Description

Cholesterol Phenylacetate (CAS No. 33998-26-4) is a high-purity sterol ester derived from cholesterol and phenylacetic acid, with the molecular formula C₃₅H₅₂O₂. This compound is characterized by its IUPAC name: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2-phenylacetate. It is a white to off-white crystalline powder with a molecular weight of 504.79 g/mol, offering exceptional stability under standard laboratory conditions. Cholesterol Phenylacetate is widely utilized in biochemical research, particularly in lipid metabolism studies, membrane biophysics, and as a reference standard in chromatographic analysis. Packaged under inert gas to ensure longevity, this product meets stringent purity standards (>98% by HPLC) and is supplied with comprehensive analytical documentation, including ¹H NMR and MSDS data.

Properties

• CAS Number: 33998-26-4
• Complexity: 821
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2-phenylacetate
• InChI: 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-WASXNZKASA-N
• Exact Mass: 504.396730897
• Molecular Formula: C35H52O2
• Molecular Weight: 504.8
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)CC5=CC=CC=C5)C)C
• Topological: 26.3
• Monoisotopic Mass: 504.396730897
• Synonyms: Cholesterol Phenylacetate, 33998-26-4, Cholesteryl phenylacetate, Phenylacetic Acid Cholesterol Ester, MFCD00021140, [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 2-phenylacetate, Cholest-5-en-3beta-yl phenylacetate, EINECS 251-781-1, SCHEMBL2050989, DTXSID70955578, Cholest-5-en-3-yl phenylacetate #, 5-Cholesten-3beta-ol 3-phenylacetate, AKOS025295180, FC61976, 3beta-Hydroxy-5-cholestene 3-phenylacetate, NS00054854, Cholest-5-en-3-ol (3.beta.)-, benzeneacetate, Cholesteryl phenylacetate, >=98% (HPLC; detection at 258 nm)

Application

Cholesterol Phenylacetate serves as a critical reagent in lipidomics research, enabling the study of sterol esterification pathways and their role in cellular membrane dynamics. It is employed as a substrate for cholesterol esterase assays, facilitating investigations into enzymatic activity and metabolic disorders. Researchers also utilize this compound as a chromatographic standard for quantifying sterol esters in biological samples via GC-MS or LC-MS techniques.

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