(±)9-HODE cholesteryl ester

Cayman Chemical Item Number 38401

(CAS 33783-76-5)

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Description

(±)9-HODE cholesteryl ester was originally extracted from atherosclerotic lesions1 and shown to be produced by Cu2+-catalyzed oxidation of LDL.2 Later studies determined that 15-LO from rabbit reticulocytes and human monocytes were able to metabolize cholesteryl linoleate, a major component of LDL, to 9-HODE cholesteryl ester.3,4

1. Brooks, C.J.W., Harland, W.A., Steel, G., et al. Lipids of human atheroma: Isolation of hydroxyoctadecadienoic acids from advanced aortal lesions. Biochim Biophys Acta 202 563-566 (1970).

2. Lenz, M.L., Hughes, H., Mitchell, J.R., et al. Lipid hydroperoxy and hydroxy derivatives in copper-catalyzed oxidation of low density lipoprotein. J Lipid Res 31 1043-1050 (1990).

3. Belkner, J., Wiesner, R., Kühn, H., et al. The oxygenation of cholesterol esters by the reticulocyte lipoxygenase. FEBS Lett 279 110-114 (1991).

4. Folcik, V.A., and Cathcart, M.K. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL. J Lipid Res 35 1570-1582 (1994).

Formal Name (±)-​9-​hydroxy-​10E,​12Z-​octadecadienoic acid,​ cholesteryl ester
CAS Number 33783-76-5
Molecular Formula C45H76O3
Formula Weight 665.1
Formulation A solution in ethanol
Purity ≥98%
λmax 234 nm
ε 23
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C=C/C(O)​CCCCCCCC(=O)​O[C@H]​1CC[C@@]​2(C)​C(=CC[C@H]​3[C@@H]​4CC[C@H]​([C@H]​(C)​CCCC(C)​C)​[C@@]​4(C)​CC[C@H]​23)​C1
InCHI Code
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​1S/C45H76O3/c1-7-8-9-10-11-13-16-22-37(46)​23-17-14-12-15-18-24-43(47)​48-38-29-31-44(5)​36(33-38)​25-26-39-41-28-27-40(35(4)​21-19-20-34(2)​3)​45(41,6)​32-30-42(39)​44/h11,13,16,22,25,34-35,37-42,46H,7-10,12,14-15,17-21,23-24,26-33H2,1-6H3/b13-11-,22-1
InCHI Key
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ALWABJCAEDQEGO-SGAXLBQASA-N

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Size Price Quantity Subtotal
25 µg $70.00 $0.00
50 µg $133.00 $0.00
100 µg $252.00 $0.00
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Cart Total $0.00

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Pricing updated 2015-03-27. Prices are subject to change without notice.

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