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700046P

Avanti

7-ketocholesterol-d7

Avanti Research™ - A Croda Brand

Sinônimo(s):

3b-hydroxy-5-cholestene-7-one(d7); 7-Oxocholesterol(d7); 7-oxo-5-Cholesten-3b-ol-7-one(d7); 5-cholesten-3 b-ol-7-one(d7); 3b-Hydroxycholest-5-en-7-one(d7)

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About This Item

Fórmula empírica (Notação de Hill):
C27H37O2D7
Número CAS:
127684-08-6
Peso molecular:
407.68
Número MDL:
MFCD06658677
Código UNSPSC:
12352100
NACRES:
NA.25

descrição

3β-hydroxy-5-cholestene-7-one-d7

Ensaio

>99% (TLC)

Formulário

powder

embalagem

pkg of 1 × 1 mg (700046P-1mg)
pkg of 1 × 5 mg (700046P-5mg)

fabricante/nome comercial

Avanti Research™ - A Croda Brand

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@](C(CC4)[C@@H](CCCC(C([2H])([2H])[2H])(C([2H])([2H])[2H])[2H])C)(CC3)C)C(=O)C=C2C1)C

InChI

1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21?,22+,23+,25+,26+,27-/m1/s1/i1D3,2D3,17D

chave InChI

YIKKMWSQVKJCOP-YMQSFMNJSA-N

Descrição geral

7-ketocholesterol-d7 is a deuterated derivative of 7-ketocholesterol. 7-ketocholesterol is a cholesterol autooxidation product.

Aplicação

7-ketocholesterol-d7 has been used:
  • as a deuterated internal standard for spiking plasma samples for liquid chromatography with tandem mass spectrometry (LC-MS-MS) analysis
  • as a deuterated internal standard for spiking aorta and macrophage lipid extract gas chromatography-mass spectrometry (CG/MS)
  • as an internal standard in ultra performance liquid chromatography - tandem mass spectrometer (UPLC-MS/MS) for plasma oxysterol analysis

Ações bioquímicas/fisiológicas

7-ketocholesterol (7-KC) levels are elevated in cerebrospinal fluid in multiple sclerosis, senile cataracts, in erythrocytes of sickle cell anemia and in hypercholesterolemia. 7-KC favors apoptosis in macrophages and is involved in endoplasmic reticulum stress. 7-KC is also implicated in liver damage and Niemann Pick disease.

Embalagem

5 mL Amber Glass Screw Cap Vial (700046P-1mg)
5 mL Amber Glass Screw Cap Vial (700046P-5mg)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

geralmente comprado junto com este produto

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Descrição
Preços

Código de classe de armazenamento

11 - Combustible Solids

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David M van Reyk et al.
Redox report : communications in free radical research, 11(6), 255-262 (2007-01-09)
Oxysterols are the 27-carbon products of cholesterol oxidation by both enzymic and non-enzymic mechanisms. Their roles in cholesterol homeostasis, as well as in diseases in which oxidative damage and lipid peroxidation are implicated (e.g. atherosclerosis), have been investigated extensively. However
Amelia Anderson et al.
Redox biology, 29, 101380-101380 (2020-01-14)
7-Ketocholesterol (7KC) is a toxic oxysterol that is associated with many diseases and disabilities of aging, as well as several orphan diseases. 7KC is the most common product of a reaction between cholesterol and oxygen radicals and is the most
Irundika H K Dias et al.
Redox biology, 16, 139-145 (2018-03-04)
Oxysterols (OHC) are biologically active cholesterol metabolites circulating in plasma that may be formed enzymatically (e.g. 24S-OHC, 25-OHC and 27-OHC) or by autoxidative mechanisms (e.g. 7-ketocholesterol, 7β-OHC and 25-OHC). Oxysterols are more soluble than cholesterol and are reported to exert
M Voorink-Moret et al.
Molecular genetics and metabolism, 123(2), 76-84 (2018-01-02)
In patients suspected of a lipid storage disorder (sphingolipidoses, lipidoses), confirmation of the diagnosis relies predominantly on the measurement of specific enzymatic activities and genetic studies. New UPLC-MS/MS methods have been developed to measure lysosphingolipids and oxysterols, which, combined with
Alzbeta Kloudova-Spalenkova et al.
The Journal of steroid biochemistry and molecular biology, 197, 105566-105566 (2019-12-25)
Oxygenated metabolites of cholesterol (oxysterols) have been previously demonstrated to contribute to progression of various cancers and to modulate resistance to breast cancer endocrine therapy in vitro. We measured prognostic roles of circulating levels of seven major oxysterols in the
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