1.0 2016-09-30 23:20:53 UTC 2020-05-21 16:28:25 UTC BMDB0006248 BMDB06248 5-L-Glutamyl-L-alanine 5-L-Glutamyl-L-alanine gamma-L-Glutamyl-L-alanine L-gamma-Glu-L-ala N-L-gamma-Glutamyl-L-alanine g-L-Glutamyl-L-alanine Γ-L-glutamyl-L-alanine L-g-Glu-L-ala L-Γ-glu-L-ala N-L-g-Glutamyl-L-alanine N-L-Γ-glutamyl-L-alanine g-Glutamylalanine Γ-glutamylalanine γ-Glu-Ala γ-L-Glu-L-Ala L-γ-Glutamyl-L-alanine N-γ-Glutamylalanine N-L-γ-Glutamylalanine gamma-Glu-Ala gamma-L-Glu-L-Ala L-gamma-Glutamyl-L-alanine N-gamma-Glutamylalanine N-L-gamma-Glutamylalanine gamma-Glutamylalanine 5-L-Glutamylalanine g-Glu-Ala N-γ-L-Glutamyl-L-alanine N-gamma-L-Glutamyl-L-alanine C8H14N2O5 218.2072 218.090271568 (2S)-2-amino-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid g-glu-ala 5875-41-2 C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 WQXXXVRAFAKQJM-WHFBIAKZSA-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 Alanine and derivatives Amino acids 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 carboxylic acid amides Alanine or derivatives Aliphatic acyclic compound Alpha-amino acid Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives 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 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 carboxylic acid amide Aliphatic acyclic compounds gamma-glutamylalanine Solid logp -3.36 ALOGPS logs -1.23 ALOGPS logp -3.8 ChemAxon pka_strongest_acidic 1.93 ChemAxon pka_strongest_basic 9.31 ChemAxon iupac (2S)-2-amino-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid ChemAxon average_mass 218.2072 ChemAxon mono_mass 218.090271568 ChemAxon smiles C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O ChemAxon formula C8H14N2O5 ChemAxon inchi InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 ChemAxon inchikey WQXXXVRAFAKQJM-WHFBIAKZSA-N ChemAxon polar_surface_area 129.72 ChemAxon refractivity 48.59 ChemAxon polarizability 20.94 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 4 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 Glutathione Metabolism SMP0087167 Specdb::MsMs 178242 Specdb::MsMs 178243 Specdb::MsMs 178244 Specdb::MsMs 180558 Specdb::MsMs 180559 Specdb::MsMs 180560 Specdb::MsMs 2378062 Specdb::MsMs 2378063 Specdb::MsMs 2378064 Specdb::MsMs 2557332 Specdb::MsMs 2557333 Specdb::MsMs 2557334 Specdb::NmrOneD 67992 Specdb::NmrOneD 67993 Specdb::NmrOneD 67994 Specdb::NmrOneD 67995 Specdb::NmrOneD 67996 Specdb::NmrOneD 67997 Specdb::NmrOneD 67998 Specdb::NmrOneD 67999 Specdb::NmrOneD 68000 Specdb::NmrOneD 68001 Specdb::NmrOneD 68002 Specdb::NmrOneD 68003 Specdb::NmrOneD 68004 Specdb::NmrOneD 68005 Specdb::NmrOneD 68006 Specdb::NmrOneD 68007 Specdb::NmrOneD 68008 Specdb::NmrOneD 68009 Specdb::NmrOneD 68010 Specdb::NmrOneD 68011 Specdb::CMs 2476 Specdb::CMs 38981 Specdb::CMs 135581 Specdb::CMs 143315 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 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 389104 FDB023860 440103 C03740 50619 C00055691 1446127 BMDBP01242 Gamma-glutamylcyclotransferase Q32LE4 GGCT Enzyme BMDBP02851 Glutathione hydrolase 6 A7YWM1 GGT6 Enzyme