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Merck

C6509

Sigma-Aldrich

Cholesteryl behenate

≥90% (HPLC; detection at 205 nm)

Synonim(y):

3β-Hydroxy-5-cholestene 3-docosanoate, 5-Cholesten-3β-ol 3-docosanoate, Cholesteryl docosanoate

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About This Item

Wzór empiryczny (zapis Hilla):
C49H88O2
Numer CAS:
Masa cząsteczkowa:
709.22
Numer MDL:
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:

Próba

≥90% (HPLC; detection at 205 nm)

Postać

solid

grupa funkcyjna

ester

Warunki transportu

ambient

temp. przechowywania

room temp

ciąg SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCCCCCCCC)[C@H](C)CCCC(C)C

InChI

1S/C49H88O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h30,39-40,42-46H,7-29,31-38H2,1-6H3/t40-,42+,43+,44-,45+,46+,48+,49-/m1/s1

Klucz InChI

WBOQXYUYHINMOC-FTAWAYKBSA-N

Zastosowanie

Cholesteryl behenate was used as standard in electrospray ionization tandem mass spectrometry for the analysis of cholesterol and cholesteryl esters.

Działania biochem./fizjol.

Cholesteryl behenate is a cholesterol ester found associated with the neutral core of low density lipoprotein. Receptor-LDL complexes are taken up by lysosomes and hydrolyzed to release cholesterol from the esters. The enzyme acid cholesteryl ester hydrolase is responsible for the hydrolysis of cholesteryl esters; a defective enzyme can result in the formation of atherosclerotic lesions in humans.
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Kod klasy składowania

13 - Non Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

G S Ginsburg et al.
Progress in lipid research, 23(3), 135-167 (1984-01-01)
Cholesteryl esters, the intracellular storage form and intravascular transport form of cholesterol, can exist in crystal, liquid crystal and liquid states. The physical state of cholesteryl esters at physiologic temperatures may be a determinant of their pathogenicity. This review has
G S Ginsburg et al.
Biochimica et biophysica acta, 664(1), 98-107 (1981-04-23)
By polarizing microscopy and differential scanning calorimetry we observed that the relative stability of the smectic and cholesteric mesophases of cholesteryl esters of acyl chain length of 20 carbons or more depends on the length of the acyl chain and
Gerhard Liebisch et al.
Biochimica et biophysica acta, 1761(1), 121-128 (2006-02-07)
Analysis of free cholesterol (FC) is not well suited for electrospray ionization (ESI); however, cholesteryl ester (CE) form ammonium adducts in positive ion mode and generate a fragment ion of m/z 369 upon collision-induced fragmentation. In order to allow parallel
W Guo et al.
Biochemistry, 32(35), 9038-9052 (1993-09-07)
Cholesteryl esters are a major lipid constituent of plasma lipoproteins and atherosclerotic lesions. Crystalline and liquid crystalline phases of several cholesteryl esters [oleate (C18:1, omega-9), erucate (C22:1, omega-9), hexanoate (C6:0), decanoate (C10:0), undecanoate (C11:0), myristate (C14:0), palmitate (C16:0), and stearate
Shobha Ghosh et al.
Vascular pharmacology, 52(1-2), 1-10 (2009-11-03)
Accumulation of cholesteryl esters (CE) stored as cytoplasmic lipid droplets is the main characteristic of macrophage foam cells that are central to the development of atherosclerotic plaques. Since only unesterified or free cholesterol (FC) can be effluxed from the cells

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