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700046P

Avanti

7-ketocholesterol-d7

Avanti Research - A Croda Brand

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C27H37O2D7
Numéro CAS:
Poids moléculaire :
407.68
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.25
Assay:
>99% (TLC)
Form:
powder
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description

3β-hydroxy-5-cholestene-7-one-d7

assay

>99% (TLC)

form

powder

packaging

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

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI key

YIKKMWSQVKJCOP-YMQSFMNJSA-N

General description

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

Application

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

Biochem/physiol Actions

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Classe de stockage

11 - Combustible Solids



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Consulter la Bibliothèque de documents



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



Numéro d'article de commerce international

RéférenceGTIN
700046P-5MG04061835184644
700046P-1MG04061835184637