700080P

7α,25-dihydroxycholesterol

Avanti Research^™ - A Croda Brand

• Sinónimos: cholest-5-ene-3β,7α,25-triol
• Fórmula empírica (notación de Hill): C₂₇H₄₆O₃
• Número de CAS: 64907-22-8
• Peso molecular: 418.65
• Número MDL: MFCD20488904
• Código UNSPSC: 12352211
• NACRES: NA.25

Propiedades

• Formulario: powder
• envase: pkg of 1 × 1 mg (700080P-1mg)
• 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(O)(C)C)C)(CC[C@@H]2[C@]4(CC[C@@H](CC4=C1)O)C)C
• InChI: 1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1
• Clave InChI: BQMSKLCEWBSPPY-IKVTXIKFSA-N

Descripción

Descripción general

7α,25-dihydroxycholesterol (7α,25-OHC) is synthesized by the hydroxylation of cholesterol by the action of enzyme cholesterol 25-hydroxylase (CH25H) and cytochrome P450, family 7, subfamily b, polypeptide 1 (CYP7B1). The catabolic breakdown of 7α,25-OHC to bile acid precursors is catalyzed by the enzymes hydroxy-Δ-5-steroid dehydrogenase, 3β- and steroid Δ-isomerase 7 (HSD3B7).

Aplicación

7α,25-dihydroxycholesterol has been used:

• as a G-protein-coupled receptor 183 ( GPR183) ligand in chemotaxis assay and intracellular cytokine staining method and in fluorescence-activated cell sorting (FACS) analysis of natural killer cells
• in oxysterol based calcium mobilization assay in Chinese hamster ovary (CHO) cells
• in competitive radioligand binding assay of Epstein-Barr virus-induced gene 2 (EBI2) expressing COS-7 cells

Acciones bioquímicas o fisiológicas

7α,25-dihydroxycholesterol (7α,25-OHC) serves as an endogenous ligand for G-protein-coupled receptor 183 (GPR183) or Epstein-Barr virus-induced gene 2 (EBI2). It plays a key role in the migration of type 3 innate lymphoid cells (ILC3) in the small intestine and colon. 7α,25-OHC mediates immune cell migration functionality by their chemoattractant property. Inhibition of 7α,25-OHC synthesis leads to impairment in the migration of B cells.

Envase

5 mL Amber Glass Screw Cap Vial (700080P-1mg)

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