1.0 2010-04-08 22:10:53 UTC 2019-11-26 03:08:59 UTC FDB013750 Deoxypyridinoline Derived from collagen cross-links formed between adjacent lysine residues in type I collagen of bone and dentine. Released into serum during bone resorption Deoxypyridinoline (DPD) is a breakdown product of type I fibrillar collagen, it occurs mainly in Type I collagen of bone. DPD shows a high specificity for bone, and the measurement of urinary DPD is not influenced by newly collagens and dietary intake. DPD cross-links of type 1 collagen are excreted in urine either as free or peptide-bound moieties. It is the peptide-bound cross-links that decrease by the greatest amount in response to bisphosphonate therapy. DPD is one of the most extensively characterized biochemical bone markers, but the interpretation of results is hampered by biologic and other preanalytical variability. Biochemical bone markers can provide a valuable tool in the management of metabolic bone diseases. Their most recognized application in clinical practice is for monitoring treatment for osteoporosis as an adjunct to bone mineral density measurements. Other applications that have been investigated include their use as a diagnostic tool for bone diseases other than osteoporosis and as predictive markers for bone loss and the risk of bone fracture. DPD measured in urine follow a circadian or diurnal cycle with a peak in the early morning and nadir in the late afternoon to early evening. The magnitude of the diurnal change, i.e., nadir concentration divided by peak concentration, expressed as a percentage is around 70% (range, 53-75%). (PMID: 11805003, 17229003, 16751696); Deoxypyridinoline, also called D-Pyrilinks or Pyrilinks-D, is a crosslink of type I collagen present in bone which is excreted unmetabolized in urine and is a specific marker of bone resorption. It is measured in a urine tests in patients when osteoporosis is suspected. Deoxypyridinoline is found in animal foods. 4-(2-amino-2-Carboxyethyl)-1-(5-amino-5-carboxypentyl)-3-(3-amino-3-carboxypropyl)-5-hydroxy-pyridinium inner salt stereoisomer Deoxipyridinoline Deoxy-pyridinoline Deoxypiridinoline Deoxypirydynoline Deoxypyridinoline Deoxypyridinolone Deoxypyridoline Desoxypyridinoline Lysylpyridinoline N-(5-amino-5-Carboxypentyl)-3-hydroxy-4-(2-amino-2-carboxyethyl)-5-(3-amino-3-carboxypropyl)pyridine C18H28N4O7 412.4375 412.19579927 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxypentyl)-5-hydroxypyridin-1-ium 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxypentyl)-5-hydroxypyridin-1-ium 83462-55-9 NC(CCC1=C(CC(N)C(O)=O)C(O)=C[N+](CCCCC(N)C([O-])=O)=C1)C(O)=O InChI=1S/C18H28N4O7/c19-12(16(24)25)3-1-2-6-22-8-10(4-5-13(20)17(26)27)11(15(23)9-22)7-14(21)18(28)29/h8-9,12-14H,1-7,19-21H2,(H3-,23,24,25,26,27,28,29) ZAHDXEIQWWLQQL-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 Tricarboxylic acids and derivatives 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 Tricarboxylic acid or derivatives Solid logp -4.14 ALOGPS logs -3.49 ALOGPS solubility 1.52e-01 g/l ALOGPS logp -12 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 9.9 ChemAxon iupac 4-(2-amino-2-carboxyethyl)-3-(3-amino-3-carboxypropyl)-1-(5-amino-5-carboxypentyl)-5-hydroxypyridin-1-ium ChemAxon average_mass 412.4375 ChemAxon mono_mass 412.19579927 ChemAxon smiles NC(CCC1=C(CC(N)C(O)=O)C(O)=C[N+](CCCCC(N)C([O-])=O)=C1)C(O)=O ChemAxon formula C18H28N4O7 ChemAxon inchi InChI=1S/C18H28N4O7/c19-12(16(24)25)3-1-2-6-22-8-10(4-5-13(20)17(26)27)11(15(23)9-22)7-14(21)18(28)29/h8-9,12-14H,1-7,19-21H2,(H3-,23,24,25,26,27,28,29) ChemAxon inchikey ZAHDXEIQWWLQQL-UHFFFAOYSA-N ChemAxon polar_surface_area 216.9 ChemAxon refractivity 113.48 ChemAxon polarizability 42.45 ChemAxon rotatable_bond_count 13 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB00569 #<Reference:0x000055ce32640ab8> #<Reference:0x000055ce32640900> #<Reference:0x000055ce32640748> #<Reference:0x000055ce32640590> #<Reference:0x000055ce326403d8> #<Reference:0x000055ce326401d0> #<Reference:0x000055ce3263ffa0> #<Reference:0x000055ce3263fd98> #<Reference:0x000055ce3263fb90> #<Reference:0x000055ce3263f988> #<Reference:0x000055ce3263f758> #<Reference:0x000055ce3263f578> 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