2.02012-05-31 14:25:06 -06002015-06-03 17:19:13 -0600ECMDB20055M2MDB0009042,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzene2,3-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 acidL-g-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycineL-gamma-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycineL-γ-Glutamyl-S-(2-bromo-6-hydroxy-2,4-cyclohexadien-1-yl)-L-cysteinylglycineC16H22BrN3O7S480.331479.03618341(2S)-2-amino-4-{[(1R)-2-[(2-bromo-6-hydroxycyclohexa-2,4-dien-1-yl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acidC16H22brN3O7S[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C(Br)=CC=CC1([H])O)C(O)=NCC(O)=O)C(O)=OInChI=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/s1BYHFLDCNLZPMDY-PXAOEZFJSA-NCytoplasmPeriplasmlogp-1.56logs-3.71solubility9.26e-02 g/llogp-2.7pka_strongest_acidic1.85pka_strongest_basic9.54iupac(2S)-2-amino-4-{[(1R)-2-[(2-bromo-6-hydroxycyclohexa-2,4-dien-1-yl)sulfanyl]-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acidaverage_mass480.331mono_mass479.03618341smiles[H][C@](N)(CCC(O)=N[C@@]([H])(CSC1([H])C(Br)=CC=CC1([H])O)C(O)=NCC(O)=O)C(O)=OformulaC16H22BrN3O7SinchiInChI=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/s1inchikeyBYHFLDCNLZPMDY-PXAOEZFJSA-Npolar_surface_area186.03refractivity106.88polarizability42.66rotatable_bond_count11acceptor_count10donor_count6physiological_charge-2formal_charge0Glutathione metabolismThe 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.
PW000833ec00480MetabolicSpecdb::CMs34835Specdb::CMs48152Specdb::CMs151133Specdb::CMs161917Specdb::CMs161920Specdb::CMs161922Specdb::CMs161924Specdb::CMs280381Specdb::NmrOneD57552Specdb::NmrOneD57553Specdb::NmrOneD57554Specdb::NmrOneD57555Specdb::NmrOneD57556Specdb::NmrOneD57557Specdb::NmrOneD57558Specdb::NmrOneD57559Specdb::NmrOneD57560Specdb::NmrOneD57561Specdb::NmrOneD57562Specdb::NmrOneD57563Specdb::NmrOneD57564Specdb::NmrOneD57565Specdb::NmrOneD57566Specdb::NmrOneD57567Specdb::NmrOneD57568Specdb::NmrOneD57569Specdb::NmrOneD57570Specdb::NmrOneD57571Specdb::MsMs29189Specdb::MsMs29190Specdb::MsMs29191Specdb::MsMs35747Specdb::MsMs35748Specdb::MsMs357491195406710128362C14848Kanehisa, 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-D114.22080510Glutathione S-transferaseP0A9D2GST_ECOLIgsthttp://ecmdb.ca/proteins/P0A9D2.xmlGSH-dependent disulfide bond oxidoreductaseP77526yfcGhttp://ecmdb.ca/proteins/P77526.xmlBromobenzene-2,3-oxide + Glutathione <> 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzeneR07070Glutathione + Bromobenzene-2,3-oxide > 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzenePW_R005512