SML1666

4-Hydroxytamoxifen

≥98% (HPLC), solution, Tamoxifen metabolite

• Synonyme(s) : 4-OHT, cis/trans-4-Hydroxytamoxifen
• Formule empirique (notation de Hill) : C₂₆H₂₉NO₂
• CAS Number: 68392-35-8
• Poids moléculaire : 387.51
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: 4-Hydroxytamoxifen Ready Made Solution, 5 mg/mL in ethanol: isopropanol (95:5)
• Source biologique: synthetic
• Niveau de qualité: 200
• Forme: solution
• Concentration: 5 mg/mL in ethanol: isopropanol (95:5)
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• Chaîne SMILES: N(CCOc1ccc(cc1)\C(=C(\CC)/c3ccccc3)\c2ccc(cc2)O)(C)C
• InChI: 1S/C26H29NO2/c1-4-25(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/h5-17,28H,4,18-19H2,1-3H3/b26-25-
• Clé InChI: TXUZVZSFRXZGTL-QPLCGJKRSA-N

Description

Actions biochimiques/physiologiques

4-Hydroxytamoxifen is an active metabolite of Tamoxifen.

4-Hydroxytamoxifen is an active metabolite of Tamoxifen. 4-Hydroxytamoxifen is formed by cytochrome P450 2D6 in human liver and is a potent and selective estrogen receptor antagonist. 4-Hydroxytamoxifen has been used to stimulate LC3 lipidation and to form autophagic vesicles in a superoxide-dependent manner. Tamoxifen and 4-Hydroxytamoxifen markedly induce cytochrome P450 3A4 (a major drug-metabolizing enzyme) in primary cultures of human hepatocytes. 4-Hydroxytamoxifen undergoes a cis-trans (E-Z) isomerization, a process that occurs in all common laboratory solvents.

Trans isoform of 4-hydroxytamoxifen possesses antiestrogenic activity, while the cis 4-hydroxytamoxifen serves as a key agonist for estrogen receptor. 4-Hydroxytamoxifen promotes apoptosis via activation of p38 pathway in breast cancer cell cultures.

Notes préparatoires

4-Hydroxytamoxifen is provided in a 13 mM solution. The recommended working concentration is 10-100 μM. Therefore, 4-Hydroxytamoxifen Ready Made Solution should be diluted 1:130 - 1:1,300 in cell culture media.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H319,H350,H360FD,H412
• Conseils de prudence: P202 - P210 - P233 - P273 - P305 + P351 + P338 - P308 + P313
• Classification des risques: Aquatic Chronic 3 - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 55.4 °F
• Point d'éclair (°C): 13 °C