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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
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|LipidBank=XPR1502
|LipidBank=XPR1502
|LipidMaps=LMFA03010138
|LipidMaps=LMFA03010138
|SysName=7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) cyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid / (5Z,8R,9S,11R,12R,13E,15S,17Z) -9,11,15-Trihydroxyprosta-5,13,17-trienoic acid
|SysName=7- [ (3R,5S) -Dihydroxy-2R- (3S-hydroxyocta- (trans-1,cis-5) -dienyl) cyclopentan-1R-yl ] -cis-5-heptenoic acid
|Common Name=&&PROSTAGLANDIN F_3alpha&&7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) cyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&(5Z,8R,9S,11R,12R,13E,15S,17Z) -9,11,15-Trihydroxyprosta-5,13,17-trienoic acid&&
|Common Name=&&Prostaglandin F_3 alpha&&(5Z,8R,9S,11R,12R,13E,15S,17Z) -9,11,15-Trihydroxyprosta-5,13,17-trienoic acid&&7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) cyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
|Reflactive=[<FONT FACE="Symbol">a</FONT>]X<sub>D</sub><sup>26</sup>=+29.6°(C=0.54, TETRAHYDROFURAN) [[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}}]]
|Optical=[ alpha ]^{26}_D =+29.6°(C=0.54, TETRAHYDROFURAN) [[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}}]]
|Solubility=TETRAHYDROFURAN [[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}}]]
|Solubility=TETRAHYDROFURAN [[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}}]]
|Mass Spectra=TRI-TMS ETHER, METHYL ESTER ; AMMONIA CI : m/e, 600(M<SUP><FONT SIZE=-1>+</FONT></SUP>18), 585, 583(M<SUP><FONT SIZE=-1>+</FONT></SUP>1), 510, 493, 420, 403 [[Reference:Smith_DR:Weatherly_BC:Salmon_JA:Ubatuba_FB:Gryglewski_RJ:Moncada_S:,Prostaglandins,1979,18,423|{{RelationTable/GetFirstAuthor|Reference:Smith_DR:Weatherly_BC:Salmon_JA:Ubatuba_FB:Gryglewski_RJ:Moncada_S:,Prostaglandins,1979,18,423}}]]
|Mass Spectra=TRI-TMS ETHER, METHYL ESTER ; AMMONIA CI : m/e, 600(M^+ 18), 585, 583(M^+ 1), 510, 493, 420, 403 [[Reference:Smith_DR:Weatherly_BC:Salmon_JA:Ubatuba_FB:Gryglewski_RJ:Moncada_S:,Prostaglandins,1979,18,423|{{RelationTable/GetFirstAuthor|Reference:Smith_DR:Weatherly_BC:Salmon_JA:Ubatuba_FB:Gryglewski_RJ:Moncada_S:,Prostaglandins,1979,18,423}}]]
|Source=Prostaglandin F3 alpha  is found in bovine lung [[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|LBF20303PG04FT0001.gif}}
|Metabolism=
|Symbol=PGF3 alpha
}}
}}
{{Lipid/Footer}}

Latest revision as of 08:59, 21 October 2010

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Upper classes: LB LBF



IDs and Links
LipidBank XPR1502
LipidMaps LMFA03010138
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20303PG04
Prostaglandin F3α
LBF20303PG04.png
Structural Information
7- [ (3R,5S) -Dihydroxy-2R- (3S-hydroxyocta- (trans-1,cis-5) -dienyl) cyclopentan-1R-yl ] -cis-5-heptenoic acid
  • Prostaglandin F3α
  • (5Z,8R,9S,11R,12R,13E,15S,17Z) -9,11,15-Trihydroxyprosta-5,13,17-trienoic acid
  • 7- [ 3 (R) ,5 (S) -Dihydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) cyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
 PGF3 alpha
Formula C20H32O5
Exact Mass 352.224974134
Average Mass 352.46508
SMILES C(=CC[C@@H](O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)[C@@H](C[C@@H]1O)O)CC
Physicochemical Information
[ α ]26
D   =+29.6°(C=0.54, TETRAHYDROFURAN) Corey_EJ et al.
TETRAHYDROFURAN Corey_EJ et al.
Prostaglandin F3 alpha is found in bovine lung Speroff_L et al..
Corey_EJ et al.
LBF20303PG04FT0001.gif
Spectral Information
Mass Spectra TRI-TMS ETHER, METHYL ESTER ; AMMONIA CI : m/e, 600(M+18), 585, 583(M+1), 510, 493, 420, 403 Smith_DR et al.
UV Spectra
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20303PG04 See above. Corey_EJ et al. 1971
n.a. LBF20303PG04 See above. Smith_DR et al. 1979
n.a. LBF20303PG04 See above. Speroff_L et al. 1970


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