2.0 2012-05-31 14:33:47 -0600 2015-06-03 17:19:34 -0600 ECMDB20220 M2MDB001065 1-Ethyladenine 1-ethyladenine is a any alkylated purine. Purines are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. Alkylated 1-ethyladenine appears in DNA that has been exposed to alkylating agents such as N-ethyl-N-nitrosurea. It can be repaired or dealkylated by the E. coli enzyme AlkB with the release of acetaldehyde. 6-Amino-9-ethylpurine 9-Ethyl-9H-purin-6-amine 9-Ethyl-9H-purin-6-ylamine 9-Ethyl-Adenine 9-Ethyladenine 9H-Purin-6-amine, 9-ethyl- (9CI) Adenine, 9-ethyl- (8CI) N9-Ethyladenine C7H9N5 163.1799 163.085795313 9-ethyl-9H-purin-6-amine 9-ethylpurin-6-amine 2715-68-6 CCN1C=NC2=C(N)N=CN=C12 InChI=1S/C7H9N5/c1-2-12-4-11-5-6(8)9-3-10-7(5)12/h3-4H,2H2,1H3,(H2,8,9,10) MUIPLRMGAXZWSQ-UHFFFAOYSA-N Outer membrane Inner membrane logp 0.38 ALOGPS logs -1.65 ALOGPS solubility 3.63e+00 g/l ALOGPS logp 0.049 ChemAxon pka_strongest_acidic 18.59 ChemAxon pka_strongest_basic 5.14 ChemAxon iupac 9-ethyl-9H-purin-6-amine ChemAxon average_mass 163.1799 ChemAxon mono_mass 163.085795313 ChemAxon smiles CCN1C=NC2=C(N)N=CN=C12 ChemAxon formula C7H9N5 ChemAxon inchi InChI=1S/C7H9N5/c1-2-12-4-11-5-6(8)9-3-10-7(5)12/h3-4H,2H2,1H3,(H2,8,9,10) ChemAxon inchikey MUIPLRMGAXZWSQ-UHFFFAOYSA-N ChemAxon polar_surface_area 69.62 ChemAxon refractivity 46.24 ChemAxon polarizability 16.41 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Collection of Reactions without pathways PW001891 Metabolic Specdb::CMs 1088763 Specdb::EiMs 3921 Specdb::NmrOneD 313961 Specdb::NmrOneD 313962 Specdb::NmrOneD 313963 Specdb::NmrOneD 313964 Specdb::NmrOneD 313965 Specdb::NmrOneD 313966 Specdb::NmrOneD 313967 Specdb::NmrOneD 313968 Specdb::NmrOneD 313969 Specdb::NmrOneD 313970 Specdb::NmrOneD 313971 Specdb::NmrOneD 313972 Specdb::NmrOneD 313973 Specdb::NmrOneD 313974 Specdb::NmrOneD 313975 Specdb::NmrOneD 313976 Specdb::NmrOneD 313977 Specdb::NmrOneD 313978 Specdb::NmrOneD 313979 Specdb::NmrOneD 313980 Specdb::MsMs 24380 Specdb::MsMs 24381 Specdb::MsMs 24382 Specdb::MsMs 30938 Specdb::MsMs 30939 Specdb::MsMs 30940 7 6 1-ETHYLADENINE 2EC 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 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 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Alpha-ketoglutarate-dependent dioxygenase AlkB P05050 alkB http://ecmdb.ca/proteins/P05050.xml 1-Ethyladenine + Oxygen + Oxoglutaric acid > Adenine + Carbon dioxide + Acetaldehyde + Succinic acid RXN0-986