The solubility of this material is tested in Chloroform at 20 mg/mL. Other solvents include ethanol, DMSO, and dimethylformamide at a lower rate. The solution stability has not been investigated. However, other sources report that solutions stored in solvent at -20°C to -80°C are stable for up to 6 months.
H9384
22(R)-Hydroxycholesterol
≥98%
Sinónimos:
22α-Hydroxycholesterol, 5-Cholestene-3β,22(R)-diol, 5-Cholestene-3β,22[R]-diol
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Fórmula empírica (notación de Hill):
C27H46O2
Número CAS:
Peso molecular:
402.65
MDL number:
UNSPSC Code:
12352211
eCl@ss:
39023139
PubChem Substance ID:
NACRES:
NA.77
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assay
≥98%
form
powder
shipped in
ambient
storage temp.
room temp
SMILES string
[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])[C@H](C)[C@H](O)CCC(C)C
InChI
1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
InChI key
RZPAXNJLEKLXNO-GFKLAVDKSA-N
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Este artículo | H5884 | H1015 | H6891 |
|---|---|---|---|
| assay ≥98% | assay ≥98% (TLC) | assay ≥98% | assay ≥95% |
| storage temp. room temp | storage temp. room temp | storage temp. room temp | storage temp. room temp |
| form powder | form powder | form powder | form powder |
| shipped in ambient | shipped in ambient | shipped in ambient | shipped in ambient |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level 200 |
Application
Biochem/physiol Actions
22(R)-Hydroxycholesterol is an intermediate of the pregnenolone synthesis pathway from cholesterol. It reported has neuroprotective properties and protects the neurons against β-amyloid-induced cell death.[4] 22(R)-Hydroxycholesterol acts as the ligand of liver X receptors that act as sensors of sterol concentration and regulates the fatty acid metabolism.[5]
Preparation Note
22(R)-Hydroxycholesterol yield clear, colorless solution in chloroform.
related product
Referencia del producto
Descripción
Precios
Clase de almacenamiento
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.
A Chawla et al.
Science (New York, N.Y.), 294(5548), 1866-1870 (2001-12-01)
Cholesterol, fatty acids, fat-soluble vitamins, and other lipids present in our diets are not only nutritionally important but serve as precursors for ligands that bind to receptors in the nucleus. To become biologically active, these lipids must first be absorbed
Nina Hallmark et al.
Environmental health perspectives, 115(3), 390-396 (2007-04-14)
Certain phthalates can impair Leydig cell distribution and steroidogenesis in the fetal rat in utero, but it is unknown whether similar effects might occur in the human. Our aim in this study was to investigate the effects of di(n-butyl) phthalate
Linara Gabitova et al.
Cell reports, 12(11), 1927-1938 (2015-09-08)
Meiosis-activating sterols (MAS) are substrates of SC4MOL and NSDHL in the cholesterol pathway and are important for normal organismal development. Oncogenic transformation by epidermal growth factor receptor (EGFR) or RAS increases the demand for cholesterol, suggesting a possibility for metabolic
Lourdes Cruz-Garcia et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 160(2), 125-136 (2011-06-04)
The liver X receptor (LXR) has recently been described in salmonids. In mammals, this receptor is already known as a transcriptional factor that regulates diverse aspects of cholesterol, fatty acid and carbohydrate metabolism in various tissues, including muscle. Here we
Cynthia Hong et al.
Journal of lipid research, 52(3), 531-539 (2010-12-29)
Ligand activation of liver X receptors (LXRs) has been shown to impact both lipid metabolism and inflammation. One complicating factor in studies utilizing synthetic LXR agonists is the potential for pharmacologic and receptor-independent effects. Here, we describe an LXR gain-of-function
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What is the storage recommendation for this product once reconstituted?
1 answer-
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What is product H9384, 22(R)-Hydroxycholesterol, soluble in?
1 answer-
Product H9384, 22(R)-Hydroxycholesterol, is reported to be soluble in chloroform (20mg/ml), absolute ethanol (20mg/ml), DMSO (0.1mg/ml) and dimethylformamide (2mg/ml). Sigma-Aldrich tests solubility of this compound in chloroform at a concentration of 20mg/ml.
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How does the storage temperature relate to shipping conditions?
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The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.
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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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