LBF20207PG01: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
{{Hierarchy|{{PAGENAME}}}}


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|LipidBank=XPR1000
|LipidBank=XPR1000
|LipidMaps=LMFA03010005
|LipidMaps=LMFA03010005
|SysName=7- [ 2 (R) - (3 (S) -Hydroxy-1 (E) -octenyl) -5-oxo-3-cyclopenten-1 (R) -yl ] heptanoic acid / (8R,12S,13E,15S) -15-Hydroxy-9-oxo-10,13-prostadienoic acid
|SysName=7- [2R- (3S -Hydroxy-trans-1-octenyl) -5-oxo-3-cyclopenten-1R -yl] heptanoic acid
|Common Name=&&PROSTAGLANDIN A_1&&7- [ 2 (R) - (3 (S) -Hydroxy-1 (E) -octenyl) -5-oxo-3-cyclopenten-1 (R) -yl ] heptanoic acid&&(8R,12S,13E,15S) -15-Hydroxy-9-oxo-10,13-prostadienoic acid&&
|Common Name=&&Prostaglandin A_1&&(8R,12S,13E,15S) -15-Hydroxy-9-oxo-10,13-prostadienoic acid&&7- [ 2 (R) - (3 (S) -Hydroxy-1 (E) -octenyl) -5-oxo-3-cyclopenten-1 (R) -yl ] heptanoic acid
|Melting Point=42-44°C [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|Melting Point=42-44°C [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|Reflactive=ORD (H<SUB><FONT SIZE=-1>2</FONT></SUB>O, C=0.0040g/ml) : 256(+35.000°), 220(-43.000°) [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|Optical=ORD (H_2 O, C=0.0040g/ml) : 256(+35.000°), 220(-43.000°) [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|Solubility=ETHANOL, CHLOROFORM [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]], METHANOL [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|Solubility=ETHANOL, CHLOROFORM [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]], METHANOL [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|Mass Spectra=m/e, 336(M<SUP><FONT SIZE=-1>+</FONT></SUP>), 318(M-18), 300(M-36), 265(M-71), 247, 219, 190 [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|Mass Spectra=m/e, 336(M^+ ), 318(M-18), 300(M-36), 265(M-71), 247, 219, 190 [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|UV Spectra=<FONT FACE="Symbol">l</FONT> <SUP><FONT SIZE=-1>E</FONT></SUP><SUP><FONT SIZE=-1>t</FONT></SUP><SUP><FONT SIZE=-1>O</FONT></SUP><SUP><FONT SIZE=-1>H</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB> = 217nm(<FONT FACE="Symbol">e</FONT> 11,650) [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|UV Spectra= lambda  ^{EtOH}_{max} = 217nm( epsilon  11,650) [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|IR Spectra=NUJOL : <FONT FACE="Symbol">n</FONT> 3420, 2740, 2700, 2660, 2600, 1715, 1700, 1585, 1275, 1200,1180, 1020, 720cm<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=-1>1</FONT></SUP> [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|IR Spectra=NUJOL : nu  3420, 2740, 2700, 2660, 2600, 1715, 1700, 1585, 1275, 1200,1180, 1020, 720cm^{-1} [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>, TMS) : <FONT FACE="Symbol">d</FONT>, 7.52(dd, 1H), 6.17(dd, 1H), 5.6(m, 2H), 4.1(m, 1H, 15-CH), 3.25(12H) [[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|NMR Spectra=^1 H-NMR(CDCl_3 , TMS) : delta , 7.52(dd, 1H), 6.17(dd, 1H), 5.6(m, 2H), 4.1(m, 1H, 15-CH), 3.25(12H) [[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
|NOTE Spectra=ORD(H<SUB><FONT SIZE=-1>2</FONT></SUB>O, C=0.0040g/100ml), 256(+35, 000°), 220(-43,000°) [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|NOTE Spectra=ORD(H_2 O, C=0.0040g/100ml), 256(+35, 000°), 220(-43,000°) [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
|Source=Prostaglandin A1 is found in human seminal plasma [[Reference:Bergstrom_S:,Science,1967,157,382|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:,Science,1967,157,382}}]].
|Chemical Synthesis=[[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552|{{RelationTable/GetFirstAuthor|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]] {{Image200|LBF20207PG01FT0001.gif}}
|Metabolism=
|Symbol=PGA1
|Biological Activity=Prostaglandin A1 relaxes uterine muscle and shows hypotensive effects on rat and dog [[Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1}}]].
|Other Spectra=ORD(H_2 O, C=0.0040g/100ml), 256(+35, 000°), 220(-43,000°) [[Reference:Andersen_NH:,J. Lipid Res.,1969,10,320|{{RelationTable/GetFirstAuthor|Reference:Andersen_NH:,J. Lipid Res.,1969,10,320}}]]
}}
}}
{{Lipid/Footer}}

Latest revision as of 08:26, 21 October 2010

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Upper classes: LB LBF



Prostaglandin A1
LBF20207PG01.png
Structural Information
7- [2R- (3S -Hydroxy-trans-1-octenyl) -5-oxo-3-cyclopenten-1R -yl] heptanoic acid
  • Prostaglandin A1
  • (8R,12S,13E,15S) -15-Hydroxy-9-oxo-10,13-prostadienoic acid
  • 7- [ 2 (R) - (3 (S) -Hydroxy-1 (E) -octenyl) -5-oxo-3-cyclopenten-1 (R) -yl ] heptanoic acid
PGA1
Formula C20H32O4
Exact Mass 336.23005951199997
Average Mass 336.46567999999996
SMILES C(CC[C@@H](O)C=C[C@H]([C@H]1CCCCCCC(O)=O)C=CC(=O)1)CC
Physicochemical Information
42-44°C Pike_JE et al.
ORD (H2O, C=0.0040g/ml) : 256(+35.000°), 220(-43.000°) Andersen_NH
ETHANOL, CHLOROFORM Pike_JE et al., METHANOL Andersen_NH
Prostaglandin A1 is found in human seminal plasma Bergstrom_S .
Pike_JE et al.
LBF20207PG01FT0001.gif
Prostaglandin A1 relaxes uterine muscle and shows hypotensive effects on rat and dog Bergstrom_S et al..
Spectral Information
Mass Spectra m/e, 336(M+), 318(M-18), 300(M-36), 265(M-71), 247, 219, 190 Pike_JE et al.
UV Spectra λ EtOH
max
     = 217nm( ε 11,650) Pike_JE et al.
IR Spectra NUJOL : ν 3420, 2740, 2700, 2660, 2600, 1715, 1700, 1585, 1275, 1200,1180, 1020, 720cm-1 Pike_JE et al.
NMR Spectra 1H-NMR(CDCl3, TMS) : δ , 7.52(dd, 1H), 6.17(dd, 1H), 5.6(m, 2H), 4.1(m, 1H, 15-CH), 3.25(12H) Pike_JE et al.
Other Spectra ORD(H2O, C=0.0040g/100ml), 256(+35, 000°), 220(-43,000°) Andersen_NH
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20207PG01 See above. Andersen_NH 1969
n.a. LBF20207PG01 See above. Bergstrom_S 1967
n.a. LBF20207PG01 See above. Bergstrom_S et al. 1968
n.a. LBF20207PG01 See above. Pike_JE et al. 1969