1.0 2016-10-03 18:39:09 UTC 2020-06-04 19:22:59 UTC BMDB0013133 BMDB0062650 BMDB13133 BMDB62650 Methylmalonylcarnitine Methylmalonylcarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Thus, methylmalonylcarnitine is considered to be a fatty ester lipid molecule. Methylmalonylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (2R)-3-{[(2R)-1-carboxy-3-(trimethylazaniumyl)propan-2-yl]oxy}-2-methyl-3-oxopropanoic acid Methylmalonyl-L-carnitine Methylmalonylcarnitine C11H19NO6 261.274 261.121237336 (3R)-3-{[(2R)-2-carboxy-2-methylacetyl]oxy}-4-(trimethylazaniumyl)butanoate (3R)-3-{[(2R)-2-carboxy-2-methylacetyl]oxy}-4-(trimethylammonio)butanoate 256928-70-8 C[C@H](C(O)=O)C(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C InChI=1S/C11H19NO6/c1-7(10(15)16)11(17)18-8(5-9(13)14)6-12(2,3)4/h7-8H,5-6H2,1-4H3,(H-,13,14,15,16)/t7-,8-/m1/s1 XROYFEWIXXCPAW-HTQZYQBOSA-N belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acid esters Acyl carnitines 1,3-dicarbonyl compounds Amines Carboxylic acid esters Carboxylic acid salts Carboxylic acids Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Tetraalkylammonium salts Tricarboxylic acids and derivatives 1,3-dicarbonyl compound Acyl-carnitine Aliphatic acyclic compound Amine Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Carboxylic acid salt Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Quaternary ammonium salt Tetraalkylammonium salt Tricarboxylic acid or derivatives Aliphatic acyclic compounds Solid logp -1.62 ALOGPS logs -3.07 ALOGPS logp -4 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic -7.2 ChemAxon iupac (3R)-3-{[(2R)-2-carboxy-2-methylacetyl]oxy}-4-(trimethylazaniumyl)butanoate ChemAxon average_mass 261.274 ChemAxon mono_mass 261.121237336 ChemAxon smiles C[C@H](C(O)=O)C(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C ChemAxon formula C11H19NO6 ChemAxon inchi InChI=1S/C11H19NO6/c1-7(10(15)16)11(17)18-8(5-9(13)14)6-12(2,3)4/h7-8H,5-6H2,1-4H3,(H-,13,14,15,16)/t7-,8-/m1/s1 ChemAxon inchikey XROYFEWIXXCPAW-HTQZYQBOSA-N ChemAxon polar_surface_area 103.73 ChemAxon refractivity 83.56 ChemAxon polarizability 25.62 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 5 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 Specdb::CMs 136456 Specdb::CMs 144190 Specdb::NmrOneD 98898 Specdb::NmrOneD 98899 Specdb::NmrOneD 98900 Specdb::NmrOneD 98901 Specdb::NmrOneD 98902 Specdb::NmrOneD 98903 Specdb::NmrOneD 98904 Specdb::NmrOneD 98905 Specdb::NmrOneD 98906 Specdb::NmrOneD 98907 Specdb::NmrOneD 98908 Specdb::NmrOneD 98909 Specdb::NmrOneD 98910 Specdb::NmrOneD 98911 Specdb::NmrOneD 98912 Specdb::NmrOneD 98913 Specdb::NmrOneD 98914 Specdb::NmrOneD 98915 Specdb::NmrOneD 98916 Specdb::NmrOneD 98917 Specdb::MsMs 2312441 Specdb::MsMs 2312442 Specdb::MsMs 2312443 Blood 0.0196 +/- 0.0024 uM By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Liver 0.11 +/- 0.02 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Longissimus Thoracis Muscle 0.02 +/- 0.01 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Milk 0.202 +/- 0.004 uM Commercial 1% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.213 +/- 0.003 uM Commercial 2% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.214 +/- 0.004 uM Commercial 3.25% milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 0.23 +/- 0.01 uM Commercial skim milk by LC-HRMS Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Ruminal Fluid 0.187 +/- 0.013 uM Samples have been collected from 8 healthy primiparous Holstein cow, no barley grains in diet. Metabolite measured DFI-MS/MS. Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. Ruminal Fluid 0.187 +/- 0.013 uM Fozia Saleem, Souhaila Bouatra, An Chi Guo, Nikolaos Psychogios, Rupasri Mandal, Suzanna M. Dunn, Burim N. Ametaj, David S. Wishart. The Bovine Ruminal Fluid Metabolome. Metabolomics (2013) 9:360–378. Ruminal Fluid 0.022 +/- 0.003 uM By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Semimembranosus Muscle 0.02 +/- 0.01 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Testis 0.016 +/- 0.003 nmol/g of tissue By LC-MS/MS Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 FDB112307 156908004 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)