LBF20503HO01

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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	DFA8119
LipidMaps	LMFA03070002
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20503HO01

8R-Hydroxy- (5Z,9E,11Z,14Z,17Z) -eicosapentaenoic acid
Structural Information
Systematic Name	8R-Hydroxy- (cis-5,trans-9,cis-11,cis-14,cis-17) -eicosapentaenoic acid
Common Name	8R-Hydroxy- (5Z,9E,11Z,14Z,17Z) -eicosapentaenoic acid
Symbol	(+-)8-HEPE
Formula	C20H30O3
Exact Mass	318.21949482599996
Average Mass	318.4504
SMILES	C(CC=CCC=CC=C[C@@H](CC=CCCCC(O)=O)O)=CCC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	(±)8-HEPE is the major eicosanoid extract from the barnacle, E. modestus. .
Chemical Synthesis
Metabolism
Biological Activity	(±)8-HEPE causes barnacle eggs to hatch with an IC_{50} = 2.4 x 10^{-6} M Shing_TKM et al.. Reports conflict as to whether the barnacle hatching activity is a result of the 8(R)-or the 8(S)-enantiomer Shing_TKM et al. Hill_EM et al.. Apparently, only the 8(R)-HEPE induces oocyte maturation in the starfish Shing_TKM et al..
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra	λ max: 236nm ε : 23,000
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20503HO01 See above. Hill_EM et al. 1992 n.a. LBF20503HO01 See above. Shing_TKM et al. 1994