LBF18303HP03

Upper classes: LB LBF

IDs and Links
LipidBank	DFA8052
LipidMaps	LMFA01040015
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF18303HP03

GlcNAca/b1-3Xyla-4Galb1-3GalNAca1-4(NeuAc?1-2NeuGc4Mea1-3)GalNAcb1-4(EtnP-6)GlcNAcb1-3Manb1-4Glcb1-1Cer
Structural Information
Systematic Name	13-Hydroperoxy-9,11,15-Octadecatrienoic Acid/13-Hydroperoxy-9,11,15-Octadecatrienoate
Common Name
Symbol
Formula	C18H30O4
Exact Mass	310.21440944799997
Average Mass	310.4284
SMILES	CCC=CCC(OO)C=CC=CCCCCCCCC(O)=O
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source
Chemical Synthesis
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	EI-MS(Me-ester; after reduction and hydrogenation)<<8020/8076>>: m/e=243[O=CH(CH2)11C(=OH)OCH3]; 214[CH2(CH2)10C(=OH)OCH3]; 211[O=CH(CH2)11C=O], GC-EI-MS(Me-ester; after reduction and TMS)<<8090/8077>>: m/e=380[M]; 365[M-CH3]; 311[SMTO=CH-CH=CH-CH=CH-(CH2)7-COOCH3]
UV Spectra	(Me-ester; after reduction; in etoh)<<8076>>, cis, trans, cis isomer: lmax=233nm, trans, trans, cis isomer: lmax=232nm
IR Spectra	(Me-ester; after reduction)<<8076/8077>>, cis, trans, cis isomer: 989-983 and 950-945cm-1; trans, trans, cis isomer: 992-983cm-1, (Me-ester)<<8078>>, OOH group: 3400cm-1
NMR Spectra	1H-NMR(cis,trans,cis-isomer)<<8011>>: C10: 5.95ppm; C11: 6.54ppm; C12: 5.54ppm; C13: 4.38ppm; J10-11=11Hz; J11-12=15Hz[C11-12: trans]; J12-13=8Hz 1H-NMR(cis,trans,cis-isomer; after reduction)<<8011>>: C10: 5.94ppm; C11: 6.49ppm; C12: 5.64ppm; C13: 4.20ppm
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF18303HP03 See above. Chan_HWS 1977 n.a. LBF18303HP03 See above. Chan_HWS et al. 1982 n.a. LBF18303HP03 See above. Chan_HWS et al. 1977 n.a. LBF18303HP03 See above. Frankel_EN 1980 n.a. LBF18303HP03 See above. Frankel_EN 1983 n.a. LBF18303HP03 See above. Frankel_EN 1984 n.a. LBF18303HP03 See above. Frankel_EN et al. 1977 n.a. LBF18303HP03 See above. Fujimoto_K 1986 n.a. LBF18303HP03 See above. Fujimoto_K et al. 1984 n.a. LBF18303HP03 See above. Gardner_HW et al. 1972 n.a. LBF18303HP03 See above. Logani_MK et al. 1980 n.a. LBF18303HP03 See above. Sevanian_A et al. 1985 n.a. LBF18303HP03 See above. Terao_J et al. 1977 n.a. LBF18303HP03 See above. Zimmerman_DC et al. 1970