LBF18108HP04

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	DFA8069
LipidMaps	LMFA01040053
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF18108HP04

Methyl-11- (3,5-epidioxy-2-ethylcyclopentyl) -9-hydroperoxy-10-undecenoate
Structural Information
Systematic Name	Methyl-11- (3,5-epidioxy-2-ethylcyclopentyl) -9-hydroperoxy-10-undecenoic acid
Common Name	Methyl-11- (3,5-epidioxy-2-ethylcyclopentyl) -9-hydroperoxy-10-undecenoate
Symbol
Formula	C19H32O6
Exact Mass	356.219888756
Average Mass	356.45378
SMILES	C(C2CC)(O1)CC(C2C=CC(OO)CCCCCCCC(=O)OC)O1
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	Photoenhancement of linoleate peroxidation(TypeII) Frankel_EN Frankel_EN Neff_WE et al.. It is produced from a 13-peroxyradical of linoleate via 1,3-cyclization Frankel_EN Frankel_EN Neff_WE et al. Oconnor_DE et al. Oconnor_DE 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	EI-MS(after reduction and TMS) Oconnor_DE et al.: m/e=543[M-CH3]; 468[M-HOTMS]; 401[M-(CH2)7COOCH3]; 378[M-2xHOTMS]; 352[468-SMTO=CHCH2]; 323[352-CH2CH3]; 285[CH=CHCH(OTMS)(CH2)7COOCH3]; 259[SMTO=CH(CH2)7COOCH3]; 217[SMTO-CH=CH-CH=OTMS]
UV Spectra
IR Spectra	OOH group: 3620-3010cm-1[bonded], 3520cm-1[free]; isolated trans unsaturation: 960cm-1 Neff_WE et al.
NMR Spectra	1H-NMR Oconnor_DE et al. Oconnor_DE et al.: C9: 4.26-4.35; C10: 5.47-5.52; C11: 5.44-6.03; C12: 2.66-2.92; C13: 4.42-4.53; C15: 4.53-4.66; C16: 1.90-2.16; OOH: 7.89-7.94; 13C-NMR Oconnor_DE et al. Oconnor_DE et al.: C9: 86.3-86.6; C10: 129.8-132.4; C11: 132.4-135.0; C12: 45.9-50.8; C13: 79.8-80.5C14: 39.3-44.1; C15: 81.7-83.0;
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF18108HP04 See above. Frankel_EN 1987 n.a. LBF18108HP04 See above. Frankel_EN 1984 n.a. LBF18108HP04 See above. Fujimoto_K et al. 1984 n.a. LBF18108HP04 See above. Neff_WE et al. 1982 n.a. LBF18108HP04 See above. Oconnor_DE et al. 1981 n.a. LBF18108HP04 See above. Oconnor_DE et al. 1984