1.0 2018-08-29 17:09:26 UTC 2020-06-04 19:22:59 UTC BMDB0062654 BMDB62654 O-Methylmalonylcarnitine O-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, O-methylmalonylcarnitine is considered to be a fatty ester lipid molecule. O-Methylmalonylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Methylmalonyl carnitine 2-Methylmalonyl-D-carnitine 2-Methylmalonylcarnitine 3-[(2-Carboxypropanoyl)oxy]-4-(trimethylammonio)butanoate Methylmalonylcarnitine 3-[(2-Carboxypropanoyl)oxy]-4-(trimethylammonio)butanoic acid C11H19NO6 261.274 261.121237336 3-{[1-carboxy-3-(trimethylazaniumyl)propan-2-yl]oxy}-2-methyl-3-oxopropanoate 3-{[1-carboxy-3-(trimethylammonio)propan-2-yl]oxy}-2-methyl-3-oxopropanoate CC(C([O-])=O)C(=O)OC(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) XROYFEWIXXCPAW-UHFFFAOYSA-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 O-acylcarnitine ammonium betaine carboxylic ester logp -1.76 ALOGPS logs -3.05 ALOGPS logp -4 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic -7.2 ChemAxon iupac 3-{[1-carboxy-3-(trimethylazaniumyl)propan-2-yl]oxy}-2-methyl-3-oxopropanoate ChemAxon average_mass 261.274 ChemAxon mono_mass 261.121237336 ChemAxon smiles CC(C([O-])=O)C(=O)OC(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) ChemAxon inchikey XROYFEWIXXCPAW-UHFFFAOYSA-N ChemAxon polar_surface_area 103.73 ChemAxon refractivity 83.56 ChemAxon polarizability 25.6 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::MsMs 2386907 Specdb::MsMs 2386908 Specdb::MsMs 2386909 Specdb::CMs 154686 Specdb::NmrOneD 77072 Specdb::NmrOneD 77073 Specdb::NmrOneD 77074 Specdb::NmrOneD 77075 Specdb::NmrOneD 77076 Specdb::NmrOneD 77077 Specdb::NmrOneD 77078 Specdb::NmrOneD 77079 Specdb::NmrOneD 77080 Specdb::NmrOneD 77081 Specdb::NmrOneD 77082 Specdb::NmrOneD 77083 Specdb::NmrOneD 77084 Specdb::NmrOneD 77085 Specdb::NmrOneD 77086 Specdb::NmrOneD 77087 Specdb::NmrOneD 77088 Specdb::NmrOneD 77089 Specdb::NmrOneD 77090 Specdb::NmrOneD 77091 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 21403178 71464478 73031 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)