{"ymdb_id":"YMDB00706","created_at":"2011-05-29T18:45:03.000Z","updated_at":"2016-09-08T18:35:48.000Z","name":"5-(2-Hydroxyethyl)-4-methylthiazole","cas":"137-00-8","state":"Solid","melting_point":"\u003c 25 oC","description":"5-(2-Hydroxyethyl)-4-methylthiazole is a thiazole, a type of nitrogenous heterocycle compound. Thiazoles are found in different processed foods and are the products of the Maillard reaction, which involves an amino acid and a reducing sugar. Thiazoles are volatile compounds responsible for popcorn, roasted, and peanuts aromas. 5-(2-Hydroxyethyl)-4-methylthiazole is also a substrate in thiamin (vitamin B1) biosynthesis. [PMID: 12358442] [Biocyc THISYN-PWY]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"cytoplasm","synthesis_reference":null,"chebi_id":"17957","hmdb_id":null,"kegg_id":"C04294","pubchem_id":"1136","cs_id":"1104","foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol","traditional_iupac":"4-methyl-5-thiazoleethanol","logp":"0.4171596229999998","pka":null,"alogps_solubility":"2.26e+00 g/l","alogps_logp":"0.67","alogps_logs":"-1.80","acceptor_count":"2","donor_count":"1","rotatable_bond_count":"2","polar_surface_area":"33.120000000000005","refractivity":"37.323299999999996","polarizability":"14.923318009148648","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"3.1150787325803235","pka_strongest_acidic":"15.619949149474245","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["-hydroxyethyl)thiazole","2-(4-Methyl-1,3-thiazol-5-yl)ethanol","2-(4-methylthiazol-5-yl)ethanol","4-Methyl-5-(\u0026beta","4-Methyl-5-(\u0026beta;-hydroxyethyl)thiazole","4-Methyl-5-(2-hydroxyethyl)-thiazole","4-Methyl-5-(2-hydroxyethyl)thiazole","4-Methyl-5-(2'-hydroxyethyl)-thiazole","4-Methyl-5-(beta-Hydroxyethyl)thiazole","4-Methyl-5-hydroxyethylthiazole","4-Methyl-5-thiazoleethanol","4-Methyl-5-thiazolethanol","5-(2-Hydroxyethyl)-4-methylthiazole","5-(2-hydroxyethyl)-4-methylthiazole (sulfurol)","5-(Hydroxyethyl)-4-methylthiazole","5-Thiazoleethanol, 4-methyl-","Hemineurine","MHT","sulfurol","Thiamine breakdown product 4-methyl-5-thiazoleethanol- from","Thiazole, 5-(2-hydroxyethyl)-4-methyl"],"pathways":[{"name":"Thiamine metabolism","kegg_map_id":"00730"},{"name":"Vitamin B1/Thiamine 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":5938656,"citation":"Johnson, D. B., Howells, D. J., Goodwin, T. W. (1966). \"Observations on the biosynthesis of thiamine in yeast.\" Biochem J 98:30-37."},{"pubmed_id":5679359,"citation":"Linnett, P. E., Walker, J. (1968). \"Biosynthesis of thiamine. Incorporation experiments with 14C-labelled substrates and with (15N)glycine in Saccharomyces cerevisiae.\" Biochem J 109:161-168."},{"pubmed_id":384994,"citation":"White, R. L., Spenser, I. D. (1979). \"Thiamin biosynthesis in Saccharomyces cerevisiae. Origin of carbon-2 of the thiazole moiety.\" Biochem J 179:315-325."},{"pubmed_id":19889834,"citation":"Boer, V. M., Crutchfield, C. A., Bradley, P. H., Botstein, D., Rabinowitz, J. D. (2010). \"Growth-limiting intracellular metabolites in yeast growing under diverse nutrient limitations.\" Mol Biol Cell 21:198-211."}],"proteins":[{"created_at":"2011-05-26T21:07:14.000Z","updated_at":"2011-05-29T14:08:01.000Z","name":"Hydroxymethylpyrimidine/phosphomethylpyrimidine kinase THI20","uniprot_id":"Q08224","uniprot_name":"THI20_YEAST","enzyme":true,"transporter":false,"gene_name":"THI20","num_residues":551,"molecular_weight":"61268.89844","theoretical_pi":"6.08","general_function":"Involved in phosphomethylpyrimidine kinase activity","specific_function":"Catalyzes the phosphorylation of hydroxymethylpyrimidine phosphate (HMP-P) to HMP-PP, and also probaby that of HMP to HMP- P","reactions":[{"id":1650,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1877,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2601,"direction":"\u003e","locations":"","altext":"ATP + 4-amino-5-hydroxymethyl-2-methylpyrimidine = ADP + 4-amino-5-phosphonooxymethyl-2-methylpyrimidine.","export":false,"pw_reaction_id":null,"source":null},{"id":2602,"direction":"\u003e","locations":"","altext":"ATP + 4-amino-2-methyl-5-phosphomethylpyrimidine = ADP + 4-amino-2-methyl-5-diphosphomethylpyrimidine.","export":false,"pw_reaction_id":null,"source":null},{"id":2603,"direction":"\u003e","locations":null,"altext":"thiamine + H2O = 4-amino-5-hydroxymethyl-2-methylpyrimidine + 5-(2-hydroxyethyl)-4-methylthiazole.","export":false,"pw_reaction_id":null,"source":null},{"id":14435,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006949","source":"Smpdb"},{"id":14436,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006950","source":"Smpdb"},{"id":14437,"direction":null,"locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006951","source":"Smpdb"},{"id":14438,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006952","source":"Smpdb"},{"id":14439,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006955","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"AY692780","genbank_protein_id":"51013011","gene_card_id":"THI20","chromosome_location":"chromosome 15","locus":"YOL055C","synonyms":["Hydroxymethylpyrimidine kinase","HMP kinase","Hydroxymethylpyrimidine phosphate kinase","HMP-P kinase","HMP-phosphate kinase","HMPP kinase"],"enzyme_classes":["2.7.1.49","2.7.4.7","3.5.99.2"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" kinase activity"},{"category":"Function","description":" phosphomethylpyrimidine kinase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" thiamin and derivative metabolic process"},{"category":"Process","description":" thiamin metabolic process"},{"category":"Process","description":" thiamin biosynthetic process"}],"pfams":[{"name":"Phos_pyr_kin","identifier":"PF08543"},{"name":"TENA_THI-4","identifier":"PF03070"}],"pathways":[{"name":"Thiamine metabolism","kegg_map_id":"00730"},{"name":"Vitamin B1/Thiamine metabolism","kegg_map_id":null}],"gene_sequence":"ATGACCTATTCTACAGTTAGCATCAACACGCCTCCACCATATCTTACTTTAGCCTGCAACGAAAAGTTGCCAACAGTTTTATCCATTGCTGGAACAGATCCAAGTGGTGGAGCCGGTATCGAAGCTGATGTCAAAACTATCACAGCACACAGATGTTATGCCATGACATGTATCACTGCTTTAAATGCTCAAACTCCAGTTAAAGTCTACAGCATAAATAACACACCAAAAGAAGTGGTTTTCCAAACTTTGGAATCCAATTTAAAGGATATGAAATGTAATGTTATCAAAACCGGTATGCTTACCGCAGCTGCTATCGAAGTCTTGCACGAAAAACTGCTGCAACTCGGCGAAAATAGACCTAAGTTGGTTGTTGATCCAGTTCTTGTCGCTACTTCTGGTTCTTCTTTAGCTGGAAAGGATATAGTTAGTTTGATTACGGAGAAGGTTGCACCTTTTGCTGATATTTTGACTCCTAACATCCCAGAGTGTTACAAATTGTTAGGTGAGGAAAGAAAGGTTAACGGATTACAGGATATTTTCCAAATCGCAAAAGACCTTGCTAAAATAACCAAGTGTTCGAATATACTAGTGAAGGGTGGCCATATTCCATGGAATGATGAAAAGGAAAAGTACATTACCGACGTTCTTTTCTTGGGTGCTGAACAAAAATTCATTATCTTTAAAGGCAATTTCGTTAACACCACGCATACACATGGTACTGGGTGCACACTAGCTTCTGCCATTGCATCAAACTTGGCTCGTGGTTATTCTCTTCCTCAGTCTGTTTATGGTGGTATTGAATACGTCCAAAATGCCGTGGCAATTGGTTGTGATGTCACAAAAGAAACTGTCAAGGATAATGGACCAATTAATCATGTTTACGCCGTGGAAATTCCATTGGAGAAAATGCTCAGTGATGAATGTTTTACTGCATCAGATGTTATACCTAAAAAGCCGCTCAAAGGTGCTGCTGACAAAATCCCAGGCGGTAATTTCTATGAATACCTGATCAATCACCCTAAAGTTAAGCCACACTGGGATTCCTATATTAACCATGAGTTTGTTAAAAAGGTTGCGGACGGTACATTAGAACGTAAGAAGTTTCAGTTCTTTATTGAACAAGATTATGCATACTTGGTTGATTATGCTAGAGTTCATTGTATCGCGGGTAGTAAAGCTCCATGCCTAGAAGATATGGAAAAGGAGCTAGTCATTGTTGGAGGTGTTCGTACTGAAATGGGTCAACATGAAAAGAGATTAAAAGAAGTATTTGGTGTTAAAGATCCTGATTACTTTCAAAAGATTAAGAGAGGACCTGCATTAAGAGCTTACTCTCGTTACTTTAACGATGTTTCCAGAAGAGGTAACTGGCAAGAATTGGTTGCATCCCTTACTCCTTGTTTGATGGGTTATGGTGAAGCTTTAACTAAAATGAAGGGTAAAGTCACCGCACCTGAAGGGTCCGTTTACCACGAATGGTGTGAAACTTACGCATCTTCATGGTATCGTGAAGCCATGGATGAAGGTGAAAAACTTTTGAACCACATCTTAGAAACATACCCTCCAGAGCAACTTGACACTTTAGTAACAATCTACGCTGAAGTTTGTGAATTAGAAACAAATTTTTGGACCGCTGCGCTAGAATACGAGTAG","protein_sequence":"MTYSTVSINTPPPYLTLACNEKLPTVLSIAGTDPSGGAGIEADVKTITAHRCYAMTCITALNAQTPVKVYSINNTPKEVVFQTLESNLKDMKCNVIKTGMLTAAAIEVLHEKLLQLGENRPKLVVDPVLVATSGSSLAGKDIVSLITEKVAPFADILTPNIPECYKLLGEERKVNGLQDIFQIAKDLAKITKCSNILVKGGHIPWNDEKEKYITDVLFLGAEQKFIIFKGNFVNTTHTHGTGCTLASAIASNLARGYSLPQSVYGGIEYVQNAVAIGCDVTKETVKDNGPINHVYAVEIPLEKMLSDECFTASDVIPKKPLKSAADKIPGGNFYEYLINHPKVKPHWDSYINHEFVKKVADGTLERKKFQFFIEQDYAYLVDYARVHCIAGSKAPCLEDMEKELVIVGGVRTEMGQHEKRLKEVFGVKDPDYFQKIKRGPALRAYSRYFNDVSRRGNWQELVASLTPCLMGYGEALTKMKGKVTAPEGSVYHEWCETYASSWYREAMDEGEKLLNHILETYPPEQLDTLVTIYAEVCELETNFWTAALEYE"},{"created_at":"2011-05-27T00:33:49.000Z","updated_at":"2011-05-27T15:01:13.000Z","name":"Thiamine biosynthetic bifunctional enzyme","uniprot_id":"P41835","uniprot_name":"THI6_YEAST","enzyme":true,"transporter":false,"gene_name":"THI6","num_residues":540,"molecular_weight":"58058.19922","theoretical_pi":"5.74","general_function":"Involved in catalytic activity","specific_function":"Essential for thiamine biosynthesis. The kinase activity is involved in the salvage synthesis of TH-P from the thiazole","reactions":[{"id":1646,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2003,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2621,"direction":"\u003e","locations":null,"altext":"2-methyl-4-amino-5-hydroxymethylpyrimidine diphosphate + 4-methyl-5-(2-phosphono-oxyethyl)thiazole = diphosphate + thiamine phosphate.","export":false,"pw_reaction_id":null,"source":null},{"id":2622,"direction":"\u003e","locations":null,"altext":"ATP + 4-methyl-5-(2-hydroxyethyl)thiazole = ADP + 4-methyl-5-(2-phosphonooxyethyl)thiazole.","export":false,"pw_reaction_id":null,"source":null},{"id":14440,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006953","source":"Smpdb"},{"id":14441,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006954","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"D31908","genbank_protein_id":"633125","gene_card_id":"THI6","chromosome_location":"chromosome 16","locus":"YPL214C","synonyms":["Thiamine-phosphate pyrophosphorylase","TMP pyrophosphorylase","TMP-PPASE","Hydroxyethylthiazole kinase","4-methyl-5-beta-hydroxyethylthiazole kinase","TH kinase","THZ kinase"],"enzyme_classes":["2.5.1.3","2.7.1.50"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" kinase activity"},{"category":"Function","description":" transferase activity, transferring alkyl or aryl (other than methyl) groups"},{"category":"Function","description":" thiamin-phosphate diphosphorylase activity"},{"category":"Function","description":" hydroxyethylthiazole kinase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" cellular aromatic compound metabolic process"},{"category":"Process","description":" thiamin and derivative metabolic process"},{"category":"Process","description":" thiamin metabolic process"},{"category":"Process","description":" thiamin biosynthetic process"}],"pfams":[{"name":"HK","identifier":"PF02110"},{"name":"TMP-TENI","identifier":"PF02581"}],"pathways":[{"name":"Thiamine metabolism","kegg_map_id":"00730"},{"name":"Vitamin B1/Thiamine metabolism","kegg_map_id":null}],"gene_sequence":"ATGGTATTTACTAAGGAAGAAGTTGATTACTCATTATATCTGGTTACAGATTCTACCATGCTTCCACCGGGAACTACTTTATGTTCTCAGGTTGAAGCTGGGTTGAAAAATGGTGTAACGCTAGTTCAAATCCGTGAAAAGGATATTGAAACAAAAAATTTCGTTGCAGAGGCTTTAGAAGTTCAAAAAATATGTAAGAAGTACAATGTTCCACTTATTATCAATGACCGTATAGACGTCGCTATGGCAATTGACGCCGATGGGGTTCATGTGGGCCAGGACGATATGCCAATCCCAATGGTAAGAAAACTTTTGGGCCCTTCTAAAATTCTTGGATGGAGTGTTGGTAAACCTTCGGAGGTAGAGACATTGGCTAAATGGGGGCCAGATATGGTAGATTATATTGGTGTTGGTACTCTTTTCCCTACATCAACAAAGAAAAATCCTAAGAAATCACCCATGGGTCCTCAAGGCGCCATTGCCATTTTGGATGCTTTGGAGGAATTTAAAGCTACATGGTGTAGAACCGTTGGTATTGGTGGTCTTCATCCTGACAATATTCAACGTGTGCTTTGTCAATGTGTTGCTTCAAATGGAAAGAGATCGTTGGATGGTATCTCTCTAGTCAGCGATATTATGGCCGCTCCAGATGCATGTGCAGCAACCAAGAGGTTGAGAGGCTTGTTAGATGCTACCAGATACCAATTTGTTGAGTGCGAGTTAAATAATACATTTCCGACCACAACTTCAATTCAAAACGTTATATCTCAAGTATCAAACAATCGTCCATTAGTGCAACATATCACCAATAAGGTTCATCAAAATTTTGGTGCCAATGTCACTCTAGCTTTAGGCTCATCTCCTATCATGTCTGAAATTGAAAGTGAAGTATCTGAACTAGCAAGAATCCCAAATGCTTCTTTACTGTTAAATACCGGATCAGTGGCACCTATTGAAATGCTAAAAGCCGCAATTAATGCTTATAATGAAGTAAATAGACCCATCACCTTTGACCCGGTCGGGTACAGCGCCACTGAAACAAGGCTCTGTCTAAACAACACTTTGCTCACTTACGGCCAATTTGCTTGTATAAAGGGCAATTGCAGTGAAATACTGTCTCTAGCCAAGTTAAATAACCATAAAATGAAGGGCGTCGACTCTAGCAGCGGCAAAACGAACATCGACACACTTGTGCGCGCTACACAAATTGTGGCATTCCAATACAGGACTGTTGCTGTTTGCACGGGTGAGTTTGATTGCGTTGCTGATGGTACTTTTGGAGGCGAATACAAACTTTCATCAGGAACAGAAGGAATAACCGCTGAAGATCTTCCATGTGTAATAATTGAAGATGGCCCAATTCCTATCATGGGTGACATCACTGCAAGTGGATGTTCACTTGGTTCTACAATTGCTTCCTTTATCGGTGGGTTAGATTCCACTGGAAAACTGTTTGATGCTGTGGTTGGTGCTGTCCTATTATACAAATCAGCTGGTAAGTTGGCTTCCACCCGTTGTCAAGGAAGTGGTTCATTCCATGTCGAATTGATTGACGCATTATATCAATTATTCCATGAAAATAAACCAGAAAAGTGGTCCGCTTCTTTGAAGAAATTCAAATAA","protein_sequence":"MVFTKEEVDYSLYLVTDSTMLPPGTTLCSQVEAGLKNGVTLVQIREKDIETKNFVAEALEVQKICKKYNVPLIINDRIDVAMAIDADGVHVGQDDMPIPMVRKLLGPSKILGWSVGKPSEVETLAKWGPDMVDYIGVGTLFPTSTKKNPKKSPMGPQGAIAILDALEEFKATWCRTVGIGGLHPDNIQRVLCQCVASNGKRSLDGISLVSDIMAAPDACAATKRLRGLLDATRYQFVECELNNTFPTTTSIQNVISQVSNNRPLVQHITNKVHQNFGANVTLALGSSPIMSEIESEVSELARIPNASLLLNTGSVAPIEMLKAAINAYNEVNRPITFDPVGYSATETRLCLNNTLLTYGQFACIKGNCSEILSLAKLNNHKMKGVDSSSGKTNIDTLVRATQIVAFQYRTVAVCTGEFDCVADGTFGGEYKLSSGTEGITAEDLPCVIIEDGPIPIMGDITASGCSLGSTIASFIGGLDSTGKLFDAVVGAVLLYKSAGKLASTRCQGSGSFHVELIDALYQLFHENKPEKWSASLKKFK"}]}