1.0 2016-09-30 23:04:19 UTC 2020-05-11 20:30:53 UTC BMDB0003405 BMDB03405 D-Lysine L-Lysine, also known as (S)-lysine or L-lysin, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-Lysine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. L-Lysine exists in all living species, ranging from bacteria to humans. In cattle, L-lysine is involved in the metabolic pathway called the biotin metabolism pathway. L-Lysine is a potentially toxic compound. L-Lysine has been found to be associated with several diseases known as citrullinemia type ii, neonatal-onset, autism, and leukemia; also l-lysine has been linked to several inborn metabolic disorders including histidinemia and fumarase deficiency. (R)-2,6-Diaminohexanoic acid D-2,6-Diaminohexanoic acid D-Lysin DLY (R)-2,6-Diaminohexanoate D-2,6-Diaminohexanoate C6H14N2O2 146.19 146.105527699 (2R)-2,6-diaminohexanoic acid D-lysine 923-27-3 NCCCC[C@@H](N)C(O)=O InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1 KDXKERNSBIXSRK-RXMQYKEDSA-N belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues D-alpha-amino acids Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aliphatic acyclic compound Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid D-alpha-amino 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 D-alpha-amino acid Other amino acids lysine Solid logp -3.76 ALOGPS logs -0.14 ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 2.74 ChemAxon pka_strongest_basic 10.29 ChemAxon iupac (2R)-2,6-diaminohexanoic acid ChemAxon average_mass 146.19 ChemAxon mono_mass 146.105527699 ChemAxon smiles NCCCC[C@@H](N)C(O)=O ChemAxon formula C6H14N2O2 ChemAxon inchi InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m1/s1 ChemAxon inchikey KDXKERNSBIXSRK-RXMQYKEDSA-N ChemAxon polar_surface_area 89.34 ChemAxon refractivity 37.81 ChemAxon polarizability 15.91 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 3 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::NmrTwoD 1897 Specdb::MsMs 87384 Specdb::MsMs 87385 Specdb::MsMs 87386 Specdb::MsMs 149877 Specdb::MsMs 149878 Specdb::MsMs 149879 Specdb::MsMs 2310435 Specdb::MsMs 2310436 Specdb::MsMs 2310437 Specdb::MsMs 2655959 Specdb::MsMs 2655960 Specdb::MsMs 2655961 Specdb::CMs 166724 Specdb::NmrOneD 1962 Specdb::NmrOneD 21662 Specdb::NmrOneD 21663 Specdb::NmrOneD 21664 Specdb::NmrOneD 21665 Specdb::NmrOneD 21666 Specdb::NmrOneD 21667 Specdb::NmrOneD 21668 Specdb::NmrOneD 21669 Specdb::NmrOneD 21670 Specdb::NmrOneD 21671 Specdb::NmrOneD 21672 Specdb::NmrOneD 21673 Specdb::NmrOneD 21674 Specdb::NmrOneD 21675 Specdb::NmrOneD 21676 Specdb::NmrOneD 21677 Specdb::NmrOneD 21678 Specdb::NmrOneD 21679 Specdb::NmrOneD 21680 Specdb::NmrOneD 21681 Neuron 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 DB03252 FDB023163 C00739 51793 57449 16855 CPD-219 Lysine Furui, Masakatsu; Takahashi, Eiji; Seko, Hiroyasu. Process for preparing D-lysine. Eur. Pat. Appl. (1996), 7 pp.