1.0 2011-09-21 00:23:45 UTC 2015-07-21 06:57:29 UTC FDB023044 Prostaglandin F1a Prostaglandin F1a is derived mainly from Prostaglandin E1, and is metabolized to 6-Keto Prostaglandin F1a. Prostaglandin F1a is excreted directly into the urine. Prostaglandin F1a contracts the circular muscle of the gut in opposition to the Prostaglandins of the E series. Prostaglandin F1a is a cytoprotector, protecting mucosal tissue from damage produced by ulcerogenic stimuli. Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs) and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes) and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signaling pathways. [HMDB] (13e,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oate (13e,15S)-9a,11a-9,11,15-Trihydroxyprost-13-en-1-Oic acid (13e,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oate (13e,15S)-9alpha,11alpha-9,11,15-Trihydroxyprost-13-en-1-Oic acid (13e,15S)-9α,11α-9,11,15-trihydroxyprost-13-en-1-Oate (13e,15S)-9α,11α-9,11,15-trihydroxyprost-13-en-1-Oic acid 3,5-dihydroxy-2-(3-hydroxy-1-octenyl)- (8CI)-cyclopentaneheptanoate 3,5-dihydroxy-2-(3-hydroxy-1-octenyl)- (8CI)-cyclopentaneheptanoic acid 9a,11a,15(S)-trihydroxy-13-trans-prostenoate 9a,11a,15(S)-trihydroxy-13-trans-prostenoic acid PGF 1-a PGF 1-alpha PGF 1-α prostaglandin F1 Prostaglandin F1-a Prostaglandin F1-alpha Prostaglandin F1-α Prostaglandin F1alpha Prostaglandin F1α C20H36O5 356.4968 356.256274262 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid prostaglandin f1α 745-62-0 CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1 DZUXGQBLFALXCR-CDIPTNKSSA-N belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandins and related compounds Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Aliphatic homomonocyclic compounds Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Cyclopentanols Fatty alcohols Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Alcohol Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Cyclopentanol Fatty alcohol Hydrocarbon derivative Hydroxy fatty acid Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Prostaglandin skeleton Secondary alcohol Prostaglandins Prostaglandins prostaglandins Falpha Solid logp 3.95 ALOGPS logs -3.50 ALOGPS solubility 1.13e-01 g/l ALOGPS logp 2.97 ChemAxon pka_strongest_acidic 4.41 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid ChemAxon average_mass 356.4968 ChemAxon mono_mass 356.256274262 ChemAxon smiles CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1CCCCCCC(O)=O ChemAxon formula C20H36O5 ChemAxon inchi InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1 ChemAxon inchikey DZUXGQBLFALXCR-CDIPTNKSSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 99.35 ChemAxon polarizability 42.53 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12702 Specdb::CMs 38459 Specdb::CMs 136957 Specdb::CMs 144691 Specdb::MsMs 293902 Specdb::MsMs 293903 Specdb::MsMs 293904 Specdb::MsMs 334492 Specdb::MsMs 334493 Specdb::MsMs 334494 Specdb::MsMs 2791415 Specdb::MsMs 2791416 Specdb::MsMs 2791417 Specdb::MsMs 2914952 Specdb::MsMs 2914953 Specdb::MsMs 2914954 HMDB02685 #<Reference:0x000055ce31a85728> #<Reference:0x000055ce31a85570> #<Reference:0x000055ce31a853b8> #<Reference:0x000055ce31a85200> #<Reference:0x000055ce31a85048> #<Reference:0x000055ce31a84e90> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823