{"ymdb_id":"YMDB00880","created_at":"2011-05-29T19:00:50.000Z","updated_at":"2016-09-08T18:36:01.000Z","name":"S-D-Lactoylglutathione","cas":"59-85-8","state":"Solid","melting_point":null,"description":"S-Lactoylglutathione is the product of reacting methylglyoxal with glutathione by the enzyme Glyoxalase I. The enzyme Glyoxalase II converts S-Lactoylglutathione into d-latic acid and glutathione. Methylglyoxal a glycolysis product that is toxic due to its high reactivity and thus the the glyoxalase system, made up of Glyoxalase I and Glyoxalase II is important in metabolising it.  [PMID: 21310260]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":null,"synthesis_reference":null,"chebi_id":"741887","hmdb_id":"HMDB01066","kegg_id":"C03451","pubchem_id":"119450","cs_id":"25032060","foodb_id":null,"wikipedia_link":null,"biocyc_id":"S-LACTOYL-GLUTATHIONE","iupac":"2-amino-3-({[(2R)-2-hydroxypropanoyl]sulfanyl}methyl)butanedioic acid","traditional_iupac":"2-amino-3-({[(2R)-2-hydroxypropanoyl]sulfanyl}methyl)butanedioic acid","logp":"-3.3977314131665834","pka":"4.880967204059422","alogps_solubility":"1.47e+01 g/l","alogps_logp":"-2.89","alogps_logs":"-1.23","acceptor_count":"7","donor_count":"4","rotatable_bond_count":"7","polar_surface_area":"137.92","refractivity":"54.574400000000004","polarizability":"23.32421489389216","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"9.643209735683243","pka_strongest_acidic":"1.6307252297098263","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(4-Carboxyphenyl)chloromercury","(R)-S-lactoylglutathione","4-Carboxyphenylmercuric chloride","4-Chloromercuribenzoic acid","Benzoic acid, p-(chloromercuri)","D-lactoylglutathione","delta-lactoylglutathione","Mercurate(1-), (4-carboxylatophenyl)chloro-, hydrogen","Mercury, (4-carboxyphenyl)chloro-","Mercury, (p-carboxyphenyl)chloro-","p-(Chloromercuri)benzoic acid","p-Carboxyphenylmercuric chloride","p-Chlormercuribenzoic acid","p-Chloromercuric benzoic acid","p-Chloromercurybenzoic acid","PCMB","S-D-lactoyl-glutathione","S-delta-lactoyl-glutathione","S-delta-lactoylglutathione","S-lactate glutathione","S-lactateglutathione","S-lactoyl-glutathione","S-lactylglutathione","Usaf d-3"],"pathways":[{"name":"Pyruvate metabolism","kegg_map_id":"00620"}],"growth_conditions":[],"references":[{"pubmed_id":21062828,"citation":"Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). \"BRENDA, the enzyme information system in 2011.\" Nucleic Acids Res 39:D670-D676."},{"pubmed_id":11453985,"citation":"Martins, A. M., Mendes, P., Cordeiro, C., Freire, A. P. (2001). \"In situ kinetic analysis of glyoxalase I and glyoxalase II in Saccharomyces cerevisiae.\" Eur J Biochem 268:3930-3936."},{"pubmed_id":21310260,"citation":"Inoue, Y., Maeta, K., Nomura, W. (2011). \"Glyoxalase system in yeasts: structure, function, and physiology.\" Semin Cell Dev Biol 22:278-284."}],"proteins":[{"created_at":"2011-05-27T02:56:34.000Z","updated_at":"2011-05-27T15:01:19.000Z","name":"Hydroxyacylglutathione hydrolase, cytoplasmic isozyme","uniprot_id":"Q05584","uniprot_name":"GLO2_YEAST","enzyme":true,"transporter":false,"gene_name":"GLO2","num_residues":274,"molecular_weight":"31326.30078","theoretical_pi":"6.11","general_function":"Involved in hydrolase activity","specific_function":"Thiolesterase that catalyzes the hydrolysis of S-D- lactoyl-glutathione to form glutathione and D-lactic acid","reactions":[{"id":1644,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2700,"direction":"\u003e","locations":"Mitochondrion matrix;Cytoplasm","altext":"S-(2-hydroxyacyl)glutathione + H(2)O = glutathione + a 2-hydroxy carboxylate.","export":false,"pw_reaction_id":null,"source":null},{"id":14118,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006549","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"U51030","genbank_protein_id":"1230643","gene_card_id":"GLO2","chromosome_location":"chromosome 4","locus":"YDR272W","synonyms":["Glyoxalase II","Glx II"],"enzyme_classes":["3.1.2.6"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" hydrolase activity"},{"category":"Process","description":" Not Available"}],"pfams":[{"name":"Lactamase_B","identifier":"PF00753"}],"pathways":[{"name":"Pyruvate metabolism","kegg_map_id":"00620"}],"gene_sequence":"ATGCAGGTTAAATCGATTAAAATGAGATGGGAGTCTGGTGGTGTTAATTACTGCTATCTATTGTCCGACAGTAAAAATAAAAAATCGTGGCTAATCGATCCAGCAGAGCCTCCTGAGGTTCTGCCAGAGTTGACTGAGGATGAGAAAATAAGTGTTGAAGCAATTGTTAATACACATCACCATTATGACCATGCAGATGGTAACGCTGATATCTTGAAGTATTTAAAAGAGAAAAATCCAACTTCAAAAGTTGAGGTTATAGGAGGGTCAAAGGACTGCCCAAAGGTTACGATAATTCCGGAGAATTTGAAAAAGTTACACCTAGGTGACTTAGAGATTACTTGTATTAGGACGCCCTGCCATACCAGAGACTCTATCTGTTATTATGTGAAAGATCCAACAACAGATGAGCGCTGCATTTTTACTGGCGATACACTATTTACCGCTGGTTGCGGTAGGTTTTTTGAGGGTACAGGCGAAGAAATGGATATAGCTCTGAACAATTCTATCTTAGAAACTGTGGGCAGGCAGAACTGGAGTAAAACGAGGGTTTATCCAGGACACGAATACACAAGTGATAATGTAAAGTTTGTTCGTAAGATTTACCCGCAAGTTGGTGAAAATAAAGCATTGGATGAGTTAGAACAATTCTGCTCCAAGCATGAAGTCACAGCAGGGCGGTTCACTTTGAAAGATGAGGTAGAATTTAATCCATTCATGAGATTAGAAGATCCAAAGGTCCAAAAAGCTGCCGGAGATACGAATAATTCATGGGACAGAGCTCAAATTATGGATAAATTGAGAGCTATGAAAAACCGTATGTAG","protein_sequence":"MQVKSIKMRWESGGVNYCYLLSDSKNKKSWLIDPAEPPEVLPELTEDEKISVEAIVNTHHHYDHADGNADILKYLKEKNPTSKVEVIGGSKDCPKVTIIPENLKKLHLGDLEITCIRTPCHTRDSICYYVKDPTTDERCIFTGDTLFTAGCGRFFEGTGEEMDIALNNSILETVGRQNWSKTRVYPGHEYTSDNVKFVRKIYPQVGENKALDELEQFCSKHEVTAGRFTLKDEVEFNPFMRLEDPKVQKAAGDTNNSWDRAQIMDKLRAMKNRM"},{"created_at":"2011-05-27T03:05:12.000Z","updated_at":"2011-05-27T15:01:19.000Z","name":"Hydroxyacylglutathione hydrolase, mitochondrial","uniprot_id":"Q12320","uniprot_name":"GLO4_YEAST","enzyme":true,"transporter":false,"gene_name":"GLO4","num_residues":285,"molecular_weight":"32338.59961","theoretical_pi":"7.52","general_function":"Involved in hydrolase activity","specific_function":"Thiolesterase that catalyzes the hydrolysis of S-D- lactoyl-glutathione to form glutathione and D-lactic acid","reactions":[{"id":1644,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2700,"direction":"\u003e","locations":"Mitochondrion matrix;Cytoplasm","altext":"S-(2-hydroxyacyl)glutathione + H(2)O = glutathione + a 2-hydroxy carboxylate.","export":false,"pw_reaction_id":null,"source":null},{"id":14118,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006549","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion matrix","genbank_gene_id":"AY692965","genbank_protein_id":"51013381","gene_card_id":"GLO4","chromosome_location":"chromosome 15","locus":"YOR040W","synonyms":["Glyoxalase II","Glx II"],"enzyme_classes":["3.1.2.6"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" hydrolase activity"},{"category":"Process","description":" Not Available"}],"pfams":[{"name":"Lactamase_B","identifier":"PF00753"}],"pathways":[{"name":"Pyruvate metabolism","kegg_map_id":"00620"}],"gene_sequence":"ATGAAGTTTTTACTGCAGCAAATAAGAAATATGCATGTTAAGCCTATAAAAATGCGATGGTTGACAGGTGGTGTCAATTATAGTTATTTACTAAGCACTGAAGACAGGAGAAACTCATGGCTGATTGACCCTGCAGAACCACTTGAGGTGTCGCCAAAATTAAGCGCCGAAGAGAAAAAAAGTATTGATGCTATTGTCAATACACATCACCATTATGACCATTCGGGGGGGAACCTAGCGCTTTATAGTATCTTGTGCCAAGAAAACTCAGGTCACGATATTAAAATAATTGGTGGATCTAAGTCCTCCCCGGGTGTCACTGAAGTACCCGATAATTTGCAGCAGTATCACTTGGGTAACTTAAGAGTAACATGTATTAGGACTCCATGCCATACAAAAGATTCCATATGCTATTATATCAAAGATTTAGAAACAGGTGAGCAGTGCATCTTCACAGGCGACACTTTATTCATTGCCGGTTGTGGGAGGTTTTTCGAGGGCACAGGAAGAGATATGGACATGGCCTTAAACCAGATAATGTTAAGGGCTGTTGGTGAGACGAACTGGAATAAGGTTAAAATATACCCTGGTCATGAGTACACCAAAGGCAATGTTAGCTTTATCAGAGCAAAAATCTATTCCGATATAGGGCAGAACAAGGAGTTTGATGCGTTGGAACAGTATTGCAAATCTAACGAGTGCACCACCGGTCACTTCACCCTGAGAGATGAACTAGGTTATAACCCATTCATGAGATTGGATGATCGTGCCGTTAGACTAGCAGTCGGCGATACTGCTGGGACTTATCCCAGATCCGTAGTGATGCAAGAGTTAAGAAAGCTTAAAAACGCTATGTAA","protein_sequence":"MKFLLQQIRNMHVKPIKMRWLTGGVNYSYLLSTEDRRNSWLIDPAEPLEVSPKLSAEEKKSIDAIVNTHHHYDHSGGNLALYSILCQENSGHDIKIIGGSKSSPGVTEVPDNLQQYHLGNLRVTCIRTPCHTKDSICYYIKDLETGEQCIFTGDTLFIAGCGRFFEGTGRDMDMALNQIMLRAVGETNWNKVKIYPGHEYTKGNVSFIRAKIYSDIGQNKEFDALEQYCKSNECTTGHFTLRDELGYNPFMRLDDRAVRLAVGDTAGTYPRSVVMQELRKLKNAM"}]}