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64907-22-8

64907-22-8 structure
64907-22-8 structure
  • Name: (3β,7α)-Cholest-5-ene-3,7,25-triol
  • Chemical Name: 7α,25-Dihydroxycholesterol
  • CAS Number: 64907-22-8
  • Molecular Formula: C27H46O3
  • Molecular Weight: 418.652
  • Catalog: Signaling Pathways GPCR/G Protein EBI2/GPR183
  • Create Date: 2016-09-08 15:28:59
  • Modify Date: 2024-01-05 11:12:59
  • 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].

Name 7α,25-Dihydroxycholesterol
Synonyms Cholest-5-ene-3,7,25-triol, (3β,7α)-
7.α.,25-dihydroxy Cholesterol
(3β,7α)-Cholest-5-ene-3,7,25-triol
Description 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].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro 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].
In Vivo 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].
References

[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.

Density 1.1±0.1 g/cm3
Boiling Point 548.5±35.0 °C at 760 mmHg
Melting Point 235 - 236 °C
Molecular Formula C27H46O3
Molecular Weight 418.652
Flash Point 230.5±20.5 °C
Exact Mass 418.344696
PSA 60.69000
LogP 5.75
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.550
RIDADR NONH for all modes of transport