2.0 2012-05-31 14:23:41 -0600 2015-06-03 17:19:09 -0600 ECMDB20028 M2MDB000877 1-Nitronaphthalene-5,6-oxide 1-nitronaphthalene-5,6-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. (inferred from compound structure) 4-Nitro-1a,7b-dihydronaphtho1,2-boxirene C10H7NO3 189.1675 189.042593095 5-nitro-1aH,7aH-naphtho[1,2-b]oxirene 1-nitronaphthalene-5,6-oxide O=N(=O)C1=CC=CC2=C1C=CC1OC21 InChI=1S/C10H7NO3/c12-11(13)8-3-1-2-7-6(8)4-5-9-10(7)14-9/h1-5,9-10H GSAMVXYBVGOJMK-UHFFFAOYSA-N Inner membrane Membrane Outer membrane logp 1.94 ALOGPS logs -2.58 ALOGPS solubility 5.00e-01 g/l ALOGPS logp 2.1 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac 5-nitro-1aH,7aH-naphtho[1,2-b]oxirene ChemAxon average_mass 189.1675 ChemAxon mono_mass 189.042593095 ChemAxon smiles O=N(=O)C1=CC=CC2=C1C=CC1OC21 ChemAxon formula C10H7NO3 ChemAxon inchi InChI=1S/C10H7NO3/c12-11(13)8-3-1-2-7-6(8)4-5-9-10(7)14-9/h1-5,9-10H ChemAxon inchikey GSAMVXYBVGOJMK-UHFFFAOYSA-N ChemAxon polar_surface_area 58.35 ChemAxon refractivity 51.19 ChemAxon polarizability 17.55 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon glutathione metabolism II The biosynthesis of glutathione starts with the introduction of L-glutamic acid through either a glutamate:sodium symporter, glutamate / aspartate : H+ symporter GltP or a glutamate / aspartate ABC transporter. Once in the cytoplasm, L-glutamice acid reacts with L-cysteine through an ATP glutamate-cysteine ligase resulting in gamma-glutamylcysteine. This compound reacts which Glycine through an ATP driven glutathione synthetase thus catabolizing Glutathione. This compound is metabolized through a spontaneous reaction with an oxidized glutaredoxin resulting in a reduced glutaredoxin and an oxidized glutathione. This compound is reduced by a NADPH glutathione reductase resulting in a glutathione. Glutathione can then be degraded into various different glutathione containg compounds by reacting with a napthalene through a glutathione S-transferase PW001927 Metabolic Specdb::CMs 33801 Specdb::CMs 161371 Specdb::NmrOneD 283889 Specdb::NmrOneD 283890 Specdb::NmrOneD 283891 Specdb::NmrOneD 283892 Specdb::NmrOneD 283893 Specdb::NmrOneD 283894 Specdb::NmrOneD 283895 Specdb::NmrOneD 283896 Specdb::NmrOneD 283897 Specdb::NmrOneD 283898 Specdb::NmrOneD 283899 Specdb::NmrOneD 283900 Specdb::NmrOneD 283901 Specdb::NmrOneD 283902 Specdb::NmrOneD 283903 Specdb::NmrOneD 283904 Specdb::NmrOneD 283905 Specdb::NmrOneD 283906 Specdb::NmrOneD 283907 Specdb::NmrOneD 283908 Specdb::MsMs 27320 Specdb::MsMs 27321 Specdb::MsMs 27322 Specdb::MsMs 33878 Specdb::MsMs 33879 Specdb::MsMs 33880 11954051 10128346 C14800 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 Glutathione S-transferase P0A9D2 GST_ECOLI gst http://ecmdb.ca/proteins/P0A9D2.xml GSH-dependent disulfide bond oxidoreductase P77526 yfcG http://ecmdb.ca/proteins/P77526.xml 1-Nitronaphthalene-5,6-oxide + Glutathione <> 1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene R07025 1-Nitronaphthalene-5,6-oxide + Glutathione <> 1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene R07026 Glutathione + 1-Nitronaphthalene-5,6-oxide > 1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalene PW_R005406 1-Nitronaphthalene-5,6-oxide + Glutathione > 1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalene PW_R005409