SML0541

7α,25-Dihydroxycholesterol

≥98% (HPLC), powder, GPR183 agonist

• Synonyme(s) : 5-Cholesten-3β,7α,25-triol
• Formule empirique (notation de Hill): C₂₇H₄₆O₃
• Numéro CAS: 64907-22-8
• Poids moléculaire : 418.65
• Numéro MDL: MFCD20488904
• Code UNSPSC : 12352211
• ID de substance PubChem : 329825542
• Nomenclature NACRES : NA.77

Propriétés

• product name: 7α,25-Dihydroxycholesterol, ≥98% (HPLC)
• Niveau de qualité: 100
• Pureté: ≥98% (HPLC)
• Forme: powder
• Couleur: white to beige
• Solubilité: DMSO: 5 mg/mL (clear solution)
• Température de stockage: 2-8°C
• Chaîne SMILES: C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
• 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
• Clé InChI: BQMSKLCEWBSPPY-IKVTXIKFSA-N

Description

Application

7α,25-Dihydroxycholesterol has been used as a ligand for G protein-coupled receptor 183 (Gpr183).

Actions biochimiques/physiologiques

7α,25-Dihydroxycholesterol (7α,25-OHC) is a potent and selective endogenous ligand for the orphan GPCR receptor EBI2 (GPR183) with an EC₅₀ value in the picomolar range. The newly discovered EBI2–oxysterol signalling pathway has been shown to have an important role in the adaptive immune response, including a role in driving immune cell migration. In vitro and in vivo studies showed that 7,25-OHC can serve as a chemokine directing migration of B cells, T cells and dendritic cells.

7α,25-Dihydroxycholesterol has an ability to block the early steps of T-cell activation.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable