LBF20406HO20

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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	XPR6101
LipidMaps	-
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406HO20

5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
Structural Information
Systematic Name	5S-Hydroxy- (6-trans,8-cis,11-cis,14-cis) -icosatetraenoic acid
Common Name	5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
Symbol	5(S)-HETE
Formula	C20H32O3
Exact Mass	320.23514489
Average Mass	320.46628
SMILES	C(CC=CCC=CCC=CC=C[C@@H](CCCC(O)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation	METHYL ESTER ; [ α ]23 D   =+14.0°(C=2.0, BENZENE)
Refractive Index
Solubility	DIETHYL ETHER BorgeatPet al.
Source
Chemical Synthesis
Metabolism	When arachidonic acid is oxygenated by 5-lipoxygenase, 5(S)-hydroperoxy-6,,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid is produced Ford-Hutchinson_AW et al.. The latter compound is reduced to a corresponding 5(S)-hydroxy acid with whole cells or crude enzyme preparations.
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER ETHER ; m/e 406(M+), 391, 375, 316, 305, 255, 216, 215, 203, 190, 155, 150, 143, 136, 105, 80, 79 BorgeatPet al.
UV Spectra	METHYL ESTER ; λ MeOH max     = 235nm ( ε 30,500) BorgeatPet al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20406HO20 See above. Borgeat_P et al. 1976 n.a. LBF20406HO20 See above. Ford-Hutchinson_AW et al. 1994