1.0 2016-09-30 22:29:37 UTC 2020-06-04 19:49:46 UTC BMDB0000378 BMDB00378 2-Methylbutyroylcarnitine 2-Methylbutyroylcarnitine 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, 2-methylbutyroylcarnitine is considered to be a fatty ester lipid molecule. 2-Methylbutyroylcarnitine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-[(2-Methylbutanoyl)oxy]-4-(trimethylammonio)butanoate 3-[(2-Methylbutanoyl)oxy]-4-(trimethylammonio)butanoic acid (2-Methylbutyryl)carnitine L-2-Methylbutyrate (3-carboxy-2-hydroxypropyl)trimethyl-hydroxide ammonium inner salt Methylbutyroyl-carnitine C12H23NO4 245.3153 245.162708229 3-[(2-methylbutanoyl)oxy]-4-(trimethylazaniumyl)butanoate 2-methylbutyroylcarnitine 31023-25-3 CCC(C)C(=O)OC(CC([O-])=O)C[N+](C)(C)C InChI=1S/C12H23NO4/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3 IHCPDBBYTYJYIL-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 Amines Branched fatty acids Carbonyl compounds Carboxylic acid esters Carboxylic acid salts Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organopnictogen compounds Tetraalkylammonium salts Acyl-carnitine Aliphatic acyclic compound Amine Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Carboxylic acid salt Dicarboxylic acid or derivatives Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Quaternary ammonium salt Tetraalkylammonium salt Aliphatic acyclic compounds C5-acylcarnitine Solid logp -2.00 ALOGPS logs -4.07 ALOGPS logp -2.8 ChemAxon pka_strongest_acidic 4.34 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac 3-[(2-methylbutanoyl)oxy]-4-(trimethylazaniumyl)butanoate ChemAxon average_mass 245.3153 ChemAxon mono_mass 245.162708229 ChemAxon smiles CCC(C)C(=O)OC(CC([O-])=O)C[N+](C)(C)C ChemAxon formula C12H23NO4 ChemAxon inchi InChI=1S/C12H23NO4/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3 ChemAxon inchikey IHCPDBBYTYJYIL-UHFFFAOYSA-N ChemAxon polar_surface_area 66.43 ChemAxon refractivity 86.44 ChemAxon polarizability 26.51 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 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::NmrTwoD 1292 Specdb::MsMs 591 Specdb::MsMs 592 Specdb::MsMs 593 Specdb::MsMs 2751094 Specdb::MsMs 2751095 Specdb::MsMs 2751096 Specdb::CMs 135500 Specdb::CMs 143234 Specdb::NmrOneD 1350 Specdb::NmrOneD 6662 Specdb::NmrOneD 6663 Specdb::NmrOneD 6664 Specdb::NmrOneD 6665 Specdb::NmrOneD 6666 Specdb::NmrOneD 6667 Specdb::NmrOneD 6668 Specdb::NmrOneD 6669 Specdb::NmrOneD 6670 Specdb::NmrOneD 6671 Specdb::NmrOneD 6672 Specdb::NmrOneD 6673 Specdb::NmrOneD 6674 Specdb::NmrOneD 6675 Specdb::NmrOneD 6676 Specdb::NmrOneD 6677 Specdb::NmrOneD 6678 Specdb::NmrOneD 6679 Specdb::NmrOneD 6680 Specdb::NmrOneD 6681 Milk 3.0 +/- 0.1 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 4.1 +/- 0.1 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 4.5 +/- 0.1 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 2.8 +/- 0.1 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 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 4932320 FDB021996 6426901 73026 5367 Nakanishi, Toyofumi; Shimizu, Akira; Arimoto, Masao; Kanai, Michiko. Synthesis of acylcarnitines for differential diagnosis of metabolic disorders. Nippon Iyo Masu Supekutoru Gakkai Koenshu (1993), 18 129-32. Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. 28342601 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)