1.0 2011-09-21 01:58:23 UTC 2015-07-21 06:59:46 UTC FDB029609 12-KETE 12-keto-eicosatetraenoic acid is a biologically active eicosanoid in the nervous system of Aplysia.It is a metabolite of 12-HPETE formed by Aplysia nervous tissue. 12-KETE was identified in incubations of the tissue with arachidonic acid using HPLC, UV spectrometry, and gas-chromatography/mass spectrometry. [3H]12-KETE is formed from endogenous lipid stores in nervous tissue, labeled with [3H]arachidonic acid upon stimulation by application of histamine. In L14 and L10 cells, identified neurons in the abdominal ganglion, applications of 12-KETE elicit changes in membrane potential similar to those evoked by histamine.[PMID:2774398] [HMDB] (5Z,8Z,10E,14Z)-12-Oxoeicosa-5,8,10,14-tetraenoate (5Z,8Z,10E,14Z)-12-Oxoeicosa-5,8,10,14-tetraenoic acid (5Z,8Z,10E,14Z)-12-Oxoicosa-5,8,10,14-tetraenoate (5Z,8Z,10E,14Z)-12-Oxoicosa-5,8,10,14-tetraenoic acid 12-keto-ETE 12-Ketoeicosatetraenoate 12-Ketoeicosatetraenoic acid 12-oxo-ETE 12-oxo, 5c,8c,10t,14c-20:4 12-OxoETE C20H30O3 318.4504 318.219494826 (5Z,8Z,10E,14Z)-12-oxoicosa-5,8,10,14-tetraenoic acid 12-oxo-ETE 108437-64-5 CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+ GURBRQGDZZKITB-VXBMJZGYSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Long-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Acryloyl compounds Carboxylic acids Enones Hydrocarbon derivatives Ketones Monocarboxylic acids and derivatives Organic oxides Unsaturated fatty acids Acryloyl-group Aliphatic acyclic compound Alpha,beta-unsaturated ketone Carbonyl group Carboxylic acid Carboxylic acid derivative Enone Hydrocarbon derivative Ketone Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Unsaturated fatty acid Hydroxy/hydroperoxyeicosatetraenoic acids Hydroxy/hydroperoxyeicosatetraenoic acids oxoicosatetraenoic acid Solid logp 5.79 ALOGPS logs -5.62 ALOGPS solubility 7.59e-04 g/l ALOGPS logp 5.77 ChemAxon pka_strongest_acidic 4.89 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac (5Z,8Z,10E,14Z)-12-oxoicosa-5,8,10,14-tetraenoic acid ChemAxon average_mass 318.4504 ChemAxon mono_mass 318.219494826 ChemAxon smiles CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O ChemAxon formula C20H30O3 ChemAxon inchi InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+ ChemAxon inchikey GURBRQGDZZKITB-VXBMJZGYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 100.57 ChemAxon polarizability 37.42 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Arachidonic Acid Metabolism SMP00075 map00590 Specdb::CMs 10585 Specdb::CMs 40143 Specdb::CMs 161749 Specdb::MsMs 289321 Specdb::MsMs 289322 Specdb::MsMs 289323 Specdb::MsMs 328711 Specdb::MsMs 328712 Specdb::MsMs 328713 Specdb::MsMs 2305968 Specdb::MsMs 2305969 Specdb::MsMs 2305970 Specdb::MsMs 3063262 Specdb::MsMs 3063263 Specdb::MsMs 3063264 HMDB13633 34151 #<Reference:0x000055ce333e4b88>