Description

Cholesteryl Stearate (CAS: 35602-69-8) is a high-purity cholesteryl ester derived from cholesterol and stearic acid, with the molecular formula C₄₅H₈₀O₂. This compound is widely utilized in biochemical and pharmaceutical research due to its role in lipid metabolism and membrane studies. 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] octadecanoate, reflects its complex steroidal structure. Cholesteryl stearate is a white to off-white crystalline powder, soluble in organic solvents such as chloroform and ethanol, but insoluble in water. It is commonly employed in the formulation of liposomes, lipid bilayers, and as a standard in chromatographic analysis. Store in a cool, dry place, protected from light and moisture to ensure stability.

Properties

• CAS Number: 35602-69-8
• Complexity: 934
• 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] octadecanoate
• InChI: InChI=1S/C45H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h26,35-36,38-42H,7-25,27-34H2,1-6H3/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• InChI Key: XHRPOTDGOASDJS-XNTGVSEISA-N
• Exact Mass: 652.61583179
• Molecular Formula: C45H80O2
• Molecular Weight: 653.1
• SMILES: CCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
• Topological: 26.3
• Monoisotopic Mass: 652.61583179
• Synonyms: Cholesteryl stearate, 35602-69-8, Cholesterol stearate, Cholesteryl octadecanoate, 18:0 Cholesteryl ester, CE(18:0), Cholesterol, stearate, Cholest-5-en-3-beta-yl stearate, 5-Cholesten-3.beta.-ol stearate, UNII-I1Q82N9DYQ, Cholest-5-en-3-ol-, octadecanoate, I1Q82N9DYQ, cholest-5-en-3beta-yl stearate, NIKKOL CS, 3beta-octadecanoyloxycholest-5-ene, EINECS 252-637-0, NSC 59693, NSC-59693, [(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] octadecanoate, CHEBI:82750, DTXSID101018693, 3.beta.-Octadecanoyloxycholest-5-ene, Cholest-5-en-3-beta-yl octadecanoate, STEARIC ACID, CHOLESTERYL ESTER, (3beta)-cholest-5-en-3-yl octadecanoate, CHOLEST-5-EN-3-OL (3.BETA.)-, 3-OCTADECANOATE, ((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) octadecanoate, Cholest-5-en-3-ol (3beta)-, 3-octadecanoate, Cholesterol, stearate (8CI), 5-Cholesten-3beta-ol stearate, DTXCID601476737, CHOLESTERYL STEARATE [INCI], xhrpotdgoasdjs-xntgvseisa-n, Cholestryl stearate, cholest-5-en-3beta-yl octadecanoate, Cholest-5-en-3-ol (3.beta.)-, octadecanoate, 5-Cholesten-3beta-yl octadecanoate, MFCD00003639, Cholestryl stearic acid, Cholesterol stearic acid, bmse000849, Cholesteryl stearate, 96%, Cholesteryl octadecanoic acid, Cholest-5-en-3b-yl stearate, SCHEMBL126915, Stearic Acid Cholesterol Ester, Cholest-5-en-3-b-yl stearate, 3b-Octadecanoyloxycholest-5-ene, Cholest-5-en-3b-yl octadecanoate, Cholest-5-en-3b-yl stearic acid, Cholest-5-en-3-b-yl stearic acid, Cholest-5-en-3-b-yl octadecanoate, NSC59693, Cholest-5-en-3-?-yl octadecanoate, Cholest-5-en-3beta-yl stearic acid, LMST01020007, Cholest-5-en-3-beta-yl stearic acid, Cholest-5-en-3b-yl octadecanoic acid, Cholest-5-en-3-b-yl octadecanoic acid, CS-W011411, FC29184, HY-W010695, Cholest-5-en-3beta-yl octadecanoic acid, Cholest-5-en-3-beta-yl octadecanoic acid, Cholest-5-en-3-ol (3beta)-, octadecanoate, NS00013462, F81517, A874576, Q27156278, cholest-5-en-3-beta-yl stearate; Cholesteryl octadecanoate~Octadecanoic acid cholesteryl ester~Stearic acid cholesteryl ester; Stearic acid cholesterol ester

Application

Cholesteryl stearate is extensively used in lipid research to study cholesterol esterification and lipid droplet formation. It serves as a critical component in the development of synthetic lipid membranes and liposomal drug delivery systems. Additionally, it is employed as a standard in HPLC and GC analyses for quantifying cholesteryl esters in biological samples. Its role in modeling atherosclerosis and other lipid-related disorders makes it valuable in cardiovascular research.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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