LBF20407HO07: Difference between revisions

Revision as of 22:00, 24 November 2009

Upper classes: LB LBF

15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid

Structural Information
	15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid
	15 (S) -Hydroxy-5,8,11,13- (Z,Z,Z,E) -eicosatetraenoic acid

Formula	C20H32O3
Exact Mass	320.23514489
Average Mass	320.46628
SMILES	`C(CC[C@@H](C=CC=CCC=CCC=CCCCC(O)=O)O)CC`
Physicochemical Information





	DIETHYL ETHER Baldwin_JE et al.

	Baldwin_JE et al.;> File:XPR6103FT0001.gif
	When arachidonic acid is oxygenated by 15-lipoxygenase, 15(S)-hydroperoxy-5,8,11,13-(Z,Z,Z,E)-eicosatetraenoic acid is produced Bryant_RW et al.;>. The latter compound is reduced to a corresponding 15(S)-hydroxy acid with whole cells or crude enzyme preparations.



Spectral Information
Mass Spectra	METHYL ESTER TMS ETHER ; m/e 406(M⁺), 391, 335, 316, 305, 225, 173 Baldwin_JE et al.
UV Spectra	METHYL ESTER ; l (ISOOCTANE) = 236nm(e 27200) Baldwin_JE et al.
IR Spectra
NMR Spectra	METHYL ESTER ; ¹H-NMR(90MHz) : d 6.56(dd, J=11, 14.5Hz, 1H, 13-CH), 6.02(dd, J=11,11Hz, 1H, 12-CH), 5.7(dd, J=6.8, 14.5Hz, 1H,14-CH), 5.51(dd, J=6,11Hz, 1H, 11-CH), 4.16(dd, J=6.8, 6.8Hz, 1H, 15-CH), 3.69(s, 3H, OCH₃), 2.98(2H, 10-CH), 2.84(2H, 7-CH), 2.35(2H, 2-CH), 2.08(2H, 4-CH), 1.47(2H, 16-CH), 2.3-0.9(11H) Baldwin_JE et al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference
n.a.	LBF20407HO07	See above.	Baldwin_JE et al. 1979
n.a.	LBF20407HO07	See above.	Bryant_RW et al. 1982
n.a.	LBF20407HO07	See above.	Kuhn_H et al. 1995

@@ Line 12: / Line 12: @@
 |UV Spectra=METHYL ESTER ; <FONT FACE="Symbol">l</FONT> (ISOOCTANE) = 236nm(<FONT FACE="Symbol">e</FONT> 27200) [[Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115|{{RelationTable/GetFirstAuthor|Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115}}]]
 |NMR Spectra=METHYL ESTER ; <SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(90MHz) : <FONT FACE="Symbol">d</FONT> 6.56(dd, J=11, 14.5Hz, 1H, 13-CH), 6.02(dd, J=11,11Hz, 1H, 12-CH), 5.7(dd, J=6.8, 14.5Hz, 1H,14-CH), 5.51(dd, J=6,11Hz, 1H, 11-CH), 4.16(dd, J=6.8, 6.8Hz, 1H, 15-CH), 3.69(s, 3H, OCH<SUB><FONT SIZE=-1>3</FONT></SUB>), 2.98(2H, 10-CH), 2.84(2H, 7-CH), 2.35(2H, 2-CH), 2.08(2H, 4-CH), 1.47(2H, 16-CH), 2.3-0.9(11H) [[Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115|{{RelationTable/GetFirstAuthor|Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115}}]]
+|Source=
+|Chemical Synthesis=[[Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115|{{RelationTable/GetFirstAuthor|Reference:Baldwin_JE:Davies_DI:Hughes_L:Gutterridge_NJA:,J. Chem. Soc. Perkin I,1979,,115}}]];> {{Image200|XPR6103FT0001.gif}}
+|Metabolism=When arachidonic acid is oxygenated by 15-lipoxygenase, 15(S)-hydroperoxy-5,8,11,13-(Z,Z,Z,E)-eicosatetraenoic acid is produced [[Reference:Bryant_RW:Bailey_JM:Schewe_T:Rapoport_SM:,J. Biol. Chem.,1982,257,6050|{{RelationTable/GetFirstAuthor|Reference:Bryant_RW:Bailey_JM:Schewe_T:Rapoport_SM:,J. Biol. Chem.,1982,257,6050}}]];>. The latter compound is reduced to a corresponding 15(S)-hydroxy acid with whole cells or crude enzyme preparations.
 }}
 {{Lipid/Footer}}

IDs and Links
LipidBank	XPR6103
LipidMaps	-
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}

mol	LBF20407HO07

LBF20407HO07: Difference between revisions

Revision as of 22:00, 24 November 2009

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