1.0 2011-09-21 01:39:13 UTC 2015-07-21 06:59:24 UTC FDB028402 Nonate Nonic acid or the anion, nonate, is a derivative of succinic acid, which is a dicarboxylic acid. The anion, succinate, is a component of the citric acid cycle capable of donating electrons to the electron transfer chain. Succinate dehydrogenase (SDH) plays an important role in the mitochondria, being both part of the respiratory chain and the Krebs cycle. SDH with a covalently attached FAD prosthetic group, binds enzyme substrates (succinate and fumarate) and physiological regulators (oxaloacetate and ATP). Oxidizing succinate links SDH to the fast-cycling Krebs cycle portion where it participates in the breakdown of acetyl-CoA throughout the whole Krebs cycle. The succinate can readily be imported into the mitochondrial matrix by the n-butylmalonate- (or phenylsuccinate-) sensitive dicarboxylate carrier in exchange with inorganic phosphate or another organic acid, e. g. malate. (PMID 16143825) Mutations in the four genes encoding the subunits of the mitochondrial respiratory chain succinate dehydrogenase are associated with a wide spectrum of clinical presentations (i.e.: Huntington's disease. (PMID 11803021) [HMDB] (2R) - 2- pentylbutanedioate (2R) - 2- pentylbutanedioic acid (2R) - 2- pentylsuccinic acid 2- pentylsuccinic acid nonic acid nonic acid ethanedisulfonate C9H16O4 188.2209 188.104859 (2S)-2-pentylbutanedioic acid (2S)-2-pentylbutanedioic acid CCCCC[C@@H](CC(O)=O)C(O)=O InChI=1S/C9H16O4/c1-2-3-4-5-7(9(12)13)6-8(10)11/h7H,2-6H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1 FNZSVEHJZREFPF-ZETCQYMHSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Medium-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Methyl-branched fatty acids Organic oxides Aliphatic acyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Hydrocarbon derivative Medium-chain fatty acid Methyl-branched fatty acid Organic oxide Organic oxygen compound Organooxygen compound Solid logp 1.27 ALOGPS logs -1.69 ALOGPS solubility 3.86e+00 g/l ALOGPS logp 1.92 ChemAxon pka_strongest_acidic 4.47 ChemAxon iupac (2S)-2-pentylbutanedioic acid ChemAxon average_mass 188.2209 ChemAxon mono_mass 188.104859 ChemAxon smiles CCCCC[C@@H](CC(O)=O)C(O)=O ChemAxon formula C9H16O4 ChemAxon inchi InChI=1S/C9H16O4/c1-2-3-4-5-7(9(12)13)6-8(10)11/h7H,2-6H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1 ChemAxon inchikey FNZSVEHJZREFPF-ZETCQYMHSA-N ChemAxon polar_surface_area 74.6 ChemAxon refractivity 46.52 ChemAxon polarizability 19.97 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21558 Specdb::CMs 39772 Specdb::CMs 155037 Specdb::MsIr 2579 Specdb::MsIr 2580 Specdb::MsIr 2581 Specdb::MsMs 313927 Specdb::MsMs 313928 Specdb::MsMs 313929 Specdb::MsMs 359530 Specdb::MsMs 359531 Specdb::MsMs 359532 Specdb::MsMs 2780995 Specdb::MsMs 2780996 Specdb::MsMs 2780997 Specdb::MsMs 2924416 Specdb::MsMs 2924417 Specdb::MsMs 2924418 Specdb::NmrOneD 94092 Specdb::NmrOneD 94093 Specdb::NmrOneD 94094 Specdb::NmrOneD 94095 Specdb::NmrOneD 94096 Specdb::NmrOneD 94097 Specdb::NmrOneD 94098 Specdb::NmrOneD 94099 Specdb::NmrOneD 94100 Specdb::NmrOneD 94101 Specdb::NmrOneD 94102 Specdb::NmrOneD 94103 Specdb::NmrOneD 94104 Specdb::NmrOneD 94105 Specdb::NmrOneD 94106 Specdb::NmrOneD 94107 Specdb::NmrOneD 94108 Specdb::NmrOneD 94109 Specdb::NmrOneD 94110 Specdb::NmrOneD 94111 HMDB11717 #<Reference:0x000055ce31fc3c58> #<Reference:0x000055ce31fc3aa0> 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