1.0 2016-09-30 23:08:45 UTC 2020-05-05 18:38:15 UTC BMDB0004240 BMDB04240 15-Keto-prostaglandin F2a 15-Keto-PGF2a 15-Keto-PGF2alpha 15-Keto-prostaglandin F2alpha 15-Ketoprostaglandin F2alpha 15-Keto-PGF2α 15-Keto-prostaglandin F2α 15-Ketoprostaglandin F2a 15-Ketoprostaglandin F2α 15-Keto-prostaglandin F2 alpha 15-oxo PGF-2alpha 15-oxo-Prostaglandin F2alpha 9S,11R-Dihydroxy-15-oxo-5Z,13E-prostadienoate 9S,11R-Dihydroxy-15-oxo-5Z,13E-prostadienoic acid 15-Oxoprostaglandin F2a 15-Oxoprostaglandin F2α 15-Keto-prostaglandin F2a C20H32O5 352.4651 352.224974134 (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid 15-keto-prostaglandin F2 α 35850-13-6 CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O InChI=1S/C20H32O5/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/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+,19-/m1/s1 LOLJEILMPWPILA-AMFHKTBMSA-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 Acryloyl compounds Carboxylic acids Cyclic alcohols and derivatives Cyclopentanols Enones Hydrocarbon derivatives Hydroxy fatty acids Ketones Long-chain fatty acids Monocarboxylic acids and derivatives Organic oxides Unsaturated fatty acids Acryloyl-group Alcohol Aliphatic homomonocyclic compound Alpha,beta-unsaturated ketone Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Cyclopentanol Enone 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 Falpha Solid logp 3.03 ALOGPS logs -3.58 ALOGPS logp 3.02 ChemAxon pka_strongest_acidic 4.36 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid ChemAxon average_mass 352.4651 ChemAxon mono_mass 352.224974134 ChemAxon smiles CCCCCC(=O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O ChemAxon formula C20H32O5 ChemAxon inchi InChI=1S/C20H32O5/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/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t16-,17-,18+,19-/m1/s1 ChemAxon inchikey LOLJEILMPWPILA-AMFHKTBMSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 99.57 ChemAxon polarizability 40.62 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 5 ChemAxon donor_count 3 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 18300 Specdb::CMs 32111 Specdb::CMs 38741 Specdb::CMs 99844 Specdb::CMs 158658 Specdb::MsMs 306583 Specdb::MsMs 306584 Specdb::MsMs 306585 Specdb::MsMs 350272 Specdb::MsMs 350273 Specdb::MsMs 350274 Specdb::MsMs 2762527 Specdb::MsMs 2762528 Specdb::MsMs 2762529 Specdb::MsMs 2946351 Specdb::MsMs 2946352 Specdb::MsMs 2946353 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 4444410 5280887 FDB023345 C05960 28442 7035