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Merck

H1015

25-Hydroxycholesterol

≥98%

Sinónimos:

5-Cholestene-3β,25-diol

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10 MG

MXP 2,959.00

25 MG

MXP 4,184.00

100 MG

MXP 14,305.00

MXP 2,959.00

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Fórmula empírica (notación de Hill):
C27H46O2
Número CAS:
2140-46-7
Peso molecular:
402.65
NACRES:
NA.77
PubChem Substance ID:
329815150
eCl@ss:
39023139
UNSPSC Code:
41141804
MDL number:
MFCD00057815
Beilstein/REAXYS Number:
3161259

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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

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 key

INBGSXNNRGWLJU-ZHHJOTBYSA-N

biological source

synthetic (organic)

assay

≥98%

form

powder

shipped in

ambient

storage temp.

room temp

Quality Level

200

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1 of 4

Este artículo
H9384H5884D6128
25-Hydroxycholesterol ≥98%

Sigma-Aldrich

H1015

25-Hydroxycholesterol

22(R)-Hydroxycholesterol ≥98%

Sigma-Aldrich

H9384

22(R)-Hydroxycholesterol

22(S)-Hydroxycholesterol

Sigma-Aldrich

H5884

22(S)-Hydroxycholesterol

5α-Cholestan-3β-ol ≥95%

Sigma-Aldrich

D6128

5α-Cholestan-3β-ol

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

synthetic (organic)

assay

≥98%

assay

≥98%

assay

≥98% (TLC)

assay

≥95%

form

powder

form

powder

form

powder

form

powder

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

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

25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling[1] and in studies related to fatty acid metabolism.[2][3]

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).[4] 25-Hydroxycholesterol affects the immune system and has a key role in the pathogenesis of atherosclerosis.[5]
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.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000443959
0000443959
0000429130
0000429130
0000402237

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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
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)
Marina Parra-Robert et al.
Biomolecules, 9(9) (2019-09-01)
Nonalcoholic fatty liver disease (NAFLD) is characterized by hepatic accumulation of lipids. Antisteatotic effects of cerium oxide nanoparticles (CeO2NPs) have recently been shown in animal models of liver disease. However, it is unclear whether the activity of CeO2NPs is related
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
Kenji Ohgane et al.
Chemistry & biology, 20(3), 391-402 (2013-03-26)
Niemann-Pick type C1 (NPC1) is a polytopic endosomal membrane protein required for efflux of LDL-derived cholesterol from endosomes, and mutations of this protein are associated with Niemann-Pick disease type C, a fatal neurodegenerative disease. At least one prevalent mutation (I1061T)
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Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

Questions

1–5 of 5 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the solubility and solution storage conditions of (2-Hydroxypropyl)-β-cyclodextrin

    1 answer

    1. (2-Hydroxypropyl)-β-cyclodextrin is soluble in water up to 100 mM, and the recommended storage conditions for the prepared solution are at -20°C. It is advisable to use the solution within 1 month once prepared.

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  4. What is the solubility of 25-Hydroxycholesterol, H1015 (CAS number: 2140-46-7), and what are the storage conditions for the prepared solution?

    1 answer

    1. The solubility of 25-Hydroxycholesterol, H1015 (CAS number: 2140-46-7), is up to 20 mM in ethanol. The recommended storage for prepared solutions is at -20°C, and they should be used within 1 month of preparation.

      Helpful?

  5. 안녕하세요. Stock 농도는 어떻게 만들어야할까요?

    1 answer

    1. This product is soluble at 8 mg/mL in ethanol. The stock solution may then be diluted further with culture medium or workiing buffer.

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