A PKC and PPARα activator
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8(S)-HETE

Item No. 34360

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid
CAS Number
98462-03-4
Synonyms
  • 8(S)-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
237 nm
SMILES
CCCCC/C=C\C\C=C\C=C/[C@@H](O)C/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,14-11-,16-13+/t19-/m1/s1
InChi Key
NLUNAYAEIJYXRB-VYOQERLCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    25 µg

    $168

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    50 µg

    $301

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    100 µg

    $566

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    Product Description

    8(S)-HETE is a major lipoxygenase product in PMA-treated murine epidermis.1 It activates mouse keratinocyte protein kinase C with an IC50 of 100 µM.2 8(S)-HETE also activates PPARα selectively at concentrations as low as 0.3 µM.3 Stereochemical assignment of the (S) enantiomer is based on comparison of chiral HPLC retention times to published results.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hughes, M.A., and Brash, A.R. Investigation of the mechanism of biosynthesis of 8-hydroxyeicosatetraenoic acid in mouse skin. Biochim. Biophys. Acta 1081(3), 347-354 (1991).

    2. Lo, H.H., Bartek, G.A., and Fischer, S.M. In vitro activation of mouse skin protein kinase C by fatty acids and their hydroxylated metabolites. Lipids 29(8), 547-553 (1994).

    3. Yu, K., Bayona, W., Kallen, C.B., et al. Differential activation of peroxisome proliferator-activated receptors by eicosanoids. The Journal of Biological Chemisty 270(41), 23975-23983 (1995).

    4. Schneider, C., Yu, Z., Boeglin, W.E., et al. Enantiomeric separation of hydroxy and hydroperoxy eicosanoids by chiral column chromatography. Methods Enzymol. 433, 145-157 (2007).

    Product Citations

    Rao, C.V., Desai, D., Rivenson, A., et al. Chemoprevention of colon carcinogenesis by phenylethyl-3-methylcaffeate. Cancer Res. 55(11), 2310-2315 (1995).