Description

Cholesteryl Myristate (CAS: 1989-52-2) is a high-purity cholesterol ester derived from the esterification of cholesterol and myristic acid. With the molecular formula C₄₁H₇₂O₂ and 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] tetradecanoate, this compound is widely utilized in biochemical and biophysical research. It is a white to off-white crystalline solid with a melting point of approximately 78-82°C and is soluble in organic solvents such as chloroform, ethanol, and DMSO. Cholesteryl myristate is commonly employed in lipid bilayer studies, membrane model systems, and as a standard in chromatographic analysis. Suitable for laboratory and research use only.

Properties

• CAS Number: 1989-52-2
• Complexity: 873
• 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] tetradecanoate
• InChI: InChI=1S/C41H72O2/c1-7-8-9-10-11-12-13-14-15-16-17-21-39(42)43-34-26-28-40(5)33(30-34)22-23-35-37-25-24-36(32(4)20-18-19-31(2)3)41(37,6)29-27-38(35)40/h22,31-32,34-38H,7-21,23-30H2,1-6H3/t32-,34+,35+,36-,37+,38+,40+,41-/m1/s1
• InChI Key: SJDMTGSQPOFVLR-ZPQCIJQQSA-N
• Exact Mass: 596.55323154
• Molecular Formula: C41H72O2
• Molecular Weight: 597.0
• SMILES: CCCCCCCCCCCCCC(=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: 596.55323154
• Physical Description: Clear, nearly colorless crystals;
• Synonyms: Cholesteryl myristate, 1989-52-2, Cholestryl myristate, Cholesteryl tetradecanoate, Cholesterol, myristate, Cholest-5-en-3-ol (3beta)-, 3-tetradecanoate, 1-myristoyl-cholesterol, Cholesterol Ester(14:0), cholesterol 1-tetradecanoic acid, Cholesterol Ester(14:0/0:0), EINECS 217-867-8, NSC 226867, CHEBI:84304, CE(14:0/0:0), (3beta)-cholest-5-en-3-yl tetradecanoate, [(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] tetradecanoate, ((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) tetradecanoate, Cholest5en3betayl myristate, Cholesterol, myristate (8CI), 5Cholesten3betaol 3tetradecanoate, Cholesteryl Myristate, Liquid Crystal, 3betaHydroxy5cholestene 3tetradecanoate, Cholest5en3ol (3beta), tetradecanoate, Cholest5en3ol (3beta), 3tetradecanoate, Cholest-5-en-3-ol (3.beta.)-, 3-tetradecanoate, Cholesterol Myristate, CE(14:0), Cholest-5-en-3beta-yl myristate, 14:0 Cholesteryl ester, cholest-5-en-3beta-yl tetradecanoate, Myristic Acid Cholesterol Ester, 5-Cholesten-3beta-ol Palmitate; Cholest-5-en-3beta-ol Palmitate; Cholesterol Tetradecanoate; Cholesteryl Tetradecanoate; NSC 226867;, Cholesteryl myristate;Cholesteryl tetradecanoate, Cholestryl myristic acid, cholesterol 1-myristoate, cholesteryl 1-myristoate, 14:0 Cholesterol ester, cholesterol 1-tetradecanoate, cholesteryl 1-tetradecanoate, cholesterol 1-myristoic acid, cholesteryl 1-myristoic acid, Cholesteryl tetradecanoic acid, SCHEMBL161746, cholesteryl 1-tetradecanoic acid, Cholest-5-en-3-yl myristate #, 5-Cholesten-3.beta.-ol myristate, HY-N2338, LMST01020004, MFCD00014256, MSK176864, AKOS025285999, CS-6327, FC61972, AS-64976, BP-29630, cholest-5-en-3beta-yl tetradecanoic acid, Cholest-5-en-3-ol (3beta)-tetradecanoate, C0675, NS00045437, Cholest-5-en-3-ol (3beta)-, tetradecanoate, Cholest-5-en-3-ol (3|A)-, 3-tetradecanoate, Cholest-5-en-3-ol (3beta)-tetradecanoic acid, D95276, Q27157667

Application

Cholesteryl myristate is extensively used in the study of lipid bilayers and membrane dynamics due to its ability to mimic natural cholesterol esters. It serves as a key component in model membrane systems for investigating phase behavior and lipid-protein interactions. Researchers also utilize it as a standard in HPLC and GC analyses for lipid quantification. Additionally, it finds applications in the formulation of liposomes and drug delivery systems.

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