| Identification | Back Directory | [Name]
12(S)-HPEPE | [CAS]
103239-14-1 | [Synonyms]
12(S)-HPEPE
HDMYXONNVAOHFR-UOLHMMFFSA-N
12S-HYDROPEROXY-5Z,8Z,10E,14Z,17Z-EICOSAPENTAENOIC ACID
5,8,10,14,17-Eicosapentaenoic acid, 12-hydroperoxy-, (5Z,8Z,10E,12S,14Z,17Z)- | [Molecular Formula]
C20H30O4 | [MDL Number]
MFCD00065835 | [MOL File]
103239-14-1.mol | [Molecular Weight]
334.45 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml |
| Hazard Information | Back Directory | [Description]
12(S)-HpEPE is a monohydroperoxy polyunsaturated fatty acid produced by the action of 12-lipoxygenase on eicosapentaenoic acid. Although the biological activities of 12(S)-HpEPE have not been well characterized, it is expected to behave similarly to 12(S)-HpETE (Catalog No. 44570). | [Uses]
12(S)-HPEPE is a lipoxygenase product and an intermediate metabolite that leads to downregulation of PGHS-2 and has potential anti-inflammatory activity. 12(S)-HPEPE reduces interleukin 1h (IL-1h)-induced PGHS-2 expression in human lung microvascular endothelial cells[1]. | [Definition]
ChEBI: 12(S)-HpEPE is a 12-HPEPE in which the hydroperoxy group at positions 12 has S-configuration. It has a role as a human xenobiotic metabolite. It is a conjugate acid of a 12(S)-HpEPE(1-). | [References]
[1] Ait-Said F, et al. Inhibition by eicosapentaenoic acid of IL-1beta-induced PGHS-2 expression in human microvascular endothelial cells: involvement of lipoxygenase-derived metabolites and p38 MAPK pathway. Biochim Biophys Acta. 2003 Feb 20;1631(1):77-84. DOI:10.1016/s1388-1981(02)00358-x |
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