2.0 2012-07-30 14:54:43 -0600 2015-06-03 17:20:47 -0600 ECMDB21167 M2MDB001576 3-Aminoacrylate 3-aminoacrylate is a member of the chemical class known as Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'. Aminoacrylate is involved in amino acid metabolism. A new amino acid is formed when the nucleophiles add to the aminoacrylate. (PMID 8663055) (2Z)-3-aminoprop-2-enoate (2Z)-3-aminoprop-2-enoic acid (Z)-3-Aminoacrylate (Z)-3-Aminoacrylic acid 3-Aminoacrylate 3-Aminoacrylic acid Aminoacrylate Aminoacrylic acid C3H5NO2 87.0773 87.032028409 (2Z)-3-aminoprop-2-enoic acid aminoacrylic acid N\C=C/C(O)=O InChI=1S/C3H5NO2/c4-2-1-3(5)6/h1-2H,4H2,(H,5,6)/b2-1- YTLYLLTVENPWFT-UPHRSURJSA-N Cytosol logp -0.42 ALOGPS logs 0.53 ALOGPS solubility 2.93e+02 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 2.67 ChemAxon pka_strongest_basic 6.65 ChemAxon iupac (2Z)-3-aminoprop-2-enoic acid ChemAxon average_mass 87.0773 ChemAxon mono_mass 87.032028409 ChemAxon smiles N\C=C/C(O)=O ChemAxon formula C3H5NO2 ChemAxon inchi InChI=1S/C3H5NO2/c4-2-1-3(5)6/h1-2H,4H2,(H,5,6)/b2-1- ChemAxon inchikey YTLYLLTVENPWFT-UPHRSURJSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 20.93 ChemAxon polarizability 7.62 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Uracil degradation III PW002026 Metabolic uracil degradation III PWY0-1471 Specdb::CMs 1086403 Specdb::NmrOneD 302905 Specdb::NmrOneD 302906 Specdb::NmrOneD 302907 Specdb::NmrOneD 302908 Specdb::NmrOneD 302909 Specdb::NmrOneD 302910 Specdb::NmrOneD 302911 Specdb::NmrOneD 302912 Specdb::NmrOneD 302913 Specdb::NmrOneD 302914 Specdb::NmrOneD 302915 Specdb::NmrOneD 302916 Specdb::NmrOneD 302917 Specdb::NmrOneD 302918 Specdb::NmrOneD 302919 Specdb::NmrOneD 302920 Specdb::NmrOneD 302921 Specdb::NmrOneD 302922 Specdb::NmrOneD 302923 Specdb::NmrOneD 302924 Specdb::MsMs 25673 Specdb::MsMs 25674 Specdb::MsMs 25675 Specdb::MsMs 32231 Specdb::MsMs 32232 Specdb::MsMs 32233 46173135 26331746 C20253 59894 CPD0-2339 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 Flint, D. H., Tuminello, J. F., Miller, T. J. (1996). "Studies on the synthesis of the Fe-S cluster of dihydroxy-acid dehydratase in escherichia coli crude extract. Isolation of O-acetylserine sulfhydrylases A and B and beta-cystathionase based on their ability to mobilize sulfur from cysteine and to participate in Fe-S cluster synthesis." J Biol Chem 271:16053-16067. 8663055 UPF0076 protein rutC P0AFQ5 RUTC_ECOLI rutC http://ecmdb.ca/proteins/P0AFQ5.xml Putative isochorismatase family protein rutB P75897 RUTB_ECOLI rutB http://ecmdb.ca/proteins/P75897.xml Protein rutD P75895 RUTD_ECOLI rutD http://ecmdb.ca/proteins/P75895.xml 3-Aminoacrylate + Hydrogen ion + Water > Malonic semialdehyde + Ammonium NADH + Peroxyaminoacrylate > 3-Aminoacrylate + Water + NAD Ureidoacrylate + Water <> 3-Aminoacrylate + Carbamic acid R09980 Peroxyaminoacrylate <> 3-Aminoacrylate R09982 3-Aminoacrylate + Water <> Malonic semialdehyde + Ammonia R09983 RXN0-6452 3-ureidoacrylate + Water > Hydrogen ion + Carbamic acid + 3-Aminoacrylate RXN0-6451 3-Aminoacrylate + Water > Malonic semialdehyde + Ammonia RXN0-6452 Peroxyaminoacrylate + a reduced electron acceptor > 3-Aminoacrylate + Water + Hydrogen ion + an oxidized electron acceptor RXN0-6461 (Z)-3-Ureidoacrylate + Water > 3-Aminoacrylate + Carbon dioxide + Ammonia 3-Aminoacrylate + Water > Malonic acid + Ammonia Ureidoacrylate peracid + Water > Peroxyaminoacrylate + Carbamic acid + Hydrogen ion + 3-Aminoacrylate PW_R005906 Peroxyaminoacrylate + an unknown reduced electron acceptor + 3-Aminoacrylate > 2-Aminoacrylic acid + an unknown oxidized electron acceptor PW_R005908