A monohydroxy fatty acid derived from EPA
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Labeled Version(s)
3122115(S)-HEPE-d5
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15(S)-HEPE

Item No. 32710

Technical Information
Formal Name
15(S)-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid
CAS Number
86282-92-0
Synonyms
  • 15(S)-hydroxy-Eicosapentaenoic Acid
  • 15(S)-hydroxy EPA
Molecular Formula
C20H30O3
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
CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1
InChi Key
WLKCSMCLEKGITB-DBVSHIMFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    15(S)-HEPE is a monohydroxy fatty acid. 15(S)-HEPE is biosynthesized from eicosapentaenoic acid (Item Nos. 90110 | 90110.1 | 21908) by 15-lipoxygenase (15-LO).1,2 Serum levels of 15(S)-HEPE are elevated in patients with asthma.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, C., Yamaguchi, R.Y., and Ziboh, V.A. Guinea pig epidermis generates putative anti-inflammatory metabolites from fish oil polyunsaturated fatty acids. Lipids 24(12), 998-1003 (1989).

    2. Tan, L., Xin, X., Zhai, L., et alDrosophila fed ARA and EPA yields eicosanoids, 15S-hydroxy-5Z,8Z, 11Z, 13E-eicosatetraenoic acid, and 15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid. Lipids 51(4), 435-449 (2016).

    3. Bian, X., Sun, B., Zheng, P., et alDerivatization enhanced separation and sensitivity of long chain-free fatty acids: Application to asthma using targeted and non-targeted liquid chromatography-mass spectrometry approach. Anal. Chim. Acta. 989, 59-70 (2017).