1.0 2016-09-30 22:39:09 UTC 2020-05-05 18:37:33 UTC BMDB0000959 BMDB00959 Tiglylglycine N-Tiglylglycine (e)-N-(2-Methyl-1-oxo-2-butenyl)-glycine N-((e)-2-Methyl-but-2-enoyl)-glycine N-Tigloylglycine C7H11NO3 157.1671 157.073893223 2-[(2E)-2-methylbut-2-enamido]acetic acid [(2E)-2-methylbut-2-enamido]acetic acid 35842-45-6 C\C=C(/C)C(=O)NCC(O)=O InChI=1S/C7H11NO3/c1-3-5(2)7(11)8-4-6(9)10/h3H,4H2,1-2H3,(H,8,11)(H,9,10)/b5-3+ WRUSVQOKJIDBLP-HWKANZROSA-N belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues N-acyl-alpha amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides Aliphatic acyclic compound Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha-amino acid N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary carboxylic acid amide Aliphatic acyclic compounds N-acylglycine Solid logp 0.33 ALOGPS logs -1.32 ALOGPS logp 0.21 ChemAxon pka_strongest_acidic 4.09 ChemAxon pka_strongest_basic -0.49 ChemAxon iupac 2-[(2E)-2-methylbut-2-enamido]acetic acid ChemAxon average_mass 157.1671 ChemAxon mono_mass 157.073893223 ChemAxon smiles C\C=C(/C)C(=O)NCC(O)=O ChemAxon formula C7H11NO3 ChemAxon inchi InChI=1S/C7H11NO3/c1-3-5(2)7(11)8-4-6(9)10/h3H,4H2,1-2H3,(H,8,11)(H,9,10)/b5-3+ ChemAxon inchikey WRUSVQOKJIDBLP-HWKANZROSA-N ChemAxon polar_surface_area 66.4 ChemAxon refractivity 40.13 ChemAxon polarizability 15.97 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 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::NmrTwoD 1565 Specdb::CMs 14249 Specdb::CMs 37866 Specdb::CMs 132951 Specdb::CMs 140685 Specdb::CMs 1082497 Specdb::CMs 1082498 Specdb::CMs 1082499 Specdb::MsIr 999 Specdb::MsIr 1000 Specdb::MsIr 1001 Specdb::NmrOneD 1624 Specdb::NmrOneD 8102 Specdb::NmrOneD 8103 Specdb::NmrOneD 8104 Specdb::NmrOneD 8105 Specdb::NmrOneD 8106 Specdb::NmrOneD 8107 Specdb::NmrOneD 8108 Specdb::NmrOneD 8109 Specdb::NmrOneD 8110 Specdb::NmrOneD 8111 Specdb::NmrOneD 8112 Specdb::NmrOneD 8113 Specdb::NmrOneD 8114 Specdb::NmrOneD 8115 Specdb::NmrOneD 8116 Specdb::NmrOneD 8117 Specdb::NmrOneD 8118 Specdb::NmrOneD 8119 Specdb::NmrOneD 8120 Specdb::NmrOneD 8121 Specdb::MsMs 1363 Specdb::MsMs 1364 Specdb::MsMs 1365 Specdb::MsMs 4981 Specdb::MsMs 4982 Specdb::MsMs 297433 Specdb::MsMs 297434 Specdb::MsMs 297435 Specdb::MsMs 338965 Specdb::MsMs 338966 Specdb::MsMs 338967 Specdb::MsMs 439240 Specdb::MsMs 448177 Specdb::MsMs 2236156 Specdb::MsMs 2237244 Specdb::MsMs 2238214 Specdb::MsMs 2239343 Specdb::MsMs 2242337 Specdb::MsMs 2243509 Specdb::MsMs 2828833 Specdb::MsMs 2828834 Specdb::MsMs 2828835 Specdb::MsMs 2853190 Specdb::MsMs 2853191 Specdb::MsMs 2853192 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 FDB022337 4945715 73018 6441567 4246 Riordan, James M.; Stammer, Charles H. Synthesis of unsaturated azlactones from N-acylamino acids. Journal of Organic Chemistry (1974), 39(5), 654-9.; Carter, S. M. Bonham; Watson, D. G.; Midgley, J. M.; Logan, R. W. Synthesis and characterization of acyl glycines. Their measurement in single blood spots by gas chromatography-mass spectrometry to diagnose inborn errors of metabolism. Journal of Chromatography, B: Biomedical Applications (1996), 677(1), 29-35.