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Merck
CN

C8753

Cholesteryl arachidonate

≥95% (HPLC; detection at 205 nm), viscous liquid

别名:

3β-Hydroxy-5-cholestene 3-arachidonate, 5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate

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关于此项目

经验公式（希尔记法）:
C47H76O2
化学文摘社编号:
604-34-2
分子量:
673.11
NACRES:
NA.77
PubChem Substance ID:
24893099
UNSPSC Code:
12352211
MDL number:
MFCD00056441

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产品名称

Cholesteryl arachidonate, ≥95% (HPLC; detection at 205 nm), viscous liquid

InChI

1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11+,15-14+,18-17+,21-20+

SMILES string

CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C

InChI key

IMXSFYNMSOULQS-SXXSVFILSA-N

assay

≥95% (HPLC; detection at 205 nm)

form

viscous liquid

color

clear

functional group

ester

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

相关类别

Application

Cholesteryl arachidoante was oxidized and used to study the biological effects.

Biochem/physiol Actions

Cholesteryl arachidonate 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.

Preparation Note

Cholesteryl arachidonate is a clear, colorless viscous liquid in chloroform.

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000508479
0000508479
0000479962
0000479962
0000456991

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N P Odushko et al.
Kardiologiia, 24(10), 90-93 (1984-10-01)
The blood serum of coronary and liver patients was shown to display a similar increase in the relative levels of cholesterololeate and a some what less marked elevation in the content of cholesterol esters with saturated fatty acids. The cholesterollinoleate
J L Kerwin et al.
Lipids, 31(11), 1179-1188 (1996-11-01)
Lagenidium giganteum, a facultative parasite of mosquito larvae, cannot synthesize sterols, and requires an exogenous source of these lipids in order to enter its reproductive cycle. This parasite grows vegetatively in the absence of sterols, but requires cholesterol or structurally
The mobility of cholesteryl esters in native and reconstituted low density lipoprotein as monitored by nuclear magnetic resonance spectroscopy.
P A Kroon et al.
The Journal of biological chemistry, 256(11), 5340-5344 (1981-06-10)
C Pollaud et al.
Biochimica et biophysica acta, 1259(3), 211-219 (1995-12-07)
The aim of our work was to evaluate the influence of native low density lipoproteins (LDL) and LDL chemically modified by acetylation (acLDL) on incorporation and release of arachidonic acid (AA) in rat peritoneal macrophages. Compared to a control group
Richard Harkewicz et al.
The Journal of biological chemistry, 283(16), 10241-10251 (2008-02-12)
Oxidation of low density lipoprotein (LDL) occurs in vivo and significantly contributes to the development of atherosclerosis. An important mechanism of LDL oxidation in vivo is its modification with 12/15-lipoxygenase (LO). We have developed a model of minimally oxidized LDL
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