LBF20406HP02
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Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
IDs and Links | |
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LipidBank | DFA8080 |
LipidMaps | - |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF20406HP02 |
8-Hydroperoxy- 5,9,11,14 -eicosatetraenoic acid | |
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Structural Information | |
8-Hydroperoxy- 5,9,11,14 -eicosatetraenoic acid | |
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Formula | C20H32O4 |
Exact Mass | 336.23005951199997 |
Average Mass | 336.46567999999996 |
SMILES | C(CC=CCC=CC=CC(OO)CC=CCCCC(O)=O)CCC |
Physicochemical Information | |
Autooxidation of arachidonic acid Terao_J et al. Yamagata_S et al. Porter_NA et al.. Oxidation of arachidonic acid by singlet-oxygen Terao_J et al. Porter_NA et al.. Reaction products between arachidonic acid and lipoxygenase from living cells(8-HPETE) Spector_AA et al.. | |
8-HPETE generated by 8-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE. | |
Isomerization of hydroperoxides : Both 5- and 15-hydroperoxide were generated predominantly by autooxidation or singlet-oxygen mediated oxidation Terao_J et al. Yamagata_S et al. Peers_KE et al.. However, the proportion of each isomer generated become almost equal by supplementation of hydrogen donor such as tocopherol Porter_NA et al. Terao_J et al. Peers_KE et al.. | |
Spectral Information | |
Mass Spectra | GC-EI-MS(Me-ester; after reduction and TMS)
TeraoJet al.[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587
TeraoJet al.]] RabinovitchHet al.: 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) |
UV Spectra | UV[[Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177
Porter_NA et al.]] conjugated diene: λ max=235nm, UV(Me-ester) TeraoJet al. conjugated diene: λ max=232.5nm, UV(Me-ester; after reduction) Porter_NA et al. conjugated trans, cis diene: λ max=236nm, conjugated trans, trans diene: λ max=232.5nm |
IR Spectra | IR(me-ester; after reduction)[[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058
Porter_NA et al.]] conjugated trans, cis diene: 985, 950cm-1, conjugated trans, trans diene: 989cm-1; IR(Me-ester) TeraoJet al.: OOH group: 3400cm-1 |
NMR Spectra | 1H-NMR(Me-ester) TeraoJet al.: OOH: 8.3ppm |
Other Spectra | Hydrogenation and TBDMS TeraoJet al. |
Chromatograms |
Reported Metabolites, References | |||||||||||||||||||||||||||||||||||||||||||||||||||||||
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