1.0 2011-09-21 01:45:14 UTC 2015-07-21 06:59:32 UTC FDB028807 2-Keto-6-acetamidocaproate 2-Keto-6-acetamidocaproate is an intermediate in lysine degradation. It can be generated from N6-acetyl-L-lysine. N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. N6-acetyl-L-lysine can be converted to 2-Keto-6-acetamidocaproate via the enzyme N6-acetyllysine aminotransferase and then 2-keto-6-acetamidocaproate can be reduced enzymatically to 5-acetamidovalerate. [HMDB] 2-Keto-6-acetamidocaproate 2-Keto-6-acetamidocaproic acid 2-keto-6-acetamidohexanoate 2-keto-6-acetamidohexanoic acid 2-oxo-6-acetamidocaproate 2-oxo-6-acetamidocaproic acid 6-acetamido-2-oxohexanoate 6-acetamido-2-oxohexanoic acid C8H13NO4 187.1931 187.084457909 6-acetamido-2-oxohexanoic acid 6-acetamido-2-oxohexanoic acid 59403-50-8 CC(=O)NCCCCC(=O)C(O)=O InChI=1S/C8H13NO4/c1-6(10)9-5-3-2-4-7(11)8(12)13/h2-5H2,1H3,(H,9,10)(H,12,13) NGCXIFFZXAZRAF-UHFFFAOYSA-N belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. Medium-chain keto acids and derivatives Organic compounds Organic acids and derivatives Keto acids and derivatives Medium-chain keto acids and derivatives Aliphatic acyclic compounds Acetamides Alpha-hydroxy ketones Alpha-keto acids and derivatives Amino fatty acids Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides Acetamide Aliphatic acyclic compound Alpha-hydroxy ketone Alpha-keto acid Amino fatty acid Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Fatty acyl Hydrocarbon derivative Ketone Medium-chain keto acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary carboxylic acid amide 2-oxo monocarboxylic acid acetamides Solid logp -0.10 ALOGPS logs -1.83 ALOGPS solubility 2.75e+00 g/l ALOGPS logp -0.069 ChemAxon pka_strongest_acidic 3.36 ChemAxon pka_strongest_basic -0.63 ChemAxon iupac 6-acetamido-2-oxohexanoic acid ChemAxon average_mass 187.1931 ChemAxon mono_mass 187.084457909 ChemAxon smiles CC(=O)NCCCCC(=O)C(O)=O ChemAxon formula C8H13NO4 ChemAxon inchi InChI=1S/C8H13NO4/c1-6(10)9-5-3-2-4-7(11)8(12)13/h2-5H2,1H3,(H,9,10)(H,12,13) ChemAxon inchikey NGCXIFFZXAZRAF-UHFFFAOYSA-N ChemAxon polar_surface_area 83.47 ChemAxon refractivity 44.85 ChemAxon polarizability 18.88 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2663 Specdb::MsIr 2664 Specdb::MsIr 2665 Specdb::CMs 12166 Specdb::CMs 39834 Specdb::CMs 134221 Specdb::CMs 141955 Specdb::NmrOneD 151290 Specdb::NmrOneD 151291 Specdb::NmrOneD 151292 Specdb::NmrOneD 151293 Specdb::NmrOneD 151294 Specdb::NmrOneD 151295 Specdb::NmrOneD 151296 Specdb::NmrOneD 151297 Specdb::NmrOneD 151298 Specdb::NmrOneD 151299 Specdb::NmrOneD 151300 Specdb::NmrOneD 151301 Specdb::NmrOneD 151302 Specdb::NmrOneD 151303 Specdb::NmrOneD 151304 Specdb::NmrOneD 151305 Specdb::NmrOneD 151306 Specdb::NmrOneD 151307 Specdb::NmrOneD 151308 Specdb::NmrOneD 151309 Specdb::MsMs 292762 Specdb::MsMs 292763 Specdb::MsMs 292764 Specdb::MsMs 333055 Specdb::MsMs 333056 Specdb::MsMs 333057 Specdb::MsMs 2462712 Specdb::MsMs 2462713 Specdb::MsMs 2462714 Specdb::MsMs 2498999 Specdb::MsMs 2499000 Specdb::MsMs 2499001 HMDB12150 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823