LBF20406HO21 - Revision history

Editor at 00:00, 17 January 2014

2014-01-17T00:00:00Z

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 |Symbol=12S-HETE
 |Biological Activity=There are reports for various biological activities of 12(S)-hydroxy acid such as rat hypothalamic secretion of LH-RH, stimulated chemotactic activity of human eosinophils and neutrophils, stimulated migration of epidermal tumor cells and rat aortic smooth muscle cells, involvement in angiotension II-mediated aldosterone biosynthesis in human adrenal glomerulosa, and expression or activation of GpIIb/IIIa in tumor cells, but a general theory has not been established [[Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23|{{RelationTable/GetFirstAuthor|Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23}}]][[Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195|{{RelationTable/GetFirstAuthor|Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195}}]].
 }}
 {{Lipid/Footer}}

Editor at 07:28, 21 October 2010

2010-10-21T07:28:28Z

← Older revision		Revision as of 16:28, 21 October 2010
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	\|LipidBank=XPR6102		\|LipidBank=XPR6102
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=12S-Hydroxy- (5-cis,8-~~trans~~,10-~~cis,~~14~~-cis~~) -eicosatetraenoic acid		\|SysName=12S-Hydroxy- (cis-5,trans-8,cis-10,cis-14) -eicosatetraenoic acid
	\|Common Name=&&12S-Hydroxy- (5Z,8E,10Z,14Z) -eicosatetraenoic acid&&		\|Common Name=&&12S-Hydroxy- (5Z,8E,10Z,14Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]

Editor at 07:40, 2 June 2010

2010-06-02T07:40:43Z

← Older revision		Revision as of 16:40, 2 June 2010
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	\|LipidBank=XPR6102		\|LipidBank=XPR6102
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=12S-Hydroxy- (5-cis,8-trans,10-cis,14-cis) -~~icosatetraenoic~~ acid		\|SysName=12S-Hydroxy- (5-cis,8-trans,10-cis,14-cis) -eicosatetraenoic acid
	\|Common Name=&&12S-Hydroxy- (5Z,8E,10Z,14Z) -eicosatetraenoic acid&&		\|Common Name=&&12S-Hydroxy- (5Z,8E,10Z,14Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]

Editor at 08:42, 1 June 2010

2010-06-01T08:42:33Z

← Older revision		Revision as of 17:42, 1 June 2010
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	\|LipidBank=XPR6102		\|LipidBank=XPR6102
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=12S-~~Hydoxy~~-5,8,10,14- ~~(Z,E,Z,Z~~) -~~eicosatetraenoic~~ acid		\|SysName=12S-Hydroxy- (5-cis,8-trans,10-cis,14-cis) -icosatetraenoic acid
	\|Common Name=&&~~12(S)~~ -~~Hydoxy-5,8,10,14~~- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12S-Hydroxy- (5Z,8E,10Z,14Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]

Editor at 08:42, 30 April 2010

2010-04-30T08:42:06Z

← Older revision		Revision as of 17:42, 30 April 2010
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	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=12S-Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid		\|SysName=12S-Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid
	\|Common Name=&&~~12S~~-Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12(S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]

Editor at 06:33, 30 April 2010

2010-04-30T06:33:56Z

← Older revision		Revision as of 15:33, 30 April 2010
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	\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}		\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}
	\|Metabolism=When arachidonic acid is oxygenated by 12-lipoxygenase, 12(S)-hydroperoxy-5,8,10,14-(Z,Z,E,Z)-eicosatetraenoic acid is produced [[Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23\|{{RelationTable/GetFirstAuthor\|Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23}}]]. The latter compound is reduced to a corresponding 12(S)-hydroxy acid with whole cells or crude enzyme preparations.		\|Metabolism=When arachidonic acid is oxygenated by 12-lipoxygenase, 12(S)-hydroperoxy-5,8,10,14-(Z,Z,E,Z)-eicosatetraenoic acid is produced [[Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23\|{{RelationTable/GetFirstAuthor\|Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23}}]]. The latter compound is reduced to a corresponding 12(S)-hydroxy acid with whole cells or crude enzyme preparations.
	\|Symbol=~~12(S)~~-HETE		\|Symbol=12S-HETE
	\|Biological Activity=There are reports for various biological activities of 12(S)-hydroxy acid such as rat hypothalamic secretion of LH-RH, stimulated chemotactic activity of human eosinophils and neutrophils, stimulated migration of epidermal tumor cells and rat aortic smooth muscle cells, involvement in angiotension II-mediated aldosterone biosynthesis in human adrenal glomerulosa, and expression or activation of GpIIb/IIIa in tumor cells, but a general theory has not been established [[Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23\|{{RelationTable/GetFirstAuthor\|Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23}}]][[Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195\|{{RelationTable/GetFirstAuthor\|Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195}}]].		\|Biological Activity=There are reports for various biological activities of 12(S)-hydroxy acid such as rat hypothalamic secretion of LH-RH, stimulated chemotactic activity of human eosinophils and neutrophils, stimulated migration of epidermal tumor cells and rat aortic smooth muscle cells, involvement in angiotension II-mediated aldosterone biosynthesis in human adrenal glomerulosa, and expression or activation of GpIIb/IIIa in tumor cells, but a general theory has not been established [[Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23\|{{RelationTable/GetFirstAuthor\|Reference:Yamamoto_S:Suzuki_H:Ueda_N:,Prog. Lipid Res.,1997,36,23}}]][[Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195\|{{RelationTable/GetFirstAuthor\|Reference:Yoshimoto_T:Yamamoto_S:,J. Lipid Mediat. Cell Signal.,1995,12,195}}]].
	}}		}}

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

Editor at 06:33, 30 April 2010

2010-04-30T06:33:06Z

← Older revision		Revision as of 15:33, 30 April 2010
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	\|LipidBank=XPR6102		\|LipidBank=XPR6102
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=~~12 (S)~~ -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid		\|SysName=12S-Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid
	\|Common Name=&&~~12 (S)~~ -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12S-Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]

Dbmanager at 21:00, 14 April 2010

2010-04-14T21:00:00Z

← Older revision		Revision as of 06:00, 15 April 2010
(No difference)

Dbmanager at 07:57, 10 March 2010

2010-03-10T07:57:13Z

← Older revision		Revision as of 16:57, 10 March 2010
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	\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid		\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid
	\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]X^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]X^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]		\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]

Editor at 10:00, 25 February 2010

2010-02-25T10:00:10Z

← Older revision		Revision as of 19:00, 25 February 2010
Line 8:		Line 8:
	\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid		\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid
	\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]X^~~25_D~~ =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]X^~~22_D~~ =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]X^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]X^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]		\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]
	\|UV Spectra=METHYL ESTER ; lambda ^~~M_m _a _x~~ = 234nm [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]METHYL ESTER ; lambda ^~~E_m _a _x~~ = 237nm( epsilon 30500) [[Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400\|{{RelationTable/GetFirstAuthor\|Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400}}]]		\|UV Spectra=METHYL ESTER ; lambda ^{MeOH}_{max} = 234nm [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]METHYL ESTER ; lambda ^{EtOH}_{max} = 237nm( epsilon 30500) [[Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400\|{{RelationTable/GetFirstAuthor\|Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400}}]]
	\|IR Spectra=NEAT : nu 3480b, 1710, 1460, 1400cm^- ^1 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|IR Spectra=NEAT : nu 3480b, 1710, 1460, 1400cm^{-1} [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|NMR Spectra=^1 H-NMR(250MHz, ACETONE-D_6 ) ; delta 6.58(dd, J=15.3, 11.0Hz, 1H, 10-CH), 5.97(t, J=11.0Hz, 1H, 9-CH), 5.72(dd, J=15.3, 6.2 Hz, 1H, 11-CH), 5.29(m, 5H, 5,6,8,14,15-CH), 4.16(q, J=6.3Hz, 1H, 12-CH), 2.94(t, J=6.1Hz, 2H, 7-CH), 2.27(t,J= 7.4Hz, 2H,2-CH), 2.22(m, 2H, 13-CH), 1.66 and 2.14(m, 2H, 4-and 16-CH), 0.87(t, J=6.3Hz, 3H, 20-CH) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]. ^~~1 ^3~~ NMR(C_6 D_6 ) : 174.3, 137.77, 132.02, 129.98, 129.62, 128.88, 128.69, 125.96, 124.44 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|NMR Spectra=^1 H-NMR(250MHz, ACETONE-D_6 ) ; delta 6.58(dd, J=15.3, 11.0Hz, 1H, 10-CH), 5.97(t, J=11.0Hz, 1H, 9-CH), 5.72(dd, J=15.3, 6.2 Hz, 1H, 11-CH), 5.29(m, 5H, 5,6,8,14,15-CH), 4.16(q, J=6.3Hz, 1H, 12-CH), 2.94(t, J=6.1Hz, 2H, 7-CH), 2.27(t,J= 7.4Hz, 2H,2-CH), 2.22(m, 2H, 13-CH), 1.66 and 2.14(m, 2H, 4-and 16-CH), 0.87(t, J=6.3Hz, 3H, 20-CH) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]. ^{13}NMR(C_6 D_6 ) : 174.3, 137.77, 132.02, 129.98, 129.62, 128.88, 128.69, 125.96, 124.44 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Source=		\|Source=
	\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}		\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}

← Older revision		Revision as of 19:00, 25 February 2010
Line 8:		Line 8:
	\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid		\|SysName=12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid
	\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&		\|Common Name=&&12 (S) -Hydoxy-5,8,10,14- (Z,E,Z,Z) -eicosatetraenoic acid&&
	\|Optical=METHYL ESTER ; [ alpha ]X^~~25_D~~ =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]X^~~22_D~~ =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Optical=METHYL ESTER ; [ alpha ]X^{25}_D =+1.50°(C=0.2, CHLOROFORM) [[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]], [ alpha ]X^{22}_D =+13°(C=1.5, ACETONE) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|Solubility=DIETHYL ETHER , ACETONE , BENZENE [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]		\|Mass Spectra=METHYL ESTER ; m/e 316, 303, 223, 191, 141, 107(base peak) [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]
	\|UV Spectra=METHYL ESTER ; lambda ^~~M_m _a _x~~ = 234nm [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]METHYL ESTER ; lambda ^~~E_m _a _x~~ = 237nm( epsilon 30500) [[Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400\|{{RelationTable/GetFirstAuthor\|Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400}}]]		\|UV Spectra=METHYL ESTER ; lambda ^{MeOH}_{max} = 234nm [[Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796\|{{RelationTable/GetFirstAuthor\|Reference:Just_G:Wang_ZY:,J. Org. Chem.,1986,51,4796}}]]METHYL ESTER ; lambda ^{EtOH}_{max} = 237nm( epsilon 30500) [[Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400\|{{RelationTable/GetFirstAuthor\|Reference:Hamberg_M:Samuelsson_B:,Proc. Natl. Acad. Sci. U. S. A.,1974,71,3400}}]]
	\|IR Spectra=NEAT : nu 3480b, 1710, 1460, 1400cm^- ^1 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|IR Spectra=NEAT : nu 3480b, 1710, 1460, 1400cm^{-1} [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|NMR Spectra=^1 H-NMR(250MHz, ACETONE-D_6 ) ; delta 6.58(dd, J=15.3, 11.0Hz, 1H, 10-CH), 5.97(t, J=11.0Hz, 1H, 9-CH), 5.72(dd, J=15.3, 6.2 Hz, 1H, 11-CH), 5.29(m, 5H, 5,6,8,14,15-CH), 4.16(q, J=6.3Hz, 1H, 12-CH), 2.94(t, J=6.1Hz, 2H, 7-CH), 2.27(t,J= 7.4Hz, 2H,2-CH), 2.22(m, 2H, 13-CH), 1.66 and 2.14(m, 2H, 4-and 16-CH), 0.87(t, J=6.3Hz, 3H, 20-CH) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]. ^~~1 ^3~~ NMR(C_6 D_6 ) : 174.3, 137.77, 132.02, 129.98, 129.62, 128.88, 128.69, 125.96, 124.44 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]		\|NMR Spectra=^1 H-NMR(250MHz, ACETONE-D_6 ) ; delta 6.58(dd, J=15.3, 11.0Hz, 1H, 10-CH), 5.97(t, J=11.0Hz, 1H, 9-CH), 5.72(dd, J=15.3, 6.2 Hz, 1H, 11-CH), 5.29(m, 5H, 5,6,8,14,15-CH), 4.16(q, J=6.3Hz, 1H, 12-CH), 2.94(t, J=6.1Hz, 2H, 7-CH), 2.27(t,J= 7.4Hz, 2H,2-CH), 2.22(m, 2H, 13-CH), 1.66 and 2.14(m, 2H, 4-and 16-CH), 0.87(t, J=6.3Hz, 3H, 20-CH) [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]. ^{13}NMR(C_6 D_6 ) : 174.3, 137.77, 132.02, 129.98, 129.62, 128.88, 128.69, 125.96, 124.44 [[Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789\|{{RelationTable/GetFirstAuthor\|Reference:Leblanc_Y:Fitzsimmons_BJ:Adams_J:Perez_F:Rokach_J:,J. Org. Chem.,1986,51,789}}]]
	\|Source=		\|Source=
	\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}		\|Chemical Synthesis=[[Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Niwa_H:Knolle_J:,J. Am. Chem. Soc.,1978,100,1942}}]] {{Image200\|LBF20406HO21FT0001.gif}}