An internal standard for quantification of cholesterol esters
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Cholesteryl Heptadecanoate

Item No. 21750

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-en-3-ol (3β)-3-heptadecanoate
CAS Number
24365-37-5
Synonyms
  • Cholesteryl Margarate
  • Heptadecanoic Acid cholesteryl ester
  • Margaric Acid cholesteryl ester
Molecular Formula
C44H78O2
Formula Weight
639.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >50 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlEthanol:PBS (pH 7.2) (1:10): <10µg/ml
λmax
201 nm
SMILES
CCCCCCCCCCCCCCCCC(O[C@@H]1CC2=CC[C@]([C@@](CC[C@]3([H])[C@H](C)CCCC(C)C)([H])[C@]3(C)CC4)([H])[C@@]4([H])[C@@]2(C)CC1)=O
InChi Code
InChI=1S/C44H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-42(45)46-37-29-31-43(5)36(33-37)25-26-38-40-28-27-39(35(4)23-21-22-34(2)3)44(40,6)32-30-41(38)43/h25,34-35,37-41H,7-24,26-33H2,1-6H3/t35-,37+,38+,39-,40+,41+,43+,44-/m1/s1
InChi Key
PPQNZVDOBYGOLY-BFGJSWSOSA-N
Side Chain Carbon Sum
17:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    Product Description

    Cholesteryl heptadecanoate is a cholesterol ester (CE) formed by the condensation of cholesterol with heptadecanoic acid, a C-17 saturated fatty acid that does not occur in any natural animal or vegetable fat at high concentrations.1 As such, it is commonly used as an internal standard for the quantification of cholesterol esters by GC- or LC-mass spectrometry. CEs are major constituents of lipoprotein particles carried in blood and accumulate in the fatty acid lesions of atherosclerotic plaques.2,3 CEs of various fatty acids are major constituents of murine and human adrenal glands.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beare-Rogers, J., Dieffenbacher, A., and Holm, J.V. Lexicon of lipid nutrition. Pure Appl. Chem. 73(4), 685-744 (2001).

    2. Johnston, T.P., Korolenko, T.A., Pirro, M., et al. Preventing cardiovascular heart disease: Promising nutraceutical and non-nutraceutical treatments for cholesterol management. Pharmacol. Res. 120, 219-225 (2017).

    3. Zakiev, E.R., Sukhorukov, V.N., Melnichenko, A.A., et al. Lipid composition of circulating multiple-modified low density lipoprotein. Lipids Health Dis. 15(1), 134 (2016).

    4. Cheng, B., and Kowal, J. Analysis of adrenal cholesteryl esters by reversed phase high performance liquid chromatography. J. Lipid Res. 35(6), 1115-1121 (1994).