1.0 2011-09-21 00:07:10 UTC 2015-10-09 22:30:25 UTC FDB022023 2-Hydroxy-3-methylbutyric acid 2-Hydroxy-3-methylbutyric acid is a metabolite found in the urine of patients with Phenylketonuria (PMID 7978272), Methylmalonic acidemia, Propionic acidemia, 3-Ketothiolase deficiency, Isovaleric acidemia, 3-Methylcrotonylglycemia, 3-Hydroxy-3-methylglutaric acidemia, Multiple carboxylase deficiency, Glutaric aciduria, Ornithine transcarbamylase deficiency, glyceroluria, Tyrosinemia type 1, Galactosemia, and Maple syrup urine disease (PMID 11048741) [HMDB] 2-hydroxy-3-methyl-Butyric acid 2-Hydroxy-3-methylbutanoate 2-Hydroxy-3-methylbutanoic acid 2-Hydroxy-3-methylbutyrate 2-Hydroxyisopentanoate 2-Hydroxyisopentanoic acid 2-Hydroxyisovalerate 2-Hydroxyisovaleric acid 2-Oxyisovalerate 2-Oxyisovaleric acid 3-Methyl-2-hydroxybutyrate 3-Methyl-2-hydroxybutyric acid A-hydroxyisovalerate A-hydroxyisovaleric acid alpha-hydroxyisovalerate alpha-hydroxyisovaleric acid DL-2-Hydroxy-3-methylbutanoate DL-2-Hydroxy-3-methylbutanoic acid DL-2-Hydroxyisovalerate DL-2-Hydroxyisovaleric acid DL-a-hydroxyisovalerate DL-a-hydroxyisovaleric acid DL-alpha-hydroxyisovalerate DL-alpha-hydroxyisovaleric acid α-hydroxyisovalerate α-hydroxyisovaleric acid C5H10O3 118.1311 118.062994186 2-hydroxy-3-methylbutanoic acid 2-hydroxyisovaleric acid 4026-18-0 CC(C)C(O)C(O)=O InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8) NGEWQZIDQIYUNV-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Hydroxy fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Alpha hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Alcohol Aliphatic acyclic compound Alpha-hydroxy acid Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol 2-hydroxy monocarboxylic acid Solid logp 0.10 ALOGPS logs 0.26 ALOGPS solubility 2.15e+02 g/l ALOGPS logp 0.42 ChemAxon pka_strongest_acidic 4.14 ChemAxon pka_strongest_basic -3.9 ChemAxon iupac 2-hydroxy-3-methylbutanoic acid ChemAxon average_mass 118.1311 ChemAxon mono_mass 118.062994186 ChemAxon smiles CC(C)C(O)C(O)=O ChemAxon formula C5H10O3 ChemAxon inchi InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8) ChemAxon inchikey NGEWQZIDQIYUNV-UHFFFAOYSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 27.84 ChemAxon polarizability 11.77 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1358 Specdb::MsIr 487 Specdb::MsIr 488 Specdb::MsIr 489 Specdb::NmrTwoD 1301 Specdb::CMs 3028 Specdb::CMs 37507 Specdb::CMs 169512 Specdb::CMs 1060822 Specdb::CMs 1060824 Specdb::CMs 1060826 Specdb::CMs 1060827 Specdb::CMs 1060829 Specdb::MsMs 618 Specdb::MsMs 619 Specdb::MsMs 620 Specdb::MsMs 179346 Specdb::MsMs 179347 Specdb::MsMs 179348 Specdb::MsMs 181671 Specdb::MsMs 181672 Specdb::MsMs 181673 Specdb::MsMs 438672 Specdb::MsMs 439952 Specdb::MsMs 2244622 Specdb::MsMs 2245482 Specdb::MsMs 2310168 Specdb::MsMs 2310169 Specdb::MsMs 2310170 Specdb::MsMs 2655830 Specdb::MsMs 2655831 Specdb::MsMs 2655832 HMDB00407 #<Reference:0x000055ce3269d858> #<Reference:0x000055ce3269d650> #<Reference:0x000055ce3269d3a8> #<Reference:0x000055ce3269d178> #<Reference:0x000055ce3269cf98> #<Reference:0x000055ce3269cde0> 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