Saltar al contenido
Merck

700015P

Avanti

7-ketocholesterol

Avanti Research - A Croda Brand

Sinónimos:

7-oxocholesterol; 7-oxo-5-cholesten-3β-ol-7-one; 5-cholesten-3β-ol-7-one; 3β-hydroxycholest-5-en-7-one; 110806

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C27H44O2
Número de CAS:
Peso molecular:
400.64
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

descripción

3β-hydroxy-5-cholestene-7-one

Ensayo

>99% (TLC)

Formulario

powder

envase

pkg of 1 × 100 mg (700015P-100mg)
pkg of 1 × 5 mg (700015P-5mg)
pkg of 1 × 50 mg (700015P-50mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)C(=O)C=C2C1)C

InChI

1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

Clave InChI

YIKKMWSQVKJCOP-ABXCMAEBSA-N

Descripción general

7-ketocholesterol is a major oxidation product of cholesterol.

Aplicación

<ul>
<li><strong>Cytoprotective effects of linolenic acid on 7-ketocholesterol-induced damage:</strong> This study highlights how specific fatty acids can mitigate the toxic effects of 7-ketocholesterol in neural and vascular cells, emphasizing potential therapeutic applications for neurodegenerative and cardiovascular diseases (Yammine et al., 2024).</li>
</ul>

Acciones bioquímicas o fisiológicas

7-ketocholesterol is a strong inhibitor of cytochrome P450 7A1. It modulates cholesterol homeostasis, cytotoxicity and apoptosis. 7-ketocholesterol stimulates inflammation, growth inhibition and vascular endothelial growth factor. Cellular accumulation of 7-ketocholesterol enhances oxidative stress, endoplasmic reticulum stress and apoptosis in macrophages.

Envase

5 mL Amber Glass Screw Cap Vial (700015P-100mg)
5 mL Amber Glass Screw Cap Vial (700015P-50mg)
5 mL Amber Glass Screw Cap Vial (700015P-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

también adquirido normalmente con este producto

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documentos section.

Si necesita más asistencia, póngase en contacto con Atención al cliente

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Association of plasma 7-ketocholesterol with cardiovascular outcomes and total mortality in patients with coronary artery disease
Song J, et al.
Circulation Research, 120(10), 1622-1631 (2017)
Jesse A Rudd-Schmidt et al.
Nature communications, 10(1), 5396-5396 (2019-11-30)
Killer T cells (cytotoxic T lymphocytes, CTLs) maintain immune homoeostasis by eliminating virus-infected and cancerous cells. CTLs achieve this by forming an immunological synapse with their targets and secreting a pore-forming protein (perforin) and pro-apoptotic serine proteases (granzymes) into the
7-Ketocholesterol
Lyons MA and Brown AJ
The International Journal of Biochemistry & Cell Biology, 31(3-4), 369-375 (1999)
Raku Shinkyo et al.
The Journal of biological chemistry, 286(38), 33021-33028 (2011-08-05)
7-Ketocholesterol is a bioactive sterol, a potent competitive inhibitor of cytochrome P450 7A1, and toxic in liver cells. Multiple origins of this compound have been identified, with cholesterol being the presumed precursor. Although routes for formation of the 7-keto compound
Samantha A Hutchinson et al.
Nutrients, 11(11) (2019-11-07)
Interventions that alter cholesterol have differential impacts on hormone receptor positive- and negative-breast cancer risk and prognosis. This implies differential regulation or response to cholesterol within different breast cancer subtypes. We evaluated differences in side-chain hydroxycholesterol and liver X nuclear

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico