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|Common Name=&&13-Hydroxy-10-Oxo-11-Octadecenoic Acid&&
|Common Name=&&13-Hydroxy-10-Oxo-11-Octadecenoic Acid&&
|Mass Spectra=GC-EI-MS(after methanolysis and hydrogenation)[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]: m/e=328[M], 257[M-(CH2)4CH3], 225[257-CH3OH], 199[CO(CH2)8COOCH3], 167[199-CH3OH](standard peak), 157[(CH2)7COOCH3 or CH3(CH2)4CH(OH)-(CH2)2CO]
|Mass Spectra=GC-EI-MS(after methanolysis and hydrogenation)[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]: m/e=328[M], 257[M-(CH2)4CH3], 225[257-CH3OH], 199[CO(CH2)8COOCH3], 167[199-CH3OH](standard peak), 157[(CH2)7COOCH3 or CH3(CH2)4CH(OH)-(CH2)2CO]
|UV Spectra=<FONT FACE="Symbol">l</FONT> EtOH /max=226nm(<FONT FACE="Symbol">e</FONT>=9900&Aring; }1100), <FONT FACE="Symbol">l</FONT> EtOH /max=275nm(<FONT FACE="Symbol">e</FONT>260&Aring; }30)[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]
|UV Spectra=lambda EtOH /max=226nm(epsilon=9900&Aring; }1100), lambda EtOH /max=275nm(epsilon260&Aring; }30)[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]
|IR Spectra=Trans unsaturation(973cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), conjugated C=O(1617cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>), OH(3460,1070cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>) [[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]
|IR Spectra=Trans unsaturation(973cm^- ^1 ), conjugated C=O(1617cm^- ^1 ), OH(3460,1070cm^- ^1 ) [[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]: C9(2.56ppm), C11(6.28ppm), C12(6.80ppm), C13(4.29ppm)
|NMR Spectra=^1 H-NMR[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]: C9(2.56ppm), C11(6.28ppm), C12(6.80ppm), C13(4.29ppm)
|Source=Oxidative products of linoleate by corn germ extracts[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]. Reaction products between 9-hydroperoxylinoleate and corn hydroperoxide isomerase[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]. Production mechanism<!--8035-->[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]][[Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129}}]]<!--8074-->.
|Source=Oxidative products of linoleate by corn germ extracts[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]. Reaction products between 9-hydroperoxylinoleate and corn hydroperoxide isomerase[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]]. Production mechanism<!--8035-->[[Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311|{{RelationTable/GetFirstAuthor|Reference:Gardner_WH:,J. Lipid. Res.,1970,11,311}}]][[Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129|{{RelationTable/GetFirstAuthor|Reference:Gardner_HW:,J. Agric. Food Chem.,1975,23,129}}]]<!--8074-->.
|Chemical Synthesis=
|Chemical Synthesis=

Revision as of 23:00, 19 February 2010

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8042
LipidMaps LMFA01060069
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF18107OX02
13-Hydroxy-10-Oxo-11-Octadecenoic Acid
Structural Information
13-Hydroxy-10-Oxo-11-Octadecenoic Acid
  • 13-Hydroxy-10-Oxo-11-Octadecenoic Acid
Formula C18H32O4
Exact Mass 312.23005951199997
Average Mass 312.44428
SMILES CCCCCC(O)C=CC(=O)CCCCCCCCC(O)=O
Physicochemical Information
Oxidative products of linoleate by corn germ extracts Gardner_WH . Reaction products between 9-hydroperoxylinoleate and corn hydroperoxide isomerase Gardner_WH . Production mechanism Gardner_WH Gardner_HW .
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis and hydrogenation) Gardner_WH : m/e=328[M], 257[M-(CH2)4CH3], 225[257-CH3OH], 199[CO(CH2)8COOCH3], 167[199-CH3OH](standard peak), 157[(CH2)7COOCH3 or CH3(CH2)4CH(OH)-(CH2)2CO]
UV Spectra λ EtOH /max=226nm(ε=9900Å }1100), λ EtOH /max=275nm(ε260Å }30) Gardner_WH
IR Spectra Trans unsaturation(973cm-1), conjugated C=O(1617cm-1), OH(3460,1070cm-1) Gardner_WH
NMR Spectra 1H-NMR Gardner_WH : C9(2.56ppm), C11(6.28ppm), C12(6.80ppm), C13(4.29ppm)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18107OX02 See above. Gardner_HW 1975
n.a. LBF18107OX02 See above. Gardner_WH 1970


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