LBF18109EO01: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
{{Hierarchy|{{PAGENAME}}}}


{{Metabolite
{{Metabolite
|LipidBank=DFA8008
|LipidBank=DFA8008
|LipidMaps=LMFA01070002
|LipidMaps=LMFA02000038
|SysName=12,13-Epoxy-9-Octadecenoic Acid
|SysName=12,13-Epoxy-9-octadecenoic acid
|Common Name=&&12,13-Epoxy-9-Octadecenoic Acid&&
|Common Name=&&12,13-EODE&&
|Mass Spectra=GC-EI-MS(after solvolysation-trimethylsilylation in MeOH)[[Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31|{{RelationTable/GetFirstAuthor|Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31}}]][[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]: m/e= 299[SNTO=CH-CH2-CH=CH(CH2)7COOCH3], 217[CH3(CH2)4CH(OCH3)CHOTMS], 195[OHCCH2CH=CH(CH2)7CO], 173[ SMTO=CH(CH2)4CH3]
|Mass Spectra=GC-EI-MS(after solvolysation-trimethylsilylation in MeOH)[[Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31|{{RelationTable/GetFirstAuthor|Reference:Kleiman_R:Spencer_GF:,J. Am. Oil Chem. Soc.,1973,50,31}}]][[Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971|{{RelationTable/GetFirstAuthor|Reference:Wu_GS:Stein_RA:Mead_JF:,Lipids.,1977,12,971}}]][[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]: m/e= 299[SNTO=CH-CH2-CH=CH(CH2)7COOCH3], 217[CH3(CH2)4CH(OCH3)CHOTMS], 195[OHCCH2CH=CH(CH2)7CO], 173[ SMTO=CH(CH2)4CH3]
|IR Spectra=Trans olefin(960cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), cis olefin(720cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), trans epoxide(885cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), cis epoxide(840 and 820cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>)[[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]
|IR Spectra=Trans olefin(960cm^{-1}), cis olefin(720cm^{-1}), trans epoxide(885cm^{-1}), cis epoxide(840 and 820cm^{-1})[[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR[[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]: C8(2.01ppm), C9, 10(5.45ppm), C2, 11(2.29ppm), C12, 13(2.91ppm), J9-10= 10Hz(cis olefin)
|NMR Spectra=^1 H-NMR[[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]]: C8(2.01ppm), C9, 10(5.45ppm), C2, 11(2.29ppm), C12, 13(2.91ppm), J9-10= 10Hz(cis olefin)
|Source=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}}]]. A bitter substance in lecithin[[Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613|{{RelationTable/GetFirstAuthor|Reference:Sessa_DJ:Gardner_HW:Kleiman_R:Weisleder_D:,Lipids,1977,12,613}}]].
|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}}]]
}}
 
{{MassbankSpectra|
UT000010
UT000011
UT000012
UT000013
UT000014
UT000015
UT000016
UT000017
UT000018
}}
}}
{{Lipid/Footer}}

Latest revision as of 00:00, 17 January 2014

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8008
LipidMaps LMFA02000038
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF18109EO01
12,13-EODE
LBF18109EO01.png
Structural Information
12,13-Epoxy-9-octadecenoic acid
  • 12,13-EODE
Formula C18H32O3
Exact Mass 296.23514489
Average Mass 296.44488
SMILES C(C(CC=CCCCCCCCC(O)=O)1)(CCCCC)O1
Physicochemical Information
A major secondary product by autooxidation in a lipid film of linoleate Wu_GS et al.. A bitter substance in lecithin Sessa_DJ et al..
Antimicrobial compounds for Piricularia oryzae, a pathogenic fungus of rice blast disease (Imochi-byo) Kato_T et al.
Spectral Information
Mass Spectra GC-EI-MS(after solvolysation-trimethylsilylation in MeOH) KleimanRet al. Wu_GS et al. Sessa_DJ et al.: m/e= 299[SNTO=CH-CH2-CH=CH(CH2)7COOCH3], 217[CH3(CH2)4CH(OCH3)CHOTMS], 195[OHCCH2CH=CH(CH2)7CO], 173[ SMTO=CH(CH2)4CH3]
UV Spectra
IR Spectra Trans olefin(960cm-1), cis olefin(720cm-1), trans epoxide(885cm-1), cis epoxide(840 and 820cm-1) Sessa_DJ et al.
NMR Spectra 1H-NMR Sessa_DJ et al.: C8(2.01ppm), C9, 10(5.45ppm), C2, 11(2.29ppm), C12, 13(2.91ppm), J9-10= 10Hz(cis olefin)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18109EO01 See above. Kato_T et al. 1986
n.a. LBF18109EO01 See above. Kleiman_R et al. 1973
n.a. LBF18109EO01 See above. Sessa_DJ et al. 1977
n.a. LBF18109EO01 See above. Wu_GS et al. 1977



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