1.0 2011-09-21 00:09:19 UTC 2015-07-21 06:57:01 UTC FDB022158 Erythronilic acid 3-Hydroxy-2-methyl-butanoic acid (HMBA)is a normal urinary metabolite involved in the isoleucine catabolism, as well as presumably b-oxidation of fatty acids and ketogenesis, excreted in abnormally high amounts in beta-ketothiolase deficiency. Differences in the enantiomeric ratio of HMBA may originate from the enantioselectivity of different enzyme systems (PMID 10755375) [HMDB] (-)-erythro-Nilate (-)-erythro-Nilic acid (2R,3S)-3-Hydroxy-2-methylbutyrate (2R,3S)-3-Hydroxy-2-methylbutyric acid 3-hydroxy-2-methyl-[S-(R*,S*)]-Butanoate 3-hydroxy-2-methyl-[S-(R*,S*)]-Butanoic acid Erythronilate Erythronilic acid C5H10O3 118.1311 118.062994186 (2R,3S)-3-hydroxy-2-methylbutanoic acid erythronilate 66729-02-0 [H][C@@](C)(O)[C@@]([H])(C)C(O)=O InChI=1S/C5H10O3/c1-3(4(2)6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t3-,4+/m1/s1 VEXDRERIMPLZLU-DMTCNVIQSA-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 Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Methyl-branched fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Short-chain hydroxy acids and derivatives Alcohol Aliphatic acyclic compound Beta-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 Short-chain hydroxy acid Hydroxy fatty acids Solid logp -0.13 ALOGPS logs 0.45 ALOGPS solubility 3.36e+02 g/l ALOGPS logp 0.16 ChemAxon pka_strongest_acidic 4.51 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac (2R,3S)-3-hydroxy-2-methylbutanoic acid ChemAxon average_mass 118.1311 ChemAxon mono_mass 118.062994186 ChemAxon smiles [H][C@@](C)(O)[C@@]([H])(C)C(O)=O ChemAxon formula C5H10O3 ChemAxon inchi InChI=1S/C5H10O3/c1-3(4(2)6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t3-,4+/m1/s1 ChemAxon inchikey VEXDRERIMPLZLU-DMTCNVIQSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 28.04 ChemAxon polarizability 11.76 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 2407244 Specdb::MsMs 2407245 Specdb::MsMs 2407246 Specdb::MsMs 2531022 Specdb::MsMs 2531023 Specdb::MsMs 2531024 Specdb::CMs 162890 Specdb::CMs 1071132 Specdb::CMs 1071133 Specdb::CMs 1071135 Specdb::CMs 1071137 Specdb::CMs 1071138 Specdb::CMs 1071140 Specdb::NmrOneD 20562 Specdb::NmrOneD 20563 Specdb::NmrOneD 20564 Specdb::NmrOneD 20565 Specdb::NmrOneD 20566 Specdb::NmrOneD 20567 Specdb::NmrOneD 20568 Specdb::NmrOneD 20569 Specdb::NmrOneD 20570 Specdb::NmrOneD 20571 Specdb::NmrOneD 20572 Specdb::NmrOneD 20573 Specdb::NmrOneD 20574 Specdb::NmrOneD 20575 Specdb::NmrOneD 20576 Specdb::NmrOneD 20577 Specdb::NmrOneD 20578 Specdb::NmrOneD 20579 Specdb::NmrOneD 20580 Specdb::NmrOneD 20581 HMDB00642 #<Reference:0x000055ce31758460> 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