LBF20307HO01: Difference between revisions

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|LipidBank=DFA8144
|LipidBank=DFA8144
|LipidMaps=LMFA03050007
|LipidMaps=LMFA03050007
|SysName=15S-hydroxy-8Z,11Z,13E-eicosatrienoic acid
|SysName=15S-Hydroxy- (cis-8,cis-11,trans-13) -eicosatrienoic acid
|Common Name=&&15S-hydroxy-8Z,11Z,13E-eicosatrienoic acid&&
|Common Name=&&15S-Hydroxy- (8Z,11Z,13E) -eicosatrienoic acid&&
|UV Spectra=<FONT FACE="Symbol">l</FONT>max: 235nm <FONT FACE="Symbol">e</FONT>: 23,000
|UV Spectra= lambda max: 235nm epsilon : 23,000
|Source=15(S)-HETrE is a hydroxy fatty acid derived from dihomo-<FONT FACE="Symbol">g</FONT>-linolenic acid.
|Source=15(S)-HETrE is a hydroxy fatty acid derived from dihomo- &gamma; -linolenic acid.
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Symbol=15(S)-HETrE
|Biological Activity=Compared to a series of hydroxypolyenoic fatty acids, 15(S)-HETrE is a more potent inhibitor of human 5-lipoxygenase from polymorphonuclear leukocytes having an IC_{50} of 4.6 &mu; M at an arachidonic acid concentration of 5  &mu; M [[Reference:Petrich_K:Ludwig_P:Kuhn_H:Schewe_T:,Biochem. J.,1996,314 (Pt 3),911|{{RelationTable/GetFirstAuthor|Reference:Petrich_K:Ludwig_P:Kuhn_H:Schewe_T:,Biochem. J.,1996,314 (Pt 3),911}}]]. In rat basophilic leukemia cell lysates, 15(S)-HETrE inhibits 5-lypoxygenase with an IC_{50} of 77 &mu; M (arachidonic acid concentration of 60 &mu; M) [[Reference:Haviv_F:Ratajczyk_JD:DeNet_RW:Martin_YC:Dyer_RD:Carter_GW:,J. Med. Chem.,1987,30,254|{{RelationTable/GetFirstAuthor|Reference:Haviv_F:Ratajczyk_JD:DeNet_RW:Martin_YC:Dyer_RD:Carter_GW:,J. Med. Chem.,1987,30,254}}]]. 15(S)-HETrE is 10- to 20-fold less potent than 15(S)-HETE and 15(S)-HpETE under these experimental conditions [[Reference:Haviv_F:Ratajczyk_JD:DeNet_RW:Martin_YC:Dyer_RD:Carter_GW:,J. Med. Chem.,1987,30,254|{{RelationTable/GetFirstAuthor|Reference:Haviv_F:Ratajczyk_JD:DeNet_RW:Martin_YC:Dyer_RD:Carter_GW:,J. Med. Chem.,1987,30,254}}]].
}}
}}


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Latest revision as of 07:21, 21 October 2010

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Upper classes: LB LBF



15S-Hydroxy- (8Z,11Z,13E) -eicosatrienoic acid
LBF20307HO01.png
Structural Information
15S-Hydroxy- (cis-8,cis-11,trans-13) -eicosatrienoic acid
  • 15S-Hydroxy- (8Z,11Z,13E) -eicosatrienoic acid
15(S)-HETrE
Formula C20H34O3
Exact Mass 322.25079495399996
Average Mass 322.48216
SMILES C(CCC(C=CC=CCC=CCCCCCCC(O)=O)O)CC
Physicochemical Information
15(S)-HETrE is a hydroxy fatty acid derived from dihomo- γ -linolenic acid.
Compared to a series of hydroxypolyenoic fatty acids, 15(S)-HETrE is a more potent inhibitor of human 5-lipoxygenase from polymorphonuclear leukocytes having an IC_{50} of 4.6 μ M at an arachidonic acid concentration of 5 μ M Petrich_K et al.. In rat basophilic leukemia cell lysates, 15(S)-HETrE inhibits 5-lypoxygenase with an IC_{50} of 77 μ M (arachidonic acid concentration of 60 μ M) Haviv_F et al.. 15(S)-HETrE is 10- to 20-fold less potent than 15(S)-HETE and 15(S)-HpETE under these experimental conditions Haviv_F et al..
Spectral Information
Mass Spectra
UV Spectra λ max: 235nm ε : 23,000
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20307HO01 See above. Haviv_F et al. 1987
n.a. LBF20307HO01 See above. Petrich_K et al. 1996