LBF20306HO07

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Upper classes: LB LBF



(R) , (Z,Z,Z) -12-Hydroxy-5,8,14-eicosatrienoic acid
LBF20306HO07.png
Structural Information
Systematic Name 12R-Hydroxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
Common Name
  • (R) , (Z,Z,Z) -12-Hydroxy-5,8,14-eicosatrienoic acid
  • 12R-Hydroxy- (5Z,8Z,14Z) -eicosatrienoic acid
Symbol
Formula C20H34O3
Exact Mass 322.25079495399996
Average Mass 322.48216
SMILES C(CC=CC[C@H](CCC=CCC=CCCCC(O)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation METHYL ESTER ; [ α ]23
D
   =-3.0°(C=0.8, ACETONE) Shin_DS et al.
Refractive Index
Solubility ETHYL ACETATE Murphy_RC et al.
Source The compound is produced from arachidonic acid which is incubated with bovine corneal microsomes in the presence of NADPH Murphy_RC et al..
Chemical Synthesis Shin_DS et al.
LBF20306HO07FT0001.gif
Metabolism
Biological Activity The compound has vasodilatory activity, and may be involved in the wound-healing of corneal injury Murphy_RC et al..
Genetic Information
Note
Spectral Information
Mass Spectra METHYL ESTER TMS ETHER ; m/e 393, 319, 297 Murphy_RC et al.
UV Spectra
IR Spectra
NMR Spectra METHYL ESTER ; 1H-NMR(CDCL3) : δ 5.63-5.51(m, 1H), 5.47-5.28(m, 5H), 3.67(S, 3H), 3.67-3.57(m, 1H), 2.79(t, J=5.5Hz, 2H), 2.32(t, J=7.4Hz, 3H), 2.30-1.99(m, 6H), 1.76-1.39(m, 6H), 1.40-1.23(m, 6H), 0.88(t, J=6.8Hz, 3H) Shin_DS et al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20306HO07 See above. Murphy_RC et al. 1988
n.a. LBF20306HO07 See above. Shin_DS et al. 1989


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