ChemicalBook--->CAS DataBase List--->884905-07-1

884905-07-1

884905-07-1 Structure

884905-07-1 Structure
IdentificationBack Directory
[Name]

25-hydroxycholesterol-3-sulfate
[CAS]

884905-07-1
[Synonyms]

Larsucosterol
25-hydroxycholesterol-3-sulfate
Cholest-5-ene-3,25-diol, 3-(hydrogen sulfate), (3β)-
[Molecular Formula]

C27H46O5S
[MOL File]

884905-07-1.mol
[Molecular Weight]

482.72
Chemical PropertiesBack Directory
[density ]

1.16±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

powder
[pka]

-3.51±0.18(Predicted)
[InChIKey]

OEGAOHNRCSZIRO-KSGNISEOSA-M
[SMILES]

[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+]
Safety DataBack Directory
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

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.
[Biological Activity]

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 K-light-chain-enhancer (NF-KB) based inflammatory response. 25OHC3S modulates tumor necrosis factor α (TNFα)-induced inflammatory response in hepatocytes.
[in vivo]

Larsucosterol (DUR-928; 25 mg/kg; i.p.; twice in 14 hours; C57BL/6J mice with nonalcoholic fatty liver diseases (NAFLD) model) reduces serum lipid levels in mice fed a high-fat diet[3].
Larsucosterol (25 mg/kg; i.p.; twice in 14 hours; C57BL/6J mice with nonalcoholic fatty liver diseases (NAFLD) model) suppressed the expression of the genes and inhibits ABCA1 expressionde. Larsucosterolcreases nuclear SREBP-1 Protein levels and cytoplasmic FAS and ACC1 protein levels in liver tissue[3].
Larsucosterol (25 mg/kg; i.p.; once every 3 days for 6 weeks; C57BL/6J mice with nonalcoholic fatty liver diseases (NAFLD) model) protects the liver from injury by suppressing hepatic inflammation[3].

Animal Model:Female C57BL/6J mice with nonalcoholic fatty liver diseases (NAFLD) model[3]
Dosage:25 mg/kg
Administration:Intraperitoneal injection; once every 3 days for 6 weeks
Result:Decreased plasma cholesterol levels.
Reduced serum alkaline phosphatase, ALT, and AST levels.
Animal Model:Female C57BL/6J mice with nonalcoholic fatty liver diseases (NAFLD) model[3]
Dosage:25 mg/kg
Administration:Intraperitoneal injection; twice in 14 hours
Result:Decreased plasma TG, CHOL, and HDL-C by 40, 15, and 20%, respectively.
Reduced the mRNA levels of SREBP-1c, ACC1, and FAS by 46, 57, and 49%, respectively.
Suppressed ABCA1 expression.
Suppressed nuclear SREBP-1, cytoplasmic ACC1, and FAS protein levels by 74, 58, and 47%, respectively.
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