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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