1.0 2016-09-30 23:01:32 UTC 2020-04-22 15:11:22 UTC BMDB0002752 BMDB02752 Prostaglandin A2 (+)-Prostaglandin a2 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoate 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostatrienoic acid 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoate 15(S)-Hydroxy-9-oxo-5-cis-10,13-trans-prostenoic acid 15(S)-Prostaglandin a2 15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylate 15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienecarboxylic acid 15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoate 15a-Hydroxy-9-oxo-cis-5,10,trans-13-prostatrienoic acid (5E)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl}hept-5-enoate C20H30O4 334.4498 334.214409448 (5E)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl}hept-5-enoic acid (+)-prostaglandin A2 CCCCC[C@H](O)\C=C\C1C=CC(=O)C1C\C=C\CCCC(O)=O InChI=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)/b7-4+,14-12+/t16?,17-,18?/m0/s1 MYHXHCUNDDAEOZ-BMVCOECRSA-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 Solid logp 4.08 ALOGPS logs -4.21 ALOGPS logp 4.38 ChemAxon pka_strongest_acidic 4.4 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac (5E)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-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\C1C=CC(=O)C1C\C=C\CCCC(O)=O ChemAxon formula C20H30O4 ChemAxon inchi InChI=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)/b7-4+,14-12+/t16?,17-,18?/m0/s1 ChemAxon inchikey MYHXHCUNDDAEOZ-BMVCOECRSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 99.09 ChemAxon polarizability 38.93 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 Specdb::CMs 13983 Specdb::CMs 38472 Specdb::MsMs 296857 Specdb::MsMs 296858 Specdb::MsMs 296859 Specdb::MsMs 338233 Specdb::MsMs 338234 Specdb::MsMs 338235 22833602 Grieco, Paul A.; Abood, Norman. Facile retro Diels-Alder reaction of a pentamethyltricyclo[5.2.1.02,6]decenone derivative: synthesis of (+)-15(S)-prostaglandin A2. Journal of the Chemical Society, Chemical Communications (1990), (5), 410-12.