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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: <FONT FACE="Symbol">l</FONT>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: <FONT FACE="Symbol">l</FONT>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}}]][[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]] conjugated trans, cis diene: <FONT FACE="Symbol">l</FONT>max=235-236nm, conjugated trans, trans diene: <FONT FACE="Symbol">l</FONT>m
|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: <FONT FACE="Symbol">l</FONT>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: <FONT FACE="Symbol">l</FONT>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}}]][[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]] conjugated trans, cis diene: <FONT FACE="Symbol">l</FONT>max=235-236nm, conjugated trans, trans diene: <FONT FACE="Symbol">l</FONT>m
|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<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>, conjugated trans, trans diene: 989cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>
|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<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>, conjugated trans, trans diene: 989cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>
|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(5-HPETE)[[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}}]].
|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(5-HPETE)<!--8031--><!--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--><!--8103-->.
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Biological Activity=5-HPETE generated by 5-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE[[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}}]].
|Biological Activity=5-HPETE generated by 5-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE<!--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}}]]<!--8103--><!--8104-->.
}}
}}


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Revision as of 16:30, 26 January 2010

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8079
LipidMaps -
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406HP01
5-Hydroperoxy-6,8,11,14-Eicosatetraenoic Acid
LBF20406HP01.png
Structural Information
5-Hydroperoxy-6,8,11,14-Eicosatetraenoic Acid/5-Hydroperoxy-6,8,11,14-Eicosatetraenoate
  • 5-Hydroperoxy-6,8,11,14-Eicosatetraenoic Acid
  • 5-Hydroperoxy-6,8,11,14-Eicosatetraenoate
Formula C20H32O4
Exact Mass 336.23005951199997
Average Mass 336.46567999999996
SMILES C(CC=CCC=CCC=CC=CC(OO)CCCC(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(5-HPETE) Spector_AA et al..
5-HPETE generated by 5-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE Spector_AA et al..
Spectral Information
Mass Spectra GC-EI-MS(Me-ester; after reduction and TMS) TeraoJet al. TeraoJet al. BorgeatPet al. RabinovitchHet al. KoshiharaYet al. OchiKet al. FurukawaMet al.GC-EI-MS(Me-ester; after reduction and TBDMS)(114), GC-EI-MS(Me-ester; after reduction, hydrogenation and TMS) TeraoJet al. TeraoJet al. Porter_NA et al. Porter_NA et al. BorgeatPet al. RabinovitchHet al. MayerBet al.
UV Spectra UV Porter_NA et al.conjugated diene: lmax=235nm, UV(Me-ester) TeraoJet al. conjugated diene: lmax=232.5nm, UV(Me-ester; after reduction) Porter_NA et al. BorgeatPet al. conjugated trans, cis diene: lmax=235-236nm, conjugated trans, trans diene: lm
IR Spectra IR(Me-ester; after reduction) Porter_NA et al.conjugated trans, cis diene: 985, 950cm-1, conjugated trans, trans diene: 989cm-1
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406HP01 See above. Borgeat_P et al. 1976
n.a. LBF20406HP01 See above. Furukawa_M et al. 1984
n.a. LBF20406HP01 See above. Koshihara_Y et al. 1982
n.a. LBF20406HP01 See above. Mayer_B et al. 1986
n.a. LBF20406HP01 See above. Ochi_K et al. 1983
n.a. LBF20406HP01 See above. Peers_KE et al. 1983
n.a. LBF20406HP01 See above. Porter_NA et al. 1981
n.a. LBF20406HP01 See above. Porter_NA et al. 1979
n.a. LBF20406HP01 See above. Porter_NA et al. 1979
n.a. LBF20406HP01 See above. Rabinovitch_H et al. 1981
n.a. LBF20406HP01 See above. Spector_AA et al. 1988
n.a. LBF20406HP01 See above. Terao_J et al. 1981
n.a. LBF20406HP01 See above. Terao_J et al. 1981


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