Skip to Content
MilliporeSigma

C8753

Cholesteryl arachidonate

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

Synonym(s):

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

Slide 1 of 1
Sign In to View Organizational & Contract Pricing.

Select a Size

10 MG

$281.00

25 MG

$549.00

$281.00

Please contact Customer Service for Availability
Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):
C47H76O2
CAS Number:
604-34-2
Molecular Weight:
673.11
NACRES:
NA.77
PubChem Substance ID:
24893099
UNSPSC Code:
12352211
MDL number:
MFCD00056441

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

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

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
C9253C0289C2800
Cholesteryl arachidonate ≥95% (HPLC; detection at 205 nm), viscous liquid

Sigma-Aldrich

C8753

Cholesteryl arachidonate

Cholesteryl oleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C9253

Cholesteryl oleate

Cholesteryl linoleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C0289

Cholesteryl linoleate

Cholesteryl phenylacetate ≥98% (HPLC; detection at 258 nm)

Sigma-Aldrich

C2800

Cholesteryl phenylacetate

functional group

ester

functional group

ester

functional group

ester

functional group

ester

assay

≥95% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 258 nm)

shipped in

dry ice

shipped in

ambient

shipped in

ambient

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

viscous liquid

form

powder

form

powder

form

crystalline powder

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Application

Cholesteryl arachidoante was oxidized and used to study the biological effects.[1][2]

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.[3] 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.[4]

Preparation Note

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

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000508479
0000508479
0000479962
0000479962
0000456991

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)
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
Huiyong Yin et al.
Analytical biochemistry, 313(2), 319-326 (2003-02-28)
Autoxidation of polyunsaturated fatty acids and esters leads to a complex mixture containing hydroperoxides and cyclic peroxides. The oxidation mixture of cholesteryl arachidonate, which has been characterized by a variety of mass spectrometry techniques, was subject to analysis by conventional
View All Related Papers

Articles

Cholesterol Esterification

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service