A cholesterol ester
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Cholesteryl Myristate

Item No. 26439

Technical Information
Formal Name
(3β)-cholest-5-en-3-ol 3-tetradecanoate
CAS Number
1989-52-2
Synonyms
  • Cholesterol Myristate
  • Cholesteryl Tetradecanoate
  • Myristic Acid cholesteryl ester
  • NSC 226867
Molecular Formula
C41H72O2
Formula Weight
Purity
≥98%
A crystalline solid
Chloroform: 10 mg/mL
SMILES
C[C@]12C(C[C@@H](OC(CCCCCCCCCCCCC)=O)CC2)=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4([C@@H](CCCC(C)C)C)[H]
InChi Code
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
Side Chain Carbon Sum
14:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cholesteryl myristate is a cholesterol ester.1 Levels of cholesteryl myristate are increased in the serum, liver, and aorta in rabbits fed a high-cholesterol diet and positively correlate with development of non-alcoholic fatty liver disease (NAFLD). Plasma levels of cholesteryl myristate also positively correlate with the presence of unstable atherosclerotic plaques in coronary artery disease.2 Cholesterol myristate has been used in the composition of lipid nanoparticles (LNPs) as a drug carrier systems for drugs with low water solubility.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, E.J., Kim, B.H., Seo, H.S., et alCholesterol-induced non-alcoholic fatty liver disease and atherosclerosis aggravated by systemic inflammation. PLoS One 5(6), e97841 (2014).

    2. Meikle, P.J., Wong, G., Tsorotes, D., et alPlasma lipidomic analysis of stable and unstable coronary artery disease. Arterioscler. Thromb. Vasc. Biol. 31(11), 2723-2732 (2011).

    3. Rosenblatt, K.M., and Bunjes, H. Evaluation of the drug loading capacity of different lipid nanoparticle dispersions by passive drug loading. Eur. J. Pharm. Biopharm. 117, 49-59 (2017).