJ recombination is responsible for the establishment of a highly diversified preimmune antibody repertoire. Acquisition of a functional Ig heavy (H) chain variable (V) gene rearrangement is thought to prevent further recombination at the IgH locus. Here, we
Ziwei Li et al.
The EMBO journal, 34(6), 748-758 (2014-12-19)
PRMT5 is a type II protein arginine methyltransferase with roles in stem cell biology, reprograming, cancer and neurogenesis. During embryogenesis in the mouse, it was hypothesized that PRMT5 functions with the master germline determinant BLIMP1 to promote primordial germ cell
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