372935

Sigma-Aldrich

Cholesteryl oleate

technical grade

Synonym(s):
Cholesteryl cis-9-octadecenoate, 3β-Hydroxy-5-cholestene 3-oleate, Oleic acid cholesteryl ester, 5-Cholesten-3β-ol 3-oleate
Empirical Formula (Hill Notation):
C45H78O2
CAS Number:
Molecular Weight:
651.10
Beilstein/REAXYS Number:
2343071
EC Number:
MDL number:

grade

technical grade

optical activity

[α]20/D −24°, c = 1 in chloroform

mp

44-47 °C (lit.)

SMILES string

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(C1)=CC[C@]3([H])[C@]2([H])CC[C@]4(C)[C@]([H])(CC[C@@]34[H])[C@H](C)CCCC(C)C

InChI

1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

InChI key

RJECHNNFRHZQKU-RMUVNZEASA-N

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Certificate of Analysis

Certificate of Origin

A Tall et al.
The Journal of clinical investigation, 79(4), 1217-1225 (1987-04-01)
Plasma cholesteryl esters, synthesized in the high density lipoproteins (HDL), may be transferred to other lipoproteins by a cholesteryl ester transfer protein (CETP). We found a twofold increase in mass transfer of cholesteryl ester from HDL to apoB-containing lipoproteins in...
Jin Wang et al.
Journal of lipid research, 56(2), 319-330 (2014-11-08)
ABCG5 (G5) and ABCG8 (G8) form a sterol transporter that acts in liver and intestine to prevent accumulation of dietary sterols. Mutations in either G5 or G8 cause sitosterolemia, a recessive disorder characterized by sterol accumulation and premature coronary atherosclerosis....
K Matsuda
Medicinal research reviews, 14(3), 271-305 (1994-05-01)
Atherosclerosis is a major death cause in western industrialized countries. A diagnosing system, medical prevention, and treatment of atherosclerosis is not sufficient so far. A direct acting antiatherosclerotic agent is eagerly waited. ACAT inhibitor approach could provide such an agent....
J C Vinagre et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 23(1), 61-67 (2011-09-23)
Vegan diet excludes all foodstuffs of animal origin and leads to cholesterol lowering and possibly reduction of cardiovascular disease risk. The aim was to investigate whether vegan diet improves the metabolic pathway of triglyceride-rich lipoproteins, consisting in lipoprotein lipolysis and...
Nobuhiro Zaima et al.
Atherosclerosis, 217(2), 427-432 (2011-04-26)
Imaging mass spectrometry (IMS) enables the visualization of individual molecules present on tissue sections. We attempted to identify and visualize specific markers for aortic atherosclerotic lesions. Atherosclerotic lesions were obtained from aortic roots of apolipoprotein E (ApoE)-deficient mice at 60...

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