1.0 2016-09-30 22:37:31 UTC 2020-05-11 20:48:06 UTC BMDB0000851 BMDB00851 Pyridinoline (+)-Pyridinoline 1-(2S)-(+)-Pyridinoline 4-((2S)-2-Amino-2-carboxyethyl)-1-((2R,5S)-5-amino-5-carboxy-2-hydroxypentyl)-3-((3S)-3-amino-3-carboxypropyl)-5-hydroxy-pyridinium inner salt Hydroxylysylpyridinoline Hydroxylysyl pyridinoline Pyridinoline C18H28N4O8 428.4369 428.190713892 4-[(2S)-2-amino-2-carboxyethyl]-3-[(3S)-3-amino-3-carboxypropyl]-1-[(2R,5S)-5-amino-5-carboxylato-2-hydroxypentyl]-5-hydroxypyridin-1-ium 4-[(2S)-2-amino-2-carboxyethyl]-3-[(3S)-3-amino-3-carboxypropyl]-1-[(2R,5S)-5-amino-5-carboxylato-2-hydroxypentyl]-5-hydroxypyridin-1-ium 63800-01-1 N[C@@H](CCC1=C[N+](C[C@H](O)CC[C@H](N)C([O-])=O)=CC(O)=C1C[C@H](N)C(O)=O)C(O)=O InChI=1S/C18H28N4O8/c19-12(16(25)26)3-1-9-6-22(7-10(23)2-4-13(20)17(27)28)8-15(24)11(9)5-14(21)18(29)30/h6,8,10,12-14,23H,1-5,7,19-21H2,(H3-,24,25,26,27,28,29,30)/t10-,12+,13+,14+/m1/s1 LCYXYLLJXMAEMT-SAXRGWBVSA-N 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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues L-alpha-amino acids Amino acids Aralkylamines Azacyclic compounds Carbonyl compounds Carboxylic acid salts Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyridines Monoalkylamines Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Pyridinium derivatives Secondary alcohols Tricarboxylic acids and derivatives Alcohol Amine Amino acid Aralkylamine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Carboxylic acid salt Heteroaromatic compound Hydrocarbon derivative Hydroxypyridine L-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organic zwitterion Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Pyridine Pyridinium Secondary alcohol Tricarboxylic acid or derivatives Aromatic heteromonocyclic compounds Solid logp -3.94 ALOGPS logs -3.03 ALOGPS logp -13 ChemAxon pka_strongest_acidic 0.73 ChemAxon pka_strongest_basic 9.8 ChemAxon iupac 4-[(2S)-2-amino-2-carboxyethyl]-3-[(3S)-3-amino-3-carboxypropyl]-1-[(2R,5S)-5-amino-5-carboxylato-2-hydroxypentyl]-5-hydroxypyridin-1-ium ChemAxon average_mass 428.4369 ChemAxon mono_mass 428.190713892 ChemAxon smiles N[C@@H](CCC1=C[N+](C[C@H](O)CC[C@H](N)C([O-])=O)=CC(O)=C1C[C@H](N)C(O)=O)C(O)=O ChemAxon formula C18H28N4O8 ChemAxon inchi InChI=1S/C18H28N4O8/c19-12(16(25)26)3-1-9-6-22(7-10(23)2-4-13(20)17(27)28)8-15(24)11(9)5-14(21)18(29)30/h6,8,10,12-14,23H,1-5,7,19-21H2,(H3-,24,25,26,27,28,29,30)/t10-,12+,13+,14+/m1/s1 ChemAxon inchikey LCYXYLLJXMAEMT-SAXRGWBVSA-N ChemAxon polar_surface_area 237.13 ChemAxon refractivity 114.84 ChemAxon polarizability 43.12 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 62325 Specdb::MsMs 62326 Specdb::MsMs 62327 Specdb::MsMs 119022 Specdb::MsMs 119023 Specdb::MsMs 119024 Specdb::MsMs 2801074 Specdb::MsMs 2801075 Specdb::MsMs 2801076 Specdb::MsMs 2877113 Specdb::MsMs 2877114 Specdb::MsMs 2877115 Specdb::NmrOneD 145550 Specdb::NmrOneD 145551 Specdb::NmrOneD 145552 Specdb::NmrOneD 145553 Specdb::NmrOneD 145554 Specdb::NmrOneD 145555 Specdb::NmrOneD 145556 Specdb::NmrOneD 145557 Specdb::NmrOneD 145558 Specdb::NmrOneD 145559 Specdb::NmrOneD 145560 Specdb::NmrOneD 145561 Specdb::NmrOneD 145562 Specdb::NmrOneD 145563 Specdb::NmrOneD 145564 Specdb::NmrOneD 145565 Specdb::NmrOneD 145566 Specdb::NmrOneD 145567 Specdb::NmrOneD 145568 Specdb::NmrOneD 145569 Specdb::CMs 18524 Specdb::CMs 37802 Specdb::CMs 136087 Specdb::CMs 143821 Specdb::CMs 154453 Specdb::CMs 154455 Specdb::CMs 279988 Specdb::CMs 1079523 Specdb::CMs 1079525 Specdb::CMs 1079527 Specdb::CMs 1079529 Specdb::CMs 1079530 Specdb::CMs 1079532 Specdb::CMs 1079534 Specdb::CMs 1079536 Specdb::CMs 1079538 Specdb::CMs 1079540 Specdb::CMs 1079542 Specdb::CMs 1079544 Specdb::CMs 1079546 Specdb::CMs 1079548 Specdb::CMs 1079550 Specdb::CMs 1079551 Specdb::CMs 1079553 Specdb::CMs 1079555 Bladder 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 Cartilage 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 Epidermis 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 Fibroblasts 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 FDB010805 105068 94798 88539 Pyridinoline 5814 Allevi, Pietro; Cribiu, Riccardo; Giannini, Elios; Anastasia, Mario. Practical syntheses of pyridinolines, important amino acidic biomarkers of collagen health. Journal of Organic Chemistry (2007), 72(9), 3478-3483.