2.0 2012-05-31 14:23:59 -0600 2015-06-03 17:19:10 -0600 ECMDB20034 M2MDB000883 2-(S-Glutathionyl)acetyl chloride 2-(s-glutathionyl)acetyl chloride 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)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-oxoethyl)sulfanyl-1-oxopropan-2-ylamino-5-oxopentanoic acid (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoate (2S)-2-amino-5-(2R)-1-(carboxymethylamino)-3-(2-chloro-2-Oxoethyl)sulphanyl-1-oxopropan-2-ylamino-5-oxopentanoic acid L-g-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycine L-gamma-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycine L-γ-Glutamyl-S-(2-chloro-2-oxoethyl)-L-cysteinylglycine C12H18ClN3O7S 383.805 383.055398342 (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid C12H18clN3O7S [H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=O InChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1 QUWRSBQWJGCKIV-BQBZGAKWSA-N Cytoplasm Periplasm logp -2.05 ALOGPS logs -3.29 ALOGPS solubility 1.96e-01 g/l ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 1.82 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2-chloro-2-oxoethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid ChemAxon average_mass 383.805 ChemAxon mono_mass 383.055398342 ChemAxon smiles [H][C@](N)(CCC(O)=N[C@@]([H])(CSCC(Cl)=O)C(O)=NCC(O)=O)C(O)=O ChemAxon formula C12H18ClN3O7S ChemAxon inchi InChI=1S/C12H18ClN3O7S/c13-8(17)5-24-4-7(11(21)15-3-10(19)20)16-9(18)2-1-6(14)12(22)23/h6-7H,1-5,14H2,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-/m0/s1 ChemAxon inchikey QUWRSBQWJGCKIV-BQBZGAKWSA-N ChemAxon polar_surface_area 182.87 ChemAxon refractivity 84.9 ChemAxon polarizability 35.87 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon glutathione metabolism III 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. PW002018 Metabolic Specdb::CMs 34980 Specdb::CMs 48143 Specdb::CMs 151490 Specdb::CMs 151492 Specdb::CMs 151494 Specdb::CMs 151656 Specdb::CMs 279827 Specdb::NmrOneD 57372 Specdb::NmrOneD 57373 Specdb::NmrOneD 57374 Specdb::NmrOneD 57375 Specdb::NmrOneD 57376 Specdb::NmrOneD 57377 Specdb::NmrOneD 57378 Specdb::NmrOneD 57379 Specdb::NmrOneD 57380 Specdb::NmrOneD 57381 Specdb::NmrOneD 57382 Specdb::NmrOneD 57383 Specdb::NmrOneD 57384 Specdb::NmrOneD 57385 Specdb::NmrOneD 57386 Specdb::NmrOneD 57387 Specdb::NmrOneD 57388 Specdb::NmrOneD 57389 Specdb::NmrOneD 57390 Specdb::NmrOneD 57391 Specdb::MsMs 29141 Specdb::MsMs 29142 Specdb::MsMs 29143 Specdb::MsMs 35699 Specdb::MsMs 35700 Specdb::MsMs 35701 Specdb::MsMs 3225055 Specdb::MsMs 3225056 Specdb::MsMs 3225057 Specdb::MsMs 3225058 Specdb::MsMs 3225059 Specdb::MsMs 3225060 0 10128368 C14865 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 1,1-Dichloroethylene epoxide + Glutathione <> 2-(S-Glutathionyl)acetyl chloride + Hydrochloric acid R07092 2-(S-Glutathionyl)acetyl chloride + Glutathione <> 2-(S-Glutathionyl)acetyl glutathione + Hydrochloric acid R07094 Glutathione + 2-(S-Glutathionyl)acetyl chloride > 2-(S-Glutathionyl)acetyl glutathione + Hydrochloric acid PW_R005816