1.0 2011-09-21 01:51:14 UTC 2015-07-21 06:59:39 UTC FDB029175 4-Oxo-13-cis-retinoate 4-oxo-9-cis retinoic acid (4-oxo-9cRA) is identified as a major plasma metabolite of 9-cis retinoic acid. Plasma levels of 4-oxo-9-cRA were initially 71% of those of 9cRA, but in contrast to 9cRA, there was no decline in plasma levels.Despite a decline in plasma levels of 9cRA over time, levels of the 4-oxo metabolite tended to persist. While the 4-oxo metabolite is less potent than the parent compound [HMDB] 3,7-dimethyl-9-(5-oxo-2,6,6-trimethyl-1-cyclohexenyl)-(2E,4Z,6Z,8Z)-nonatetraen-1-oate 3,7-dimethyl-9-(5-oxo-2,6,6-trimethyl-1-cyclohexenyl)-(2E,4Z,6Z,8Z)-nonatetraen-1-oic acid 4-keto-13-cis-retinoate 4-keto-13-cis-retinoic acid 4-oxo-13-cis-retinoate 4-oxo-13-cis-retinoic acid 4-oxo-13-cis-retinoic acid anion 4O13cVA C20H26O3 314.4186 314.188194698 (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-5-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-5-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid C\C(\C=C\C1=C(C)CCC(=O)C1(C)C)=C/C=C/C(/C)=C\C(O)=O InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-11-17-16(3)10-12-18(21)20(17,4)5/h6-9,11,13H,10,12H2,1-5H3,(H,22,23)/b8-6+,11-9+,14-7+,15-13- YOFBBAJVETYSCH-IWRFDTMXSA-N belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Retinoids Organic compounds Lipids and lipid-like molecules Prenol lipids Retinoids Aliphatic homomonocyclic compounds Carboxylic acids Cyclohexenones Diterpenoids Hydrocarbon derivatives Medium-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Unsaturated fatty acids Aliphatic homomonocyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic ketone Cyclohexenone Diterpenoid Fatty acid Fatty acyl Hydrocarbon derivative Ketone Medium-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Retinoic acid Retinoid skeleton Unsaturated fatty acid Solid logp 4.83 ALOGPS logs -4.75 ALOGPS solubility 5.60e-03 g/l ALOGPS logp 4.35 ChemAxon pka_strongest_acidic 5 ChemAxon pka_strongest_basic -7.6 ChemAxon iupac (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-5-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid ChemAxon average_mass 314.4186 ChemAxon mono_mass 314.188194698 ChemAxon smiles C\C(\C=C\C1=C(C)CCC(=O)C1(C)C)=C/C=C/C(/C)=C\C(O)=O ChemAxon formula C20H26O3 ChemAxon inchi InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-11-17-16(3)10-12-18(21)20(17,4)5/h6-9,11,13H,10,12H2,1-5H3,(H,22,23)/b8-6+,11-9+,14-7+,15-13- ChemAxon inchikey YOFBBAJVETYSCH-IWRFDTMXSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 98.48 ChemAxon polarizability 36.57 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13349 Specdb::CMs 39994 Specdb::CMs 158575 Specdb::MsMs 295345 Specdb::MsMs 295346 Specdb::MsMs 295347 Specdb::MsMs 336334 Specdb::MsMs 336335 Specdb::MsMs 336336 Specdb::MsMs 2306451 Specdb::MsMs 2306452 Specdb::MsMs 2306453 Specdb::MsMs 3062018 Specdb::MsMs 3062019 Specdb::MsMs 3062020 HMDB12789