LBF20503HO01: Difference between revisions

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|Common Name=&&8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid&&
|Common Name=&&8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid&&
|UV Spectra=<FONT FACE="Symbol">l</FONT>max: 236nm <FONT FACE="Symbol">e</FONT>: 23,000
|UV Spectra=<FONT FACE="Symbol">l</FONT>max: 236nm <FONT FACE="Symbol">e</FONT>: 23,000
|Source=(±)8-HEPE is the major eicosanoid extract from the barnacle, E. modestus. .
|Source=(±)8-HEPE is the major eicosanoid extract from the barnacle, E. modestus. <!--8146-->.
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Symbol=(±)8-HEPE
|Symbol=(±)8-HEPE
|Biological Activity=(±)8-HEPE causes barnacle eggs to hatch with an IC<SUB><FONT SIZE=-1>5</FONT></SUB><SUB><FONT SIZE=-1>0</FONT></SUB> = 2.4 x 10<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>6</FONT></SUP> M [[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]]. Reports conflict as to whether the barnacle hatching activity is a result of the 8(R)-or the 8(S)-enantiomer [[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]][[Reference:Hill_EM:Holland_DL:,Proc. Biol. Sci.,1992,247,41|{{RelationTable/GetFirstAuthor|Reference:Hill_EM:Holland_DL:,Proc. Biol. Sci.,1992,247,41}}]]. Apparently, only the 8(R)-HEPE induces oocyte maturation in the starfish [[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]].
|Biological Activity=(±)8-HEPE causes barnacle eggs to hatch with an IC<SUB><FONT SIZE=-1>5</FONT></SUB><SUB><FONT SIZE=-1>0</FONT></SUB> = 2.4 x 10<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>6</FONT></SUP> M [[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]]. Reports conflict as to whether the barnacle hatching activity is a result of the 8(R)-or the 8(S)-enantiomer <!--8146-->[[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]][[Reference:Hill_EM:Holland_DL:,Proc. Biol. Sci.,1992,247,41|{{RelationTable/GetFirstAuthor|Reference:Hill_EM:Holland_DL:,Proc. Biol. Sci.,1992,247,41}}]]. Apparently, only the 8(R)-HEPE induces oocyte maturation in the starfish [[Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067|{{RelationTable/GetFirstAuthor|Reference:Shing_TKM:Gibson_KH:Wiley_JR:Watt_lF:,Tetrahedron Lett.,1994,35,1067}}]].
}}
}}


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Revision as of 16:30, 26 January 2010

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Upper classes: LB LBF



8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid
LBF20503HO01.png
Structural Information
8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid
  • 8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid
(±)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
(±)8-HEPE is the major eicosanoid extract from the barnacle, E. modestus. .
(±)8-HEPE causes barnacle eggs to hatch with an IC50 = 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..
Spectral Information
Mass Spectra
UV Spectra lmax: 236nm e: 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