LBF20303PG03: Difference between revisions

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|Mass Spectra=METHYL ESTER ; m/e 346(M-18), 328(M-18x2), 315, 297, 277, 259, 188 [[Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563|{{RelationTable/GetFirstAuthor|Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563}}]]
|Mass Spectra=METHYL ESTER ; m/e 346(M-18), 328(M-18x2), 315, 297, 277, 259, 188 [[Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563|{{RelationTable/GetFirstAuthor|Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563}}]]
|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> 5.8-5.5(m, 2H,13, 14-CH), 5.5-5.2(m, 4H, 5,6,17,18-CH), 4.4-3.8(m, 2H, 11,15-CH), 0.95(t, 3H, 20-CH) [[Reference:Samuelsson_B:,J. Am. Chem. Soc.,1963,85,1878|{{RelationTable/GetFirstAuthor|Reference:Samuelsson_B:,J. Am. Chem. Soc.,1963,85,1878}}]]
|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> 5.8-5.5(m, 2H,13, 14-CH), 5.5-5.2(m, 4H, 5,6,17,18-CH), 4.4-3.8(m, 2H, 11,15-CH), 0.95(t, 3H, 20-CH) [[Reference:Samuelsson_B:,J. Am. Chem. Soc.,1963,85,1878|{{RelationTable/GetFirstAuthor|Reference:Samuelsson_B:,J. Am. Chem. Soc.,1963,85,1878}}]]
|Source=Prostaglandin E3 is contained in human seminal plasma in an amount of 5.5 micrograms/ml [[Reference:Bergstrom_S:,Science,1967,157,382|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:,Science,1967,157,382}}]];>, and also found in ovine seminal vesicle and plasma [[Reference:Speroff_L:Ramwell_PW:,Am. J. Obstet. Gynecol.,1970,107,1111|{{RelationTable/GetFirstAuthor|Reference:Speroff_L:Ramwell_PW:,Am. J. Obstet. Gynecol.,1970,107,1111}}]];>.
|Chemical Synthesis=[[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490}}]];> {{Image200|XPR1402FT0001.gif}}
|Metabolism=
}}
}}


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Revision as of 22:00, 24 November 2009

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Upper classes: LB LBF



PROSTAGLANDIN E3
LBF20303PG03.png
Structural Information
7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid / (5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid
  • PROSTAGLANDIN E3
  • 7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
  • (5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid
Formula C20H30O5
Exact Mass 350.20932407
Average Mass 350.4492
SMILES C(=CC[C@@H](O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)[C@@H](CC1=O)O)CC
Physicochemical Information
84.5-85.5°C
TETRAHYDROFURAN Corey_EJ et al.
Prostaglandin E3 is contained in human seminal plasma in an amount of 5.5 micrograms/ml Bergstrom_S ;>, and also found in ovine seminal vesicle and plasma Speroff_L et al.;>.
Corey_EJ et al.;>
File:XPR1402FT0001.gif
Spectral Information
Mass Spectra METHYL ESTER ; m/e 346(M-18), 328(M-18x2), 315, 297, 277, 259, 188 BergstroemSet al.
UV Spectra
IR Spectra
NMR Spectra METHYL ESTER ; 1H-NMR(CDCl3) : d 5.8-5.5(m, 2H,13, 14-CH), 5.5-5.2(m, 4H, 5,6,17,18-CH), 4.4-3.8(m, 2H, 11,15-CH), 0.95(t, 3H, 20-CH) SamuelssonB
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20303PG03 See above. Bergstroem_S et al. 1962
n.a. LBF20303PG03 See above. Bergstrom_S 1967
n.a. LBF20303PG03 See above. Bergstrom_S et al. 1968
n.a. LBF20303PG03 See above. Corey_EJ et al. 1971
n.a. LBF20303PG03 See above. Okamoto_K et al. 1989
n.a. LBF20303PG03 See above. Samuelsson_B 1963
n.a. LBF20303PG03 See above. Speroff_L et al. 1970