{"ymdb_id":"YMDB00630","created_at":"2011-05-29T18:37:42.000Z","updated_at":"2016-09-08T18:35:42.000Z","name":"cis-aconitic acid","cas":"585-84-2","state":"Solid","melting_point":"125 oC","description":"Aconitic acid is an organic acid. The two isomers are cis-aconitic acid and trans-aconitic acid. The conjugate base of cis-aconitic acid, cis-aconitate is an intermediate in the isomerization of citrate to isocitrate in the citric acid cycle. It is acted upon by the enzyme aconitase.","experimental_water_solubility":"400 mg/mL at 25 oC [BEILSTEIN]","experimental_logp_hydrophobicity":null,"location":"mitochondrion;cytoplasm","synthesis_reference":"Gutierrez, Eddie N.; Lamberti, Vincent.  cis and trans Aconitic acids and their salts. U.S.  (1978), 16 pp. ","chebi_id":"32805","hmdb_id":"HMDB00072","kegg_id":"C00417","pubchem_id":"309","cs_id":"558863","foodb_id":null,"wikipedia_link":"Aconitic_acid","biocyc_id":"CIS-ACONITATE","iupac":"(1Z)-prop-1-ene-1,2,3-tricarboxylic acid","traditional_iupac":"cis-aconitic acid","logp":"-0.521036942","pka":"3.727127446992898","alogps_solubility":"6.72e+00 g/l","alogps_logp":"-0.41","alogps_logs":"-1.41","acceptor_count":"6","donor_count":"3","rotatable_bond_count":"4","polar_surface_area":"111.89999999999999","refractivity":"35.2305","polarizability":"14.15997033984106","formal_charge":"0","physiological_charge":"-3","pka_strongest_basic":null,"pka_strongest_acidic":"2.106091815369544","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(1Z)-1-Propene-1,2,3-tricarboxylate","(1Z)-1-Propene-1,2,3-tricarboxylic acid","(Z)-1-Propene-1,2,3-tricarboxylate","(Z)-1-Propene-1,2,3-tricarboxylic acid","(Z)-Aconitate","(Z)-Aconitic acid","1-cis-2,3-Propenetricarboxylate","1-cis-2,3-Propenetricarboxylic acid","1-propene-1,2,3-tricarboxylate","1-propene-1,2,3-tricarboxylic acid","1-Propene-1,2,3-tricarboxylic acid, (Z)-","1-Propene-1,2,3-tricarboxylic acid, cis-","1,cis-2, 3-Propenetricarboxylic acid","cis-1-Propene-1,2,3-tricarboxylate","cis-1-Propene-1,2,3-tricarboxylic acid","cis-Aconate","cis-Aconic acid","cis-Aconitate","cis-Aconitic acid","cis-Oxaloacetate","cis-Oxaloacetic acid"],"pathways":[{"name":"Citrate cycle (TCA cycle)","kegg_map_id":"00020"},{"name":"Glyoxylate and dicarboxylate metabolism","kegg_map_id":"00630"},{"name":"Citric Acid Cycle","kegg_map_id":null},{"name":"Citric Acid Cycle 1434561204","kegg_map_id":null},{"name":"Glyoxylate cycle","kegg_map_id":null},{"name":"TCA Cycle","kegg_map_id":null}],"growth_conditions":[],"references":[{"pubmed_id":18846089,"citation":"Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). \"A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology.\" Nat Biotechnol 26:1155-1160."},{"pubmed_id":18584171,"citation":"Kanamasa, S., Dwiarti, L., Okabe, M., Park, E. Y. (2008). \"Cloning and functional characterization of the cis-aconitic acid decarboxylase (CAD) gene from Aspergillus terreus.\" Appl Microbiol Biotechnol 80:223-229."}],"proteins":[{"created_at":"2011-05-24T20:37:59.000Z","updated_at":"2011-07-22T17:54:31.000Z","name":"Aconitate hydratase, mitochondrial","uniprot_id":"P19414","uniprot_name":"ACON_YEAST","enzyme":true,"transporter":false,"gene_name":"ACO1","num_residues":778,"molecular_weight":"85367.5","theoretical_pi":"8.24","general_function":"Involved in metabolic process","specific_function":"Required for growth on nonfermentable carbon sources and for biosynthesis of glutamate","reactions":[{"id":1391,"direction":"\u003c\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1412,"direction":"\u003c\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2332,"direction":"\u003e","locations":"Mitochondrion. Cytoplasm.","altext":"Citrate = isocitrate.","export":false,"pw_reaction_id":null,"source":null},{"id":4168,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006466","source":"Smpdb"},{"id":4169,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006467","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion. Cytoplasm.","genbank_gene_id":"U17243","genbank_protein_id":"596052","gene_card_id":"ACO1","chromosome_location":"chromosome 12","locus":"YLR304C","synonyms":["Aconitase","Citrate hydro-lyase"],"enzyme_classes":["4.2.1.3"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" carbon-oxygen lyase activity"},{"category":"Function","description":" hydro-lyase activity"},{"category":"Function","description":" 4 iron, 4 sulfur cluster binding"},{"category":"Function","description":" aconitate hydratase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" lyase activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" metal cluster binding"},{"category":"Function","description":" iron-sulfur cluster binding"},{"category":"Process","description":" coenzyme metabolic process"},{"category":"Process","description":" acetyl-CoA metabolic process"},{"category":"Process","description":" acetyl-CoA catabolic process"},{"category":"Process","description":" tricarboxylic acid cycle"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cofactor metabolic process"}],"pfams":[{"name":"Aconitase","identifier":"PF00330"},{"name":"Aconitase_C","identifier":"PF00694"}],"pathways":[{"name":"Citrate cycle (TCA cycle)","kegg_map_id":"00020"},{"name":"Glyoxylate and dicarboxylate metabolism","kegg_map_id":"00630"},{"name":"Glyoxylate cycle","kegg_map_id":null}],"gene_sequence":"ATGCTGTCTGCACGTTCTGCCATCAAGAGACCCATTGTTCGTGGTCTTGCGACAGTCTCCAACTTGACTAGAGATTCAAAAGTCAACCAAAACTTATTAGAAGATCATTCTTTTATTAACTACAAGCAGAATGTGGAAACGCTGGATATCGTAAGAAAAAGATTAAACAGGCCATTTACCTACGCGGAAAAGATTTTGTACGGTCACTTGGATGACCCTCATGGTCAAGATATTCAGAGAGGTGTTTCATACCTAAAATTAAGACCAGATCGTGTTGCCTGTCAAGATGCTACTGCTCAAATGGCTATTTTACAATTTATGTCCGCTGGTTTACCACAGGTTGCTAAGCCAGTCACTGTCCACTGTGACCATTTGATTCAAGCACAAGTTGGTGGTGAAAAAGATTTGAAGAGAGCTATAGATCTAAACAAGGAAGTTTATGATTTCTTGGCCTCTGCCACTGCGAAATATAACATGGGTTTCTGGAAGCCAGGTTCCGGTATCATTCACCAAATTGTTCTGGAAAACTACGCTTTCCCAGGTGCTTTGATCATTGGTACTGACTCCCATACACCAAATGCTGGTGGTTTAGGTCAATTGGCTATTGGTGTTGGTGGTGCTGATGCCGTTGATGTTATGGCAGGTCGTCCATGGGAATTGAAGGCTCCAAAGATCTTAGGTGTTAAGTTGACTGGTAAGATGAACGGTTGGACTTCTCCAAAGGATATTATTTTGAAATTGGCTGGTATCACAACTGTCAAAGGTGGTACTGGTAAAATTGTTGAATATTTCGGTGATGGTGTTGACACCTTCTCCGCTACTGGTATGGGTACCATTTGTAATATGGGTGCTGAAATCGGTGCTACCACATCTGTTTTCCCATTCAACAAATCTATGATTGAATATTTGGAAGCAACTGGTCGTGGTAAGATCGCTGACTTTGCTAAATTATACCACAAGGACCTATTATCTGCTGATAAGGATGCTGAATACGATGAGGTCGTCGAAATTGACTTGAACACTCTGGAACCATACATCAATGGGCCATTTACCCCCGATTTGGCTACTCCAGTTTCTAAGATGAAGGAAGTTGCTGTTGCTAATAACTGGCCATTGGATGTCAGAGTCGGTTTGATCGGTTCTTGTACCAATTCCTCTTATGAAGATATGTCTCGTTCAGCATCCATTGTCAAGGATGCTGCTGCTCATGGTTTGAAATCCAAGACCATTTTCACTGTTACTCCAGGTTCTGAACAAATCAGAGCCACTATTGAACGTGATGGCCAATTAGAAACCTTCAAAGAATTTGGTGGTATCGTTTTGGCAAACGCCTGTGGCCCATGTATTGGTCAATGGGATCGTAGAGATATCAAGAAAGGTGACAAGAATACTATCGTTTCCTCTTACAACAGAAATTTCACTTCTAGAAATGATGGTAACCCACAAACTCATGCTTTTGTTGCATCTCCAGAATTAGTAACTGCGTTCGCCATTGCGGGTGATTTGAGATTCAACCCTCTAACAGACAAATTAAAGGACAAGGATGGTAATGAGTTCATGTTGAAACCACCACATGGTGATGGTTTGCCTCAAAGAGGTTATGATGCTGGTGAGAACACTTACCAAGCTCCACCTGCAGACCGTAGCACCGTTGAAGTTAAAGTTTCTCCAACTTCAGACCGTCTACAACTGTTGAAACCATTCAAACCTTGGGATGGTAAGGATGCTAAAGACATGCCAATCTTGATTAAGGCCGTCGGTAAGACAACTACTGATCATATTTCTATGGCTGGTCCATGGTTGAAATACAGAGGTCATTTAGAAAACATTTCTAATAACTATATGATTGGTGCTATTAATGCTGAAAACAAGAAGGCTAACTGTGTTAAAAATGTATATACTGGTGAATACAAAGGTGTTCCAGACACTGCTAGAGATTACAGAGACCAAGGTATCAAGTGGGTTGTTATTGGTGATGAAAACTTTGGTGAAGGTTCCTCTCGTGAACACGCTGCTTTGGAACCAAGATTCTTGGGCGGTTTCGCTATCATCACAAAGTCTTTCGCTCGTATCCATGAAACTAACTTGAAAAAACAAGGTCTATTGCCATTGAACTTCAAGAACCCAGCTGACTATGACAAGATCAACCCTGATGACAGAATCGATATTCTGGGTCTAGCTGAATTGGCTCCAGGTAAGCCTGTAACAATGAGAGTTCATCCAAAGAATGGTAAGCCATGGGATGCTGTGTTGACCCATACTTTCAACGATGAGCAAATTGAATGGTTCAAATATGGTTCTGCCTTAAATAAAATTAAGGCCGATGAGAAGAAATAA","protein_sequence":"MLSARSAIKRPIVRGLATVSNLTRDSKVNQNLLEDHSFINYKQNVETLDIVRKRLNRPFTYAEKILYGHLDDPHGQDIQRGVSYLKLRPDRVACQDATAQMAILQFMSAGLPQVAKPVTVHCDHLIQAQVGGEKDLKRAIDLNKEVYDFLASATAKYNMGFWKPGSGIIHQIVLENYAFPGALIIGTDSHTPNAGGLGQLAIGVGGADAVDVMAGRPWELKAPKILGVKLTGKMNGWTSPKDIILKLAGITTVKGGTGKIVEYFGDGVDTFSATGMGTICNMGAEIGATTSVFPFNKSMIEYLEATGRGKIADFAKLYHKDLLSADKDAEYDEVVEIDLNTLEPYINGPFTPDLATPVSKMKEVAVANNWPLDVRVGLIGSCTNSSYEDMSRSASIVKDAAAHGLKSKTIFTVTPGSEQIRATIERDGQLETFKEFGGIVLANACGPCIGQWDRRDIKKGDKNTIVSSYNRNFTSRNDGNPQTHAFVASPELVTAFAIAGDLRFNPLTDKLKDKDGNEFMLKPPHGDGLPQRGYDAGENTYQAPPADRSTVEVKVSPTSDRLQLLKPFKPWDGKDAKDMPILIKAVGKTTTDHISMAGPWLKYRGHLENISNNYMIGAINAENKKANCVKNVYTGEYKGVPDTARDYRDQGIKWVVIGDENFGEGSSREHAALEPRFLGGFAIITKSFARIHETNLKKQGLLPLNFKNPADYDKINPDDRIDILGLAELAPGKPVTMRVHPKNGKPWDAVLTHTFNDEQIEWFKYGSALNKIKADEKK"},{"created_at":"2011-05-27T02:40:18.000Z","updated_at":"2011-07-22T17:53:43.000Z","name":"Homoaconitase, mitochondrial","uniprot_id":"P49367","uniprot_name":"LYS4_YEAST","enzyme":true,"transporter":false,"gene_name":"LYS4","num_residues":693,"molecular_weight":"75150.10156","theoretical_pi":"7.41","general_function":"Involved in metabolic process","specific_function":"Responsible for the dehydration of cis-homoaconitate to homoisocitric acid","reactions":[{"id":1150,"direction":"\u003c\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1635,"direction":"\u003c\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2684,"direction":"\u003e","locations":"Mitochondrion","altext":"(1R,2S)-1-hydroxybutane-1,2,4-tricarboxylate = (Z)-but-1-ene-1,2,4-tricarboxylate + H(2)O.","export":false,"pw_reaction_id":null,"source":null},{"id":3708,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R003288","source":"Smpdb"},{"id":3709,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R003289","source":"Smpdb"},{"id":4174,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006472","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion","genbank_gene_id":"AY723781","genbank_protein_id":"51830249","gene_card_id":"LYS4","chromosome_location":"chromosome 4","locus":"YDR234W","synonyms":["Homoaconitate hydratase"],"enzyme_classes":["4.2.1.36"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" iron-sulfur cluster binding"},{"category":"Function","description":" carbon-oxygen lyase activity"},{"category":"Function","description":" hydro-lyase activity"},{"category":"Function","description":" 4 iron, 4 sulfur cluster binding"},{"category":"Function","description":" homoaconitate hydratase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" lyase activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" metal cluster binding"},{"category":"Process","description":" aspartate family amino acid metabolic process"},{"category":"Process","description":" lysine metabolic process"},{"category":"Process","description":" lysine biosynthetic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular amino acid and derivative metabolic process"},{"category":"Process","description":" cellular amino acid metabolic process"}],"pfams":[{"name":"Aconitase","identifier":"PF00330"},{"name":"Aconitase_C","identifier":"PF00694"}],"pathways":[{"name":"Lysine biosynthesis","kegg_map_id":"00300"},{"name":"lysine metabolism","kegg_map_id":null}],"gene_sequence":"ATGCTACGATCAACCACATTTACTCGTTCGTTCCACAGTTCTAGGGCCTGGTTGAAAGGTCAGAACCTAACTGAAAAAATTGTTCAGTCGTATGCGGTCAACCTTCCCGAGGGTAAAGTTGTGCATTCTGGTGACTATGTATCGATCAAGCCGGCACACTGTATGTCCCACGATAATTCGTGGCCTGTAGCTTTGAAATTCATGGGGCTTGGCGCTACCAAGATCAAGAATCCTTCACAGATTGTGACCACTCTGGACCACGATATTCAGAACAAATCAGAGAAAAATTTGACCAAGTACAAGAACATCGAAAATTTTGCTAAGAAACACCATATAGACCACTACCCTGCCGGTAGAGGTATTGGTCATCAAATTATGATTGAGGAGGGCTATGCTTTCCCCTTGAACATGACTGTCGCATCTGACTCGCATTCAAACACCTACGGTGGTCTGGGGTCGCTGGGCACTCCAATAGTGAGAACAGACGCTGCAGCCATATGGGCCACGGGACAGACGTGGTGGCAGATCCCACCAGTGGCTCAGGTTGAGTTGAAAGGTCAATTGCCTCAGGGTGTTTCCGGAAAAGATATCATTGTCGCATTATGTGGGCTTTTCAACAATGATCAAGTTCTAAATCACGCCATTGAATTCACGGGTGACTCTTTGAATGCATTGCCTATCGATCACAGACTCACTATTGCTAACATGACCACCGAGTGGGGGGCTCTTTCTGGTTTGTTCCCCGTGGACAAAACTTTGATCGACTGGTATAAAAACCGTTTGCAAAAGCTGGGCACCAATAATCATCCAAGGATTAATCCAAAGACTATCCGCGCACTAGAAGAAAAGGCGAAGATTCCGAAAGCAGACAAGGATGCACATTATGCCAAGAAACTGATCATCGATCTAGCCACGCTAACTCACTACGTCTCAGGTCCAAATAGTGTTAAGGTCTCCAACACCGTGCAAGATCTATCTCAACAAGACATCAAGATAAATAAAGCTTATCTAGTGTCATGTACAAACTCCCGTCTATCTGATTTGCAATCTGCAGCGGATGTGGTTTGTCCTACTGGAGACTTAAACAAAGTCAACAAGGTGGCTCCAGGTGTGGAGTTCTATGTCGCTGCTGCCTCTTCAGAAATTGAGGCTGATGCCCGTAAATCAGGCGCTTGGGAAAAGCTGCTAAAGGCTGGCTGTATCCCACTGCCTTCTGGTTGTGGTCCATGCATCGGTCTAGGTGCGGGATTACTGGAACCAGGTGAAGTTGGTATCAGTGCCACAAACAGAAACTTCAAAGGTAGAATGGGTTCCAAGGATGCATTGGCTTACTTAGCTTCCCCTGCTGTAGTCGCCGCTTCTGCCGTGCTGGGTAAGATTAGTTCTCCTGCTGAGGTATTGTCCACAAGCGAAATTCCATTCAGCGGCGTTAAGACTGAGATAATTGAGAATCCCGTGGTTGAAGAGGAAGTTAACGCTCAAACAGAGGCTCCAAAACAATCCGTTGAGATATTAGAAGGTTTCCCAAGAGAGTTTTCTGGTGAATTAGTTTTATGTGATGCCGATAACATCAATACCGATGGTATATATCCTGGTAAGTACACTTATCAGGATGATGTGCCTAAAGAAAAGATGGCGCAAGTTTGTATGGAAAATTATGATGCCGAGTTCAGAACCAAGGTTCATCCAGGTGATATAGTGGTCAGTGGGTTCAATTTCGGTACCGGTTCCTCCAGGGAACGAGCGGCCACCGCCTTATTGGCTAAAGGTATCAACTTAGTTGTTTCAGGATCTTTTGGTAATATTTTTTCAAGAAACTCCATTAACAATGCTCTTCTGACCTTGGAAATCCCAGCATTAATCAAAAAATTACGTGAGAAATATCAAGGTGCTCCAAAAGAACTTACAAGAAGAACTGGTTGGTTTTTGAAATGGGATGTAGCTGATGCTAAAGTGGTCGTTACCGAAGGTTCTTTGGACGGCCCTGTGATCTTGGAGCAAAAAGTGGGTGAGCTAGGTAAGAACCTACAAGAAATTATTGTAAAAGGAGGCTTGGAAGGTTGGGTCAAATCCCAACTATAA","protein_sequence":"MLRSTTFTRSFHSSRAWLKGQNLTEKIVQSYAVNLPEGKVVHSGDYVSIKPAHCMSHDNSWPVALKFMGLGATKIKNPSQIVTTLDHDIQNKSEKNLTKYKNIENFAKKHHIDHYPAGRGIGHQIMIEEGYAFPLNMTVASDSHSNTYGGLGSLGTPIVRTDAAAIWATGQTWWQIPPVAQVELKGQLPQGVSGKDIIVALCGLFNNDQVLNHAIEFTGDSLNALPIDHRLTIANMTTEWGALSGLFPVDKTLIDWYKNRLQKLGTNNHPRINPKTIRALEEKAKIPKADKDAHYAKKLIIDLATLTHYVSGPNSVKVSNTVQDLSQQDIKINKAYLVSCTNSRLSDLQSAADVVCPTGDLNKVNKVAPGVEFYVAAASSEIEADARKSGAWEKLLKAGCIPLPSGCGPCIGLGAGLLEPGEVGISATNRNFKGRMGSKDALAYLASPAVVAASAVLGKISSPAEVLSTSEIPFSGVKTEIIENPVVEEEVNAQTEAPKQSVEILEGFPREFSGELVLCDADNINTDGIYPGKYTYQDDVPKEKMAQVCMENYDAEFRTKVHPGDIVVSGFNFGTGSSREQAATALLAKGINLVVSGSFGNIFSRNSINNALLTLEIPALIKKLREKYQGAPKELTRRTGWFLKWDVADAKVVVTEGSLDGPVILEQKVGELGKNLQEIIVKGGLEGWVKSQL"}]}