1.0 2016-09-30 22:45:52 UTC 2020-06-04 19:13:37 UTC BMDB0001431 BMDB01431 Pyridoxamine Pyridoxamine, also known as PM, belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position. Pyridoxamine is possibly soluble (in water) and a very strong basic compound (based on its pKa). Pyridoxamine exists in all living species, ranging from bacteria to humans. Pyridoxamine participates in a number of enzymatic reactions, within cattle. In particular, Pyridoxamine can be converted into pyridoxal; which is catalyzed by the enzyme pyridoxine-5'-phosphate oxidase. In addition, Pyridoxamine can be converted into pyridoxamine 5'-phosphate through its interaction with the enzyme pyridoxal kinase. In cattle, pyridoxamine is involved in the metabolic pathway called the vitamin B6 metabolism pathway. 4-(AMINOMETHYL)-5-(hydroxymethyl)-2-methylpyridin-3-ol PM 2-Methyl-4-aminomethyl-5-hydroxymethyl-3-pyridinol 4-(Aminomethyl)-5-(hydroxymethyl)-2-methyl-3-pyridinol 4-(Aminomethyl)-5-hydroxy-6-methyl-3-pyridinemethanol Pyridoxylamine C8H12N2O2 168.1931 168.089877638 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol pyridoxamine 85-87-0 CC1=C(O)C(CN)=C(CO)C=N1 InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 NHZMQXZHNVQTQA-UHFFFAOYSA-N belongs to the class of organic compounds known as pyridoxamine 5'-phosphates. These are heterocyclic aromatic compounds containing a pyridoxamine that carries a phosphate group at the 5'-position. Organic compounds Organoheterocyclic compounds Pyridines and derivatives Pyridoxamines Pyridoxamine 5'-phosphates Aralkylamines Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hydroxypyridines Methylpyridines Monoalkylamines Organopnictogen compounds Primary alcohols Alcohol Amine Aralkylamine Aromatic alcohol Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Hydroxypyridine Methylpyridine Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Primary aliphatic amine Primary amine Pyridoxamine 5'-phosphate Aromatic heteromonocyclic compounds Water-soluble vitamins aminoalkylpyridine hydroxymethylpyridine monohydroxypyridine vitamin B6 Solid water_solubility 815 mg/mL logp -1.23 ALOGPS logs -0.76 ALOGPS logp -1.6 ChemAxon pka_strongest_acidic 7.81 ChemAxon pka_strongest_basic 9.61 ChemAxon iupac 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol ChemAxon average_mass 168.1931 ChemAxon mono_mass 168.089877638 ChemAxon smiles CC1=C(O)C(CN)=C(CO)C=N1 ChemAxon formula C8H12N2O2 ChemAxon inchi InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 ChemAxon inchikey NHZMQXZHNVQTQA-UHFFFAOYSA-N ChemAxon polar_surface_area 79.37 ChemAxon refractivity 45.76 ChemAxon polarizability 17.52 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 1 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 Vitamin B6 Metabolism SMP0087240 Specdb::CMs 749 Specdb::CMs 750 Specdb::CMs 1667 Specdb::CMs 2353 Specdb::CMs 30675 Specdb::CMs 30760 Specdb::CMs 31333 Specdb::CMs 38071 Specdb::CMs 131552 Specdb::CMs 139286 Specdb::NmrTwoD 1071 Specdb::NmrTwoD 1646 Specdb::MsIr 1270 Specdb::MsIr 1271 Specdb::MsIr 1272 Specdb::NmrOneD 1705 Specdb::NmrOneD 4991 Specdb::NmrOneD 4992 Specdb::NmrOneD 147720 Specdb::NmrOneD 147721 Specdb::NmrOneD 147722 Specdb::NmrOneD 147723 Specdb::NmrOneD 147724 Specdb::NmrOneD 147725 Specdb::NmrOneD 147726 Specdb::NmrOneD 147727 Specdb::NmrOneD 147728 Specdb::NmrOneD 147729 Specdb::NmrOneD 147730 Specdb::NmrOneD 147731 Specdb::NmrOneD 147732 Specdb::NmrOneD 147733 Specdb::NmrOneD 147734 Specdb::NmrOneD 147735 Specdb::NmrOneD 147736 Specdb::NmrOneD 147737 Specdb::NmrOneD 147738 Specdb::NmrOneD 147739 Specdb::MsMs 1574 Specdb::MsMs 1575 Specdb::MsMs 1576 Specdb::MsMs 5303 Specdb::MsMs 5304 Specdb::MsMs 5305 Specdb::MsMs 5306 Specdb::MsMs 5307 Specdb::MsMs 5310 Specdb::MsMs 5311 Specdb::MsMs 5312 Specdb::MsMs 20099 Specdb::MsMs 20100 Specdb::MsMs 20101 Specdb::MsMs 21650 Specdb::MsMs 21651 Specdb::MsMs 21652 Specdb::MsMs 438374 Specdb::MsMs 438375 Specdb::MsMs 438376 Specdb::MsMs 438377 Specdb::MsMs 438378 Specdb::MsMs 439035 Specdb::MsMs 440094 Specdb::MsMs 447950 Milk 0.099 +/- 0.038 uM Raw milk from Holstein cows Coburn SP, Mahuren JD, Pauly TA, Ericson KL, Townsend DW: Alkaline phosphatase activity and pyridoxal phosphate concentrations in the milk of various species. J Nutr. 1992 Dec;122(12):2348-53. doi: 10.1093/jn/122.12.2348. 1453218 Milk Milk from Friesuan Holstein cows (n=1035) Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 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 C00534 DB11673 FDB021819 1052 1023 16410 C00007504 PYRIDOXAMINE Pyridoxamine 35277 238 Coburn SP, Mahuren JD, Pauly TA, Ericson KL, Townsend DW: Alkaline phosphatase activity and pyridoxal phosphate concentrations in the milk of various species. J Nutr. 1992 Dec;122(12):2348-53. doi: 10.1093/jn/122.12.2348. 1453218 Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 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 BMDBP00214 Pyridoxine-5'-phosphate oxidase Q5E9K3 PNPO Enzyme BMDBP01200 Pyridoxal kinase Q0II59 PDXK Enzyme