C8753

Sigma-Aldrich

Cholesteryl arachidonate

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

Sinónimos:
5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate, 3β-Hydroxy-5-cholestene 3-arachidonate
Empirical Formula (Hill Notation):
C47H76O2
Número de CAS:
Peso molecular:
673.11
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

200

ensayo

≥95% (HPLC; detection at 205 nm)

formulario

viscous liquid

color

clear

grupo funcional

ester

enviado en

dry ice

temp. de almacenamiento

−20°C

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

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+

InChI key

IMXSFYNMSOULQS-SXXSVFILSA-N

Categorías relacionadas

Aplicación

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

Envase

10, 25 mg in glass bottle

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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

Equipo de protección personal

Eyeshields, Gloves

RIDADR

NONH for all modes of transport

WGK Alemania

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

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...
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...
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...
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)
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...
Artículos
Cholesterol undergoes esterification to improve transport. Cholesterol esters are more easily packaged into the interior of lipoproteins - increasing the quantity that can be readily transported in the blood stream.
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