1.0 2016-09-30 23:01:19 UTC 2020-05-11 20:45:15 UTC BMDB0002710 BMDB02710 Prostaglandin J2 9-Deoxy-delta-9-PGD2 9-Deoxy-delta-9-prostaglandin D2 PGJ2 9-Deoxy-δ-9-PGD2 9-Deoxy-δ-9-prostaglandin D2 11-oxo-15S-Hydroxy-5Z,8Z,13E-prostatrienoate 11-oxo-15S-Hydroxy-5Z,8Z,13E-prostatrienoic acid C20H30O4 334.4498 334.214409448 (5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid prostaglandin J2 60203-57-8 CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)C=CC1=O InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-13+/t16-,17-,18+/m0/s1 UQOQENZZLBSFKO-POPPZSFYSA-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. Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Prostaglandins and related compounds Carboxylic acids Cyclic ketones Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Unsaturated fatty acids Alcohol Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic ketone Fatty acid Hydrocarbon derivative Hydroxy fatty acid Ketone Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Prostaglandin skeleton Secondary alcohol Unsaturated fatty acid Aliphatic homomonocyclic compounds Prostaglandins Prostaglandins prostaglandins J Solid logp 4.10 ALOGPS logs -4.23 ALOGPS logp 4.38 ChemAxon pka_strongest_acidic 4.68 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac (5Z)-7-[(1S,5R)-5-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid ChemAxon average_mass 334.4498 ChemAxon mono_mass 334.214409448 ChemAxon smiles CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)C=CC1=O ChemAxon formula C20H30O4 ChemAxon inchi InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4-,14-13+/t16-,17-,18+/m0/s1 ChemAxon inchikey UQOQENZZLBSFKO-POPPZSFYSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 99.09 ChemAxon polarizability 38.63 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Arachidonic Acid Metabolism SMP0087220 Specdb::MsMs 313552 Specdb::MsMs 313553 Specdb::MsMs 313554 Specdb::MsMs 359062 Specdb::MsMs 359063 Specdb::MsMs 359064 Specdb::MsMs 435548 Specdb::MsMs 435549 Specdb::MsMs 435550 Specdb::MsMs 435551 Specdb::MsMs 435552 Specdb::MsMs 435553 Specdb::MsMs 435554 Specdb::MsMs 435555 Specdb::MsMs 435556 Specdb::MsMs 2747209 Specdb::MsMs 2747210 Specdb::MsMs 2747211 Specdb::MsMs 2931291 Specdb::MsMs 2931292 Specdb::MsMs 2931293 Specdb::CMs 21377 Specdb::CMs 38465 Specdb::CMs 137940 Specdb::CMs 145674 Neuron Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Platelet Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB023049 4444407 5280884 C05957 27485 3464 Zanoni, Giuseppe; Porta, Alessio; De Toma, Quintino; Castronovo, Francesca; Vidari, Giovanni. First Enantioselective Total Synthesis of (8S,12R,15S)-Prostaglandin J2. Journal of Organic Chemistry (2003), 68(16), 6437-6439.