Cholesteryl heptadecanoate

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Cholesteryl heptadecanoate Basic information
Product Name:Cholesteryl heptadecanoate
Synonyms:Cholest-5-en-3-ol (3b)-, 3-heptadecanoate;3β-Hydroxy-5-cholestene 3-heptadecanoate, 5-Cholesten-3β-ol 3-heptadecanoate;Cholesterol Heptadecanoate;Heptadecanoic Acid Cholesterol Ester;Cholest-5-en-3β-ol heptadecanoate;Heptadecanoic acid 3β-cholesteryl ester;Margaric acid cholesteryl ester;Cholesterol Heptadecanoate Heptadecanoic Acid Cholesterol Ester Margaric Acid Cholesterol Ester
CAS:24365-37-5
MF:C44H78O2
MW:639.09
EINECS:
Product Categories:
Mol File:24365-37-5.mol
Cholesteryl heptadecanoate Structure
Cholesteryl heptadecanoate Chemical Properties
Melting point 79 °C
Boiling point 661.7±34.0 °C(Predicted)
density 0.95±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMF: >50 mg/ml; DMSO: >50 mg/ml; Ethanol: >50 mg/ml; Ethanol:PBS (pH 7.2) (1:10): <10μg/ml
form A crystalline solid
color White to off-white
InChIKeyPPQNZVDOBYGOLY-BFGJSWSOSA-N
SMILESO([C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)CC=C2C1)C)C(=O)CCCCCCCCCCCCCCCC
Safety Information
WGK Germany 3
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsCarc. 2
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Cholesteryl heptadecanoate Usage And Synthesis
DescriptionCholesteryl 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. 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. CEs of various fatty acids are major constituents of murine and human adrenal glands.
UsesCholesteryl Heptadecanoate is a useful biochemical for proteomics research.
DefinitionChEBI: Cholesteryl heptadecanoate is a cholesterol ester obtained by the formal condensation of cholesterol with margaric acid. It has a role as a mouse metabolite. It is functionally related to a heptadecanoic acid.
References[1] ROGERS J, DIEFFENBACHER A, HOLM J V. LEXICON OF LIPID NUTRITION[C]. 1900: 0. DOI: 10.1515/iupac.73.0021
[2] T.P. JOHNSTON . Preventing cardiovascular heart disease: Promising nutraceutical and non-nutraceutical treatments for cholesterol management[J]. Pharmacological research, 2017, 120: Pages 219-225. DOI: 10.1016/j.phrs.2017.04.008
[3] E R ZAKIEV. Lipid composition of circulating multiple-modified low density lipoprotein.[J]. Lipids in Health and Disease, 2016, 15 1: 134. DOI: 10.1186/s12944-016-0308-2
[4] B CHENG  J K. Analysis of adrenal cholesteryl esters by reversed phase high performance liquid chromatography.[J]. Journal of Lipid Research, 1994, 35 6: 1115-1121.
Cholesteryl heptadecanoate Preparation Products And Raw materials
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