An oxylipin
Related Products
Enantiomer(s)
3451011(S)-HETE
Isomer(s)
34500(±)11-HETE
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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11(R)-HETE

Item No. 34505

Technical Information
Formal Name
11R-hydroxy-5Z,8Z,12E,14Z-eicosatetraenoic acid
CAS Number
73347-43-0
Synonyms
  • 11(R)-Hydroxyeicosatetraenoic Acid
Molecular Formula
C20H32O3
Formula Weight
Purity
≥98%
A 100 µg/ml solution in ethanol
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS pH 7.2: 0.8 mg/ml
λmax
236 nm
SMILES
CCCCC/C=C\C=C\[C@H](O)C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6-,10-7-,14-11-,16-13+/t19-/m0/s1
InChi Key
GCZRCCHPLVMMJE-WXMXURGXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    11(R)-HETE is an oxylipin produced by COX-1 and COX-2 from arachidonic acid or aspirin-acetylated COX-2-mediated oxidation of arachidonic acid.1,2 It is also produced by 11(R)-lipoxygenases in the freshwater hydra (H. vulgaris), where it is involved in tentacle regeneration, and in the sea urchin (S. purpuratus).3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thuresson, E.D., Lakkides, K.M., and Smith, W.L. Different catalytically competent arrangements of arachidonic acid within the cyclooxygenase active site of prostaglandin endoperoxide H synthase-1 lead to the formation of different oxygenated products. The Journal of Biological Chemisty 275(12), 8501-8507 (2000).

    2. Xiao, G., Tsai, A.l., Palmer, G., et alAnalysis of hydroperoxide-induced tyrosyl radicals and lipoxygenase activity in aspirin-treated human prostaglandin H synthase-2. Biochemistry 36(7), 1836-1845 (1997).

    3. Hawkins, D.J., and Brash, A.R. Eggs of the sea urchin, Strongylocentrotus purpuratus, contain a prominent (11R) and (12R) lipoxygenase activity. The Journal of Biological Chemisty 262(16), 7629-7634 (1987).

    4. Di Marzo, V., Gianfrani, C., De Petrocellis, L., et alPolyunsaturated-fatty-acid oxidation in Hydra: Regioselectivity, substrate-dependent enantioselectivity and possible biological role. Biochem. J. 300, 501-507 (1994).