2.0 2012-05-31 14:22:13 -0600 2015-09-18 13:44:02 -0600 ECMDB20001 M2MDB000850 (1R,2S)-Naphthalene 1,2-oxide (1r,2s)-naphthalene 1,2-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. (1R,2S)-Naphthalene epoxide (1R,2S,4R)-(+)-borneol 1a,7b-dihydro-(1AS,7BR)-naphth(1,2-b)oxirene 1alpha,7beta-dihydro-(1aS,7bR)-Naphth(1,2-b)oxirene 1α,7β-dihydro-(1AS,7BR)-naphth(1,2-b)oxirene Borneocamphor D-borneol Endo-2-bornanol Sumatra camphor C10H8O 144.1699 144.057514878 (1aR,7aS)-1aH,7aH-naphtho[1,2-b]oxirene (1aR,7aS)-1aH,7aH-naphtho[1,2-b]oxirene 73136-20-6 O1C2C=CC3=CC=CC=C3C12 InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H XQIJIALOJPIKGX-UHFFFAOYSA-N Inner membrane Membrane Outer membrane logp 1.89 ALOGPS logs -2.71 ALOGPS solubility 2.81e-01 g/l ALOGPS logp 2.16 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac (1aR,7aS)-1aH,7aH-naphtho[1,2-b]oxirene ChemAxon average_mass 144.1699 ChemAxon mono_mass 144.057514878 ChemAxon smiles O1C2C=CC3=CC=CC=C3C12 ChemAxon formula C10H8O ChemAxon inchi InChI=1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H ChemAxon inchikey XQIJIALOJPIKGX-UHFFFAOYSA-N ChemAxon polar_surface_area 12.53 ChemAxon refractivity 43.87 ChemAxon polarizability 15.26 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Glutathione metabolism 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. PW000833 ec00480 Metabolic Specdb::MsMs 1271383 Specdb::MsMs 1271384 Specdb::MsMs 1271385 Specdb::MsMs 1386391 Specdb::MsMs 1386392 Specdb::MsMs 1386393 HMDB06215 155957 137368 C14786 CPD-1903 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 (1R,2S)-Naphthalene 1,2-oxide + Glutathione <> (1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene R07002 Naphthalene epoxide + Glutathione + (1R,2S)-Naphthalene 1,2-oxide > (1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalene PW_R005206 Naphthalene epoxide + Glutathione + (1R,2S)-Naphthalene 1,2-oxide > (1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalene PW_R005207 Glutathione + Naphthalene epoxide + (1R,2S)-Naphthalene 1,2-oxide > (1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalene PW_R005246