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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
{{Hierarchy|{{PAGENAME}}}}
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{{Metabolite
{{Metabolite
|LipidBank=XPR2121
|LipidBank=XPR2121
|LipidMaps=LMFA03030004
|LipidMaps=LMFA03030004
|SysName=7- [ Tetrahydro-4 (S) -hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) -6-oxo-2H-pyran-3 (S) -yl ] -5 (Z) -heptenoic acid
|SysName=7- [Tetrahydro-4S-hydroxy-2R- (3S-hydroxy-trans-1-octenyl) -6-oxo-2H-pyran-3S-yl] -cis-5-heptenoic acid
|Common Name=&&11-DEHYDROTHROMBOXANE B2&&7- [ Tetrahydro-4 (S) -hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) -6-oxo-2H-pyran-3 (S) -yl ] -5 (Z) -heptenoic acid&&
|Common Name=&&11-dehydro Thromboxane B_2&&7- [Tetrahydro-4 (S) -hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) -6-oxo-2H-pyran-3 (S) -yl] -5 (Z) -heptenoic acid&&
|Solubility=METHANOL, ETHYL ACETATE [[Reference:Roberts_LJ:2nd:Sweetman_BJ:Oates_JA:,J. Biol. Chem.,1978,253,5305|{{RelationTable/GetFirstAuthor|Reference:Roberts_LJ:2nd:Sweetman_BJ:Oates_JA:,J. Biol. Chem.,1978,253,5305}}]]
|Solubility=METHANOL, ETHYL ACETATE [[Reference:Roberts_LJ:2nd:Sweetman_BJ:Oates_JA:,J. Biol. Chem.,1978,253,5305|{{RelationTable/GetFirstAuthor|Reference:Roberts_LJ:2nd:Sweetman_BJ:Oates_JA:,J. Biol. Chem.,1978,253,5305}}]]
|Mass Spectra=METHYL ESTER BIS-TMS ETHER ; m/e 526(M<SUP><FONT SIZE=-1>+</FONT></SUP>), 511, 455, 370, 295 [[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|Mass Spectra=METHYL ESTER BIS-TMS ETHER ; m/e 526(M^+ ), 511, 455, 370, 295 [[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|IR Spectra=METHYL ESTER ; CHLOROFORM solution, <FONT FACE="Symbol">n</FONT> 1730 cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP> [[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|IR Spectra=METHYL ESTER ; CHLOROFORM solution, nu  1730 cm^{-1} [[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|NMR Spectra=METHYL ESTER ; <SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>) : <FONT FACE="Symbol">d</FONT> 5.86-5.78(m, 2H), 5.56-5.32(m, 2H), 5.13-4.72(m, 1H), 5.23-4.05(m, 2H), 3.67(S, 3H, OCH<SUB><FONT SIZE=-1>3</FONT></SUB>)[[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|NMR Spectra=METHYL ESTER ; ^1 H-NMR(CDCl_3 ) : delta  5.86-5.78(m, 2H), 5.56-5.32(m, 2H), 5.13-4.72(m, 1H), 5.23-4.05(m, 2H), 3.67(S, 3H, OCH_3 )[[Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85|{{RelationTable/GetFirstAuthor|Reference:Nelson_NA:Jackson_RW:Sebek_OK:,Prostaglandins,1978,16,85}}]]
|Source=When thromboxane B2 is infused, 11-dehydro-thromboxane B2 is found as a major metabolite in the blood of rabbit [[Reference:Westlund_P:Kumlin_M:Nordenstrom_A:Granstrom_E:,Prostaglandins,1986,31,413|{{RelationTable/GetFirstAuthor|Reference:Westlund_P:Kumlin_M:Nordenstrom_A:Granstrom_E:,Prostaglandins,1986,31,413}}]] and man [[Reference:Westlund_P:Granstrom_E:Kumlin_M:Nordenstrom_A:,Prostaglandins,1986,31,929|{{RelationTable/GetFirstAuthor|Reference:Westlund_P:Granstrom_E:Kumlin_M:Nordenstrom_A:,Prostaglandins,1986,31,929}}]]. The compound appears in urine as one of the mejor metabolites [[Reference:Westlund_P:Granstrom_E:Kumlin_M:Nordenstrom_A:,Prostaglandins,1986,31,929|{{RelationTable/GetFirstAuthor|Reference:Westlund_P:Granstrom_E:Kumlin_M:Nordenstrom_A:,Prostaglandins,1986,31,929}}]][[Reference:Westlund_P:Kumlin_M:Nordenstrom_A:Granstrom_E:,Prostaglandins,1986,31,413|{{RelationTable/GetFirstAuthor|Reference:Westlund_P:Kumlin_M:Nordenstrom_A:Granstrom_E:,Prostaglandins,1986,31,413}}]].
|Chemical Synthesis=
|Metabolism=11-Hydroxythromboxane B2 dehydrogenase is considered to be the enzyme responsible for 11-dehydro-thromboxane B2 production [[Reference:Westlund_P:Fylling_AC:Cederlund_E:Jornvall_H:,FEBS Lett.,1994,345,99|{{RelationTable/GetFirstAuthor|Reference:Westlund_P:Fylling_AC:Cederlund_E:Jornvall_H:,FEBS Lett.,1994,345,99}}]].
|Symbol=11-DEHYDRO-TXB2
}}
}}


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

Latest revision as of 07:05, 21 October 2010

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Upper classes: LB LBF



IDs and Links
LipidBank XPR2121
LipidMaps LMFA03030004
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20207TX03
11-dehydro Thromboxane B2
LBF20207TX03.png
Structural Information
7- [Tetrahydro-4S-hydroxy-2R- (3S-hydroxy-trans-1-octenyl) -6-oxo-2H-pyran-3S-yl] -cis-5-heptenoic acid
  • 11-dehydro Thromboxane B2
  • 7- [Tetrahydro-4 (S) -hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) -6-oxo-2H-pyran-3 (S) -yl] -5 (Z) -heptenoic acid
 11-DEHYDRO-TXB2
Formula C20H32O6
Exact Mass 368.219888756
Average Mass 368.46448
SMILES C(CC[C@@H](O)C=C[C@@H](O1)[C@H]([C@H](CC1=O)O)CC=CCCCC(O)=O)CC
Physicochemical Information
METHANOL, ETHYL ACETATE Roberts_LJ et al.
When thromboxane B2 is infused, 11-dehydro-thromboxane B2 is found as a major metabolite in the blood of rabbit Westlund_P et al. and man Westlund_P et al.. The compound appears in urine as one of the mejor metabolites Westlund_P et al. Westlund_P et al..
11-Hydroxythromboxane B2 dehydrogenase is considered to be the enzyme responsible for 11-dehydro-thromboxane B2 production Westlund_P et al..
Spectral Information
Mass Spectra METHYL ESTER BIS-TMS ETHER ; m/e 526(M+), 511, 455, 370, 295 Nelson_NA et al.
UV Spectra
IR Spectra METHYL ESTER ; CHLOROFORM solution, ν 1730 cm-1 Nelson_NA et al.
NMR Spectra METHYL ESTER ; 1H-NMR(CDCl3) : δ 5.86-5.78(m, 2H), 5.56-5.32(m, 2H), 5.13-4.72(m, 1H), 5.23-4.05(m, 2H), 3.67(S, 3H, OCH3) Nelson_NA et al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20207TX03 See above. Nelson_NA et al. 1978
n.a. LBF20207TX03 See above. Roberts_LJ et al. 1978
n.a. LBF20207TX03 See above. Westlund_P et al. 1994
n.a. LBF20207TX03 See above. Westlund_P et al. 1986
n.a. LBF20207TX03 See above. Westlund_P et al. 1986


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