1.0 2018-07-17 17:21:33 UTC 2020-05-05 18:38:40 UTC BMDB0062235 BMDB62235 Glycyl-Phenylalanine Glycyl-phenylalanine, also known as g-F dipeptide or gly-phe, 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. Glycyl-phenylalanine is possibly soluble (in water) and a very strong basic compound (based on its pKa). Gly-phe Gly-D-phenylalanine Gly-L-phenylalanine Glycyl-D-phenylalanine Glycyl-L-phenylalanine Glycylphenylalanine Glycylphenylalanine monobrosylate, (L)-isomer Glycylphenylalanine monohydrochloride, monohydrate, (L)-isomer Glycylphenylalanine monotosylate, (L)-isomer Glycylphenylalanine, (D)-isomer Glycylphenylalanine, (L)-isomer g-F Dipeptide GF Dipeptide Glycine phenylalanine dipeptide Glycine-phenylalanine dipeptide L-Glycyl-L-phenylalanine 2-[(2-Amino-1-hydroxyethylidene)amino]-3-phenylpropanoate C11H14N2O3 222.2405 222.100442324 2-[(2-amino-1-hydroxyethylidene)amino]-3-phenylpropanoic acid 2-[(2-amino-1-hydroxyethylidene)amino]-3-phenylpropanoic acid NCC(O)=NC(CC1=CC=CC=C1)C(O)=O InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16) JBCLFWXMTIKCCB-UHFFFAOYSA-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 Alpha amino acid amides Amino acids Amphetamines and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Phenylalanine and derivatives Phenylpropanoic acids Secondary carboxylic acid amides 3-phenylpropanoic-acid Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-dipeptide Amine Amino acid Amino acid or derivatives Amphetamine or derivatives Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenylalanine or derivatives Primary aliphatic amine Primary amine Secondary carboxylic acid amide Aromatic homomonocyclic compounds logp -2.13 ALOGPS logs -2.50 ALOGPS logp -1.7 ChemAxon pka_strongest_acidic 3.57 ChemAxon pka_strongest_basic 9.33 ChemAxon iupac 2-[(2-amino-1-hydroxyethylidene)amino]-3-phenylpropanoic acid ChemAxon average_mass 222.2405 ChemAxon mono_mass 222.100442324 ChemAxon smiles NCC(O)=NC(CC1=CC=CC=C1)C(O)=O ChemAxon formula C11H14N2O3 ChemAxon inchi InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16) ChemAxon inchikey JBCLFWXMTIKCCB-UHFFFAOYSA-N ChemAxon polar_surface_area 95.91 ChemAxon refractivity 58.44 ChemAxon polarizability 22.58 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 10476 Specdb::CMs 40907 Specdb::CMs 124754 Specdb::CMs 128019 Specdb::CMs 137470 Specdb::CMs 145204 Specdb::NmrOneD 155390 Specdb::NmrOneD 155391 Specdb::NmrOneD 155392 Specdb::NmrOneD 155393 Specdb::NmrOneD 155394 Specdb::NmrOneD 155395 Specdb::NmrOneD 155396 Specdb::NmrOneD 155397 Specdb::NmrOneD 155398 Specdb::NmrOneD 155399 Specdb::NmrOneD 155400 Specdb::NmrOneD 155401 Specdb::NmrOneD 155402 Specdb::NmrOneD 155403 Specdb::NmrOneD 155404 Specdb::NmrOneD 155405 Specdb::NmrOneD 155406 Specdb::NmrOneD 155407 Specdb::NmrOneD 155408 Specdb::NmrOneD 155409 Specdb::MsMs 289096 Specdb::MsMs 289097 Specdb::MsMs 289098 Specdb::MsMs 328420 Specdb::MsMs 328421 Specdb::MsMs 328422 Specdb::MsMs 3223642 Specdb::MsMs 3223643 Specdb::MsMs 3223644 Specdb::MsMs 3223645 Specdb::MsMs 3223646 Specdb::MsMs 3223647 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 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 Milk By UPLC-Q-TOF Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828 FDB098201 87926 97415 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 Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. 29565828