C2800

Cholesteryl phenylacetate

≥98% (HPLC; detection at 258 nm)

• Synonym(s): 3β-Hydroxy-5-cholestene 3-phenylacetate, 5-Cholesten-3β-ol 3-phenylacetate
• Empirical Formula (Hill Notation): C₃₅H₅₂O₂
• CAS Number: 33998-26-4
• Molecular Weight: 504.79
• NACRES: NA.77
• PubChem Substance ID: 24892533
• UNSPSC Code: 12352211
• EC Number: 251-781-1
• MDL number: MFCD00021140

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• 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

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 Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)