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| {{Lipid/Header}}
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| {{Metabolite
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| |LipidBank=DFA8080
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| |LipidMaps=-
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| |SysName=8-Hydroperoxy- 5,9,11,14 -eicosatetraenoic acid
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| |Common Name=&&8-Hydroperoxy- 5,9,11,14 -eicosatetraenoic acid&&
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| |Mass Spectra=GC-EI-MS(Me-ester; after reduction and TMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]][[Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518|{{RelationTable/GetFirstAuthor|Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518}}]]: m/e=406[M]; 316[M-HOTMS]; 65[SMTO=CHCH=CHCH=CHCH2CH=CH(CH2)4CH3]; GC-EI-MS(Me-ester; after reduction and TBDMS)(114): m/e=448[M], 391[M-(CH3)3C]; GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS)
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| |UV Spectra=UV[[Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177}}]] conjugated diene: lambda max=235nm, UV(Me-ester)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]] conjugated diene: lambda max=232.5nm, UV(Me-ester; after reduction)[[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]] conjugated trans, cis diene: lambda max=236nm, conjugated trans, trans diene: lambda max=232.5nm
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| |IR Spectra=IR(me-ester; after reduction)[[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]] conjugated trans, cis diene: 985, 950cm^{-1}, conjugated trans, trans diene: 989cm^{-1}; IR(Me-ester)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]: OOH group: 3400cm^{-1}
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| |NMR Spectra=^1 H-NMR(Me-ester)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]: OOH: 8.3ppm
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| |Other Spectra= (Hydrogenation and TBDMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|
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| {{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]
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| |Source=Autooxidation of arachidonic acid[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791|{{RelationTable/GetFirstAuthor|Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791}}]][[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]]. Oxidation of arachidonic acid by singlet-oxygen[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]][[Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177}}]]. Reaction products between arachidonic acid and lipoxygenase from living cells(8-HPETE)<!--8100-->[[Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271|{{RelationTable/GetFirstAuthor|Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271}}]]<!--8102-->.
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| |Chemical Synthesis=
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| |Metabolism=
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| |Biological Activity=8-HPETE generated by 8-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE<!--8100-->.
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| |Other Spectra=Rogenation and TBDMS)
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| [[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587
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| |{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]
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| |Note=Isomerization of hydroperoxides : Both 5- and 15-hydroperoxide were generated predominantly by autooxidation or singlet-oxygen mediated oxidation[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791|{{RelationTable/GetFirstAuthor|Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791}}]][[Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49|{{RelationTable/GetFirstAuthor|Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49}}]]. However, the proportion of each isomer generated become almost equal by supplementation of hydrogen donor such as tocopherol[[Reference:Porter_NA:Lehman_IS:Weber_BA:Smith_KJ:,J. Am. Chem. Soc.,1981,103,6447|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Lehman_IS:Weber_BA:Smith_KJ:,J. Am. Chem. Soc.,1981,103,6447}}]][[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49|{{RelationTable/GetFirstAuthor|Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49}}]].
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