1.0 2011-09-21 00:19:45 UTC 2019-11-26 03:21:06 UTC FDB022796 cis-5-Tetradecenoylcarnitine Tetradecenoylcarnitine (C14:1) is the most characteristic metabolic marker of very long chain acyl-dehydrogenase (VLCAD) deficiency (PubMed ID 11433098 ); beta-Oxidation of long-chain fatty acids provides the major source of energy in the heart. Defects in enzymes of the beta-oxidation pathway cause sudden, unexplained death in childhood, acute hepatic encephalopathy or liver failure, skeletal myopathy, and cardiomyopathy. ( PubMed ID 7479827 ) [HMDB] 3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoate 3-[(5Z)-Tetradec-5-enoyloxy]-4-(trimethylammonio)butanoic acid C21H39NO4 369.5387 369.287908741 3-(tetradec-5-enoyloxy)-4-(trimethylazaniumyl)butanoate 3-(tetradec-5-enoyloxy)-4-(trimethylammonio)butanoate 835598-21-5 CCCCCCCCC=CCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3 NNCBVXBBLABOCB-UHFFFAOYSA-N belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Acyl carnitines Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Aliphatic acyclic compounds Amines Carbonyl compounds Carboxylic acid esters Carboxylic acid salts Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Tetraalkylammonium salts Acyl-carnitine Aliphatic acyclic compound Amine Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Carboxylic acid salt Dicarboxylic acid or derivatives Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Quaternary ammonium salt Tetraalkylammonium salt Solid logp 0.48 ALOGPS logs -7.39 ALOGPS solubility 1.71e-05 g/l ALOGPS logp 0.78 ChemAxon pka_strongest_acidic 4.24 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac 3-(tetradec-5-enoyloxy)-4-(trimethylazaniumyl)butanoate ChemAxon average_mass 369.5387 ChemAxon mono_mass 369.287908741 ChemAxon smiles CCCCCCCCC=CCCCC(=O)OC(CC([O-])=O)C[N+](C)(C)C ChemAxon formula C21H39NO4 ChemAxon inchi InChI=1S/C21H39NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h12-13,19H,5-11,14-18H2,1-4H3 ChemAxon inchikey NNCBVXBBLABOCB-UHFFFAOYSA-N ChemAxon polar_surface_area 66.43 ChemAxon refractivity 128.99 ChemAxon polarizability 44.52 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3407 HMDB02014 #<Reference:0x000055ac40339630> #<Reference:0x000055ac40339478> #<Reference:0x000055ac40339270> #<Reference:0x000055ac40339018> 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 Milk (Cow) Type 2 specific 0.033333 0.047 0.021 uM 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