LBF18206HP04: Difference between revisions

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|LipidBank=DFA8005
|LipidBank=DFA8005
|LipidMaps=LMFA01040008
|LipidMaps=LMFA01040008
|SysName=8-Hydroperoxy-9,12-Octadecadienoic Acid
|SysName=8-Hydroperoxy-9,12-octadecadienoic acid
|Common Name=&&8-Hydroperoxy-9,12-Octadecadienoic Acid&&
|Common Name=&&8-Hydroperoxy-9,12-octadecadienoic acid&&
|Mass Spectra=GC-EI-MS(after methanolysis, reduction and trimethylsilylation) [[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]: m/e= 292[M-HOTMS], 271[CH=CH-CH(OTMS)-(CH2)6COOCH3], 239[M-(CH2)6C00CH3], 173[SMTO=CH-(CH2)6COOCH3-TMS+H], 149[239-HOTMS] standard peak
|Mass Spectra=GC-EI-MS(after methanolysis, reduction and trimethylsilylation) [[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]: m/e= 292[M-HOTMS], 271[CH=CH-CH(OTMS)-(CH2)6COOCH3], 239[M-(CH2)6C00CH3], 173[SMTO=CH-(CH2)6COOCH3-TMS+H], 149[239-HOTMS] standard peak
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR (after methanolyzation, reduction and 400MHz )[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]: olefinic protons(5.91-5.51ppm), C8 (4.45ppm), C11(2.84ppm), C14(2.05ppm),J9-10= J12-13= 10.7&Aring; }0.2Hz (cis)
|NMR Spectra=^1 H-NMR (after methanolyzation, reduction and 400MHz )[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]: olefinic protons(5.91-5.51ppm), C8 (4.45ppm), C11(2.84ppm), C14(2.05ppm),J9-10= J12-13= 10.7&Aring; }0.2Hz (cis)
|Source=A minor component of monohydroperoxide generated from linoleic acid or methyllinoleate by autooxidation[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]<!--8051-->. A minor component of hydroperoxide generated from linoleic acid through oxidation by soy bean lipoxygenase (type-2)[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]].
|Source=A minor component of monohydroperoxide generated from linoleic acid or methyllinoleate by autooxidation[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]]<!--8051-->. A minor component of hydroperoxide generated from linoleic acid through oxidation by soy bean lipoxygenase (type-2)[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]].
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Note=8-OOH and 14-OOH are known as small amount components of monohydroperoxidate from auto oxidation of linoleic acid and oxidation of soybean lipoxygenase(type-2). Their amount does not change by temperature or addition of <FONT FACE="Symbol">a</FONT>-tocopherol[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]].
|Note=8-OOH and 14-OOH are known as small amount components of monohydroperoxidate from auto oxidation of linoleic acid and oxidation of soybean lipoxygenase(type-2). Their amount does not change by temperature or addition of &alpha; -tocopherol[[Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185|{{RelationTable/GetFirstAuthor|Reference:Haslbeck_F:Grosch_W:Firl_J:,Biochim. Biophys. Acta,1983,750,185}}]].
}}
}}


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Latest revision as of 21:00, 14 April 2010

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Upper classes: LB LBF



8-Hydroperoxy-9,12-octadecadienoic acid
LBF18206HP04.png
Structural Information
8-Hydroperoxy-9,12-octadecadienoic acid
  • 8-Hydroperoxy-9,12-octadecadienoic acid
Formula C18H32O4
Exact Mass 312.23005951199997
Average Mass 312.44428
SMILES CCCCCC=CCC=CC(OO)CCCCCCC(O)=O
Physicochemical Information
A minor component of monohydroperoxide generated from linoleic acid or methyllinoleate by autooxidation Haslbeck_F et al.. A minor component of hydroperoxide generated from linoleic acid through oxidation by soy bean lipoxygenase (type-2) Haslbeck_F et al..
8-OOH and 14-OOH are known as small amount components of monohydroperoxidate from auto oxidation of linoleic acid and oxidation of soybean lipoxygenase(type-2). Their amount does not change by temperature or addition of α -tocopherol Haslbeck_F et al..
Spectral Information
Mass Spectra GC-EI-MS(after methanolysis, reduction and trimethylsilylation) HaslbeckFet al.: m/e= 292[M-HOTMS], 271[CH=CH-CH(OTMS)-(CH2)6COOCH3], 239[M-(CH2)6C00CH3], 173[SMTO=CH-(CH2)6COOCH3-TMS+H], 149[239-HOTMS] standard peak
UV Spectra
IR Spectra
NMR Spectra 1H-NMR (after methanolyzation, reduction and 400MHz ) HaslbeckFet al.: olefinic protons(5.91-5.51ppm), C8 (4.45ppm), C11(2.84ppm), C14(2.05ppm),J9-10= J12-13= 10.7Å }0.2Hz (cis)
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18206HP04 See above. Haslbeck_F et al. 1983