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Cayman is a manufacturer, supplier, and vendor of biochemical reagents, assay kits, forensic chemistry standards, antibodies, and proteins for scientific research. Analytical testing services and custom synthesis are also available.

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

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(±)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
Bulk Contact
Cart Total $0.00

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Pricing updated 2015-02-27. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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