{"ymdb_id":"YMDB00254","created_at":"2011-05-29T17:59:01.000Z","updated_at":"2016-09-08T18:35:14.000Z","name":"3-Hydroxyanthranilic acid","cas":"548-93-6","state":"Solid","melting_point":null,"description":"3-Hydroxyanthranilic acid is an oxidation product of tryptophan metabolism and is secreted in response to glucose. The secrection of 3-Hydroxyanthranilic acid has also been correlated with the ferric-reducing capacity of the extracellular medium. [PMID: 1556559]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"Cytoplasm","synthesis_reference":"Warnell, J. L. 3-Hydroxyanthranilic acid. Biochemical Preparations (1958), 6 20-4.","chebi_id":"15793","hmdb_id":"HMDB01476","kegg_id":"C00632","pubchem_id":"86","cs_id":"84","foodb_id":null,"wikipedia_link":"3-Hydroxyanthranilic_acid","biocyc_id":"3-HYDROXY-ANTHRANILATE","iupac":"2-amino-3-hydroxybenzoic acid","traditional_iupac":"3-hydroxyanthranilic acid","logp":"1.148337448333333","pka":"10.367676493177447","alogps_solubility":"1.05e+01 g/l","alogps_logp":"0.81","alogps_logs":"-1.16","acceptor_count":"4","donor_count":"3","rotatable_bond_count":"1","polar_surface_area":"83.55000000000001","refractivity":"39.9955","polarizability":"14.18473050411826","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"4.81889092275183","pka_strongest_acidic":"1.9368311681755785","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["2-amino-3-hydroxy-Benzoate","2-amino-3-hydroxy-Benzoic acid","2-Amino-3-hydroxybenzoate","2-Amino-3-hydroxybenzoic acid","3-hydroxanthranilate","3-Hydroxy-2-aminobenzoate","3-Hydroxy-2-aminobenzoic acid","3-hydroxy-Anthranilate","3-hydroxy-Anthranilic acid","3-Hydroxy-anthranilsaeure","3-Hydroxyanthranilate","3-hydroxyanthranilic acid","3-hydroxyantranilic acid","3-OH-anthranilic acid","3-OHAA","3-Oxyanthranilate","3-Oxyanthranilic acid","Anthranilic acid, 3-hydroxy-","Benzoic acid, 2-amino-3-hydroxy-"],"pathways":[{"name":"Tryptophan metabolism","kegg_map_id":"00380"},{"name":"NAD metabolism","kegg_map_id":null}],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"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":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":9539135,"citation":"Kucharczyk, R., Zagulski, M., Rytka, J., Herbert, C. J. (1998). \"The yeast gene YJR025c encodes a 3-hydroxyanthranilic acid dioxygenase and is involved in nicotinic acid biosynthesis.\" FEBS Lett 424:127-130."},{"pubmed_id":1556559,"citation":"Lesuisse, E., Simon, M., Klein, R., Labbe, P. (1992). \"Excretion of anthranilate and 3-hydroxyanthranilate by Saccharomyces cerevisiae: relationship to iron metabolism.\" J Gen Microbiol 138:85-89."}],"proteins":[{"created_at":"2011-05-26T19:30:07.000Z","updated_at":"2011-07-22T17:53:45.000Z","name":"Kynureninase","uniprot_id":"Q05979","uniprot_name":"KYNU_YEAST","enzyme":true,"transporter":false,"gene_name":"BNA5","num_residues":453,"molecular_weight":"51031.60156","theoretical_pi":"4.94","general_function":"Involved in metabolic process","specific_function":"Catalyzes the cleavage of L-kynurenine (L-Kyn) and L-3- hydroxykynurenine (L-3OHKyn) into anthranilic acid (AA) and 3- hydroxyanthranilic acid (3-OHAA), respectively","reactions":[{"id":1167,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1683,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2572,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"L-kynurenine + H(2)O = anthranilate + L-alanine.","export":false,"pw_reaction_id":null,"source":null},{"id":2573,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"L-3-hydroxykynurenine + H(2)O = 3-hydroxyanthranilate + L-alanine.","export":false,"pw_reaction_id":null,"source":null},{"id":4185,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006486","source":"Smpdb"},{"id":4186,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006534","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm. Nucleus","genbank_gene_id":"U19027","genbank_protein_id":"609377","gene_card_id":"BNA5","chromosome_location":"chromosome 12","locus":"YLR231C","synonyms":["Biosynthesis of nicotinic acid protein 5","L-kynurenine hydrolase"],"enzyme_classes":["3.7.1.3"],"go_classes":[{"category":"Component","description":" intracellular part"},{"category":"Component","description":" cytoplasm"},{"category":"Component","description":" cell part"},{"category":"Function","description":" hydrolase activity, acting on acid carbon-carbon bonds"},{"category":"Function","description":" hydrolase activity, acting on acid carbon-carbon bonds, in ketonic substances"},{"category":"Function","description":" kynureninase activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" hydrolase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" cofactor binding"},{"category":"Function","description":" pyridoxal phosphate binding"},{"category":"Process","description":" indolalkylamine metabolic process"},{"category":"Process","description":" tryptophan metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular amino acid and derivative metabolic process"},{"category":"Process","description":" tryptophan catabolic process"},{"category":"Process","description":" cofactor metabolic process"},{"category":"Process","description":" coenzyme metabolic process"},{"category":"Process","description":" coenzyme biosynthetic process"},{"category":"Process","description":" pyridine nucleotide biosynthetic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" nicotinamide nucleotide biosynthetic process"},{"category":"Process","description":" NAD biosynthetic process"},{"category":"Process","description":" cellular amino acid derivative metabolic process"},{"category":"Process","description":" cellular biogenic amine metabolic process"}],"pfams":[{"name":"Aminotran_5","identifier":"PF00266"}],"pathways":[{"name":"Tryptophan metabolism","kegg_map_id":"00380"},{"name":"NAD metabolism","kegg_map_id":null}],"gene_sequence":"ATGGAGAAAGCTTTGGAATTAGACGGAGAATATCCGGAATCTCTGAGGGATGAATTCAACATCCCTACATTTAAATCCATGGGACTATCGTCCGACGATAAGCCTGTGACGTACTTATGCGGGAATTCTTTAGGTTTGATGCCGAAGTCAACTAGGAATTCAATTAATGCTGAGCTAGATGCGTGGAGCGATTGTGCTGTGGAATCGCATTTCAAACATCCTGAAGAAGCCAGAGGAAAGGTGCCTTGGGTCAGCATTGACTTACCTATTCTTCCACTACTAGCCCCCATCGTGGGTGCTCAAGAAAATGAAGTTGCAGTAATGAATAGTCTCACTGCAAATTTGAATTCATTGTTAATTACGTTTTATAAACCTACTGAGAAAAGATTCAAGATCCTTTTTGAAAAGGGCTCCTTTCCATCAGACTATTATGCTTTCTACAACCAGTGCAAAATTCATGGAATTTCGGAACCTGAGAATGTTTTTATTCAGATCGAGCCACGCGAGGGAGAGACTTATATCAGAACTCAAGATATCCTGGATACCATAGAGGTAAATCAAGATGAATTGGCGCTGGTCTGTTTGTCAGGTGTTCAGTATTACACGGGGCAATATTTCGATATTGGCCGAATCACCTCATTTGCCCACCAATTCCCCGACATATTGGTTGGATGGGATTTAGCACACGCTGTAGGGAACGTCCCATTGCAACTTCATGATTGGGGTGTTGACTTTGCCTGTTGGTGTTCTTACAAGTACTTGAATGCCGGGCCTGGTGGAATTGGTGGCTTATTTGTCCACTCGAAGCATACTAAACCAGACCCTGCTAAGGAAAGTTTGCCAAGATTAGCTGGTTGGTGGGGCAATGATCCTGCTAAGCGATTTCAAATGCTGGAAGTATTCGAGCCGATTCCAGGAGCATTGGGATTCAGGCAATCTAATCCAAGCGTTATTGACACAGTGGCATTGAGAAGTTCATTGGAATTATTTGCGAAGTTTAATGGTATTAATGAAGTTCGTAAAAGATCGTTGTTGCTGACGAACTATATGACGGAACTGTTGGAAGCCTCCAAGTATTACAAACACCCTTTAAGGATCGAGAAATTACCATGTTTTTTTACAATATTAACTCCAACAAGCACAGATGAAGAACATGGCGCCCAATTGTCACTTTACTTCGATTCTGACACTGGAAAAGAGGATATTATGCCCAAAGTTTTCCAATATTTGCATGACCATGGTGTCATTGGCGATGCAAGAAGACCAAACGTAATTAGATTGGCTCCTGCTCCCTTATATAATACATTTTCAGATGTATACATTGCGGTGAATGCACTAAATGAGGCGATGGATAAGTTGTAG","protein_sequence":"MEKALELDGEYPESLRDEFNIPTFKSMGLSSDDKPVTYLCGNSLGLMPKSTRNSINAELDAWSDCAVESHFKHPEEARGKVPWVSIDLPILPLLAPIVGAQENEVAVMNSLTANLNSLLITFYKPTEKRFKILFEKGSFPSDYYAFYNQCKIHGISEPENVFIQIEPREGETYIRTQDILDTIEVNQDELALVCLSGVQYYTGQYFDIGRITSFAHQFPDILVGWDLAHAVGNVPLQLHDWGVDFACWCSYKYLNAGPGGIGGLFVHSKHTKPDPAKESLPRLAGWWGNDPAKRFQMLEVFEPIPGALGFRQSNPSVIDTVALRSSLELFAKFNGINEVRKRSLLLTNYMTELLEASKYYKHPLRIEKLPCFFTILTPTSTDEEHGAQLSLYFDSDTGKEDIMPKVFQYLHDHGVIGDARRPNVIRLAPAPLYNTFSDVYIAVNALNEAMDKL"},{"created_at":"2011-05-27T05:33:48.000Z","updated_at":"2011-07-22T17:53:47.000Z","name":"3-hydroxyanthranilate 3,4-dioxygenase","uniprot_id":"P47096","uniprot_name":"3HAO_YEAST","enzyme":true,"transporter":false,"gene_name":"BNA1","num_residues":177,"molecular_weight":"20234.90039","theoretical_pi":"5.59","general_function":"Involved in 3-hydroxyanthranilate 3,4-dioxygenase activity","specific_function":"Catalyzes the oxidative ring opening of 3- hydroxyanthranilate to 2-amino-3-carboxymuconate semialdehyde, which spontaneously cyclizes to quinolinate","reactions":[{"id":1180,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2777,"direction":"\u003e","locations":"Cytoplasm. Nucleus","altext":"3-hydroxyanthranilate + O(2) = 2-amino-3-carboxymuconate semialdehyde.","export":false,"pw_reaction_id":null,"source":null},{"id":4184,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006485","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm. Nucleus","genbank_gene_id":"AY558309","genbank_protein_id":"45270508","gene_card_id":"BNA1","chromosome_location":"chromosome 10","locus":"YJR025C","synonyms":["3-hydroxyanthranilate oxygenase","3-HAO","3-hydroxyanthranilic acid dioxygenase","HAD","Biosynthesis of nicotinic acid protein 1"],"enzyme_classes":["1.13.11.6"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" cation binding"},{"category":"Function","description":" metal ion binding"},{"category":"Function","description":" transition metal ion binding"},{"category":"Function","description":" iron ion binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" oxidoreductase activity, acting on single donors with incorporation of molecular oxygen"},{"category":"Function","description":" oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygen"},{"category":"Function","description":" 3-hydroxyanthranilate 3,4-dioxygenase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" ion binding"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"3-HAO","identifier":"PF06052"}],"pathways":[{"name":"Tryptophan metabolism","kegg_map_id":"00380"},{"name":"NAD metabolism","kegg_map_id":null}],"gene_sequence":"ATGTTTAATACTACACCAATTAATATCGACAAATGGTTGAAGGAGAACGAAGGCCTTTTGAAACCACCGGTGAATAATTATTGCTTACATAAAGGGGGATTCACTGTGATGATTGTCGGTGGGCCTAATGAAAGAACCGGTTATCACATCAATCCAACTCCCGAATGGTTCTATCAAAAAAAAGGATCTATGCTTTTAAAGGTTGTGGATGAGACAGACGCTGAACCAAAGTTCATTGATATCATCATCAATGAAGGCGATTCATATTTATTGCCAGGAAATGTTCCTCACAGTCCTGTTCGGTTTGCTGATACTGTGGGTATTGTTGTGGAACAAGATAGGCCTGGGGGAGAAAACGATAAGATAAGGTGGTACTGTTCTCATTGTCGCCAAGTGGTCCACGAGAGTGAACTGCAAATGTTAGACTTAGGTACCCAAGTGAAAGAAGCCATTTTAGATTTTGAAAATGATGTCGAAAAGAGGACATGTTTCCATTGCAAGACGTTAAACTACGCACGCCCTCAATCTAATTAA","protein_sequence":"MFNTTPINIDKWLKENEGLLKPPVNNYCLHKGGFTVMIVGGPNERTGYHINPTPEWFYQKKGSMLLKVVDETDAEPKFIDIIINEGDSYLLPGNVPHSPVRFADTVGIVVEQDRPGGENDKIRWYCSHCRQVVHESELQMLDLGTQVKEAILDFENDVEKRTCFHCKTLNYARPQSN"}]}