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Merck

H9384

Sigma-Aldrich

22(R)-Hydroxycholesterol

≥98%

Synonim(y):

22α-Hydroxycholesterol, 5-Cholestene-3β,22(R)-diol, 5-Cholestene-3β,22[R]-diol

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About This Item

Wzór empiryczny (zapis Hilla):
C27H46O2
Numer CAS:
Masa cząsteczkowa:
402.65
Numer MDL:
Kod UNSPSC:
12352211
eCl@ss:
39023139
Identyfikator substancji w PubChem:
NACRES:
NA.77
Informacje o cenach i dostępności nie są obecnie dostępne.

Poziom jakości

Próba

≥98%

Formularz

powder

Warunki transportu

ambient

temp. przechowywania

room temp

ciąg SMILES

[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

Klucz InChI

RZPAXNJLEKLXNO-GFKLAVDKSA-N

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Zastosowanie

Bovine aortic endothelial cells were treated with 22(R)-Hydroxycholesterol to study the effects on production of free radicals[1] and in studies related to fatty acid metabolism.[2][3]

Działania biochem./fizjol.

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]

Uwaga dotycząca przygotowania

22(R)-Hydroxycholesterol yield clear, colorless solution in chloroform.
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produkt powiązany

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
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

Questions

1–4 of 4 Questions  
  1. What is the storage recommendation for this product once reconstituted?

    1 answer
    1. 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.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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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  3. What is product H9384, 22(R)-Hydroxycholesterol, soluble in?

    1 answer
    1. 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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  4. How does the storage temperature relate to shipping conditions?

    1 answer
    1. 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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