LBF20107PG03: Difference between revisions

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|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(ACETONE-d<SUB><FONT SIZE=-1>6</FONT></SUB>, TMS) : <FONT FACE="Symbol">d</FONT> 5.50(2H, 13-,14-CH), 3.75-4.3(m, 3H), 0.88(t, 3H) [[Reference:Ramwell_PW:Shaw_JE:Clarke_GB:Grostic_MF:Kaiser_DG:Pike_JE:,Progr. Chem. Fats Other Lipids,1971,9,231|{{RelationTable/GetFirstAuthor|Reference:Ramwell_PW:Shaw_JE:Clarke_GB:Grostic_MF:Kaiser_DG:Pike_JE:,Progr. Chem. Fats Other Lipids,1971,9,231}}]]<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(CD<SUB><FONT SIZE=-1>3</FONT></SUB>OD, TMS, 300MHz):<FONT FACE="Symbol">d</FONT>4.10(1H, 9-CH), 3.81(1H, 11-CH), 2.36(1H, 10<FONT FACE="Symbol">b</FONT>-CH), 1.57(1H, 10<FONT FACE="Symbol">a</FONT>-CH)[[Reference:De_Clercq_P:Samson_M:Tavernier_D:Van_Haver_D:Vandewalle_M:,J. Org. Chem.,1977,42,3140|{{RelationTable/GetFirstAuthor|Reference:De_Clercq_P:Samson_M:Tavernier_D:Van_Haver_D:Vandewalle_M:,J. Org. Chem.,1977,42,3140}}]]
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(ACETONE-d<SUB><FONT SIZE=-1>6</FONT></SUB>, TMS) : <FONT FACE="Symbol">d</FONT> 5.50(2H, 13-,14-CH), 3.75-4.3(m, 3H), 0.88(t, 3H) [[Reference:Ramwell_PW:Shaw_JE:Clarke_GB:Grostic_MF:Kaiser_DG:Pike_JE:,Progr. Chem. Fats Other Lipids,1971,9,231|{{RelationTable/GetFirstAuthor|Reference:Ramwell_PW:Shaw_JE:Clarke_GB:Grostic_MF:Kaiser_DG:Pike_JE:,Progr. Chem. Fats Other Lipids,1971,9,231}}]]<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(CD<SUB><FONT SIZE=-1>3</FONT></SUB>OD, TMS, 300MHz):<FONT FACE="Symbol">d</FONT>4.10(1H, 9-CH), 3.81(1H, 11-CH), 2.36(1H, 10<FONT FACE="Symbol">b</FONT>-CH), 1.57(1H, 10<FONT FACE="Symbol">a</FONT>-CH)[[Reference:De_Clercq_P:Samson_M:Tavernier_D:Van_Haver_D:Vandewalle_M:,J. Org. Chem.,1977,42,3140|{{RelationTable/GetFirstAuthor|Reference:De_Clercq_P:Samson_M:Tavernier_D:Van_Haver_D:Vandewalle_M:,J. Org. Chem.,1977,42,3140}}]]
|Source=Prostaglandin F1<FONT FACE="Symbol">a</FONT> is contained in human seminal plasma in an amount of 3.6 microgram/ml [[Reference:Bergstrom_S:,Science,1967,157,382|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:,Science,1967,157,382}}]];>, and is detected in ovine seminal plasma and seminal vesicle, human amniotic fluid, umbilical cord, placental vessels and decidua, frog spinal cord and intestine, and rat adrenal [[Reference:Horton_EW:,Experientia,1965,21,113|{{RelationTable/GetFirstAuthor|Reference:Horton_EW:,Experientia,1965,21,113}}]];>.
|Source=Prostaglandin F1<FONT FACE="Symbol">a</FONT> is contained in human seminal plasma in an amount of 3.6 microgram/ml [[Reference:Bergstrom_S:,Science,1967,157,382|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:,Science,1967,157,382}}]];>, and is detected in ovine seminal plasma and seminal vesicle, human amniotic fluid, umbilical cord, placental vessels and decidua, frog spinal cord and intestine, and rat adrenal [[Reference:Horton_EW:,Experientia,1965,21,113|{{RelationTable/GetFirstAuthor|Reference:Horton_EW:,Experientia,1965,21,113}}]];>.
|Chemical Synthesis=[[Reference:Miyano_M:Dorn_CR:Mueller_RA:,J. Org. Chem.,1972,37,1810|{{RelationTable/GetFirstAuthor|Reference:Miyano_M:Dorn_CR:Mueller_RA:,J. Org. Chem.,1972,37,1810}}]];> {{Image200|XPR1500FT0001.gif}}
|Chemical Synthesis=[[Reference:Miyano_M:Dorn_CR:Mueller_RA:,J. Org. Chem.,1972,37,1810|{{RelationTable/GetFirstAuthor|Reference:Miyano_M:Dorn_CR:Mueller_RA:,J. Org. Chem.,1972,37,1810}}]];> {{Image200|LBF20107PG03FT0001.gif}}
|Metabolism=
|Metabolism=
}}
}}


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Revision as of 10:00, 25 November 2009

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Upper classes: LB LBF



IDs and Links
LipidBank XPR1500
LipidMaps LMFA03010137
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20107PG03
PROSTAGLANDIN F_1α
LBF20107PG03.png
Structural Information
7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) cyclopentan-1 (R) -yl ] -heptanoic acid / (8R,9S,11R,13E,15S) -9,11,15-Trihydroxyprost-13-enoic acid
  • PROSTAGLANDIN F_1α
  • 7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl) cyclopentan-1 (R) -yl ] -heptanoic acid
  • (8R,9S,11R,13E,15S) -9,11,15-Trihydroxyprost-13-enoic acid
Formula C20H36O5
Exact Mass 356.256274262
Average Mass 356.49684
SMILES C(CC[C@@H](O)C=C[C@H]([C@H]1CCCCCCC(O)=O)[C@@H](C[C@@H]1O)O)CC
Physicochemical Information
102-103°C
DIETHYL ETHER, ETHYL ACETATE, METHANOL , ETHANOL Pike_JEet al.
Prostaglandin F1a is contained in human seminal plasma in an amount of 3.6 microgram/ml Bergstrom_S ;>, and is detected in ovine seminal plasma and seminal vesicle, human amniotic fluid, umbilical cord, placental vessels and decidua, frog spinal cord and intestine, and rat adrenal Horton_EW ;>.
Miyano_M et al.;>
LBF20107PG03FT0001.gif
Spectral Information
Mass Spectra m/e 356(M+), 338, 320 Ramwell_PW et al.
UV Spectra
IR Spectra d,l-PGF1a ; KBr : n 3330, 1716, 967 cm-1 MiyanoMet al.
NMR Spectra 1H-NMR(ACETONE-d6, TMS) : d 5.50(2H, 13-,14-CH), 3.75-4.3(m, 3H), 0.88(t, 3H) Ramwell_PW et al.1H-NMR(CD3OD, TMS, 300MHz):d4.10(1H, 9-CH), 3.81(1H, 11-CH), 2.36(1H, 10b-CH), 1.57(1H, 10a-CH) De_ClercqPet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20107PG03 See above. Bergstrom_S 1967
n.a. LBF20107PG03 See above. Bergstrom_S et al. 1968
n.a. LBF20107PG03 See above. Bergstrom_S et al. 1960
n.a. LBF20107PG03 See above. De_Clercq_P et al. 1977
n.a. LBF20107PG03 See above. Horton_EW 1965
n.a. LBF20107PG03 See above. Horton_EW 1969
n.a. LBF20107PG03 See above. Miyano_M et al. 1972
n.a. LBF20107PG03 See above. Pike_JE et al. 1969
n.a. LBF20107PG03 See above. Ramwell_PW et al. 1971


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