description
cholest-5-ene-3β,25-diol
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (700019P-10mg), pkg of 1 × 100 mg (700019P-100mg), pkg of 1 × 5 mg (700019P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(O)(C)C)C)(CC3)C)CC=C2C1)C
InChI
1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI key
INBGSXNNRGWLJU-ZHHJOTBYSA-N
General description
25-hydroxy-cholesterol is a side chain substituted oxysterol. Avanti′s unique sterol reverses cataracts in mice. Gestwicki′s team ...... settled on compound 29, a steroid found naturally in the bloodstream but not in the lens, which has no blood supply. Mice with age-related and hereditary cataracts received drops in the right eye, whereas the left eye went untreated. After just a few weeks, the treated eye was visibly clearer, says Gestwicki, who conducted the work while at the University of Michigan. Cataract severity is measured on a scale of zero to four, with four being the worst case. On average, mice in the study had about a one-grade improvement in cataract severity after 4 weeks of treatment. Science DOI: 10.1126/science.aad7400 It has been recently shown that activation of a macrophage toll-like receptor (TLR) by microbial antigens induces synthesis of 25-hydroxycholesterol, and that this oxysterol potently suppresses IgA production.
Application
- Inhibition Mechanism of SARS-CoV-2 Infection by a Cholesterol Derivative, Nat-20(S)-yne: This study explores how a cholesterol derivative, related to 25-hydroxycholesterol, inhibits SARS-CoV-2 infection, highlighting its potential in therapeutic applications for viral infections (Murae et al., 2024).
- 25-hydroxycholesterol promotes proliferation and metastasis of lung adenocarcinoma cells by regulating ERβ/TNFRSF17 axis: Demonstrates the role of 25-hydroxycholesterol in cancer biology, particularly in enhancing tumor growth and metastasis, providing insights for targeted cancer therapies (He et al., 2024).
- 25-Hydroxycholesterol regulates lysosome AMP kinase activation and metabolic reprogramming to educate immunosuppressive macrophages: Investigates how 25-hydroxycholesterol influences immune cells, particularly in the context of immune suppression and potential anti-inflammatory therapies (Xiao et al., 2024).
Packaging
5 mL Amber Glass Screw Cap Vial (700019P-100mg)
5 mL Amber Glass Screw Cap Vial (700019P-10mg)
5 mL Amber Glass Screw Cap Vial (700019P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Jason G Cyster et al.
Nature reviews. Immunology, 14(11), 731-743 (2014-10-18)
Cholesterol and components of the cholesterol biosynthetic pathway have fundamental roles in all mammalian cells. Hydroxylated forms of cholesterol are now emerging as important regulators of immune function. This involves effects on the cholesterol biosynthetic pathway and cell membrane properties
Leyuan Xu et al.
Lipids, 45(9), 821-832 (2010-08-12)
Dysregulation of lipid metabolism is frequently associated with inflammatory conditions. The mechanism of this association is still not clearly defined. Recently, we identified a nuclear oxysterol, 25-hydroxycholesterol-3-sulfate (25HC3S), as an important regulatory molecule involved in lipid metabolism in hepatocytes. The
Leah N Makley et al.
Science (New York, N.Y.), 350(6261), 674-677 (2015-11-07)
Cataracts reduce vision in 50% of individuals over 70 years of age and are a common form of blindness worldwide. Cataracts are caused when damage to the major lens crystallin proteins causes their misfolding and aggregation into insoluble amyloids. Using
국제 무역 품목 번호
| SKU | GTIN |
|---|---|
| 700019P-100MG | 04061835383306 |
| 700019P-10MG | 04061835383313 |
| 700019P-5MG | 04061835383320 |