1.0 2020-03-03 19:44:20 UTC 2020-05-05 18:38:50 UTC BMDB0064160 BMDB64160 gamma-Glutamylthreonine (2S)-2-Amino-5-{[(1S,2R)-1-carboxy-2-hydroxypropyl]amino}-5-oxopentanoic acid (2S)-2-Amino-5-{[(1S,2R)-1-carboxy-2-hydroxypropyl]amino}-5-oxopentanoate g-Glutamylthreonine Γ-glutamylthreonine L-gamma-Glu-L-THR L-g-Glu-L-THR L-Γ-glu-L-THR g-Glu-THR Γ-glu-THR Γ-L-glu-L-THR Γ-L-glutamyl-L-threonine L-Γ-glutamyl-L-threonine N-Γ-glutamylthreonine N-L-Γ-glutamylthreonine N-L-Γ-glutamyl-L-threonine gamma-Glu-THR gamma-L-Glu-L-THR gamma-L-Glutamyl-L-threonine L-gamma-Glutamyl-L-threonine N-gamma-Glutamylthreonine N-L-gamma-Glutamylthreonine N-L-gamma-Glutamyl-L-threonine N-Γ-L-glutamyl-L-threonine N-gamma-L-Glutamyl-L-threonine gamma-Glutamylthreonine C9H16N2O6 248.235 248.100836243 (2S)-2-amino-4-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}butanoic acid (2S)-2-amino-4-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}butanoic acid 5652-48-2 C[C@@H](O)[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O InChI=1S/C9H16N2O6/c1-4(12)7(9(16)17)11-6(13)3-2-5(10)8(14)15/h4-5,7,12H,2-3,10H2,1H3,(H,11,13)(H,14,15)(H,16,17)/t4-,5+,7+/m1/s1 GWNXFCYUJXASDX-ZDLURKLDSA-N belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Dipeptides Amino acids Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Fatty acids and conjugates Gamma-glutamyl amino acids Glutamine and derivatives Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines N-acyl amines N-acyl-L-alpha-amino acids Organic oxides Organopnictogen compounds Secondary alcohols Secondary carboxylic acid amides Short-chain hydroxy acids and derivatives Alcohol Aliphatic acyclic compound Alpha-amino acid Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Beta-hydroxy acid Carbonyl group Carboxamide group Carboxylic acid Dicarboxylic acid or derivatives Fatty acid Fatty acyl Fatty amide Gamma-glutamyl alpha-amino acid Glutamine or derivatives Hydrocarbon derivative Hydroxy acid L-alpha-amino acid N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine N-acyl-l-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Secondary alcohol Secondary carboxylic acid amide Short-chain hydroxy acid Aliphatic acyclic compounds logp -3.40 ALOGPS logs -1.10 ALOGPS logp -4.5 ChemAxon pka_strongest_acidic 1.89 ChemAxon pka_strongest_basic 9.31 ChemAxon iupac (2S)-2-amino-4-{[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl}butanoic acid ChemAxon average_mass 248.235 ChemAxon mono_mass 248.100836243 ChemAxon smiles C[C@@H](O)[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O ChemAxon formula C9H16N2O6 ChemAxon inchi InChI=1S/C9H16N2O6/c1-4(12)7(9(16)17)11-6(13)3-2-5(10)8(14)15/h4-5,7,12H,2-3,10H2,1H3,(H,11,13)(H,14,15)(H,16,17)/t4-,5+,7+/m1/s1 ChemAxon inchikey GWNXFCYUJXASDX-ZDLURKLDSA-N ChemAxon polar_surface_area 149.95 ChemAxon refractivity 54.55 ChemAxon polarizability 23.29 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 5 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 130511 Specdb::CMs 138245 Specdb::MsMs 1282693 Specdb::MsMs 1282694 Specdb::MsMs 1282695 Specdb::MsMs 1397542 Specdb::MsMs 1397543 Specdb::MsMs 1397544 Specdb::MsMs 2345030 Specdb::MsMs 2345031 Specdb::MsMs 2345032 Specdb::MsMs 2589817 Specdb::MsMs 2589818 Specdb::MsMs 2589819 Specdb::NmrOneD 157110 Specdb::NmrOneD 157111 Specdb::NmrOneD 157112 Specdb::NmrOneD 157113 Specdb::NmrOneD 157114 Specdb::NmrOneD 157115 Specdb::NmrOneD 157116 Specdb::NmrOneD 157117 Specdb::NmrOneD 157118 Specdb::NmrOneD 157119 Specdb::NmrOneD 157120 Specdb::NmrOneD 157121 Specdb::NmrOneD 157122 Specdb::NmrOneD 157123 Specdb::NmrOneD 157124 Specdb::NmrOneD 157125 Specdb::NmrOneD 157126 Specdb::NmrOneD 157127 Specdb::NmrOneD 157128 Specdb::NmrOneD 157129 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 29273165 FDB112151 53861142 133747