1.0 2016-09-30 22:30:52 UTC 2020-04-21 18:14:07 UTC BMDB0000446 BMDB00446 N-Alpha-ccetyllysine Acetyllysine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Acetyllysine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Acetyllysine exists in all eukaryotes, ranging from yeast to humans. (2S)-2-(Acetylamino)-6-aminohexanoic acid N(alpha)-Acetyllysine N-Acetyl-L-lysine N2-Acetyl-L-lysine N(alpha)-Acetyl-L-lysine (2S)-2-(Acetylamino)-6-aminohexanoate N(a)-Acetyllysine N(Α)-acetyllysine N(a)-Acetyl-L-lysine N(Α)-acetyl-L-lysine N-a-Acetyl-L-lysine N-Α-acetyl-L-lysine 6-Amino-L-2-acetamidohexanoic acid N2-Acetyllysine Nα-acetyl-L-lysine Nα-acetyllysine Nalpha-acetyl-L-lysine Nalpha-acetyllysine N-a-Acetyllysine N-Α-acetyllysine 6-Amino-L-2-acetamidohexanoate N-Acetyl poly-L-lysine N-Acetyl polylysine Acetyllysine 6-Amino-2-[(1-hydroxyethylidene)amino]hexanoate N(2)-Acetyllysine N(alpha)-Acetyllysine, (DL)-isomer N-alpha-Acetyllysine N-alpha-Acetyl-L-lysine C8H16N2O3 188.227 188.116092383 (2S)-6-amino-2-acetamidohexanoic acid nα-acetyllysine 1946-82-3 CC(=O)N[C@@H](CCCCN)C(O)=O InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1 VEYYWZRYIYDQJM-ZETCQYMHSA-N belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues N-acyl-alpha amino acids Amino acids Amino fatty acids Carbonyl compounds Carboximidic acids Carboxylic acids Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic acyclic compound Amine Amino acid Amino fatty acid Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative Medium-chain fatty acid Monocarboxylic 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 acetyl-L-lysine Solid logp -2.54 ALOGPS logs -1.07 ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 3.89 ChemAxon pka_strongest_basic 10.21 ChemAxon iupac (2S)-6-amino-2-acetamidohexanoic acid ChemAxon average_mass 188.227 ChemAxon mono_mass 188.116092383 ChemAxon smiles CC(=O)N[C@@H](CCCCN)C(O)=O ChemAxon formula C8H16N2O3 ChemAxon inchi InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1 ChemAxon inchikey VEYYWZRYIYDQJM-ZETCQYMHSA-N ChemAxon polar_surface_area 92.42 ChemAxon refractivity 47.25 ChemAxon polarizability 19.96 ChemAxon rotatable_bond_count 6 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::NmrTwoD 2034 Specdb::CMs 136423 Specdb::CMs 144157 Specdb::CMs 1062756 Specdb::CMs 1062758 Specdb::CMs 1062759 Specdb::CMs 1062761 Specdb::CMs 1062763 Specdb::CMs 1062765 Specdb::MsIr 523 Specdb::MsIr 524 Specdb::MsIr 525 Specdb::MsMs 1448395 Specdb::MsMs 1448396 Specdb::MsMs 1448397 Specdb::MsMs 2244063 Specdb::MsMs 2246013 Specdb::MsMs 2246247 Specdb::MsMs 2248215 Specdb::MsMs 2250154 Specdb::MsMs 2250214 Specdb::MsMs 2252200 Specdb::MsMs 2389285 Specdb::MsMs 2389286 Specdb::MsMs 2389287 Specdb::MsMs 2573348 Specdb::MsMs 2573349 Specdb::MsMs 2573350 Specdb::NmrOneD 5199 Specdb::NmrOneD 5200 Specdb::NmrOneD 6762 Specdb::NmrOneD 6763 Specdb::NmrOneD 6764 Specdb::NmrOneD 6765 Specdb::NmrOneD 6766 Specdb::NmrOneD 6767 Specdb::NmrOneD 6768 Specdb::NmrOneD 6769 Specdb::NmrOneD 6770 Specdb::NmrOneD 6771 Specdb::NmrOneD 6772 Specdb::NmrOneD 6773 Specdb::NmrOneD 6774 Specdb::NmrOneD 6775 Specdb::NmrOneD 6776 Specdb::NmrOneD 6777 Specdb::NmrOneD 6778 Specdb::NmrOneD 6779 Specdb::NmrOneD 6780 Specdb::NmrOneD 6781 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 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 FDB112380 83869 92907 C12989 35704 N-ACETYL-L-LYSINE Acetyllysine C00052355 5435 Akagi, Aru; Soejima, Yasuhiro; Izumiya, Nobuo. Facile syntheses of e-acyl-L-lysines and abnormal optical rotations of a-acyl-L-lysines. Kyushu Sangyo Daigaku Kogakubu Kenkyu Hokoku (1992), 29 119-24. 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