7α,25-Dihydroxycholesterol

SIGMA/SML0541 - ≥98% (HPLC)

Synonym: 5-Cholesten-3β,7α,25-triol

CAS Number: 64907-22-8
Empirical Formula (Hill Notation): C₂₇H₄₆O₃
Molecular Weight: 418.65
MDL Number: MFCD20488904
Linear Formula: C₂₇H₄₆O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-SML0541-5MG	5 mg	$408.00 1/EA		Add To Favorites
45-SML0541-25MG	25 mg	$1640.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to beige
form	powder
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
InChI key	BQMSKLCEWBSPPY-IKVTXIKFSA-N
Quality Level	100
SMILES string	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
solubility	DMSO: 5 mg/mL (clear solution)
storage temp.	2-8°C

Application:	7α,25-Dihydroxycholesterol has been used as a ligand for G protein-coupled receptor 183 (Gpr183).
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	7α,25-Dihydroxycholesterol is a potent agonist of the orphan GPCR receptor EBI2 (GPR183); directs immune cell migration.
Biochem/physiol Actions:	7α,25-Dihydroxycholesterol has an ability to block the early steps of T-cell activation.
Packaging:	5, 25 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352211

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