1.02011-09-21 00:24:01 UTC2015-07-21 06:57:29 UTCFDB023060Prostaglandin A2Produced by the seminal vessicals: Prostaglandins are a group of lipid compounds that are derived enzymatically from fattyacids. Technically a hormone, the prostanoid class of fatty acid derivatives is a subclass of eicosanoids. Prostaglandin A is cyclopentenone and endogenous metabolite derived from arachidonic acid. Exhibits potent cellular anti-proliferative activity in vivo and in vitro. Excess PGA2 causes an accumulation in both S and G2/M, and a marked decrease in G1. As well there is an increase in DNA content preceeding the G0/G1 peak (indicative of apoptic body formation) mediated by changes in expression levels of Bax and Bcl-2.
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](+)-Prostaglandin A215(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic acid15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoate15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic acid15(S)-Prostaglandin A215a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic acid15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic acidProstaglandin A2C20H30O4334.4498334.2144094487-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl}hept-5-enoic acid7-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl}hept-5-enoic acid13345-50-1[H][C@](O)(CCCCC)C=CC1C=CC(=O)C1CC=CCCCC(O)=OInChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/t16?,17-,18?/m0/s1MYHXHCUNDDAEOZ-ADKAHSJRSA-NSolidlogp4.08logs-4.21solubility2.06e-02 g/llogp4.38pka_strongest_acidic4.4pka_strongest_basic-1.6iupac7-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl}hept-5-enoic acidaverage_mass334.4498mono_mass334.214409448smiles[H][C@](O)(CCCCC)C=CC1C=CC(=O)C1CC=CCCCC(O)=OformulaC20H30O4inchiInChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/t16?,17-,18?/m0/s1inchikeyMYHXHCUNDDAEOZ-ADKAHSJRSA-Npolar_surface_area74.6refractivity99.09polarizability39.13rotatable_bond_count12acceptor_count4donor_count2physiological_charge-1formal_charge0Arachidonic Acid MetabolismSMP00075map00590HMDB02752AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823