LBF20306EO03 - Revision history

Editor at 00:00, 21 January 2014

2014-01-21T00:00:00Z

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 |Symbol=(+-)11(12)-EpETrE
 |Biological Activity=(±)11(12)-EpETrE has been shown, along with (±)8(9)-EpETrE, to play a role in the recovery of depleted Ca^{2+} pools in cultured smooth muscle cells [[Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546|{{RelationTable/GetFirstAuthor|Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546}}]]. The compound relaxes intestinal artery, inhibits vasopressin-dependent water flow in urinary bladder, and regulates intracellular calcium level [[Reference:Fitzpatrick_FA:Murphy_RC:,Pharmacol._Rev.,1988,40,229|{{RelationTable/GetFirstAuthor|Reference:Fitzpatrick_FA:Murphy_RC:,Pharmacol._Rev.,1988,40,229}}]]<!--0078-->.
 }}
 {{Lipid/Footer}}

Yoshimoto at 04:47, 20 January 2014

2014-01-20T04:47:31Z

← Older revision		Revision as of 13:47, 20 January 2014
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	\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid		\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&
	\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].		\|Optical=11(R),12(S)-EET METHYL ESTER ; [ alpha ]^{23}_D=+4.94°(C=1.64, ACETONE) [[Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035\|{{RelationTable/GetFirstAuthor\|Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035}}]]<!--1098-->, 11(S),12(R)-EET METHYL ESTER ; [ alpha ]^{24}_D=-2.34°(C=0.66, CHLOROFORM) [[Reference:Falck_JR:Manna_S:Capdevila_J:,Tetrahedron_Lett.,1984,25,2443\|{{RelationTable/GetFirstAuthor\|Reference:Falck_JR:Manna_S:Capdevila_J:,Tetrahedron_Lett.,1984,25,2443}}]]<!--1099-->
	\|Chemical Synthesis=		\|NMR Spectra=^1 H-NMR(CDCl3) : delta 5.54-5.20(m, 6H), 3.61(s, 3H), 3.00-2.68(m, 4H), 2.37-2.00(m, 10H), 1.81-1.54(m, 2H), 1.46-1.13(m, 6H), 0.88(t, J=7Hz, 3H) [[Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035\|{{RelationTable/GetFirstAuthor\|Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035}}]]<!--1098-->
			\|Mass Spectra=METHYL ESTER ; m/e 340(M^+ ), 322, 309, 227, 155 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J._Biol._Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J._Biol._Chem.,1982,257,3771}}]]<!--1096-->.
			\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]]. The compound is produced when arachidonic acid in the presence of NADPH is incubated with the liver microsome of rat [[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem._Biophys._Res._Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem._Biophys._Res._Commun.,1982,104,916}}]]<!--0076--> or rabbit [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J._Biol._Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J._Biol._Chem.,1982,257,3771}}]]<!--0077-->
			\|Chemical Synthesis=[http://lipidbank.jp/image/XPR6302FT0001.gif Table0001] [[Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035\|{{RelationTable/GetFirstAuthor\|Reference:Mosset_P:Yadagiri_P:Lumin_S:Capdevila_J:Falck_JR:,Tetrahedron_Lett.,1986,27,6035}}]]<!--1098-->
	\|Metabolism=		\|Metabolism=
	\|Symbol=(+-)11(12)-EpETrE		\|Symbol=(+-)11(12)-EpETrE
	\|Biological Activity=(±)11(12)-EpETrE has been shown, along with (±)8(9)-EpETrE, to play a role in the recovery of depleted Ca^{2+} pools in cultured smooth muscle cells [[Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546\|{{RelationTable/GetFirstAuthor\|Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546}}]].		\|Biological Activity=(±)11(12)-EpETrE has been shown, along with (±)8(9)-EpETrE, to play a role in the recovery of depleted Ca^{2+} pools in cultured smooth muscle cells [[Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546\|{{RelationTable/GetFirstAuthor\|Reference:Graber_MN:Alfonso_A:Gill_DL:,J. Biol. Chem.,1997,272,29546}}]]. The compound relaxes intestinal artery, inhibits vasopressin-dependent water flow in urinary bladder, and regulates intracellular calcium level [[Reference:Fitzpatrick_FA:Murphy_RC:,Pharmacol._Rev.,1988,40,229\|{{RelationTable/GetFirstAuthor\|Reference:Fitzpatrick_FA:Murphy_RC:,Pharmacol._Rev.,1988,40,229}}]]<!--0078-->.
	}}		}}

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

Yoshimoto at 05:42, 17 January 2014

2014-01-17T05:42:51Z

← Older revision		Revision as of 14:42, 17 January 2014
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	{{Metabolite		{{Metabolite
	\|LipidBank=DFA8112 XPR6302		\|LipidBank=DFA8112, XPR6302
	\|LipidMaps=LMFA03080004		\|LipidMaps=LMFA03080004
	\|CAS=81276-02-0		\|CAS=81276-02-0

Yoshimoto at 05:42, 17 January 2014

2014-01-17T05:42:35Z

← Older revision		Revision as of 14:42, 17 January 2014
Line 4:		Line 4:

	{{Metabolite		{{Metabolite
	\|LipidBank=DFA8112, XPR6302		\|LipidBank=DFA8112 XPR6302
	\|LipidMaps=LMFA03080004		\|LipidMaps=LMFA03080004
	\|CAS=81276-02-0		\|CAS=81276-02-0

Yoshimoto at 05:41, 17 January 2014

2014-01-17T05:41:42Z

← Older revision		Revision as of 14:41, 17 January 2014
Line 4:		Line 4:

	{{Metabolite		{{Metabolite
	\|LipidBank=DFA8112		\|LipidBank=DFA8112, XPR6302
	\|LipidMaps=LMFA03080004		\|LipidMaps=LMFA03080004
	\|CAS=81276-02-0		\|CAS=81276-02-0

Editor at 01:30, 14 May 2013

2013-05-14T01:30:33Z

← Older revision		Revision as of 10:30, 14 May 2013
Line 6:		Line 6:
	\|LipidBank=DFA8112		\|LipidBank=DFA8112
	\|LipidMaps=LMFA03080004		\|LipidMaps=LMFA03080004
			\|CAS=81276-02-0
	\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid		\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&

Editor at 09:11, 13 May 2013

2013-05-13T09:11:43Z

← Older revision		Revision as of 18:11, 13 May 2013
Line 5:		Line 5:
	{{Metabolite		{{Metabolite
	\|LipidBank=DFA8112		\|LipidBank=DFA8112
	\|LipidMaps=-		\|LipidMaps=LMFA03080004
	\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid		\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&

Editor at 09:10, 13 May 2013

2013-05-13T09:10:47Z

← Older revision		Revision as of 18:10, 13 May 2013
Line 7:		Line 7:
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid		\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&11,12-EET&&
	\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].		\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].
	\|Chemical Synthesis=		\|Chemical Synthesis=

Editor at 06:16, 21 October 2010

2010-10-21T06:16:12Z

← Older revision		Revision as of 15:16, 21 October 2010
Line 6:		Line 6:
	\|LipidBank=DFA8112		\|LipidBank=DFA8112
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=dl-11 (12) -Epoxy- (5-cis,8-~~cis,~~14~~-cis~~) -eicosatrienoic acid		\|SysName=dl-11 (12) -Epoxy- (cis-5,cis-8,cis-14) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&
	\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].		\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].

Editor at 07:11, 2 June 2010

2010-06-02T07:11:25Z

← Older revision		Revision as of 16:11, 2 June 2010
Line 6:		Line 6:
	\|LipidBank=DFA8112		\|LipidBank=DFA8112
	\|LipidMaps=-		\|LipidMaps=-
	\|SysName=dl-11 (12) -Epoxy- (5-cis,8-cis,14-cis) -~~icosatrienoic~~ acid		\|SysName=dl-11 (12) -Epoxy- (5-cis,8-cis,14-cis) -eicosatrienoic acid
	\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&		\|Common Name=&&(+-) -11 (12) -Epoxy- (5Z,8Z,14Z) -eicosatrienoic acid&&
	\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].		\|Source=(±)11(12)-EpETrE is biosynthesized in rat and rabbit liver microsomes by cytochrome P450 [[Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771\|{{RelationTable/GetFirstAuthor\|Reference:Oliw_EH:Guengerich_FP:Oates_JA:,J. Biol. Chem.,1982,257,3771}}]][[Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916\|{{RelationTable/GetFirstAuthor\|Reference:Chacos_N:Falck_JR:Wixtrom_C:Capdevila_J:,Biochem. Biophys. Res. Commun.,1982,104,916}}]].