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H9384

22(R)-Hydroxycholesterol

≥98%

Synonym(s):

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

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Size/SKUAvailabilityPrice
1 mg
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CZK 6,300.00
5 mg
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CZK 24,000.00

About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
Molecular Weight:
402.65
UNSPSC Code:
12352211
eCl@ss:
39023139
PubChem Substance ID:
NACRES:
NA.77
MDL number:

CZK 6,300.00


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Quality Segment

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

Application

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]

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.

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This Item
H5884H1015H6891
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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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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