1.0 2011-09-21 01:53:01 UTC 2015-07-21 06:59:40 UTC FDB029277 S-(PGA2)-glutathione S-(PGA2)-glutathione is the glutathione conjugate of prostaglanding A2 PGA2 is converted to its glutathione conjugate by human mu-class GST M1a-a. Vertebrate alpha-, mu-, and pi-class GSTs were found to enhance PGA2 conjugation with glutathione, suggesting that the overexpression of GST forms could modulate the cytotoxic effects of cyclopentenone prostaglandins. Mammalian GSTs also have the ability to non-catalytically bind lipophilic, amphipathic ligands, including PGJ2, via noncovalent interactions, which effectively sequester these ligands in the cytosol away from their nuclear targets (i.e., peroxisomal proliferator-activated receptor, PPAR) [HMDB] 11-(S-glutathionyl)-prostaglandin A(,2) GSPGA2 C30H47N3O10S 641.773 641.298215429 (5Z)-7-[(1R,2S)-3-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-2-[(1E)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid (5Z)-7-[(1R,2S)-3-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-(carboxymethylcarbamoyl)ethyl]sulfanyl}-2-[(1E)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid CCCCCC(O)\C=C\[C@@H]1C(CC(=O)[C@@H]1C\C=C/CCCC(O)=O)SC[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(=O)NCC(O)=O InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-21-20(10-7-4-5-8-11-27(37)38)24(35)16-25(21)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/b7-4-,13-12+/t19?,20-,21+,22-,23-,25?/m1/s1 XUKIKVBUXFVHNV-MFAQWRDPSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Oligopeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic homomonocyclic compounds Alpha amino acid amides Amino acids Carboxylic acids Cyclic ketones Cysteine and derivatives D-alpha-amino acids Dialkylthioethers Gamma-glutamyl peptides Glutamine and derivatives Hydrocarbon derivatives Monoalkylamines N-acyl amines N-acyl-alpha amino acids Organic oxides Organopnictogen compounds Prostaglandins and related compounds Secondary alcohols Secondary carboxylic acid amides Sulfenyl compounds Tricarboxylic acids and derivatives Alcohol Aliphatic homomonocyclic compound Alpha-amino acid Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-oligopeptide Amine Amino acid Amino acid or derivatives Carbonyl group Carboxamide group Carboxylic acid Cyclic ketone Cysteine or derivatives D-alpha-amino acid Dialkylthioether Eicosanoid Fatty acyl Fatty amide Gamma-glutamyl alpha peptide Glutamine or derivatives Hydrocarbon derivative Ketone N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine N-substituted-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary aliphatic amine Primary amine Prostaglandin skeleton Secondary alcohol Secondary carboxylic acid amide Sulfenyl compound Thioether Tricarboxylic acid or derivatives Solid logp -1.18 ALOGPS logs -4.75 ALOGPS solubility 1.13e-02 g/l ALOGPS logp -0.98 ChemAxon pka_strongest_acidic 1.81 ChemAxon pka_strongest_basic 9.31 ChemAxon iupac (5Z)-7-[(1R,2S)-3-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]sulfanyl}-2-[(1E)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid ChemAxon average_mass 641.773 ChemAxon mono_mass 641.298215429 ChemAxon smiles CCCCCC(O)\C=C\[C@@H]1C(CC(=O)[C@@H]1C\C=C/CCCC(O)=O)SC[C@@H](NC(=O)CC[C@@H](N)C(O)=O)C(=O)NCC(O)=O ChemAxon formula C30H47N3O10S ChemAxon inchi InChI=1S/C30H47N3O10S/c1-2-3-6-9-19(34)12-13-21-20(10-7-4-5-8-11-27(37)38)24(35)16-25(21)44-18-23(29(41)32-17-28(39)40)33-26(36)15-14-22(31)30(42)43/h4,7,12-13,19-23,25,34H,2-3,5-6,8-11,14-18,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/b7-4-,13-12+/t19?,20-,21+,22-,23-,25?/m1/s1 ChemAxon inchikey XUKIKVBUXFVHNV-MFAQWRDPSA-N ChemAxon polar_surface_area 233.42 ChemAxon refractivity 165.04 ChemAxon polarizability 68.78 ChemAxon rotatable_bond_count 23 ChemAxon acceptor_count 11 ChemAxon donor_count 7 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 324298 Specdb::MsMs 324299 Specdb::MsMs 324300 Specdb::MsMs 372676 Specdb::MsMs 372677 Specdb::MsMs 372678 Specdb::MsMs 2818920 Specdb::MsMs 2818921 Specdb::MsMs 2818922 Specdb::MsMs 2890459 Specdb::MsMs 2890460 Specdb::MsMs 2890461 Specdb::NmrOneD 152050 Specdb::NmrOneD 152051 Specdb::NmrOneD 152052 Specdb::NmrOneD 152053 Specdb::NmrOneD 152054 Specdb::NmrOneD 152055 Specdb::NmrOneD 152056 Specdb::NmrOneD 152057 Specdb::NmrOneD 152058 Specdb::NmrOneD 152059 Specdb::NmrOneD 152060 Specdb::NmrOneD 152061 Specdb::NmrOneD 152062 Specdb::NmrOneD 152063 Specdb::NmrOneD 152064 Specdb::NmrOneD 152065 Specdb::NmrOneD 152066 Specdb::NmrOneD 152067 Specdb::NmrOneD 152068 Specdb::NmrOneD 152069 Specdb::CMs 26310 Specdb::CMs 618069 Specdb::CMs 618070 Specdb::CMs 618071 Specdb::CMs 618072 Specdb::CMs 618073 Specdb::CMs 618074 Specdb::CMs 618075 Specdb::CMs 618076 Specdb::CMs 618077 Specdb::CMs 618078 Specdb::CMs 618079 Specdb::CMs 618080 Specdb::CMs 618081 Specdb::CMs 618082 Specdb::CMs 618083 Specdb::CMs 618084 Specdb::CMs 618085 Specdb::CMs 618086 Specdb::CMs 618087 Specdb::CMs 618088 Specdb::CMs 618089 Specdb::CMs 618090 Specdb::CMs 618091 Specdb::CMs 618092 HMDB13062