7α,25-Dihydroxycholesterol
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7α,25-Dihydroxycholesterol
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CAS No:
64907-22-8
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Formula:
C27H46O3
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Chemical Name:
7α,25-Dihydroxycholesterol
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Synonyms:
Cholest-5-ene-3,7,25-triol,(3β,7α)-;(3β,7α)-Cholest-5-ene-3,7,25-triol;3β,7α,25-Trihydroxycholest-5-ene;7α,25-Dihydroxycholesterol
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CAS No:
Description
Solid
7alpha,25-dihydroxycholesterol is a 7alpha-hydroxy steroid, a 25-hydroxy steroid, an oxysterol and a 3beta-hydroxy-Delta(5)-steroid. It has a role as a human metabolite. It derives from a cholesterol.
7α,25-Dihydroxycholesterol Use and Manufacturing
GPR183 (also known as Epstein-Barr virus-induced gene 2) is an orphan G protein-coupled receptor (GPCR) that is highly expressed in spleen and is required for humoral immune responses, including B cell migration and T cell-dependent antibody production. 7α,25-dihydroxy Cholesterol (7α,25-DHC) is a potent agonist of GPR183 that induces specific activation ofthe receptor with an EC50 value of 50 nM (Kd = 450 pM). At concentrations below 3 μM, it does not show any appreciable binding activity when tested against eight different nuclear hormone receptors including LXR and thirty-one different G protein-coupled receptors in a panel of reporter gene assays. 7α,25-DHC can act as a potent chemokine, affecting migration of immune cells expressing GPR183 both in vitro (EC50 = 500 pM) and in vivo.[Cayman Chemical]
Computed Properties
Molecular Weight:418.7
XLogP3:5.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:418.34469533
Monoisotopic Mass:418.34469533
Topological Polar Surface Area:60.7
Heavy Atom Count:30
Complexity:669
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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