2.0 2012-05-31 13:54:31 -0600 2015-09-13 12:56:11 -0600 ECMDB01555 M2MDB000420 Pyridoxamine 5'-phosphate Pyradoxamine 5' phosphate or Vitamin B6 is a water-soluble compound that was discovered in 1930s during nutrition studies on rats. The vitamin was named pyridoxine to indicate its structural homology to pyridine. Later it was shown that vitamin B6 could exist in two other, slightly different, chemical forms, termed pyridoxal and pyridoxamine. All three forms of vitamin B6 are precursors of an activated compound known as pyridoxal 5-phosphate (PLP), which plays a vital role as the cofactor of a large number of essential enzymes.Vitamin B6 is a water-soluble vitamin. The three major forms of vitamin B6 are pyridoxine (also known as pyridoxol), pyridoxal, and pyridoxamine, which are all converted in to pyridoxal 5-phosphate (PLP) a cofactor in many reactions of amino acid metabolism. PLP also is necessary for the enzymatic reaction governing the release of glucose from glycogen. PMP PX5'P Pyridoxamine 5'-phosphate Pyridoxamine 5'-phosphoric acid Pyridoxamine phosphate Pyridoxamine phosphoric acid C8H13N2O5P 248.173 248.056208048 {[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid pyridoxamine-5'-phosphate 529-96-4 CC1=NC=C(COP(O)(O)=O)C(CN)=C1O InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14) ZMJGSOSNSPKHNH-UHFFFAOYSA-N Solid Cytosol logp -0.99 ALOGPS logs -1.57 ALOGPS solubility 6.61e+00 g/l ALOGPS logp -2.2 ChemAxon pka_strongest_acidic 1.74 ChemAxon pka_strongest_basic 9.91 ChemAxon iupac {[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acid ChemAxon average_mass 248.173 ChemAxon mono_mass 248.056208048 ChemAxon smiles CC1=NC=C(COP(O)(O)=O)C(CN)=C1O ChemAxon formula C8H13N2O5P ChemAxon inchi InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14) ChemAxon inchikey ZMJGSOSNSPKHNH-UHFFFAOYSA-N ChemAxon polar_surface_area 125.9 ChemAxon refractivity 56.64 ChemAxon polarizability 22.15 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Vitamin B6 metabolism ec00750 Microbial metabolism in diverse environments ec01120 Metabolic pathways eco01100 Vitamin B6 1430936196 PW000891 Metabolic pyridoxal 5'-phosphate salvage pathway PLPSAL-PWY Specdb::CMs 2381 Specdb::CMs 38125 Specdb::CMs 172998 Specdb::NmrOneD 4884 Specdb::NmrOneD 4885 Specdb::NmrOneD 96438 Specdb::NmrOneD 96439 Specdb::NmrOneD 96440 Specdb::NmrOneD 96441 Specdb::NmrOneD 96442 Specdb::NmrOneD 96443 Specdb::NmrOneD 96444 Specdb::NmrOneD 96445 Specdb::NmrOneD 96446 Specdb::NmrOneD 96447 Specdb::NmrOneD 96448 Specdb::NmrOneD 96449 Specdb::NmrOneD 96450 Specdb::NmrOneD 96451 Specdb::NmrOneD 96452 Specdb::NmrOneD 96453 Specdb::NmrOneD 96454 Specdb::NmrOneD 96455 Specdb::NmrOneD 96456 Specdb::NmrOneD 96457 Specdb::MsMs 28835 Specdb::MsMs 28836 Specdb::MsMs 28837 Specdb::MsMs 35393 Specdb::MsMs 35394 Specdb::MsMs 35395 Specdb::MsMs 438369 Specdb::MsMs 438370 Specdb::MsMs 438371 Specdb::MsMs 438372 Specdb::MsMs 438373 Specdb::MsMs 446867 Specdb::MsMs 446868 Specdb::MsMs 446869 Specdb::MsMs 446870 Specdb::MsMs 446871 Specdb::MsMs 447263 Specdb::MsMs 2809289 Specdb::MsMs 2809290 Specdb::MsMs 2809291 Specdb::MsMs 2898999 Specdb::MsMs 2899000 Specdb::MsMs 2899001 HMDB01555 1053 1024 C00647 18335 PYRIDOXAMINE-5P PMP Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Katsunishi, Masatoshi; Kondo, Osamu. Pyridoxamine-5'-phosphate. Jpn. Tokkyo Koho (1972), 2 pp. http://hmdb.ca/system/metabolites/msds/000/001/409/original/HMDB01555.pdf?1358462979 Serine hydroxymethyltransferase P0A825 GLYA_ECOLI glyA http://ecmdb.ca/proteins/P0A825.xml Pyridoxine kinase P40191 PDXK_ECOLI pdxK http://ecmdb.ca/proteins/P40191.xml Low specificity L-threonine aldolase P75823 LTAE_ECOLI ltaE http://ecmdb.ca/proteins/P75823.xml Pyridoxamine kinase P77150 PDXY_ECOLI pdxY http://ecmdb.ca/proteins/P77150.xml Pyridoxine/pyridoxamine 5'-phosphate oxidase P0AFI7 PDXH_ECOLI pdxH http://ecmdb.ca/proteins/P0AFI7.xml L-Alanine + Pyridoxal 5'-phosphate > Pyridoxamine 5'-phosphate + Pyruvic acid D-Alanine + Pyridoxal 5'-phosphate > Pyridoxamine 5'-phosphate + Pyruvic acid RXN0-5240 Water + Oxygen + Pyridoxamine 5'-phosphate > Hydrogen peroxide + Ammonium + Pyridoxal 5'-phosphate Adenosine triphosphate + Pyridoxamine > ADP + Hydrogen ion + Pyridoxamine 5'-phosphate R02493 PYRAMKIN-RXN Pyridoxamine 5'-phosphate + Water + Oxygen <> Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxide R00277 PMPOXI-RXN Adenosine triphosphate + Pyridoxamine <> ADP + Pyridoxamine 5'-phosphate R02493 PYRAMKIN-RXN D-Alanine + Pyridoxal 5'-phosphate <> Pyruvic acid + Pyridoxamine 5'-phosphate RXN0-5240 Oxygen + Water + Pyridoxamine 5'-phosphate > Hydrogen ion + Hydrogen peroxide + Ammonia + Pyridoxal 5'-phosphate PMPOXI-RXN Adenosine triphosphate + Pyridoxamine <> Hydrogen ion + ADP + Pyridoxamine 5'-phosphate PYRAMKIN-RXN Pyridoxamine 5'-phosphate + Oxoglutaric acid <> Pyridoxal 5'-phosphate + D-Glutamic acid PYRDAMPTRANS-RXN Pyridoxamine 5'-phosphate + Water + Oxygen > Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxide Pyridoxamine 5'-phosphate + Water + Oxygen + Pyridoxine 5'-phosphate <> Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxide R00277 Pyridoxamine + Adenosine triphosphate > Pyridoxamine 5'-phosphate + Adenosine diphosphate + ADP PW_R003335