2.0 2012-05-31 14:25:06 -0600 2015-06-03 17:19:13 -0600 ECMDB20055 M2MDB000904 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene 2,3-dihydro-2-s-glutathionyl-3-hydroxy bromobenzene belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure) (2S)-2-amino-5-(2R)-3-(2-bromo-6-Hydroxycyclohexa-2,4-dien-1-yl)sulfanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-3-(2-bromo-6-hydroxycyclohexa-2,4-dien-1-yl)sulfanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoic acid (2S)-2-amino-5-(2R)-3-(2-bromo-6-Hydroxycyclohexa-2,4-dien-1-yl)sulphanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-3-(2-bromo-6-Hydroxycyclohexa-2,4-dien-1-yl)sulphanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoic acid L-g-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycine L-gamma-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycine L-γ-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycine C16H22BrN3O7S 480.331 479.03618341 (2S)-2-amino-4-{[(1R)-2-[(2-bromo-6-hydroxycyclohexa-2,4-dien-1-yl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid C16H22brN3O7S [H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C(Br)=CC=CC1([H])O)C(O)=NCC(O)=O)C(O)=O InChI=1S/C16H22BrN3O7S/c17-8-2-1-3-11(21)14(8)28-7-10(15(25)19-6-13(23)24)20-12(22)5-4-9(18)16(26)27/h1-3,9-11,14,21H,4-7,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t9-,10-,11?,14?/m0/s1 BYHFLDCNLZPMDY-PXAOEZFJSA-N Cytoplasm Periplasm logp -1.56 ALOGPS logs -3.71 ALOGPS solubility 9.26e-02 g/l ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 1.85 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac (2S)-2-amino-4-{[(1R)-2-[(2-bromo-6-hydroxycyclohexa-2,4-dien-1-yl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid ChemAxon average_mass 480.331 ChemAxon mono_mass 479.03618341 ChemAxon smiles [H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C(Br)=CC=CC1([H])O)C(O)=NCC(O)=O)C(O)=O ChemAxon formula C16H22BrN3O7S ChemAxon inchi InChI=1S/C16H22BrN3O7S/c17-8-2-1-3-11(21)14(8)28-7-10(15(25)19-6-13(23)24)20-12(22)5-4-9(18)16(26)27/h1-3,9-11,14,21H,4-7,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t9-,10-,11?,14?/m0/s1 ChemAxon inchikey BYHFLDCNLZPMDY-PXAOEZFJSA-N ChemAxon polar_surface_area 186.03 ChemAxon refractivity 106.88 ChemAxon polarizability 42.66 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -2 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::CMs 34835 Specdb::CMs 48152 Specdb::CMs 151133 Specdb::CMs 161917 Specdb::CMs 161920 Specdb::CMs 161922 Specdb::CMs 161924 Specdb::CMs 280381 Specdb::NmrOneD 57552 Specdb::NmrOneD 57553 Specdb::NmrOneD 57554 Specdb::NmrOneD 57555 Specdb::NmrOneD 57556 Specdb::NmrOneD 57557 Specdb::NmrOneD 57558 Specdb::NmrOneD 57559 Specdb::NmrOneD 57560 Specdb::NmrOneD 57561 Specdb::NmrOneD 57562 Specdb::NmrOneD 57563 Specdb::NmrOneD 57564 Specdb::NmrOneD 57565 Specdb::NmrOneD 57566 Specdb::NmrOneD 57567 Specdb::NmrOneD 57568 Specdb::NmrOneD 57569 Specdb::NmrOneD 57570 Specdb::NmrOneD 57571 Specdb::MsMs 29189 Specdb::MsMs 29190 Specdb::MsMs 29191 Specdb::MsMs 35747 Specdb::MsMs 35748 Specdb::MsMs 35749 11954067 10128362 C14848 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 Bromobenzene-2,3-oxide + Glutathione <> 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene R07070 Glutathione + Bromobenzene-2,3-oxide > 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene PW_R005512