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700024P

Avanti

7α,27-dihydroxycholesterol

Avanti Research™ - A Croda Brand

Synonym(s):

111116

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About This Item

Empirical Formula (Hill Notation):
C27H46O3
CAS Number:
4725-24-0
Molecular Weight:
418.65
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (700024P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Description
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Storage Class Code

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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