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Prostaglandins F

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Definition: (9 alpha,11 alpha,13E,15S)-9,11,15-Trihydroxyprost-13-en-1-oic acid (PGF(1 alpha)); (5Z,9 alpha,11,alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic acid (PGF(2 alpha)); (5Z,9 alpha,11 alpha,13E,15S,17Z)-9,11,15-trihydroxyprosta-5,13,17-trien-1-oic acid (PGF(3 alpha)). A family of prostaglandins that includes three of the six naturally occurring prostaglandins. All naturally occurring PGF have an alpha configuration at the 9-carbon position. They stimulate uterine and bronchial smooth muscle and are often used as oxytocics.  /biosyn /physiol permitted; /chem syn permitted: do not convert to PROSTAGLANDINS F, SYNTHETIC; DF: PGF   
Examples Dinoprost; 6-Ketoprostaglandin F1 alpha
Other names PGF; F, Prostaglandins
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
1,2,3,4-tetranortafluprost acid  0   *Prostaglandins F. J Ocul Pharmacol Ther 2011 Jun;27(3):251-9
1,2-dinortafluprost acid  0   *Prostaglandins F. J Ocul Pharmacol Ther 2011 Jun;27(3):251-9
(5Z)-7-((1R,2R, 3R,5S)-2-((1E)-3,3-difluoro-4-phenoxy -1-butenyl)-3,5-dihydroxycyclopentyl)-5-heptenoic acid  0   *Prostaglandins F. Exp Eye Res. 2004 Apr;78(4):767-76
tafluprost  0   *Prostaglandins F. Exp Eye Res. 2004 Apr;78(4):767-76ZIOPTAN
15-cis-(4-n-propylcyclohexyl)-16,17,17,19,20-pentanor-9-deoxy-6,9-alpha-nitriloprostaglandin F1  0   *Prostaglandins F. Brain Res Bull 2003 May 15;60(3):275-81
butyryl prostaglandin F1 butyl ester  0   *Prostaglandins F. Anal Chem 1997 Dec 15;69(24):5011-7
prostaglandin F1  745-62-0   *Prostaglandins F.
2,3-dinor-6-oxoprostaglandin F1beta  0   *Prostaglandins F. Am J Cardiol 1994 Jun 1;73(15):1139
5,7-dihydroxy-11-ketotetranorprostanoic acid  24379-94-0   *Prostaglandins F. Biol Reprod 1987;36(1):109
5(6)-epoxyprostaglandin F1 alpha  96087-34-2   *Prostaglandins F. Biochem Biophys Res Commun 1985;126(3):1090
5,6-dihydroxyprostaglandin F1  87692-41-9 Prost-13-en-1-oic acid, 5,6,9,11,15-pentahydroxy-, (9alpha,11alpha,13E,15S)  *Prostaglandins F. Biochim Biophys Acta 1984;795(2):384
alfaprostol  74176-31-1   *Prostaglandins F. Prostaglandins 1983;25(4):541
prostaglandin F2beta  4510-16-1   *Prostaglandins F. Gastroenterology 1983;84(2):306
C22-prostaglandin F4alpha  79319-94-1 4,7-Nonadienoic acid, 9-(3,5-dihydroxy-2-(3-hydroxy-1,5-octadienyl)cyclopentyl)-, (1R-(1alpha(4Z,7Z),2beta(1E,3S*,5Z),3alpha,5alpha))  *Prostaglandins F. Prostaglandins 1981;21(5):691
prostaglandin F3alpha  745-64-2 Prosta-5,13,17-trien-1-oic acid, 9,11,15-trihydroxy-, (5Z,9alpha,11alpha,13E,15S,17Z)  *Prostaglandins F. Prostaglandins 1981;21(5):691
prostaglandin F1beta  10164-73-5   *Prostaglandins F. J Theor Biol 1981;93(1):7
prostaglandin F-main urinary metabolite  34069-62-0 (Z)-5-((1R,2R,3R,5S)-3,5-dihydroxy-2-(8-hydroxy-3-oxooctyl)cyclopentyl)pent-3-enoic acid  *Prostaglandins F. Adv Prostagl Thromboxane Res 1:87;1976; Adv Prostaglandin Thromboxane Res 7:965;1980; Biochim Biophys Acta 572(2):371;1979; Prostaglandins 12(5):843;1976; Tohoku J Exp Med 127(2):177;1979
lymphocytic thyroid stimulator (non-immunoglobulin)  0   *Prostaglandins E *Prostaglandins F Lymphocytes Thyroid Gland. J Biol Chem 253(2):631;1978

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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