Difference between revisions of "LBF18303HP01"

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|LipidBank=DFA8050
 
|LipidBank=DFA8050
 
|LipidMaps=LMFA01040013
 
|LipidMaps=LMFA01040013
|SysName=9-Hydroperoxy-10,12,15-Octadecatrienoic Acid/9-Hydroperoxy-10,12,15-Octadecatrienoate
+
|SysName=9-Hydroperoxy-10,12,15-octadecatrienoic acid
|Common Name=&&9-Hydroperoxy-10,12,15-Octadecatrienoic Acid&&9-Hydroperoxy-10,12,15-Octadecatrienoate&&
+
|Common Name=&&9-Hydroperoxy-10,12,15-octadecatrienoic acid&&
 
|Mass Spectra=EI-MS(Me-ester; after reduction and hydrogenation)[[Reference:Chan_HWS:,J. Am. Oil Chem. Soc.,1977,54,100|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:,J. Am. Oil Chem. Soc.,1977,54,100}}]][[Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837}}]]: m/e=187[O=CH(CH2)7C(=OH)OCH3]; 158[CH2(CH2)6C(=OH)OCH3]; 155[O=CH(CH2)7C=O], GC-EI-MS(Me-ester; after reduction and TMS)[[Reference:Terao_J:Matsushita_S:,J. Am. Oil Chem. Soc.,1977,54,234|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,J. Am. Oil Chem. Soc.,1977,54,234}}]][[Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BPS:Garwood_RF:Weedon_BCL:,Lipids,1977,12,1055|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BPS:Garwood_RF:Weedon_BCL:,Lipids,1977,12,1055}}]]: m/e=380[M]; 365[M-CH3]; 223[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-CH2CH3]
 
|Mass Spectra=EI-MS(Me-ester; after reduction and hydrogenation)[[Reference:Chan_HWS:,J. Am. Oil Chem. Soc.,1977,54,100|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:,J. Am. Oil Chem. Soc.,1977,54,100}}]][[Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837}}]]: m/e=187[O=CH(CH2)7C(=OH)OCH3]; 158[CH2(CH2)6C(=OH)OCH3]; 155[O=CH(CH2)7C=O], GC-EI-MS(Me-ester; after reduction and TMS)[[Reference:Terao_J:Matsushita_S:,J. Am. Oil Chem. Soc.,1977,54,234|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,J. Am. Oil Chem. Soc.,1977,54,234}}]][[Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BPS:Garwood_RF:Weedon_BCL:,Lipids,1977,12,1055|{{RelationTable/GetFirstAuthor|Reference:Frankel_EN:Neff_WE:Rohwedder_WK:Khambay_BPS:Garwood_RF:Weedon_BCL:,Lipids,1977,12,1055}}]]: m/e=380[M]; 365[M-CH3]; 223[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-CH2CH3]
 
|UV Spectra=(Me-ester; after reduction; in ethanol)[[Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837}}]], trans, cis, cis isomer:  lambda max=236nm trans, trans, cis isomer:  lambda max=232nm
 
|UV Spectra=(Me-ester; after reduction; in ethanol)[[Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837|{{RelationTable/GetFirstAuthor|Reference:Chan_HWS:Levett_G:,Lipids,1977,12,837}}]], trans, cis, cis isomer:  lambda max=236nm trans, trans, cis isomer:  lambda max=232nm

Revision as of 17:15, 26 May 2010

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Upper classes: LB LBF



9-Hydroperoxy-10,12,15-octadecatrienoic acid
LBF18303HP01.png
Structural Information
Systematic Name 9-Hydroperoxy-10,12,15-octadecatrienoic acid
Common Name
  • 9-Hydroperoxy-10,12,15-octadecatrienoic acid
Symbol
Formula C18H30O4
Exact Mass 310.21440944799997
Average Mass 310.4284
SMILES CCC=CCC=CC=CC(OO)CCCCCCCC(O)=O
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source Auto oxidation of linoleate Terao_J et al. Frankel_EN Frankel_EN Frankel_EN Chan_HWS et al.. Oxidation of linoleate by singlet oxygen Frankel_EN Frankel_EN Frankel_EN . Reaction products between linoleate and linseed lipoxygenase(pH6.5, 24°C) Zimmerman_DC et al..
Chemical Synthesis
Metabolism
Biological Activity Pysiological damages are induced by these hydroperoxides which are incorporated into bodies or synthesized endogenously. Logani_MK et al. Sevanian_A et al. Fujimoto_K . It reacts with DNA in the presence of Fe ions and ascorbic acid Fujimoto_K et al..
Genetic Information
Note
Spectral Information
Mass Spectra EI-MS(Me-ester; after reduction and hydrogenation) Chan_HWS Chan_HWS et al.: m/e=187[O=CH(CH2)7C(=OH)OCH3]; 158[CH2(CH2)6C(=OH)OCH3]; 155[O=CH(CH2)7C=O], GC-EI-MS(Me-ester; after reduction and TMS) TeraoJet al. Frankel_EN et al.: m/e=380[M]; 365[M-CH3]; 223[SMTO=CH-CH=CH-CH=CH-CH2-CH=CH-CH2CH3]
UV Spectra (Me-ester; after reduction; in ethanol) Chan_HWS et al., trans, cis, cis isomer: λ max=236nm trans, trans, cis isomer: λ max=232nm
IR Spectra (Me-ester; after reduction) Chan_HWS et al. Frankel_EN et al., trans, cis, cis isomer:9 88-983 AND 951-945cm-1; trans, trans, cis isomer: 992-983cm-1 (Me-ester) ToyodaIet al., OOH group: 3400cm-1
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18303HP01 See above. Chan_HWS 1977
n.a. LBF18303HP01 See above. Chan_HWS et al. 1982
n.a. LBF18303HP01 See above. Chan_HWS et al. 1977
n.a. LBF18303HP01 See above. Frankel_EN 1980
n.a. LBF18303HP01 See above. Frankel_EN 1983
n.a. LBF18303HP01 See above. Frankel_EN 1984
n.a. LBF18303HP01 See above. Frankel_EN et al. 1977
n.a. LBF18303HP01 See above. Fujimoto_K 1986
n.a. LBF18303HP01 See above. Fujimoto_K et al. 1984
n.a. LBF18303HP01 See above. Logani_MK et al. 1980
n.a. LBF18303HP01 See above. Sevanian_A et al. 1985
n.a. LBF18303HP01 See above. Terao_J et al. 1977
n.a. LBF18303HP01 See above. Zimmerman_DC et al. 1970


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