(±)13-HpODE (CAS 23017-93-8) (Inchi key JDSRHVWSAMTSSN-BSZOFBHHSA-N) || Cayman Chemical | Supplier
(±)13-HpODE
Item № 10704
CAS № 23017-93-8
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
50 µg $55.00 $0.00
100 µg $105.00 $0.00
500 µg $440.00 $0.00
1 mg $770.00 $0.00

Pricing updated 2015-08-30. Prices are subject to change without notice.

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Description

(±)13-HpODE is a racemic mixture of hydroperoxides derived non-enzymatically from linoleic acid through the action of reactive oxygen species. Lipid hydroperoxides, including 13-HpODE, have limited direct biological actions, such as the activation of lipoxygenases.1 Normally, (±)13-HpODE is rapidly reduced to (±)13-HODE, a compound which exhibits many biological activities.2 Importantly, 13-HpODE can also be metabolized to unsaturated aldehydes that can, in turn, covalently bind to DNA, amino acids, and proteins.3,4,5

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Technical Information
Formal Name (±)13-​hydroperoxy-​9Z,​11E-​octadecadienoic acid
CAS Number 23017-93-8
Molecular Formula C18H32O4
Formula Weight 312.4
Purity ≥98%
Formulation A solution in ethanol
SMILES CCCCCC(OO)​/C=C/C=C\CCCCCCCC(O)​=O
InChI Code ​1S/C18H32O4/c1-2-3-11-14-17(22-21)​15-12-9-7-5-4-6-8-10-13-16-18(19)​20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)​/b9-7-,15-12+
InChI Key JDSRHVWSAMTSSN-BSZOFBHHSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 161 Kb PDF

Download Safety Data Sheet (SDS) 28 Kb PDF

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Additional Information

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References & Background Reading
Product Description References

1. Jones, G.D., Russell, L., Darley-Usmar, V.M., et al. Role of lipid hydroperoxides in the activation of 15-lipoxygenase. Biochemistry 35 7197-7203 (1996).

2. Kühn, H. Biosynthesis, metabolization and biological importance of the primary 15-lipoxygenase metabolites 15-hydro(pero)xy-5Z,8Z,11Z,13E-eicosatetraenoic acid and 13-hydro(pero)xy-9Z,11E-octadecadienoic acid. Prog Lipid Res 35 203-226 (1996).

3. Williams, M.V., Wishnok, J.S., and Tannenbaum, S.R. Covalent adducts arising from the decomposition products lipid hydroperoxides in the presence of cytochrome C. Chem Res Toxicol 20(5) 767-75 (2007).

4. Iwahashi, H., Nishizaki, K., and Takagi, I. Cytochrome c catalyzes the formation of pentyl radical and octanoic acid radical from linoleic acid hydroperoxide. Biochem J 361 57-66 (2002).

5. Kawai, Y., Kato, Y., Fujii, H., et al. Immunochemical detection of a novel lysine adduct using an antibody to linoleic acid hydroperoxide-modifies protein. J Lipid Res 44 1124-1131 (2003).

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