LBF20503HO01: Difference between revisions

No edit summary
No edit summary
 
(4 intermediate revisions by the same user not shown)
Line 6: Line 6:
|LipidBank=DFA8119
|LipidBank=DFA8119
|LipidMaps=LMFA03070002
|LipidMaps=LMFA03070002
|SysName=dl-8R-hydroxy-5Z,9E,11Z,14Z,17Z-Eicosapentaenoic acid
|SysName=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&&
|Common Name=&&8R-Hydroxy- (5Z,9E,11Z,14Z,17Z) -eicosapentaenoic acid&&
|UV Spectra= lambda max: 236nm  epsilon : 23,000
|UV Spectra= lambda max: 236nm  epsilon : 23,000
|Source=(±)8-HEPE is the major eicosanoid extract from the barnacle, E. modestus. <!--8146-->.
|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_{50} = 2.4 x 10^{-6} 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}}]].
|Biological Activity=(±)8-HEPE causes barnacle eggs to hatch with an IC_{50} = 2.4 x 10^{-6} 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}}]].
}}
}}


{{Lipid/Footer}}
{{Lipid/Footer}}

Latest revision as of 02:47, 27 October 2010

LipidBank Top
(トップ)
Fatty acid
(脂肪酸)
Glycerolipid
(グリセロ脂質)
Sphingolipid
(スフィンゴ脂質)
Journals
(雑誌一覧)
How to edit
(ページの書き方)


Upper classes: LB LBF



8R-Hydroxy- (5Z,9E,11Z,14Z,17Z) -eicosapentaenoic acid
LBF20503HO01.png
Structural Information
8R-Hydroxy- (cis-5,trans-9,cis-11,cis-14,cis-17) -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 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..
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