1.0 2016-09-30 22:36:08 UTC 2020-05-11 20:37:53 UTC BMDB0000759 BMDB00759 Glycyl-L-leucine Glycylleucine, also known as GL or leucylglycine, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Glycylleucine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. G-L GL Gly-L-leu Glycyl-L-leucine Glycyl-leucine N-Glycyl-L-leucine Leucylglycine Leu-gly Glycylleucine, (D)-isomer Gly-leu g-L Dipeptide GL Dipeptide Glycine leucine dipeptide Glycine-leucine dipeptide N-Glycylleucine NSC 83257 Glycylleucine C8H16N2O3 188.2242 188.116092388 (2S)-2-(2-aminoacetamido)-4-methylpentanoic acid glycyl-L-leucine 869-19-2 CC(C)C[C@H](NC(=O)CN)C(O)=O InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1 DKEXFJVMVGETOO-LURJTMIESA-N belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Peptides Amino acids Carbonyl compounds Carboximidic acids Carboxylic acids Hydrocarbon derivatives Leucine and derivatives Methyl-branched fatty acids Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic acyclic compound Alpha peptide Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Branched fatty acid Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative Leucine or derivatives Methyl-branched fatty acid Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Aliphatic acyclic compounds dipeptide Solid logp -2.08 ALOGPS logs -1.09 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 3.89 ChemAxon pka_strongest_basic 8.14 ChemAxon iupac (2S)-2-(2-aminoacetamido)-4-methylpentanoic acid ChemAxon average_mass 188.2242 ChemAxon mono_mass 188.116092388 ChemAxon smiles CC(C)C[C@H](NC(=O)CN)C(O)=O ChemAxon formula C8H16N2O3 ChemAxon inchi InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1 ChemAxon inchikey DKEXFJVMVGETOO-LURJTMIESA-N ChemAxon polar_surface_area 92.42 ChemAxon refractivity 46.97 ChemAxon polarizability 19.4 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 3 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::MsIr 837 Specdb::MsIr 838 Specdb::MsIr 839 Specdb::CMs 22134 Specdb::CMs 37747 Specdb::CMs 173500 Specdb::CMs 1074757 Specdb::CMs 1074758 Specdb::CMs 1074760 Specdb::CMs 1074762 Specdb::CMs 1074764 Specdb::NmrOneD 1269 Specdb::NmrOneD 1527 Specdb::NmrOneD 166450 Specdb::NmrTwoD 1038 Specdb::NmrTwoD 1473 Specdb::MsMs 1089 Specdb::MsMs 1090 Specdb::MsMs 1091 Specdb::MsMs 4626 Specdb::MsMs 4627 Specdb::MsMs 4628 Specdb::MsMs 4629 Specdb::MsMs 4630 Specdb::MsMs 4631 Specdb::MsMs 4632 Specdb::MsMs 4633 Specdb::MsMs 4634 Specdb::MsMs 4635 Specdb::MsMs 315154 Specdb::MsMs 315155 Specdb::MsMs 315156 Specdb::MsMs 361057 Specdb::MsMs 361058 Specdb::MsMs 361059 Specdb::MsMs 437746 Specdb::MsMs 437747 Specdb::MsMs 437748 Specdb::MsMs 437749 Specdb::MsMs 437750 Specdb::MsMs 446236 Intestine 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 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 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 Milk Commercial milk, by CIL LC-MS Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 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 C02155 FDB022228 83812 92843 73514 CPD-12312 5727 Bolster J M; Vaalburg W; Elsinga P H; Woldring M G; Wynberg H Synthesis of carbon-11 labelled glycine and the dipeptides L-phenylalanylglycine and L-leucylglycine. International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes (1986), 37(9), 985-7. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809