700024P
Avanti
7α,27-dihydroxycholesterol
Avanti Polar Lipids
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All Photos(2)
Synonym(s):
111116
Empirical Formula (Hill Notation):
C27H46O3
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form
powder
packaging
pkg of 1 × 1 mg (700024P-1mg)
manufacturer/tradename
Avanti Polar Lipids
shipped in
dry ice
storage temp.
−20°C
InChI
1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChI key
RXMHNAKZMGJANZ-DTTSCKGMSA-N
General description
7α,27-dihydroxycholesterol (7α,27-di-OHC) is an oxysterol with oxidized side chains. 7α,27-dihydroxycholesterol (7α27-OHC) is synthesized by the hydroxylation of 27-Hydroxycholesterol (27-OHC) and is a structural isomer of 7α,25-dihydroxycholesterol (7α25-OHC).
Biochem/physiol Actions
7α,27-dihydroxycholesterol (7α,27-di-OHC) is one of the metabolite screened in pathological conditions such as neurological diseases, Smith-Lemli-Opitz syndrome, obesity metabolic syndrome and diabetes by lipidomics analysis of human specimens. Upon the lipopolysaccharide activation, the levels of 7α,27-di-OHC decreases.7α27-OHC is a ligand for Epstein-Barr virus-induced gene 2 (EBI2).
Packaging
5 mL Amber Glass Screw Cap Vial (700024P-1mg)
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Omics analysis of oxysterols to better understand their pathophysiological role
Sottero B, et al.
Free Radical Biology & Medicine (2019)
Oxysterol levels and metabolism in the course of neuroinflammation: insights from in vitro and in vivo models
Mutemberezi V, et al.
Journal of Neuroinflammation, 15(1), 74-74 (2018)
Omics analysis of oxysterols to better understand their pathophysiological role
Sottero B, et al.
Free radical biology & medicine (2019)
11beta-Hydroxysteroid dehydrogenases control access of 7beta, 27-dihydroxycholesterol to retinoid-related orphan receptor gamma
Beck KR, et al.
Journal of Lipid Research, 60(9), 1535-1546 (2019)
Ratna Karuna et al.
Steroids, 99(Pt B), 131-138 (2015-02-17)
We report a straightforward sample preparation procedure and a direct liquid chromatography electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) method for the analysis of 7alpha,25-dihydroxycholesterol (7α25-OHC) and 7alpha,27-dihydroxycholesterol (7α27-OHC). By applying a slow protein precipitation approach using cold ethanol, we were
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