LBF20503LT01

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Fatty acid (脂肪酸)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR4102
LipidMaps	LMFA03020010
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20503LT01

Leukotriene B5
Structural Information
Systematic Name	(5S,12R) -Dihydroxy- (cis-6,trans-8,trans-10,cis-14,cis-17) -eicosapentaenoic acid
Common Name	Leukotriene B5 (5S,12R) -Dihydroxy- (6Z,8E,10E,14Z,17Z) -eicosapentaenoic acid
Symbol	LTB5
Formula	C20H30O4
Exact Mass	334.21440944799997
Average Mass	334.4498
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 B5 is hardly detectable in human neutrophils, but is produced in the subjects fed with 5,8,11,14,17-eicosapentaenoic acid Prescott_SM et al..
Chemical Synthesis	Corey_EJ et al.
Metabolism	Leukotriene B5 is produced via leukotriene A5 from 5,8,11,14,17-eicosapentaenoic acid, which is almost as active as arachidonic acid as substrate Yamamoto_S .
Biological Activity	Leukotriene B5 is about 1/30 as active as leukotriene B4 in stimulating aggregation of rat neutrophils, migration and lysosomal enzyme release of human polymorphonuclear leukocytes, and bradykinin-induced vascular permeability Terano_T et al.. Leukotriene B5 is much less active than B4 to increase intracellular calciuim level in human neutrophils Seya_A et al..
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER TRIMETHYLSILYL ETHER M/E, 492(M+), 477, 461, 402, 391, 383,293, 267, 229, 217, 203 Murphy_RC et al.
UV Spectra	λ max = 260sh, 270, 290sh nm Murphy_RC et al.
IR Spectra
NMR Spectra	METHYL ESTER DIACETATE ; 1H-NMR(BENZEN-d6, 270MHz) : 6.79(dd, J=11.53, 14.83Hz, 1H, 8-CH), 6.34(dd, J=10.55, 14.83Hz, 1H, 10-CH), 6.09(dd, J=10.87, 14.83Hz, 1H, H-9), 6.03(t, J=11.53Hz, 7-CH), 5.90(dt, J =Ca.9.5, 11Hz, 5-CH), 5.63(dd, J=6.92, 14.82Hz, 11-CH), 5.60-5.38(m, 5H, 12,14,15,17,18-CH), 5.33(t, J=10.22Hz, 6-CH), 3.35(s, 3H), 2.83(m, 2H, 16-CH), 2.47(m, 1H, 13-CH), 2.38(m, 1H, 13-CH), 1.74(s, 3H), 1.68(s, 3H), 0.95(t, J=7.5Hz, 3H, 20-CH) Corey_EJ et al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20503LT01 See above. Corey_EJ et al. 1983 n.a. LBF20503LT01 See above. Murphy_RC et al. 1981 n.a. LBF20503LT01 See above. Prescott_SM et al. 1985 n.a. LBF20503LT01 See above. Seya_A et al. 1988 n.a. LBF20503LT01 See above. Terano_T et al. 1984 n.a. LBF20503LT01 See above. Yamamoto_S 1992