1.0 2016-09-30 22:47:36 UTC 2020-05-21 16:29:03 UTC BMDB0001553 BMDB01553 2-Oxo-4-methylthiobutanoic acid 4-Methylthio-2-oxobutanoate, also known as 2-keto-4-methylthiobutyrate or 2-oxomethionine, belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. 4-Methylthio-2-oxobutanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 4-Methylthio-2-oxobutanoate exists in all living species, ranging from bacteria to humans. 2-Keto-4-methylthiobutyric acid 2-oxo-4-Methylthiobutanoate 2-Oxomethionine 4-(METHYLsulfanyl)-2-oxobutanoIC ACID 4-Methylthio-2-oxobutanoate alpha-oxo-gamma-Methylthiobutyric acid 4-(Methylsulfanyl)-2-oxobutanoate 2-Keto-4-methylthiobutyrate 4-(METHYLsulphanyl)-2-oxobutanoate 4-(METHYLsulphanyl)-2-oxobutanoic acid 4-Methylthio-2-oxobutanoic acid a-oxo-g-Methylthiobutyrate a-oxo-g-Methylthiobutyric acid alpha-oxo-gamma-Methylthiobutyrate Α-oxo-γ-methylthiobutyrate Α-oxo-γ-methylthiobutyric acid 2-Ketomethiobutyrate 4-Methylthio-2-ketobutanoate 4-Methylthio-2-ketobutanoic acid 4-Methylthio-2-ketobutyrate 4-Methylthio-2-oxobutyrate alpha-Keto-methiolbutyric acid Keto-4-methylthiobutyrate Ketomethiobutyrate Ketomethiobutyric acid KMTB Methylthiobutyrate Methylthiobutyric acid 2-Keto-4-methylthiobutanoic acid 2-Keto-4-thiomethylbutyrate 2-oxo-4-Thiomethylbutyric acid alpha-Keto-gamma-methiolbutyrate alpha-Ketomethionine alpha-Oxomethionine 2-Keto-4-methylthiobutyric acid, monosodium salt 2-Ketothiomethylbutyric acid 4-Methylthio-2-oxobutyric acid S-Methyl-alpha-ketobutyric acid 2-Keto-4-methylthiobutyric acid, calcium salt 4-Methylthio-2-ketobutyric acid gamma-Methiol-keto-butyric acid 4-Methylmercapto-2-oxobutyrate 2-oxo-4-Methylthiobutanoic acid C5H8O3S 148.18 148.019414812 4-(methylsulfanyl)-2-oxobutanoic acid 2-oxo-4-thiomethylbutyric acid 583-92-6 CSCCC(=O)C(O)=O InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8) SXFSQZDSUWACKX-UHFFFAOYSA-N belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Thia fatty acids Alpha-hydroxy ketones Alpha-keto acids and derivatives Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Short-chain keto acids and derivatives Sulfenyl compounds Aliphatic acyclic compound Alpha-hydroxy ketone Alpha-keto acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dialkylthioether Hydrocarbon derivative Keto acid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Organosulfur compound Short-chain keto acid Sulfenyl compound Thia fatty acid Thioether Aliphatic acyclic compounds 2-oxo monocarboxylic acid Oxo fatty acids Oxo fatty acids sulfur-containing carboxylic acid Solid logp -0.07 ALOGPS logs -1.30 ALOGPS logp 1.12 ChemAxon pka_strongest_acidic 3.3 ChemAxon pka_strongest_basic -9.7 ChemAxon iupac 4-(methylsulfanyl)-2-oxobutanoic acid ChemAxon average_mass 148.18 ChemAxon mono_mass 148.019414812 ChemAxon smiles CSCCC(=O)C(O)=O ChemAxon formula C5H8O3S ChemAxon inchi InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8) ChemAxon inchikey SXFSQZDSUWACKX-UHFFFAOYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 35.07 ChemAxon polarizability 14.21 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Methionine Metabolism SMP0087249 Specdb::MsIr 1338 Specdb::MsIr 1339 Specdb::MsIr 1340 Specdb::CMs 1115 Specdb::CMs 1139 Specdb::CMs 2697 Specdb::CMs 31345 Specdb::CMs 31346 Specdb::CMs 38123 Specdb::CMs 146627 Specdb::MsMs 20498 Specdb::MsMs 20499 Specdb::MsMs 20500 Specdb::MsMs 22049 Specdb::MsMs 22050 Specdb::MsMs 22051 Specdb::MsMs 1470857 Specdb::MsMs 1471159 Specdb::MsMs 1471182 Specdb::MsMs 1472500 Specdb::MsMs 1472501 Specdb::MsMs 1472502 Specdb::MsMs 1472503 Specdb::MsMs 1472504 Specdb::MsMs 1472505 Specdb::MsMs 1472506 Specdb::MsMs 1472507 Specdb::MsMs 1472508 Specdb::MsMs 1472509 Specdb::MsMs 1472510 Specdb::MsMs 1472511 Specdb::MsMs 1472512 Specdb::MsMs 1477520 Specdb::MsMs 1477521 Specdb::MsMs 1477522 Specdb::NmrOneD 148180 Specdb::NmrOneD 148181 Specdb::NmrOneD 148182 Specdb::NmrOneD 148183 Specdb::NmrOneD 148184 Specdb::NmrOneD 148185 Specdb::NmrOneD 148186 Specdb::NmrOneD 148187 Specdb::NmrOneD 148188 Specdb::NmrOneD 148189 Specdb::NmrOneD 148190 Specdb::NmrOneD 148191 Specdb::NmrOneD 148192 Specdb::NmrOneD 148193 Specdb::NmrOneD 148194 Specdb::NmrOneD 148195 Specdb::NmrOneD 148196 Specdb::NmrOneD 148197 Specdb::NmrOneD 148198 Specdb::NmrOneD 148199 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Milk Milk from Friesuan Holstein cows (n=1035) Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 C01180 DB02238 FDB030353 460 473 33574 CPD-479 C00007474 228408 6319 Brodelius, P.; Hagerdal, B.; Mosbach, K. Immobilized whole cells of the yeast Trigonopsis variabilis containing D-amino acid oxidase for the production of a-keto acids. Enzyme Engineering (1980), 5 383-7. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 BMDBP02848 Interleukin 4 induced 1 F1N191 IL4I1 Enzyme