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Merck
CN

C6509

Cholesteryl behenate

≥90% (HPLC; detection at 205 nm)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C49H88O2
CAS Number:
Molecular Weight:
709.22
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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assay

≥90% (HPLC; detection at 205 nm)

form

solid

functional group

ester

shipped in

ambient

storage temp.

room temp

SMILES string

[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

InChI key

WBOQXYUYHINMOC-FTAWAYKBSA-N

Application

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

Biochem/physiol Actions

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.


Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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