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700046P

Avanti

7-ketocholesterol-d7

Avanti Research™ - A Croda Brand

Synonym(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

Empirical Formula (Hill Notation):
C27H37O2D7
CAS Number:
127684-08-6
Molecular Weight:
407.68
MDL number:
MFCD06658677
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

Storage Class

11 - Combustible Solids

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