1.0 2010-04-08 22:09:18 UTC 2019-11-26 03:04:08 UTC FDB010805 Pyridinoline Derived from collagen cross-links formed between adjacent hydroxylysine residues in type I and type II collagen of bone and cartilage respectively. Released into serum during bone resorption Pyridinoline is a breakdown product of bone collagen. It can be used as a bone marker to measure osteoclastic activity. Pyridinoline is found in animal foods. (+)-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 4-(2-Amino-2-carboxyethyl)-1-(5-amino-5-carboxy-2-hydroxypentyl)-3-(3-amino-3-carboxypropyl)-5-hydroxypyridinium(1+), 9CI Hydroxylysylpyridinoline C18H28N4O8 428.4369 428.190713892 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxy-2-hydroxypentyl)-5-hydroxypyridin-1-ium 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxy-2-hydroxypentyl)-5-hydroxypyridin-1-ium 63800-01-1 NC(CCC1=C(CC(N)C(O)=O)C(O)=C[N+](CC(O)CCC(N)C([O-])=O)=C1)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) LCYXYLLJXMAEMT-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). Alpha amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aromatic heteromonocyclic compounds Amino acids Aralkylamines Azacyclic compounds Carbonyl compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organic zwitterions Organopnictogen compounds Pyridinium derivatives Pyridinolates Secondary alcohols Tricarboxylic acids and derivatives Alcohol Alpha-amino acid Amine Amino acid Aralkylamine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxylic acid Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organic oxide Organic oxygen compound Organic zwitterion Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Pyridine Pyridinium Pyridinolate Secondary alcohol Tricarboxylic acid or derivatives Solid logp -3.94 ALOGPS logs -2.99 ALOGPS solubility 4.90e-01 g/l ALOGPS logp -13 ChemAxon pka_strongest_acidic 0.73 ChemAxon pka_strongest_basic 9.8 ChemAxon iupac 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxy-2-hydroxypentyl)-5-hydroxypyridin-1-ium ChemAxon average_mass 428.4369 ChemAxon mono_mass 428.190713892 ChemAxon smiles NC(CCC1=C(CC(N)C(O)=O)C(O)=C[N+](CC(O)CCC(N)C([O-])=O)=C1)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) ChemAxon inchikey LCYXYLLJXMAEMT-UHFFFAOYSA-N ChemAxon polar_surface_area 237.13 ChemAxon refractivity 114.84 ChemAxon polarizability 43.23 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB00851 #<Reference:0x000055ce32ff9078> #<Reference:0x000055ce32ff8ec0> #<Reference:0x000055ce32ff8d08> #<Reference:0x000055ce32ff8b50> #<Reference:0x000055ce32ff8998> #<Reference:0x000055ce32ff87e0> #<Reference:0x000055ce32ff8600> #<Reference:0x000055ce32ff8420> #<Reference:0x000055ce32ff8218> #<Reference:0x000055ce32ff8010> #<Reference:0x000055ce32ff7de0> #<Reference:0x000055ce32ff7b10> #<Reference:0x000055ce32ff7868> #<Reference:0x000055ce32ff75e8> #<Reference:0x000055ce32ff7340> #<Reference:0x000055ce32ff7160> #<Reference:0x000055ce32ff6f80> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823