1.0 2016-09-30 22:26:34 UTC 2020-06-04 20:30:23 UTC BMDB0000194 BMDB00194 Anserine beta-Alanyl-3-methyl-L-histidine beta-Alanyl-N(pai)-methyl-L-histidine b-Alanyl-3-methyl-L-histidine Β-alanyl-3-methyl-L-histidine b-Alanyl-N(pai)-methyl-L-histidine Β-alanyl-N(pai)-methyl-L-histidine L-Anserine L-N-b-Alanyl-3-methyl-histidine L-N-beta-Alanyl-3-methyl-histidine N-b-Alanyl-3-methyl-L-histidine N-beta-Alanyl-3-methyl-L-histidine Balanine Beta Alanyl 3 methylhistidine Beta-Alanyl-3-methylhistidine Ophidine C10H16N4O3 240.259 240.122240398 (2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid anserine 584-85-0 CN1C=NC=C1C[C@H](NC(=O)CCN)C(O)=O InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1 MYYIAHXIVFADCU-QMMMGPOBSA-N belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Organic compounds Organic acids and derivatives Peptidomimetics Hybrid peptides Hybrid peptides Amino acids Azacyclic compounds Carbonyl compounds Carboximidic acids Carboxylic acids Heteroaromatic compounds Histidine and derivatives Hydrocarbon derivatives Imidazolyl carboxylic acids and derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl-alpha amino acids N-substituted imidazoles Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aromatic heteromonocyclic compound Azacycle Azole Carbonyl group Carboximidic acid Carboximidic acid derivative Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Histidine or derivatives Hybrid peptide Hydrocarbon derivative Imidazole Imidazolyl carboxylic acid derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-substituted imidazole Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Aromatic heteromonocyclic compounds beta-alanine derivative dipeptide Solid melting_point 226 - 228 °C logp -2.95 ALOGPS logs -1.78 ALOGPS logp -4.3 ChemAxon pka_strongest_acidic 3.44 ChemAxon pka_strongest_basic 9.13 ChemAxon iupac (2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid ChemAxon average_mass 240.259 ChemAxon mono_mass 240.122240398 ChemAxon smiles CN1C=NC=C1C[C@H](NC(=O)CCN)C(O)=O ChemAxon formula C10H16N4O3 ChemAxon inchi InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1 ChemAxon inchikey MYYIAHXIVFADCU-QMMMGPOBSA-N ChemAxon polar_surface_area 110.24 ChemAxon refractivity 60.46 ChemAxon polarizability 24.3 ChemAxon rotatable_bond_count 6 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 beta-Alanine Metabolism SMP0087180 Histidine Metabolism SMP0087219 Specdb::NmrTwoD 1199 Specdb::MsMs 313 Specdb::MsMs 314 Specdb::MsMs 315 Specdb::MsMs 3526 Specdb::MsMs 3527 Specdb::MsMs 3528 Specdb::MsMs 3529 Specdb::MsMs 3530 Specdb::MsMs 3531 Specdb::MsMs 3532 Specdb::MsMs 3533 Specdb::MsMs 3534 Specdb::MsMs 3535 Specdb::MsMs 3536 Specdb::MsMs 3537 Specdb::MsMs 3538 Specdb::MsMs 3539 Specdb::MsMs 3540 Specdb::MsMs 3541 Specdb::MsMs 3542 Specdb::MsMs 179004 Specdb::MsMs 179005 Specdb::MsMs 179006 Specdb::MsMs 181329 Specdb::MsMs 181330 Specdb::CMs 2856 Specdb::CMs 37350 Specdb::CMs 164596 Specdb::CMs 1053949 Specdb::CMs 1053951 Specdb::CMs 1053953 Specdb::CMs 1053954 Specdb::CMs 1053956 Specdb::NmrOneD 1171 Specdb::NmrOneD 273998 Specdb::NmrOneD 273999 Specdb::NmrOneD 274000 Specdb::NmrOneD 274001 Specdb::NmrOneD 274002 Specdb::NmrOneD 274003 Specdb::NmrOneD 274004 Specdb::NmrOneD 274005 Specdb::NmrOneD 274006 Specdb::NmrOneD 274007 Specdb::NmrOneD 274008 Specdb::NmrOneD 274009 Specdb::NmrOneD 274010 Specdb::NmrOneD 274011 Specdb::NmrOneD 274012 Specdb::NmrOneD 274013 Specdb::NmrOneD 274014 Specdb::NmrOneD 274015 Specdb::NmrOneD 274016 Specdb::NmrOneD 274017 Brain 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 Colostrum Detected by NMR Zanardi E, Caligiani A, Palla L, Mariani M, Ghidini S, Di Ciccio PA, Palla G, Ianieri A: Metabolic profiling by (1)H NMR of ground beef irradiated at different irradiation doses. Meat Sci. 2015 May;103:83-9. doi: 10.1016/j.meatsci.2015.01.005. Epub 2015 Jan 15. 25637742 Muscle Detected by NMR Zanardi E, Caligiani A, Palla L, Mariani M, Ghidini S, Di Ciccio PA, Palla G, Ianieri A: Metabolic profiling by (1)H NMR of ground beef irradiated at different irradiation doses. Meat Sci. 2015 May;103:83-9. doi: 10.1016/j.meatsci.2015.01.005. Epub 2015 Jan 15. 25637742 Muscle 214.93 +/- 49.55 uM Detected by NMR in Australian commercial beef sirloin. Jung Y, Lee J, Kwon J, Lee KS, Ryu DH, Hwang GS: Discrimination of the geographical origin of beef by (1)H NMR-based metabolomics. J Agric Food Chem. 2010 Oct 13;58(19):10458-66. doi: 10.1021/jf102194t. 20831251 Muscle 411.01 +/- 66.53 uM Detected by NMR in US commercial beef sirloin Jung Y, Lee J, Kwon J, Lee KS, Ryu DH, Hwang GS: Discrimination of the geographical origin of beef by (1)H NMR-based metabolomics. J Agric Food Chem. 2010 Oct 13;58(19):10458-66. doi: 10.1021/jf102194t. 20831251 Muscle 556.86 +/- 67.04 uM Detected by NMR in Korean commercial beef sirloin. Jung Y, Lee J, Kwon J, Lee KS, Ryu DH, Hwang GS: Discrimination of the geographical origin of beef by (1)H NMR-based metabolomics. J Agric Food Chem. 2010 Oct 13;58(19):10458-66. doi: 10.1021/jf102194t. 20831251 Muscle 719.11 +/- 50.49 uM Detected by NMR in New Zealand commercial beef sirloin. Jung Y, Lee J, Kwon J, Lee KS, Ryu DH, Hwang GS: Discrimination of the geographical origin of beef by (1)H NMR-based metabolomics. J Agric Food Chem. 2010 Oct 13;58(19):10458-66. doi: 10.1021/jf102194t. 20831251 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 Prostate Tissue 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 C01262 FDB021903 100482 112072 C00052191 18323 CPD-401 Anserine 5209 Yudaev, N. A. Biosynthesis of anserine. Doklady Akademii Nauk SSSR (1952), 82 615-17. BMDBP00650 Cytosolic non-specific dipeptidase Q3ZC84 CNDP2 Enzyme BMDBP02904 ATP-grasp domain-containing protein A5PJL9 Enzyme