H1015
25-Hydroxycholesterol
≥98%
Synonyme(s) :
5-Cholestene-3β,25-diol
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A propos de cet article
Formule empirique (notation de Hill) :
C27H46O2
Numéro CAS:
Poids moléculaire :
402.65
NACRES:
NA.77
PubChem Substance ID:
eCl@ss:
39023139
UNSPSC Code:
41141804
MDL number:
Beilstein/REAXYS Number:
3161259
Service technique
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Laissez-nous vous aiderbiological source
synthetic (organic)
Quality Level
assay
≥98%
form
powder
shipped in
ambient
storage temp.
room temp
SMILES string
[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)(O)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
Application
25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling and in studies related to fatty acid metabolism.
Biochem/physiol Actions
25-Hydroxycholesterol is a side-chain oxysterol that reportedly triggers activation of a number of cholesterol molecules. This triggers their movement from cell membrane to the endoplasmic reticulum (ER). 25-Hydroxycholesterol affects the immune system and has a key role in the pathogenesis of atherosclerosis.
Suppresses the cleavage of sterol regulatory element binding proteins (SREBPs). 25-Hydroxycholesterol induces apoptosis through down-regulation of Bcl-2 expression and activation of caspases.
Preparation Note
A stock solution of 25-Hydroxycholesterol may be prepared in ethanol and dissolved in cell culture medium to give a final concentration of 1 mg/ml.
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.
25-hydroxycholesterol enhances cytokine release and toll-like receptor 3 response in airway epithelial cells
Koarai A et al
Respiratory Research, 13, doi: 10-doi: 10 (2012)
Brett N Olsen et al.
Biophysical journal, 100(4), 948-956 (2011-02-16)
Side-chain oxysterols are enzymatically generated oxidation products of cholesterol that serve a central role in mediating cholesterol homeostasis. Recent work has shown that side-chain oxysterols, such as 25-hydroxycholesterol (25-HC), alter membrane structure in very different ways from cholesterol, suggesting a
Ulf Diczfalusy
Biochimie, 95(3), 455-460 (2012-06-27)
The oxysterol 25-hydroxycholesterol is a widely used compound displaying an array of pharmacological actions in in vitro systems and cell based experimental systems. In spite of the frequent use of this compound over the last few decades and a large number
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| H1015-10MG | 04061833663769 |
| H1015-100MG | 04061833076415 |
| H1015-25MG | 04061833663776 |