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C2800 Sigma-Aldrich

Cholesteryl phenylacetate

≥98% (HPLC; detection at 258 nm)

Synonym: 3β-Hydroxy-5-cholestene 3-phenylacetate, 5-Cholesten-3β-ol 3-phenylacetate

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Properties

Related Categories Biochemicals and Reagents, Cholesterol and Derivatives, Lipids, Sterol Lipids
Quality Level   200
biological source   synthetic (organic)
assay   ≥98% (HPLC; detection at 258 nm)
form   crystalline powder
functional group   ester
shipped in   ambient
storage temp.   −20°C
SMILES string   O=C(O[C@@H]1CC2=CC[C@]3([H])[C@@](CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C)([H])[C@@]2(C)CC1)CC5=CC=CC=C5
InChI   1S/C35H52O2/c1-24(2)10-9-11-25(3)30-16-17-31-29-15-14-27-23-28(37-33(36)22-26-12-7-6-8-13-26)18-20-34(27,4)32(29)19-21-35(30,31)5/h6-8,12-14,24-25,28-32H,9-11,15-23H2,1-5H3/t25-,28?,29?,30?,31?,32?,34?,35?/m1/s1
InChI key   JHFRODPXYCPTCM-ZTUKSAGPSA-N

Description

Packaging

25 g in poly bottle

Biochem/physiol Actions

Cholesteryl phenylacetate 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 phenylacetate yields clear, colorless solution in chloroform at 50 mg/ml.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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