(±)5-HEPE (CAS 83952-40-3) (Inchi key FTAGQROYQYQRHF-FCWZHQICSA-N) || Cayman Chemical | Supplier
(±)5-HEPE
Item № 32200
CAS № 83952-40-3
Purity ≥97%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
25 µg $45.00 $0.00
50 µg $86.00 $0.00
100 µg $162.00 $0.00
250 µg $360.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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Description

(±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB5.1,2,3 The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.3

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Technical Information
Formal Name (±)-​5-​hydroxy-​6E,​8Z,​11Z,​14Z,​17Z-​eicosapentaenoic acid
CAS Number 83952-40-3
Molecular Formula C20H30O3
Formula Weight 318.5
Purity ≥97%
Formulation A solution in ethanol
λmax 236 nm
SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C=C/C(O)​CCCC(=O)​O
InChI Code ​1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)​17-15-18-20(22)​23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)​/b4-3-,7-6-,10-9-,13-12-,16-14+
InChI Key FTAGQROYQYQRHF-FCWZHQICSA-N

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

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 130 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. Powell, W.S., Gravel, S., and Gravelle, F. Formation of a 5-oxo metabolite of 5,8,11,14,17-eicosapentaenoic acid and its effects on human neutrophils and eosinophils. J Lipid Res 36 2590-2598 (1995).

2. Lee, T.H., Mencia-Huerta, J., Shih, C., et al. Effects of exogenous arachidonic, eicosapentaenoic, and docosahexaenoic acids on the generation of 5-lipoxygenase pathway products by ionophore-activated human neutrophils. J Clin Invest 74 1922-1933 (1984).

3. Taylor, S.M., Laegreid, W.W., Heidel, J.R., et al. EArachidonic and eicosapentaenoic acid metabolism in bovine neutrophils and platelets: Effect of calcium ionophore. J Leukoc Biol 42 253-262 (1987).

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