700035P

7β-hydroxycholesterol

Avanti Research^™ - A Croda Brand

• Sinónimos: cholest-5-ene-3b,7b-diol; 110809
• Fórmula empírica (notación de Hill): C₂₇H₄₆O₂
• Número de CAS: 566-27-8
• Peso molecular: 402.65
• Número MDL: MFCD00058406
• Código UNSPSC: 12352211
• NACRES: NA.25

Propiedades

• descripción: cholest-5-en-3β,7β-diol
• Ensayo: >99% (TLC)
• Formulario: powder
• envase: pkg of 1 × 10 mg (700035P-10mg); pkg of 1 × 25 mg (700035P-25mg); pkg of 1 × 5 mg (700035P-5mg)
• fabricante / nombre comercial: Avanti Research^™ - A Croda Brand
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena SMILES: O[C@@H]1[C@H]2[C@H]3[C@@]([C@H](CC3)[C@@H](CCCC(C)C)C)(CC[C@@H]2[C@]4(CCC(CC4=C1)O)C)C
• InChI: 1S/C27H46O2/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/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20?,21-,22+,23+,24+,25+,26+,27-/m1/s1
• Clave InChI: OYXZMSRRJOYLLO-ISPKDCJXSA-N

Descripción

Descripción general

7β-hydroxycholesterol (7β-OHC) is an oxysterol synthesized by the oxidation of the low-density lipoprotein (LDL). It is primarily catabolized to bile acid in the liver.

Aplicación

7β-hydroxycholesterol has been used:

• as an internal oxysterol standard in liquid chromatography–mass spectrometry (LC-MS) for the quantification of sterols associated with cholesterol biosynthesis in neurospheres post inhibitor AY9944 treatment
• to reconstitute high-density lipoprotein (HDL) for anti-apoptotic studies in insulinoma cell line INS1e
• as a cholesterol oxidation product standard in ultra high-performance liquid chromatography (UHPLC) coupled with high- resolution quadrupole time-of-flight (Q-TOF) mass spectrometry

Acciones bioquímicas o fisiológicas

7β-hydroxycholesterol (7β-OHC) favors apoptosis via caspase 8 based mitochondrial pathway. It also hinders cancer cell survival by generating reactive oxygen species(ROS). The levels of 7β-OHC are elevated in the cerebrospinal fluid of multiple sclerosis and Alzheimer′s disease (AD) patients. 7β-OHC also promotes oxiapoptophagy and demyelination. It activates mitogen-activated protein kinases and modulates intracellular Ca²⁺ homeostasis and may contribute to the disorganization of Golgi and endoplasmic reticulum membranes.

Envase

5 mL Amber Glass Screw Cap Vial (700035P-10mg)

5 mL Amber Glass Screw Cap Vial (700035P-25mg)

5 mL Amber Glass Screw Cap Vial (700035P-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Información de seguridad

• 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