An active metabolite of EPA
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12(S)-HpEPE

Item No. 42550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12S-hydroperoxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid
CAS Number
103239-14-1
Molecular Formula
C20H30O4
Formula Weight
334.5
Purity
≥96%
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](OO)/C=C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H30O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h3-4,7-11,13-14,17,19,23H,2,5-6,12,15-16,18H2,1H3,(H,21,22)/b4-3-,9-7-,11-8-,13-10-,17-14+
InChi Key
HDMYXONNVAOHFR-QGQBRVLBSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $222

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    50 µg

    $399

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    100 µg

    $707

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    Product Description

    12(S)-HpEPE is an active metabolite of the ω-3 fatty acid eicosapentaenoic acid (EPA; Item Nos. 90110 | 90110.1 | 21908).1 It is formed from EPA by 12-lipoxygenase (12-LO). 12(S)-HpEPE (0.3 and 1 µM) inhibits IL-1β-induced increases in the levels of COX-2 in human pulmonary microvascular endothelial cells (HPMECs).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pace-Asciak, C.R. Formation of hepoxilin A4, B4 and the corresponding trioxilins from 12(S)-hydroperoxy-5,8,10,14,17-icosapentaenoic acid. Prostaglandins Leukot. Med. 22(1), 1-9 (1986).

    2. Ait-Said, F., Elalamy, I., Werts, C., et al. Inhibition by eicosapentaenoic acid of IL-1β-induced PGHS-2 expression in human microvascular endothelial cells: Involvement of lipoxygenase-derived metabolites and p38 MAPK pathway. Biochim. Biophys. Acta 1631(1), 77-84 (2003).