An anti-inflammatory monohydroxy fatty acid derived from EPA
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12(S)-HEPE

Item No. 32550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12S-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid
CAS Number
116180-17-7
Molecular Formula
C20H30O3
Formula Weight
318.5
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
CC/C=C\C/C=C\C[C@H](O)/C=C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChi Key
MCRJLMXYVFDXLS-UOLHMMFFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $169

    Add

    50 µg

    $319

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    100 µg

    $602

    Add
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    Product Description

    12(S)-HEPE is a monohydroxy fatty acid synthesized from EPA by the action of 12-LO. Unstimulated neutrophils metabolize 12(S)-HEPE to 12(S),20-diHEPE, whereas stimulated neutrophils produce 5(S),12(S)-HEPE via the 5-lipoxygenase pathway.1 The competitive action of 12(S)-HEPE with arachidonic acid as a substrate for 5-LO in the formation of leukotrienes may provide a basis for the anti-inflammatory potential of ω-3 fatty acids.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. von Schacky, C., Marcus, A.J., Safier, L.B., et al. Platelet-neutrophil interactions. 12S,20- and 5S,12S-dihydroxyeicosapentaenoic acids: Two novel neutrophil metabolites from platelet-derived 12S-hydroxyeicosapentaenoic acid. J. Lipid Res. 31, 801-810 (1990).

    Product Citations

    Ge, X.Y., Cheng, J., Zhang, L.J., et al. Identification of Or5v1/Olfr110 as an oxylipin receptor and anti-obesity target. Cell. 189(5), 1481-1498 (2025).

    Leiria, L.O., Wang, C.-H., Lynes, M.D., et al. 12-Lipoxygenase regulates cold adaptation and glucose metabolism by producing the omega-3 lipid 12-HEPE from brown fat. Cell Metab. 30(4), 768-783.e767 (2019).