LBF20406LT02

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Fatty acid (脂肪酸)

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Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR3101
LipidMaps	LMFA03020001
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406LT02

LEUKOTRIENE B4
Structural Information
Systematic Name	5 (S) ,12 (R) -Dihydroxyeicosa-6 (Z) ,8 (E) ,10 (E) ,14 (Z) -tetraenoic acid
Common Name	LEUKOTRIENE B4 5 (S) ,12 (R) -Dihydroxyeicosa-6 (Z) ,8 (E) ,10 (E) ,14 (Z) -tetraenoic acid
Symbol	LTB4
Formula	C20H32O4
Exact Mass	336.23005951199997
Average Mass	336.46567999999996
SMILES	C(CC=CC[C@H](C=CC=CC=C[C@H](CCCC(O)=O)O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility	METHANOL Corey_EJ et al.
Source	Leukotriene B4 is produced by polymorphonuclear leukocytes and macrophages of various animal species upon various stimulations on the cells Samuelsson_B et al. Hammarstrom_S .
Chemical Synthesis	Corey_EJ et al.
Metabolism	Arachidonic acid is metabolized to leukotrienen A4 with 5,6-epoxide by 5-lipoxygenases, and the product is further transformed to leukotrienee B4 by leukotriene A hydrolase Ford-Hutchinson_AW et al.. Leukotriene B4 is metabolized to lose its bioactivities either by omega -oxidation Hammarstrom_S or by leukotriene B4 12-hydroxydehydrogenase Yokomizo_T et al..
Biological Activity	Leukotriene B4 causes adhesion of leukocytes to endothelial cells, stimulates chemotaxis and chemokinesis of leukocytes Hammarstrom_S , and enhances superoxide anion production by human polymorphonuclear leukocytes Sumimoto_H et al.. Leukotriene B4 binds to a specific receptor with 7 transmembrane domains coupled to Gi/Go or Gq protein Yokomizo_T et al..
Genetic Information	cDNA and genomic DNA of 5-lipoxygenase Funk_CD and cDNA for Leukotriene A hydrolase Funk_CD were cloned. cDNA for leukotriene B 12-hydroxydehydrogenase was cloned Yokomizo_T et al..
Note
Spectral Information
Mass Spectra	m/e 336, 319, 301 Yergey_JA et al.
UV Spectra	METHANOL : 260( ε 38,000), 270.5( ε 50,000), 281( ε 39,000)nm Corey_EJ et al.
IR Spectra
NMR Spectra	1H-NMR(250MHz, D2O) : δ 6.45(m, 1H, 8-CH), 6.15(m, 2H, 9,10-CH), 6.0(m, 1H, 7-CH), 5.65(m, 1H, 11-CH), 5.40(m, 1H, 15-CH), 5.25(m, 2H, 6,14-CH), 4.60(5-CH), 4.05(m, 1H, 12-CH), 2.15(m, 2H, 13-CH), 2.00(m, 1H, 2-CH), 1.85(m, 2H, 16-CH), 1.35-1.60(m, 4H, 3,4-CH), 1.00-1.25(m, 6H, 17,18,19-CH), 0.70(m, 3H, 20-CH) Merrer_YL et al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF20406LT02 See above. Corey_EJ et al. 1980 n.a. LBF20406LT02 See above. Ford-Hutchinson_AW et al. 1994 n.a. LBF20406LT02 See above. Funk_CD 1993 n.a. LBF20406LT02 See above. Hammarstrom_S 1983 n.a. LBF20406LT02 See above. Merrer_YL et al. 1989 n.a. LBF20406LT02 See above. Samuelsson_B et al. 1982 n.a. LBF20406LT02 See above. Sumimoto_H et al. 1984 n.a. LBF20406LT02 See above. Yergey_JA et al. 1986 n.a. LBF20406LT02 See above. Yokomizo_T et al. 1997 n.a. LBF20406LT02 See above. Yokomizo_T et al. 1993 n.a. LBF20406LT02 See above. Yokomizo_T et al. 1996