LBF18110HP01

From Jcbl.jp
Jump to: navigation, search
LipidBank Top
(トップ)
Fatty acid
(脂肪酸)
Glycerolipid
(グリセロ脂質)
Sphingolipid
(スフィンゴ脂質)
Journals
(雑誌一覧)
How to edit
(ページの書き方)


Upper classes: LB LBF



Methyl-10,12,13,15-bisepidioxy-16-hydroperoxy-8-octadecenoate
LBF18110HP01.png
Structural Information
Systematic Name Methyl-10,12,13,15-bisepidioxy-16-hydroperoxy-8-octadecenoic acid
Common Name
  • Methyl-10,12,13,15-bisepidioxy-16-hydroperoxy-8-octadecenoate
Symbol
Formula C19H32O8
Exact Mass 388.20971799999995
Average Mass 388.45258
SMILES C(O1)(C(CC)OO)CC(C(O2)CC(C=CCCCCCCC(=O)OC)O2)O1
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source It is produced from a 10-peroxyradical by singlet-oxygen mediated oxidation of linoleate via succesive 1,3-cyclization Frankel_EN Frankel_EN Neff_WE et al..
Chemical Synthesis
Metabolism
Biological Activity It reacts with DNA in the presence of Fe ions and ascorbic acid Fujimoto_K et al..
Genetic Information
Note
Spectral Information
Mass Spectra GC-EI-MS(after reduction(PH3P) and TMS-derivatization)(105): m/e=313[M-131]; 131[SMTO=CHCH2CH3]; GC-EI-MS(after reduction,hydrogenation, and TMS-derivatization) Neff_WE et al.: m/e=349[SMTO=CHCH2CH(OTMS)CH(OTMS)CH2CH3]; 273[SMTO=CH(CH2)8COOCH3]
UV Spectra
IR Spectra OOH group: 3700-3150cm-1[bonded], 3530cm-1[free]; isolated trans unsaturation: 960cm-1 Neff_WE et al.
NMR Spectra 1H-NMR Neff_WE et al.: C2: 2.3ppm; C8: 5.35ppm; C9: 5.88ppm; C10, 12, 13, 15: 4.47ppm; C11, 14: 2.1-2.8ppm; C16: 3.88ppm[C15-16 erythro], 4.17ppm[C15-16 threo]; C18: 1.05ppm; OOH: 8.73ppm[C15-16 erythro], 9.20ppm[C15-16 threo] Neff_WE et al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF18110HP01 See above. Frankel_EN 1987
n.a. LBF18110HP01 See above. Frankel_EN 1984
n.a. LBF18110HP01 See above. Fujimoto_K et al. 1984
n.a. LBF18110HP01 See above. Neff_WE et al. 1982


Personal tools