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700017P

Avanti

25-hydroxycholesterol-3-sulfate

Avanti Research - A Croda Brand

Synonym(s):

5-cholesten-3beta, 25-diol 3-sulfate; 25HC3S

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About This Item

Empirical Formula (Hill Notation):
C27H45NaO5S
CAS Number:
Molecular Weight:
504.70
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25

description

25-hydroxycholesterol-3-sulfate (sodium salt)

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (700017P-10mg)
pkg of 1 × 5 mg (700017P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](OS(=O)([O-])=O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)(O)C.[Na+]

InChI key

OEGAOHNRCSZIRO-KSGNISEOSA-M

General description

25-hydroxycholesterol-3-sulfate (25OHC3S) is a nuclear oxysterol. It accumulates in hepatocyte nuclei upon steroidogenic acute regulatory protein (STARD1) overexpression.

Application

25-hydroxycholesterol-3-sulfate has been used to induce anti-inflammatory responses and understand its effect on lymphocyte migration. It has also been used as an oxysterol sulfate standard in mass spectroscopy and liquid chromatography methods.

Biochem/physiol Actions

25-hydroxycholesterol-3-sulfate (25OHC3S) is involved in lipid homeostasis in liver and is a lipid metabolism regulator. 25OHC3S acts on liver X receptor (LXR) and sterol regulatory element-binding protein (SREBP) and inhibits cholesterol synthesis by downregulating enzymes of the biosynthesis pathway in hepatocytes and macrophages. It also acts an agonist for peroxisome proliferator-activated receptor γ (PPAR-γ) and modulates the nuclear factor κ-light-chain-enhancer (NF-κB) based inflammatory response. 25OHC3S modulates tumor necrosis factor α (TNFα)-induced inflammatory response in hepatocytes.

Packaging

5 mL Amber Glass Screw Cap Vial (700017P-10mg)
5 mL Amber Glass Screw Cap Vial (700017P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


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