For research use only. Not for therapeutic Use.
7α, 25-dihydroxycholesterol (7α,25-OHC) is a potent and selective agonist and endogenous ligand of the orphan GPCR receptor EBI2 (GPR183). 7α, 25-dihydroxycholesterol is highly potent at activating EBI2 (EC50=140 pM; Kd=450 pM). 7α, 25-dihydroxycholesterol can serve as a chemokine directing migration of B cells, T cells and dendritic cells[1][2].
In vitro, 7α, 25-dihydroxycholesterol (7α,25-OHC) stimulates the migration of EBI2-expressing mouse B and T cells with half-maximum effective concentration values around 500 pM, but had no effect on EBI2-deficient cells[1].
EBI2-deficient B cells or normal B cells desensitized by 7α,25-Dihydroxycholesterol (1 μM; 1.5 hours) pre-treatment shows reduced homing to follicular areas of the spleen[1].
| Catalog Number | R016184 |
| CAS Number | 64907-22-8 |
| Synonyms | (3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol |
| Molecular Formula | C27H46O3 |
| Purity | ≥95% |
| InChI | 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 |
| InChIKey | BQMSKLCEWBSPPY-IKVTXIKFSA-N |
| SMILES | CC(CCCC(C)(C)O)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C |
| Reference | [1]. Liu C, et al. Oxysterols direct B-cell migration through EBI2. Nature. 2011 Jul 27;475(7357):519-23. [2]. Hannedouche S, et al. Oxysterols direct immune cell migration via EBI2. Nature. 2011 Jul 27;475(7357):524-7. |
