{"ymdb_id":"YMDB00576","created_at":"2011-05-29T18:32:28.000Z","updated_at":"2016-09-08T18:35:38.000Z","name":"indole-3-acetate","cas":"87-51-4","state":"Solid","melting_point":"168.5 oC","description":"Indole-3-acetic acid (IAA) is a phytohormone called auxin. It is derived from indole, containing a carboxymethyl group (acetic acid).","experimental_water_solubility":"1.5 mg/mL at 20 oC [SHIU,WY et al. (1990)]","experimental_logp_hydrophobicity":"1.41 [HANSCH,C ET AL. (1995)]","location":"mitochondrion;cytoplasm","synthesis_reference":" Snyder, H. R.; Pilgrim, Frederick J. Preparation of 3-indoleacetic acid; new synthesis of tryptophol. Journal of the American Chemical Society (1948), 70 3770-1.","chebi_id":"16411","hmdb_id":"HMDB00197","kegg_id":"C00954","pubchem_id":"802","cs_id":"780","foodb_id":null,"wikipedia_link":"Indole-3-acetic_acid","biocyc_id":"INDOLE_ACETATE_AUXIN","iupac":"2-(1H-indol-3-yl)acetic acid","traditional_iupac":"β-indole-3-acetic acid","logp":"1.709756098333333","pka":"16.189363501426207","alogps_solubility":"1.38e+00 g/l","alogps_logp":"1.87","alogps_logs":"-2.10","acceptor_count":"2","donor_count":"2","rotatable_bond_count":"2","polar_surface_area":"53.089999999999996","refractivity":"48.4521","polarizability":"17.735695939781067","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":null,"pka_strongest_acidic":"4.661850493370194","bioavailability":"1","number_of_rings":"2","rule_of_five":"1","ghose_filter":"1","veber_rule":"0","mddr_like_rule":"0","synonyms":["(1H-Indol-3-yl)-acetate","(1H-Indol-3-yl)-acetic acid","(Indol-3-yl)acetate","1H-indol-3-ylacetate","1H-indol-3-ylacetic acid","1H-Indole-3-acetate","1H-Indole-3-acetic acid","2-(1H-indol-3-yl)acetate","2-(1H-indol-3-yl)acetic acid","2-(3-Indolyl)acetate","2-(3-Indolyl)acetic acid","2-(indol-3-yl)ethanoate","3-(Carboxymethyl)indole","3-IAA","3-Indole-Acetic acid","3-indoleacetate","3-Indoleacetic acid","3-Indolylacetate","3-Indolylacetic acid","a-Iaa","Acetic acid, indolyl-","alpha-IAA","alpha-Indol-3-yl-acetic acid","b-Iaa","b-Indoleacetate","b-Indoleacetic acid","b-Indolylacetate","b-Indolylacetic acid","beta-IAA","beta-Indole-3-acetic acid","beta-Indoleacetate","beta-Indoleacetic acid","beta-Indolylacetate","beta-Indolylacetic acid","Gap","Heteroauxin","Heteroauxine","Heteroauxinhexteroauxiniaa","Hexteroauxin","IAA","Indol-3-ylacetate","Indol-3-ylacetic acid","indole-3-acetic acid","indoleacetate","indoleacetic acid","Indolyl-3-acetate","Indolyl-3-acetic acid","Indolylacetate","Indolylacetic acid","Kyselina 3-indolyloctova","Rhizopin","Rhizopon A","Rhizopon A, AA","Skatole carboxylate","Skatole carboxylic acid"],"pathways":[{"name":"Tryptophan metabolism","kegg_map_id":"00380"}],"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":9675847,"citation":"Tessier, W. D., Meaden, P. G., Dickinson, F. M., Midgley, M. (1998). \"Identification and disruption of the gene encoding the K(+)-activated acetaldehyde dehydrogenase of Saccharomyces cerevisiae.\" FEMS Microbiol Lett 164:29-34."}],"proteins":[{"created_at":"2011-05-24T20:26:04.000Z","updated_at":"2011-07-22T17:54:11.000Z","name":"Potassium-activated aldehyde dehydrogenase, mitochondrial","uniprot_id":"P46367","uniprot_name":"ALDH4_YEAST","enzyme":true,"transporter":false,"gene_name":"ALD4","num_residues":519,"molecular_weight":"56723.19922","theoretical_pi":"6.72","general_function":"Involved in oxidoreductase activity","specific_function":"An aldehyde + NAD(+) + H(2)O = an acid + NADH","reactions":[{"id":1299,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1300,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1301,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1302,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1321,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2318,"direction":"\u003e","locations":"Mitochondrion matrix;Cytoplasm","altext":"An aldehyde + NAD(+) + H(2)O = an acid + NADH.","export":false,"pw_reaction_id":null,"source":null},{"id":3863,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006384","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion matrix","genbank_gene_id":"Z75282","genbank_protein_id":"1420808","gene_card_id":"ALD4","chromosome_location":"chromosome 15","locus":"YOR374W","synonyms":["K(+)-activated acetaldehyde dehydrogenase","K(+)-ACDH"],"enzyme_classes":["1.2.1.3"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"Aldedh","identifier":"PF00171"}],"pathways":[{"name":"Glycolysis / Gluconeogenesis","kegg_map_id":"00010"},{"name":"Fatty acid 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metabolism","kegg_map_id":null}],"gene_sequence":"ATGTTCAGTAGATCTACGCTCTGCTTAAAGACGTCTGCATCCTCCATTGGGAGACTTCAATTGAGATATTTCTCACACCTTCCTATGACAGTGCCTATCAAGCTGCCCAATGGGTTGGAATATGAGCAACCAACGGGGTTGTTCATCAACAACAAGTTTGTTCCTTCTAAACAGAACAAGACCTTCGAAGTCATTAACCCTTCCACGGAAGAAGAAATATGTCATATTTATGAAGGTAGAGAGGACGATGTGGAAGAGGCCGTGCAGGCCGCCGACCGTGCCTTCTCTAATGGGTCTTGGAACGGTATCGACCCTATTGACAGGGGTAAGGCTTTGTACAGGTTAGCCGAATTAATTGAACAGGACAAGGATGTCATTGCTTCCATCGAGACTTTGGATAACGGTAAAGCTATCTCTTCCTCGAGAGGAGATGTTGATTTAGTCATCAACTATTTGAAATCTTCTGCTGGCTTTGCTGATAAAATTGATGGTAGAATGATTGATACTGGTAGAACCCATTTTTCTTACACTAAGAGACAGCCTTTGGGTGTTTGTGGGCAGATTATTCCTTGGAATTTCCCACTGTTGATGTGGGCCTGGAAGATTGCCCCTGCTTTGGTCACCGGTAACACCGTCGTGTTGAAGACTGCCGAATCCACCCCATTGTCCGCTTTGTATGTGTCTAAATACATCCCACAGGCGGGTATTCCACCTGGTGTGATCAACATTGTATCCGGGTTTGGTAAGATTGTGGGTGAGGCCATTACAAACCATCCAAAAATCAAAAAGGTTGCCTTCACAGGGTCCACGGCTACGGGTAGACACATTTACCAGTCCGCAGCCGCAGGCTTGAAAAAAGTGACTTTGGAGCTGGGTGGTAAATCACCAAACATTGTCTTCGCGGACGCCGAGTTGAAAAAAGCCGTGCAAAACATTATCCTTGGTATCTACTACAATTCTGGTGAGGTCTGTTGTGCGGGTTCAAGGGTGTATGTTGAAGAATCTATTTACGACAAATTCATTGAAGAGTTCAAAGCCGCTTCTGAATCCATCAAGGTGGGCGACCCATTCGATGAATCTACTTTCCAAGGTGCACAAACCTCTCAAATGCAACTAAACAAAATCTTGAAATACGTTGACATTGGTAAGAATGAAGGTGCTACTTTGATTACCGGTGGTGAAAGATTAGGTAGCAAGGGTTACTTCATTAAGCCAACTGTCTTTGGTGACGTTAAGGAAGACATGAGAATTGTCAAAGAGGAAATCTTTGGCCCTGTTGTCACTGTAACCAAATTCAAATCTGCCGACGAAGTCATTAACATGGCGAACGATTCTGAATACGGGTTGGCTGCTGGTATTCACACCTCTAATATTAATACCGCCTTAAAAGTGGCTGATAGAGTTAATGCGGGTACGGTCTGGATAAACACTTATAACGATTTCCACCACGCAGTTCCTTTCGGTGGGTTCAATGCATCTGGTTTGGGCAGGGAAATGTCTGTTGATGCTTTACAAAACTACTTGCAAGTTAAAGCGGTCCGTGCCAAATTGGACGAGTAA","protein_sequence":"MFSRSTLCLKTSASSIGRLQLRYFSHLPMTVPIKLPNGLEYEQPTGLFINNKFVPSKQNKTFEVINPSTEEEICHIYEGREDDVEEAVQAADRAFSNGSWNGIDPIDRGKALYRLAELIEQDKDVIASIETLDNGKAISSSRGDVDLVINYLKSSAGFADKIDGRMIDTGRTHFSYTKRQPLGVCGQIIPWNFPLLMWAWKIAPALVTGNTVVLKTAESTPLSALYVSKYIPQAGIPPGVINIVSGFGKIVGEAITNHPKIKKVAFTGSTATGRHIYQSAAAGLKKVTLELGGKSPNIVFADAELKKAVQNIILGIYYNSGEVCCAGSRVYVEESIYDKFIEEFKAASESIKVGDPFDESTFQGAQTSQMQLNKILKYVDIGKNEGATLITGGERLGSKGYFIKPTVFGDVKEDMRIVKEEIFGPVVTVTKFKSADEVINMANDSEYGLAAGIHTSNINTALKVADRVNAGTVWINTYNDFHHAVPFGGFNASGLGREMSVDALQNYLQVKAVRAKLDE"},{"created_at":"2011-05-24T20:28:26.000Z","updated_at":"2011-07-22T17:54:06.000Z","name":"Magnesium-activated 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NADH.","export":false,"pw_reaction_id":null,"source":null},{"id":3862,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006383","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"U39205","genbank_protein_id":"1079681","gene_card_id":"ALD6","chromosome_location":"chromosome 16","locus":"YPL061W","synonyms":["Mg(2+)-activated acetaldehyde dehydrogenase","Mg(2+)-ACDH"],"enzyme_classes":["1.2.1.3"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"Aldedh","identifier":"PF00171"}],"pathways":[{"name":"Glycolysis / Gluconeogenesis","kegg_map_id":"00010"},{"name":"Fatty acid 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metabolism","kegg_map_id":null}],"gene_sequence":"ATGACTAAGCTACACTTTGACACTGCTGAACCAGTCAAGATCACACTTCCAAATGGTTTGACATACGAGCAACCAACCGGTCTATTCATTAACAACAAGTTTATGAAAGCTCAAGACGGTAAGACCTATCCCGTCGAAGATCCTTCCACTGAAAACACCGTTTGTGAGGTCTCTTCTGCCACCACTGAAGATGTTGAATATGCTATCGAATGTGCCGACCGTGCTTTCCACGACACTGAATGGGCTACCCAAGACCCAAGAGAAAGAGGCCGTCTACTAAGTAAGTTGGCTGACGAATTGGAAAGCCAAATTGACTTGGTTTCTTCCATTGAAGCTTTGGACAATGGTAAAACTTTGGCCTTAGCCCGTGGGGATGTTACCATTGCAATCAACTGTCTAAGAGATGCTGCTGCCTATGCCGACAAAGTCAACGGTAGAACAATCAACACCGGTGACGGCTACATGAACTTCACCACCTTAGAGCCAATCGGTGTCTGTGGTCAAATTATTCCATGGAACTTTCCAATAATGATGTTGGCTTGGAAGATCGCCCCAGCATTGGCCATGGGTAACGTCTGTATCTTGAAACCCGCTGCTGTCACACCTTTAAATGCCCTATACTTTGCTTCTTTATGTAAGAAGGTTGGTATTCCAGCTGGTGTCGTCAACATCGTTCCAGGTCCTGGTAGAACTGTTGGTGCTGCTTTGACCAACGACCCAAGAATCAGAAAGCTGGCTTTTACCGGTTCTACAGAAGTCGGTAAGAGTGTTGCTGTCGACTCTTCTGAATCTAACTTGAAGAAAATCACTTTGGAACTAGGTGGTAAGTCCGCCCATTTGGTCTTTGACGATGCTAACATTAAGAAGACTTTACCAAATCTAGTAAACGGTATTTTCAAGAACGCTGGTCAAATTTGTTCCTCTGGTTCTAGAATTTACGTTCAAGAAGGTATTTACGACGAACTATTGGCTGCTTTCAAGGCTTACTTGGAAACCGAAATCAAAGTTGGTAATCCATTTGACAAGGCTAACTTCCAAGGTGCTATCACTAACCGTCAACAATTCGACACAATTATGAACTACATCGATATCGGTAAGAAAGAAGGCGCCAAGATCTTAACTGGTGGCGAAAAAGTTGGTGACAAGGGTTACTTCATCAGACCAACCGTTTTCTACGATGTTAATGAAGACATGAGAATTGTTAAGGAAGAAATTTTTGGACCAGTTGTCACTGTCGCAAAGTTCAAGACTTTAGAAGAAGGTGTCGAAATGGCTAACAGCTCTGAATTCGGTCTAGGTTCTGGTATCGAAACAGAATCTTTGAGCACAGGTTTGAAGGTGGCCAAGATGTTGAAGGCCGGTACCGTCTGGATCAACACATACAACGATTTTGACTCCAGAGTTCCATTCGGTGGTGTTAAGCAATCTGGTTACGGTAGAGAAATGGGTGAAGAAGTCTACCATGCATACACTGAAGTAAAAGCTGTCAGAATTAAGTTGTAA","protein_sequence":"MTKLHFDTAEPVKITLPNGLTYEQPTGLFINNKFMKAQDGKTYPVEDPSTENTVCEVSSATTEDVEYAIECADRAFHDTEWATQDPRERGRLLSKLADELESQIDLVSSIEALDNGKTLALARGDVTIAINCLRDAAAYADKVNGRTINTGDGYMNFTTLEPIGVCGQIIPWNFPIMMLAWKIAPALAMGNVCILKPAAVTPLNALYFASLCKKVGIPAGVVNIVPGPGRTVGAALTNDPRIRKLAFTGSTEVGKSVAVDSSESNLKKITLELGGKSAHLVFDDANIKKTLPNLVNGIFKNAGQICSSGSRIYVQEGIYDELLAAFKAYLETEIKVGNPFDKANFQGAITNRQQFDTIMNYIDIGKKEGAKILTGGEKVGDKGYFIRPTVFYDVNEDMRIVKEEIFGPVVTVAKFKTLEEGVEMANSSEFGLGSGIETESLSTGLKVAKMLKAGTVWINTYNDFDSRVPFGGVKQSGYGREMGEEVYHAYTEVKAVRIKL"},{"created_at":"2011-05-24T20:29:39.000Z","updated_at":"2011-07-22T17:54:11.000Z","name":"Aldehyde dehydrogenase 5, mitochondrial","uniprot_id":"P40047","uniprot_name":"ALDH5_YEAST","enzyme":true,"transporter":false,"gene_name":"ALD5","num_residues":520,"molecular_weight":"56620.39844","theoretical_pi":"8.51","general_function":"Involved in oxidoreductase activity","specific_function":"Minor mitochondrial aldehyde dehydrogenase isoform. Plays a role in regulation or biosynthesis of electron transport chain components. Involved in the biosynthesis of acetate during anaerobic growth on glucose","reactions":[{"id":1299,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1302,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1321,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2318,"direction":"\u003e","locations":"Mitochondrion matrix;Cytoplasm","altext":"An aldehyde + NAD(+) + H(2)O = an acid + NADH.","export":false,"pw_reaction_id":null,"source":null},{"id":2325,"direction":"\u003e","locations":"Mitochondrion matrix","altext":"An aldehyde + NADP(+) + H(2)O = an acid + NADPH.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion matrix","genbank_gene_id":"U18814","genbank_protein_id":"603310","gene_card_id":"ALD5","chromosome_location":"chromosome 5","locus":"YER073W","synonyms":[],"enzyme_classes":["1.2.1.3","1.2.1.4"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"Aldedh","identifier":"PF00171"}],"pathways":[],"gene_sequence":"ATGCTTTCTCGCACAAGAGCTGCAGCTCCGAATTCCAGAATATTCACTAGAAGCTTGTTACGTCTTTATTCTCAAGCACCATTACGCGTTCCAATTACTCTTCCAAATGGTTTCACCTACGAACAGCCAACAGGGTTATTCATCAATGGTGAATTTGTTGCCTCGAAGCAAAAGAAAACGTTTGACGTGATCAATCCATCTAACGAAGAAAAGATAACAACTGTATACAAGGCTATGGAAGATGATGTTGATGAAGCCGTTGCAGCGGCTAAAAAAGCTTTTGAAACGAAGTGGTCTATTGTAGAGCCGGAGGTTCGCGCTAAAGCTTTATTCAATCTCGCTGACTTGGTTGAGAAACACCAAGAAACACTGGCTGCCATTGAGTCAATGGATAATGGTAAGTCATTGTTTTGTGCGCGCGGTGACGTCGCTTTAGTATCTAAATACTTGCGTTCTTGCGGTGGTTGGGCAGATAAAATCTACGGTAACGTTATTGACACAGGTAAAAACCATTTTACCTACTCAATTAAGGAACCATTAGGCGTTTGCGGCCAAATAATCCCTTGGAACTTCCCTTTATTGATGTGGTCATGGAAAATTGGGCCTGCTCTGGCTACAGGTAACACCGTCGTATTGAAACCCGCTGAAACAACACCTTTATCTGCCCTTTTCGCTTCCCAGTTGTGTCAGGAAGCAGGCATACCCGCTGGTGTAGTCAATATCCTTCCGGGTTCCGGTAGAGTTGTTGGAGAAAGATTGAGTGCACACCCAGACGTGAAGAAGATTGCTTTTACAGGCTCTACTGCCACCGGCCGCCATATTATGAAGGTCGCTGCCGATACTGTCAAGAAAGTCACTTTGGAGCTGGGAGGTAAATCACCAAATATTGTGTTTGCTGACGCTGATCTAGATAAAGCCGTCAAGAACATTGCCTTCGGTATTTTTTACAACTCTGGTGAAGTTTGCTGCGCTGGTTCCAGAATATACATTCAAGATACAGTATACGAGGAGGTGTTGCAAAAACTAAAGGATTACACCGAGTCACTAAAGGTCGGTGACCCATTTGATGAGGAAGTTTTCCAAGGTGCTCAAACATCTGACAAACAGCTGCATAAAATTTTAGACTATGTCGATGTAGCAAAATCAGAGGGGGCTCGTCTTGTGACTGGAGGGGCCAGACATGGCAGTAAAGGTTATTTTGTCAAGCCAACAGTGTTTGCTGATGTCAAAGGAGATATGAGAATTGTTAAGGAGGAAGTGTTTGGTCCCATTGTAACTGTATCCAAGTTTTCTACTGTTGATGAAGTGATTGCTATGGCAAATGATTCTCAATATGGGTTAGCCGCAGGTATTCACACTAACGATATTAACAAGGCTGTTGATGTGTCCAAAAGAGTGAAAGCTGGTACTGTTTGGATAAATACCTATAACAACTTCCACCAAAATGTTCCTTTCGGTGGCTTCGGCCAGTCAGGTATTGGCCGTGAAATGGGTGAGGCTGCTTTAAGTAACTACACTCAAACAAAATCTGTCAGAATTGCCATTGACAAGCCAATTCGTTGA","protein_sequence":"MLSRTRAAAPNSRIFTRSLLRLYSQAPLRVPITLPNGFTYEQPTGLFINGEFVASKQKKTFDVINPSNEEKITTVYKAMEDDVDEAVAAAKKAFETKWSIVEPEVRAKALFNLADLVEKHQETLAAIESMDNGKSLFCARGDVALVSKYLRSCGGWADKIYGNVIDTGKNHFTYSIKEPLGVCGQIIPWNFPLLMWSWKIGPALATGNTVVLKPAETTPLSALFASQLCQEAGIPAGVVNILPGSGRVVGERLSAHPDVKKIAFTGSTATGRHIMKVAADTVKKVTLELGGKSPNIVFADADLDKAVKNIAFGIFYNSGEVCCAGSRIYIQDTVYEEVLQKLKDYTESLKVGDPFDEEVFQGAQTSDKQLHKILDYVDVAKSEGARLVTGGARHGSKGYFVKPTVFADVKGDMRIVKEEVFGPIVTVSKFSTVDEVIAMANDSQYGLAAGIHTNDINKAVDVSKRVKAGTVWINTYNNFHQNVPFGGFGQSGIGREMGEAALSNYTQTKSVRIAIDKPIR"}]}