Atomfair Cholesteryl laurate C39H68O2 CAS 1908-11-8

Cholesteryl laurate (CAS 1908-11-8) is a high-purity cholesteryl ester derived from cholesterol and lauric acid, with the molecular formula C39H68O2. This compound is widely utilized in biochemical and biophysical research due to its role in lipid metabolism, membrane dynamics, and cholesterol transport 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] dodecanoate, reflects its complex sterol structure. Cholesteryl laurate is a white to off-white crystalline powder, soluble in organic solvents such as chloroform and ethanol, but insoluble in water. It is ideal for applications in LC-MS, HPLC, and NMR analysis, as well as for formulating lipid-based delivery systems. Store at 2-8°C in a tightly…

Description

Cholesteryl laurate (CAS 1908-11-8) is a high-purity cholesteryl ester derived from cholesterol and lauric acid, with the molecular formula C39H68O2. This compound is widely utilized in biochemical and biophysical research due to its role in lipid metabolism, membrane dynamics, and cholesterol transport 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] dodecanoate, reflects its complex sterol structure. Cholesteryl laurate is a white to off-white crystalline powder, soluble in organic solvents such as chloroform and ethanol, but insoluble in water. It is ideal for applications in LC-MS, HPLC, and NMR analysis, as well as for formulating lipid-based delivery systems. Store at 2-8°C in a tightly sealed container to ensure stability.

Properties

  • CAS Number: 1908-11-8
  • Complexity: 843
  • 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] dodecanoate
  • InChI: InChI=1S/C39H68O2/c1-7-8-9-10-11-12-13-14-15-19-37(40)41-32-24-26-38(5)31(28-32)20-21-33-35-23-22-34(30(4)18-16-17-29(2)3)39(35,6)27-25-36(33)38/h20,29-30,32-36H,7-19,21-28H2,1-6H3/t30-,32+,33+,34-,35+,36+,38+,39-/m1/s1
  • InChI Key: RMLFYKFCGMSLTB-ZBDFTZOCSA-N
  • Exact Mass: 568.52193141
  • Molecular Formula: C39H68O2
  • Molecular Weight: 569.0
  • SMILES: CCCCCCCCCCCC(=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: 568.52193141
  • Physical Description: Solid
  • Synonyms: Cholesteryl laurate, 1908-11-8, Cholesteryl dodecanoate, Cholest-5-en-3-ol (3beta)-, 3-dodecanoate, Cholesterol, laurate, Dodecanoic acid, cholesteryl ester, Cholest-5-en-3.beta.-ol dodecanoate, 3CV9B999WH, Cholest-5-en-3-beta-yl laurate, Cholest-5-en-3beta-ol dodecanoate, NSC-80701, EINECS 217-613-6, NSC 80701, CHOLEST-5-EN-3-.BETA.-YL LAURATE, Cholest-5-en-3-ol (3beta)-, dodecanoate, Cholest-5-en-3-ol (3.beta.)-, 3-dodecanoate, Cholesterol, laurate (8CI), 217-613-6, Cholesterol laurate, [(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] dodecanoate, CE(12:0), cholest-5-en-3Beta-yl dodecanoate, 12:0 Cholesteryl ester, MFCD00021142, Cholesteryl dodecanoate (Laurate), Cholest-5-en-3-ol (3.beta.)-, dodecanoate, Cholesterol Dodecanoate, Cholesteryl lauric acid, 12:0 Cholesterol ester, Cholesteryl dodecanoic acid, cholest-5-en-3-yl laurate, UNII-3CV9B999WH, Lauric Acid Cholesterol Ester, SCHEMBL295198, Cholest-5-en-3-yl dodecanoate, Cholest-5-en-3b-ol dodecanoate, 5-Cholesten-3.beta.-ol laurate, Dodecanoic acid cholesteryl ester, Dodecanoic Acid Cholesterol Ester, DTXSID90929731, CHEBI:183816, 3.beta.-Dodecanoyloxycholest-5-ene, NSC80701, 5-Cholesten-3beta-ol 3-dodecanoate, Cholest-5-en-3b-ol dodecanoic acid, LMST01020001, AKOS025310957, cholest-5-en-3beta-yl dodecanoic acid, Cholest-5-en-3beta-ol dodecanoic acid, FC61966, HY-W127400, (3beta)-Cholest-5-en-3-ol dodecanoate, 3beta-Hydroxy-5-cholestene 3-dodecanoate, AS-63615, (3beta)-Cholest-5-en-3-ol dodecanoic acid, CS-0185635, NS00044949, Cholest-5-en-3-ol (3|A)-, 3-dodecanoate, D95278, Q27257048, Cholesteryl dodecanoate, >=98% (HPLC; detection at 205 nm), Cholesterol Dodecanoate;Dodecanoic Acid Cholesterol Ester;Lauric Acid Cholesterol Ester, 137170-90-2

Application

Cholesteryl laurate is extensively used in lipid research to study cholesterol esterification and lipid droplet formation. It serves as a model compound for investigating atherosclerosis and other lipid-related metabolic disorders. Researchers also employ it in the development of liposomal drug delivery systems due to its amphiphilic properties. Additionally, it is a key component in synthetic lipid bilayers for membrane biophysics studies.

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