2.0 2012-10-10 12:17:43 -0600 2015-06-03 17:25:59 -0600 ECMDB23127 M2MDB003517 (Z)-3-Ureidoacrylate (Z)-3-Ureidoacrylate is an intermediate in the degradation of pyrimidines. It is a substrate for the enzyme Peroxyureidoacrylate/ureidoacrylate amidohydrolase which catalyzes the reaction (Z)-3-ureidoacrylate peracid + H(2)O = (Z)-3-peroxyaminoacrylate + NH(3). This enzyme quickly hydrolyzes the ureidoacrylate peracid to avoid toxicity, but can also hydrolyzes ureidoacrylate that is formed spontaneously from ureidoacrylate peracid. (2Z)-3-(carbamoylamino)Acrylate (2Z)-3-(Carbamoylamino)acrylic acid (Z)-3-(carbamoylamino)Prop-2-enoate (Z)-3-(carbamoylamino)prop-2-enoic acid (Z)-3-ureido-2-Propenoate (Z)-3-ureido-2-propenoic acid (Z)-3-Ureidoacrylic acid Ureidoacrylate Ureidoacrylic acid C4H6N2O3 130.102 130.037842068 (2Z)-3-[(C-hydroxycarbonimidoyl)amino]prop-2-enoic acid (2Z)-3-(C-hydroxycarbonimidoylamino)prop-2-enoic acid [H]\C(NC(O)=N)=C(/[H])C(O)=O InChI=1S/C4H6N2O3/c5-4(9)6-2-1-3(7)8/h1-2H,(H,7,8)(H3,5,6,9)/b2-1- JDSSVQWHYUVDDF-UPHRSURJSA-N logp -0.90 ALOGPS logs -1.77 ALOGPS solubility 2.20e+00 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 3.05 ChemAxon pka_strongest_basic 9.42 ChemAxon iupac (2Z)-3-[(C-hydroxycarbonimidoyl)amino]prop-2-enoic acid ChemAxon average_mass 130.102 ChemAxon mono_mass 130.037842068 ChemAxon smiles [H]\C(NC(O)=N)=C(/[H])C(O)=O ChemAxon formula C4H6N2O3 ChemAxon inchi InChI=1S/C4H6N2O3/c5-4(9)6-2-1-3(7)8/h1-2H,(H,7,8)(H3,5,6,9)/b2-1- ChemAxon inchikey JDSSVQWHYUVDDF-UPHRSURJSA-N ChemAxon polar_surface_area 93.41 ChemAxon refractivity 39.98 ChemAxon polarizability 11.12 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1084672 Specdb::MsMs 26924 Specdb::MsMs 26925 Specdb::MsMs 26926 Specdb::MsMs 33482 Specdb::MsMs 33483 Specdb::MsMs 33484 C20254 59890 Putative isochorismatase family protein rutB P75897 RUTB_ECOLI rutB http://ecmdb.ca/proteins/P75897.xml (Z)-3-Ureidoacrylate + Water > 3-Aminoacrylate + Carbon dioxide + Ammonia