LBF20406HO20

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Upper classes: LB LBF



5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
LBF20406HO20.png
Structural Information
Systematic Name 5S-Hydroxy- (trans-6,cis-8,cis-11,cis-14) -eicosatetraenoic acid
Common Name
  • 5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
  • 5-HETE
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
LBF20406HO20FT0001.gif
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


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