1.0 2011-09-21 00:07:11 UTC 2015-10-09 22:29:17 UTC FDB022024 2-Methyl-3-ketovaleric acid 2-Methyl-3-ketovaleric acid is a metabolite of beta-leucine in the beta-keto pathway of leucine metabolism. 2-Methyl-3-ketovaleric acid is a known pathological metabolite and associated with propionic acidemia, especially during periods of ketoacidosis; a severe deficiency of propionyl-CoA carboxylase in cultured fibroblasts has been detected in some neonatal cases. (PMID 7389125, 6820422, 7119896, 7430116, 3356699) 2-Methyl-3-ketovaleric acid induces a strong activity of inosine-5'-monophosphate dehydrogenase (IMPDH; the rate-limiting enzyme in GTP synthesis), mimicking glucose. (PMID: 11145582) [HMDB] 2-Methyl-3-ketovalerate 2-Methyl-3-oxo-pentanoate 2-Methyl-3-oxo-pentanoic acid 2-Methyl-3-oxovalerate 2-Methyl-3-oxovaleric acid beta-Ketoisocaproate beta-Ketoisocaproic acid C6H10O3 130.1418 130.062994186 2-methyl-3-oxopentanoic acid 2-methyl-3-oxovaleric acid 14925-93-0 CCC(=O)C(C)C(O)=O InChI=1S/C6H10O3/c1-3-5(7)4(2)6(8)9/h4H,3H2,1-2H3,(H,8,9) QTLYPQZWYOHATR-UHFFFAOYSA-N belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Short-chain keto acids and derivatives Organic compounds Organic acids and derivatives Keto acids and derivatives Short-chain keto acids and derivatives Aliphatic acyclic compounds 1,3-dicarbonyl compounds Beta-hydroxy ketones Beta-keto acids and derivatives Carboxylic acids Hydrocarbon derivatives Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides 1,3-dicarbonyl compound Aliphatic acyclic compound Beta-hydroxy ketone Beta-keto acid Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Fatty acyl Hydrocarbon derivative Ketone Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Short-chain keto acid 3-oxo monocarboxylic acid Solid logp 0.72 ALOGPS logs -0.33 ALOGPS solubility 6.06e+01 g/l ALOGPS logp 1.24 ChemAxon pka_strongest_acidic 4.32 ChemAxon pka_strongest_basic -7.6 ChemAxon iupac 2-methyl-3-oxopentanoic acid ChemAxon average_mass 130.1418 ChemAxon mono_mass 130.062994186 ChemAxon smiles CCC(=O)C(C)C(O)=O ChemAxon formula C6H10O3 ChemAxon inchi InChI=1S/C6H10O3/c1-3-5(7)4(2)6(8)9/h4H,3H2,1-2H3,(H,8,9) ChemAxon inchikey QTLYPQZWYOHATR-UHFFFAOYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 31.74 ChemAxon polarizability 12.95 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1302 Specdb::CMs 10513 Specdb::CMs 37508 Specdb::CMs 156471 Specdb::CMs 1060831 Specdb::CMs 1060833 Specdb::CMs 1060835 Specdb::CMs 1060836 Specdb::CMs 1060838 Specdb::MsIr 490 Specdb::MsIr 491 Specdb::MsIr 492 Specdb::NmrOneD 1359 Specdb::NmrOneD 143750 Specdb::NmrOneD 143751 Specdb::NmrOneD 143752 Specdb::NmrOneD 143753 Specdb::NmrOneD 143754 Specdb::NmrOneD 143755 Specdb::NmrOneD 143756 Specdb::NmrOneD 143757 Specdb::NmrOneD 143758 Specdb::NmrOneD 143759 Specdb::NmrOneD 143760 Specdb::NmrOneD 143761 Specdb::NmrOneD 143762 Specdb::NmrOneD 143763 Specdb::NmrOneD 143764 Specdb::NmrOneD 143765 Specdb::NmrOneD 143766 Specdb::NmrOneD 143767 Specdb::NmrOneD 143768 Specdb::NmrOneD 143769 Specdb::MsMs 621 Specdb::MsMs 622 Specdb::MsMs 623 Specdb::MsMs 289168 Specdb::MsMs 289169 Specdb::MsMs 289170 Specdb::MsMs 328525 Specdb::MsMs 328526 Specdb::MsMs 328527 Specdb::MsMs 2405606 Specdb::MsMs 2405607 Specdb::MsMs 2405608 Specdb::MsMs 2529372 Specdb::MsMs 2529373 Specdb::MsMs 2529374 HMDB00408 #<Reference:0x000055ce3301c8e8> #<Reference:0x000055ce3301c730> #<Reference:0x000055ce3301c578> #<Reference:0x000055ce3301c370> #<Reference:0x000055ce3301c168> #<Reference:0x000055ce3301bee8> #<Reference:0x000055ce3301bd30> #<Reference:0x000055ce3301bb78> 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