2.0 2012-08-09 09:16:17 -0600 2015-09-13 15:15:33 -0600 ECMDB21448 M2MDB001843 Phosphonoacetate A simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent. Phosphonoacetic acid C2H5O5P 140.0319 139.987459782 2-phosphonoacetic acid phosphonoacetic acid 4408-78-0 OC(=O)CP(O)(O)=O InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7) XUYJLQHKOGNDPB-UHFFFAOYSA-N Solid Cytoplasm logp -2.58 ALOGPS logs -0.75 ALOGPS solubility 2.51e+01 g/l ALOGPS melting_point 143-146 oC logp -1.6 ChemAxon pka_strongest_acidic 1.64 ChemAxon iupac 2-phosphonoacetic acid ChemAxon average_mass 140.0319 ChemAxon mono_mass 139.987459782 ChemAxon smiles OC(=O)CP(O)(O)=O ChemAxon formula C2H5O5P ChemAxon inchi InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7) ChemAxon inchikey XUYJLQHKOGNDPB-UHFFFAOYSA-N ChemAxon polar_surface_area 94.83 ChemAxon refractivity 23.63 ChemAxon polarizability 9.63 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Microbial metabolism in diverse environments ec01120 Phosphonate and phosphinate metabolism ec00440 Specdb::CMs 1211 Specdb::CMs 22302 Specdb::CMs 31503 Specdb::CMs 38715 Specdb::CMs 131854 Specdb::CMs 139588 Specdb::NmrOneD 1991 Specdb::NmrOneD 41602 Specdb::NmrOneD 41603 Specdb::NmrOneD 41604 Specdb::NmrOneD 41605 Specdb::NmrOneD 41606 Specdb::NmrOneD 41607 Specdb::NmrOneD 41608 Specdb::NmrOneD 41609 Specdb::NmrOneD 41610 Specdb::NmrOneD 41611 Specdb::NmrOneD 41612 Specdb::NmrOneD 41613 Specdb::NmrOneD 41614 Specdb::NmrOneD 41615 Specdb::NmrOneD 41616 Specdb::NmrOneD 41617 Specdb::NmrOneD 41618 Specdb::NmrOneD 41619 Specdb::NmrOneD 41620 Specdb::NmrOneD 41621 Specdb::NmrOneD 166375 Specdb::NmrOneD 166578 Specdb::MsMs 2364 Specdb::MsMs 2365 Specdb::MsMs 2366 Specdb::MsMs 6008 Specdb::MsMs 6009 Specdb::MsMs 6010 Specdb::MsMs 6011 Specdb::MsMs 6012 Specdb::MsMs 10997 Specdb::MsMs 10998 Specdb::MsMs 10999 Specdb::MsMs 17669 Specdb::MsMs 17670 Specdb::MsMs 17671 Specdb::MsMs 446847 Specdb::MsMs 446848 Specdb::MsMs 446849 Specdb::MsMs 446850 Specdb::MsMs 446851 Specdb::MsMs 2236346 Specdb::MsMs 2237026 Specdb::MsMs 2238437 Specdb::MsMs 2391253 Specdb::MsMs 2391254 Specdb::MsMs 2391255 Specdb::NmrTwoD 1926 HMDB04110 546 531 C05682 15732 PAE PAE 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 Abendroth A, Lin I, Slobedman B, Ploegh H, Arvin AM: Varicella-zoster virus retains major histocompatibility complex class I proteins in the Golgi compartment of infected cells. J Virol. 2001 May;75(10):4878-88. 11312359 Sairenji T, Hinuma Y, Sekizawa T, Yoshida M: Appearance of early and late components of Epstein-Barr virus-associated membrane antigen in Daudi cells superinfected with P3HR-1 virus. J Gen Virol. 1978 Jan;38(1):111-20. 202665 Dellinger Douglas J; Sheehan David M; Christensen Nanna K; Lindberg James G; Caruthers Marvin H Solid-phase chemical synthesis of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides. Journal of the American Chemical Society (2003), 125(4), 940-50. http://hmdb.ca/system/metabolites/msds/000/003/691/original/HMDB04110.pdf?1358462704 conserved protein P0AFJ1 yjdM http://ecmdb.ca/proteins/P0AFJ1.xml Phosphonoacetate + Water <> Acetic acid + Phosphate R00318 Phosphonoacetate + Water <> Acetic acid + Phosphate