1.0 2016-09-30 22:43:16 UTC 2020-05-19 22:01:07 UTC BMDB0001263 BMDB01263 Allysine Allysine, also known as 6-oxonorleucine or alpha-aasa, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Allysine is possibly soluble (in water) and a very strong basic compound (based on its pKa). Allysine exists in all eukaryotes, ranging from yeast to humans. Allysine participates in a number of enzymatic reactions, within cattle. In particular, Allysine and L-glutamic acid can be biosynthesized from saccharopine through the action of the enzyme Alpha-aminoadipic semialdehyde synthase, mitochondrial. In addition, Allysine can be converted into aminoadipic acid; which is catalyzed by the enzyme Alpha-aminoadipic semialdehyde dehydrogenase. In cattle, allysine is involved in the metabolic pathway called the lysine degradation pathway. Allysine is a potentially toxic compound. 2-Amino-5-formylvaleric acid 2-Aminoadipate 6-semialdehyde 6-Oxonorleucine alpha-Aminoadipic acid delta-semialdehyde alpha-Aminoadipic delta-semialdehyde HCO-[CH2]3-CH(NH2)-COOH 2-Amino-5-formylvalerate 2-Aminoadipic acid 6-semialdehyde a-Aminoadipate delta-semialdehyde a-Aminoadipic acid delta-semialdehyde alpha-Aminoadipate delta-semialdehyde Α-aminoadipate δ-semialdehyde Α-aminoadipic acid δ-semialdehyde a-Aminoadipic delta-semialdehyde Α-aminoadipic δ-semialdehyde a-Aminoadipate δ-semialdehyde a-Aminoadipic acid δ-semialdehyde a-Aminoadipic δ-semialdehyde (2S)-2-amino-6-Oxohexanoate (2S)-2-amino-6-Oxohexanoic acid 2-amino-Hexanedioate 2-amino-Hexanedioic acid 2-amino-Hexanedioic acid semialdhyde 2-Aminoadipate semialdehyde 2-Aminoadipate-6-semialdehyde 5-Formyl-norvaline 6-oxo-L-Norleucine 6-oxo-Norleucine alpha-Aminoadipic semialdehyde L-2-Aminoadipate 6-semialdehyde L-6-Oxonorleucine L-Allysine 2-Aminoadipic semialdehyde alpha-AASA alpha-Aminoadipate semialdehyde C6H11NO3 145.1564 145.073893223 2-amino-6-oxohexanoic acid allysine 1962-83-0 NC(CCCC=O)C(O)=O InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10) GFXYTQPNNXGICT-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids Alpha-hydrogen aldehydes Amino acids Amino fatty acids Carboxylic acids Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aldehyde Aliphatic acyclic compound Alpha-amino acid Alpha-hydrogen aldehyde Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative Medium-chain fatty acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds non-proteinogenic alpha-amino acid Solid logp -2.20 ALOGPS logs -0.47 ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 2.25 ChemAxon pka_strongest_basic 9.33 ChemAxon iupac 2-amino-6-oxohexanoic acid ChemAxon average_mass 145.1564 ChemAxon mono_mass 145.073893223 ChemAxon smiles NC(CCCC=O)C(O)=O ChemAxon formula C6H11NO3 ChemAxon inchi InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10) ChemAxon inchikey GFXYTQPNNXGICT-UHFFFAOYSA-N ChemAxon polar_surface_area 80.39 ChemAxon refractivity 34.96 ChemAxon polarizability 14.59 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 2 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 Lysine Degradation SMP0087203 Specdb::CMs 2379 Specdb::CMs 37998 Specdb::MsMs 90462 Specdb::MsMs 90463 Specdb::MsMs 90464 Specdb::MsMs 153621 Specdb::MsMs 153622 Specdb::MsMs 153623 Specdb::MsMs 3605167 Specdb::MsMs 3605168 Specdb::MsMs 3605169 Specdb::MsMs 3605170 Specdb::MsMs 3605171 Specdb::MsMs 3605172 Specdb::NmrOneD 318991 Specdb::NmrOneD 318992 Specdb::NmrOneD 318993 Specdb::NmrOneD 318994 Specdb::NmrOneD 318995 Specdb::NmrOneD 318996 Specdb::NmrOneD 318997 Specdb::NmrOneD 318998 Specdb::NmrOneD 318999 Specdb::NmrOneD 319000 Specdb::NmrOneD 319001 Specdb::NmrOneD 319002 Specdb::NmrOneD 319003 Specdb::NmrOneD 319004 Specdb::NmrOneD 319005 Specdb::NmrOneD 319006 Specdb::NmrOneD 319007 Specdb::NmrOneD 319008 Specdb::NmrOneD 319009 Specdb::NmrOneD 319010 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 FDB022519 202 17027 C00051877 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 BMDBP00631 Alpha-aminoadipic semialdehyde synthase, mitochondrial A8E657 AASS Enzyme BMDBP00632 Saccharopine dehydrogenase-like oxidoreductase Q3T067 SCCPDH Enzyme BMDBP00954 Alpha-aminoadipic semialdehyde dehydrogenase Q2KJC9 ALDH7A1 Enzyme