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|LipidBank=DFA8029
|LipidBank=DFA8029
|LipidMaps=LMFA01050131
|LipidMaps=LMFA01050131
|SysName=8,13-Dihydroxy-9,11-Octadecadienoic Acid
|SysName=8,13-Dihydroxy-9,11-octadecadienoic acid
|Common Name=&&8,13-Dihydroxy-9,11-Octadecadienoic Acid&&
|Common Name=&&8,13-Dihydroxy-9,11-octadecadienoic acid&&
|Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]: m/e=455[M-CH3], 439[M-OCH3], 380[M-HOTMS], 245[SMTO=CH-(CH2)6COOCH3], 237[M-(CH2)6COOCH3-HOTMS], 173[SMTO=CH-(CH2)4CH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]: m/e=459[M-CH3], 403[M-(CH2)4CH3], 374[(CH2)4 -CH(OTMS)-(CH2)6-C(OTMS)OCH]
|Mass Spectra=GC-EI-MS(after methanolysis and trimethylsilylation)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]: m/e=455[M-CH3], 439[M-OCH3], 380[M-HOTMS], 245[SMTO=CH-(CH2)6COOCH3], 237[M-(CH2)6COOCH3-HOTMS], 173[SMTO=CH-(CH2)4CH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]: m/e=459[M-CH3], 403[M-(CH2)4CH3], 374[(CH2)4 -CH(OTMS)-(CH2)6-C(OTMS)OCH]
|UV Spectra=Methyl ester: <FONT FACE="Symbol">l</FONT>MeOH/max=230nm(224nm and 238nm)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]][[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]]
|UV Spectra=Methyl ester: lambda MeOH/max=230nm(224nm and 238nm)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]][[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]]
|IR Spectra=trans trans unsaturation(990-981cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP>)[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]][[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]]
|IR Spectra=trans trans unsaturation(990-981cm^{-1})[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]][[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]]
|Source=Reaction products between 13-Hydroperoxylinoleate and human hemoglobin in EtOH[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]];>. Autooxydation products of linoleic acid in EtOH-water[[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]];>.
|Source=Reaction products between 13-Hydroperoxylinoleate and human hemoglobin in EtOH[[Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta,1983,752,191}}]]. Autooxydation products of linoleic acid in EtOH-water[[Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:,Biochim. Biophys. Acta - Lipids and Lipid Metabolism,1983,752,353}}]].
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=

Latest revision as of 06:00, 15 April 2010

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8029
LipidMaps LMFA01050131
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF18207HO04
8,13-Dihydroxy-9,11-octadecadienoic acid
Structural Information
8,13-Dihydroxy-9,11-octadecadienoic acid
  • 8,13-Dihydroxy-9,11-octadecadienoic acid
Formula C18H32O4
Exact Mass 312.23005951199997
Average Mass 312.44428
SMILES CCCCCC(O)C=CC=CC(O)CCCCCCC(O)=O
Physicochemical Information
Reaction products between 13-Hydroperoxylinoleate and human hemoglobin in EtOH Hamberg_M . Autooxydation products of linoleic acid in EtOH-water Hamberg_M .
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis and trimethylsilylation) HambergM: m/e=455[M-CH3], 439[M-OCH3], 380[M-HOTMS], 245[SMTO=CH-(CH2)6COOCH3], 237[M-(CH2)6COOCH3-HOTMS], 173[SMTO=CH-(CH2)4CH3], GC-EI-MS(after methanolysis, hydrogenation and trimethylsilylation) HambergM: m/e=459[M-CH3], 403[M-(CH2)4CH3], 374[(CH2)4 -CH(OTMS)-(CH2)6-C(OTMS)OCH]
UV Spectra Methyl ester: λ MeOH/max=230nm(224nm and 238nm) HambergM HambergM
IR Spectra trans trans unsaturation(990-981cm-1) HambergM HambergM
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18207HO04 See above. Hamberg_M 1983
n.a. LBF18207HO04 See above. Hamberg_M 1983


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