LBF18106EO01: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
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|LipidBank=DFA8007
|LipidBank=DFA8007
|LipidMaps=LMFA01070011
|LipidMaps=LMFA01070011
|SysName=9,10-Epoxy-12-Octadecenoic Acid
|SysName=9,10-Epoxy-12-octadecenoic acid
|Common Name=&&9,10-Epoxy-12-Octadecenoic Acid&&9,10-Epoxy-12-Octadecenoate&&
|Common Name=&&9,10-EODE&&
|Mass Spectra=GC-EI-MS[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]: m/e= 310[M], 279[M-OCH3], 199[M-CH3(CH2)4CH=CHCH2], 153[M-(CH2)7-COOCH3], GC-EI-MS(after solvolysation-trimethylsilylation in MeOH)[[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]]
|Mass Spectra=GC-EI-MS[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]: m/e= 310[M], 279[M-OCH3], 199[M-CH3(CH2)4CH=CHCH2], 153[M-(CH2)7-COOCH3], GC-EI-MS(after solvolysation-trimethylsilylation in MeOH)[[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]]
|IR Spectra=Olefinic(3002cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), cis unsaturation(718cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), cis epoxide(835-815cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>)[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]
|IR Spectra=Olefinic(3002cm^{-1}), cis unsaturation(718cm^{-1}), cis epoxide(835-815cm^{-1})[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]: olefinic protons(5.44ppm), isolated cis epoxide(2.92ppm)
|NMR Spectra=^1 H-NMR[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]: olefinic protons(5.44ppm), isolated cis epoxide(2.92ppm)
|Source=In autooxidated methyllinoleate[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]]. A major secondary product by autooxidation in a lipid film of linoleate[[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]].
|Chemical Synthesis=
|Metabolism=
|Biological Activity=Antimicrobial compounds for Piricularia oryzae, a pathogenic fungus of rice blast disease (Imochi-byo)[[Reference:Kato_T:Yamaguthi_H:Uehara_T:Namai_T:,Chemistry and Biology (in Japanese),1986,24,183|{{RelationTable/GetFirstAuthor|Reference:Kato_T:Yamaguthi_H:Uehara_T:Namai_T:,Chemistry and Biology (in Japanese),1986,24,183}}]]
|Note=8, 9-; 10, 11- and 11, 12-Epoxide were detected in autooxidated methyl linoleate as well as 9, 10-epoxide[[Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415|{{RelationTable/GetFirstAuthor|Reference:Neff_WE:Frankel_EN:Scholfield_CR:Wesleder_D:,Lipids,1978,13,415}}]].
}}
 
{{MassbankSpectra|
UT000226
UT000227
UT000228
UT000229
UT000230
UT000231
UT000232
UT000233
UT000234
}}
}}
{{Lipid/Footer}}

Latest revision as of 00:00, 17 January 2014

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8007
LipidMaps LMFA01070011
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF18106EO01
9,10-EODE
LBF18106EO01.png
Structural Information
9,10-Epoxy-12-octadecenoic acid
  • 9,10-EODE
Formula C18H32O3
Exact Mass 296.23514489
Average Mass 296.44488
SMILES C(C(CC=CCCCCC)1)(CCCCCCCC(O)=O)O1
Physicochemical Information
In autooxidated methyllinoleate Neff_WE et al.. A major secondary product by autooxidation in a lipid film of linoleate Wu_GS et al..
Antimicrobial compounds for Piricularia oryzae, a pathogenic fungus of rice blast disease (Imochi-byo) Kato_T et al.
8, 9-; 10, 11- and 11, 12-Epoxide were detected in autooxidated methyl linoleate as well as 9, 10-epoxide Neff_WE et al..
Spectral Information
Mass Spectra GC-EI-MS Neff_WE et al.: m/e= 310[M], 279[M-OCH3], 199[M-CH3(CH2)4CH=CHCH2], 153[M-(CH2)7-COOCH3], GC-EI-MS(after solvolysation-trimethylsilylation in MeOH) Wu_GS et al.
UV Spectra
IR Spectra Olefinic(3002cm-1), cis unsaturation(718cm-1), cis epoxide(835-815cm-1) Neff_WE et al.
NMR Spectra 1H-NMR Neff_WE et al.: olefinic protons(5.44ppm), isolated cis epoxide(2.92ppm)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18106EO01 See above. Kato_T et al. 1986
n.a. LBF18106EO01 See above. Neff_WE et al. 1978
n.a. LBF18106EO01 See above. Wu_GS et al. 1977



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