LBF20406HO22

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Upper classes: LB LBF



8R-Hydroxy- (5Z,9E,11Z,14Z) -eicosatetraenoic acid
LBF20406HO22.png
Structural Information
Systematic Name 8R-Hydroxy- (cis-5,trans-9,cis-11,cis-14) -eicosatetraenoic acid
Common Name
  • 8R-Hydroxy- (5Z,9E,11Z,14Z) -eicosatetraenoic acid
  • (R) , (Z,E,Z,Z) -8-Hydroxy-5,9,11,14-eicosatetraenoic acid
Symbol 8(R)-HETE
Formula C20H32O3
Exact Mass 320.23514489
Average Mass 320.46628
SMILES C(CC=CCC=CC=C[C@H](CC=CCCCC(O)=O)O)CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation 8(S)-ISOMER METHYL ESTER ; [ α ]22
D
   =-4.75°(C=0.4, CHLOROFORM) YadagiriPet al.
Refractive Index
Solubility ETHYL ACETATE Bundy_GL et al.
Source
Chemical Synthesis Yadagiri_P et al.
LBF20406HO22FT0001.gif
Metabolism
Biological Activity The compound is involved in the maturation of starfish oocyte Meijer_L et al..
Genetic Information
Note
Spectral Information
Mass Spectra METHYL ESTER, TMS ETHER ; m/e 265 Bundy_GL et al.. 8(S)-ISOMER METHYL ESTER TMS ETHER ; m/e 406, 391, 316, 265, 243 YadagiriPet al.
UV Spectra METHYL ESTER ; λ max = 235.8nm ( ε 28,000) Bundy_GL et al.
IR Spectra
NMR Spectra 8(S)-ISOMER METHYL ESTER ; 1H-NMR(CDCl3) : δ 6.56(dd, J=14.5, 11.1Hz, 1H, 10-CH), 6.00(brt, J=11.1, 9.7Hz, 1H, 11-CH), 5.72(dd, J=7.3, 14.5Hz, 1H, 9-CH), 5.59-5.16(m, 5H), 4.23(q, 1H,8-CH), 3.71(s, 3H,OCH3), 2.95(t, 2H,13-CH), 2.35(t, 4H, 4,7-CH), 2.11(sextet, 4H), 1.73(pentet, 2H, 3-CH), 1.56(brs, S, 1H, OH), 1.32(m, 6H), 0.91(t, 3H, 20-CH) YadagiriPet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406HO22 See above. Bundy_GL et al. 1986
n.a. LBF20406HO22 See above. Meijer_L et al. 1986
n.a. LBF20406HO22 See above. Yadagiri_P et al. 1986


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