LBF20406HP05

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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	DFA8084
LipidMaps	-
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406HP05

15-Hydroperoxy- (5Z,8Z,11,13E) -eicosatetraenoic acid
Structural Information
Systematic Name	15-Hydroperoxy- (cis-5,cis-8,cis-11,trans-13) -eicosatetraenoic acid
Common Name	15-Hydroperoxy- (5Z,8Z,11,13E) -eicosatetraenoic acid 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid
Symbol
Formula	C20H32O4
Exact Mass	336.23005951199997
Average Mass	336.46567999999996
SMILES	C(CCC(OO)C=CC=CCC=CCC=CCCCC(O)=O)CC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	Autooxidation of arachidonic acid Terao_J et al. Yamagata_S et al. Porter_NA et al.. Oxidation of arachidonic acid by singlet-oxygen Terao_J et al. Porter_NA et al.. Reaction products between arachidonic acid and lipoxygenase from living cells(15-HPETE) Spector_AA et al..
Chemical Synthesis
Metabolism
Biological Activity	15-HPETE generated by 15-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE Spector_AA et al..
Genetic Information
Note	Isomerization of hydroperoxides : Both 5- and 15-hydroperoxide were generated predominantly by autooxidation or singlet-oxygen mediated oxidation Terao_J et al. Yamagata_S et al. Peers_KE et al.. However, the proportion of each isomer generated become almost equal by supplementation of hydrogen donor such as tocopherol Porter_NA et al. Terao_J et al. Peers_KE et al..
Spectral Information
Mass Spectra	GC-EI-MS(Me-ester;after reduction and TMS) TeraoJet al. TeraoJet al. NarumiyaSet al. RabinovitchHet al. GC-EI-MS(Me-ester;after reduction and TBDMS) TeraoJet al., GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS) TeraoJet al. TeraoJet al. Porter_NA et al. Porter_NA et al. NarumiyaSet al. MayerBet al.
UV Spectra	UV Porter_NA et al. conjugated diene: λ max=235nm, UV(Me-ester) TeraoJet al. conjugated diene: λ max=232.5nm, UV(Me-ester; after reduction) Porter_NA et al. conjugated cis, trans diene: λ max=236nm, conjugated trans, trans diene: λ max=232nm.
IR Spectra	IR(Me-ester; after reduction) Porter_NA et al. conjugated cis, trans diene: 985, 950cm-1, conjugated trans, trans diene: 989cm-1
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF20406HP05 See above. Mayer_B et al. 1986 n.a. LBF20406HP05 See above. Narumiya_S et al. 1981 n.a. LBF20406HP05 See above. Peers_KE et al. 1983 n.a. LBF20406HP05 See above. Porter_NA et al. 1981 n.a. LBF20406HP05 See above. Porter_NA et al. 1979 n.a. LBF20406HP05 See above. Porter_NA et al. 1979 n.a. LBF20406HP05 See above. Rabinovitch_H et al. 1981 n.a. LBF20406HP05 See above. Spector_AA et al. 1988 n.a. LBF20406HP05 See above. Terao_J et al. 1981 n.a. LBF20406HP05 See above. Terao_J et al. 1981 n.a. LBF20406HP05 See above. Yamagata_S et al. 1983