{"ymdb_id":"YMDB00009","created_at":"2011-05-29T15:48:02.000Z","updated_at":"2016-09-08T18:34:53.000Z","name":"Ethanolamine","cas":"141-43-5","state":"Liquid","melting_point":"10.5 oC","description":"Ethanolamine is an important head group for phospholipids, which are the major structural components of biological membranes. Ethanolamine is a precursor in the phosphatidylethanolamine biosynthesis pathway. It is also used for the biosynthesis of choline, which is an other important head group for phospholipids. [Biocyc PHOSLIPSYN2-PWY and PWY4FS-6 and PWY-3385]","experimental_water_solubility":"1000 mg/mL [RIDDICK,JA et al. (1986)]","experimental_logp_hydrophobicity":"-1.31 [HANSCH,C ET AL. (1995)]","location":"extracellular;cytoplasm","synthesis_reference":"Soucaille, Philippe.  Ethanolamine production by fermentation of genetically modified Escherichia coli.    PCT Int. Appl.  (2007),     23pp.","chebi_id":"16000","hmdb_id":"HMDB00149","kegg_id":"C00189","pubchem_id":"700","cs_id":"13835336","foodb_id":null,"wikipedia_link":"Ethanolamine","biocyc_id":"ETHANOL-AMINE","iupac":"2-aminoethan-1-ol","traditional_iupac":"ethanolamine","logp":"-1.3155608773333334","pka":null,"alogps_solubility":"8.49e+02 g/l","alogps_logp":"-1.53","alogps_logs":"1.14","acceptor_count":"2","donor_count":"2","rotatable_bond_count":"1","polar_surface_area":"46.25","refractivity":"16.2111","polarizability":"6.63098407374692","formal_charge":"0","physiological_charge":"1","pka_strongest_basic":"9.554610607853252","pka_strongest_acidic":"15.61009842450122","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["1-Amino-2-hydroxyethane","2 Aminoethanol","2-Amino-1-ethanol","2-amino-Ethanol","2-Aminoethan-1-ol","2-Aminoethanol","2-Aminoethyl alcohol","2-Ethanolamine","2-Hydroxyethanamine","2-Hydroxyethylamine","Aethanolamin","Aminoethanol","b-Aminoethanol","b-Aminoethyl alcohol","b-Ethanolamine","b-Hydroxyethylamine","beta-Aminoethanol","beta-Aminoethyl alcohol","beta-ethanolamine","beta-Hydroxyethylamine","Colamine","Envision conditioner PDD 9020","ETA","Ethanolamine","Ethylolamine","Glycinol","H-Glycinol","Hea","MEA","Monoaethanolamin","Monoethanolamine","Olamine","β-aminoethanol","β-aminoethyl alcohol","β-ethanolamine","β-hydroxyethylamine"],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"}],"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":16551612,"citation":"Kersting, M. C., Carman, G. M. (2006). \"Regulation of the Saccharomyces cerevisiae EKI1-encoded ethanolamine kinase by zinc depletion.\" J Biol Chem 281:13110-13116."},{"pubmed_id":9506987,"citation":"Kim, K. H., Voelker, D. R., Flocco, M. T., Carman, G. M. (1998). \"Expression, purification, and characterization of choline kinase, product of the CKI gene from Saccharomyces cerevisiae.\" J Biol Chem 273:6844-6852."}],"proteins":[{"created_at":"2011-05-24T19:54:26.000Z","updated_at":"2011-07-22T17:54:40.000Z","name":"Ethanolamine kinase","uniprot_id":"Q03764","uniprot_name":"EKI1_YEAST","enzyme":true,"transporter":false,"gene_name":"EKI1","num_residues":534,"molecular_weight":"61656.39844","theoretical_pi":"5.64","general_function":"Involved in phosphotransferase activity, alcohol group as acceptor","specific_function":"Catalyzes the committed step of phosphatidylethanolamine synthesis via the CDP-ethanolamine pathway. Also exhibits choline kinase activity but its preferred substrate is ethanolamine","reactions":[{"id":1479,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2280,"direction":"\u003e","locations":null,"altext":"ATP + ethanolamine = ADP + O-phosphoethanolamine.","export":false,"pw_reaction_id":null,"source":null},{"id":14801,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006996","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"Z50046","genbank_protein_id":"899397","gene_card_id":"EKI1","chromosome_location":"chromosome 4","locus":"YDR147W","synonyms":["EK"],"enzyme_classes":["2.7.1.82"],"go_classes":[],"pfams":[{"name":"Choline_kin_N","identifier":"PF04428"},{"name":"Choline_kinase","identifier":"PF01633"}],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"}],"gene_sequence":"ATGTACACCAATTATTCACTTACAAGCAGTGACGCAATGCCCCGAACTTACTTGGTCGGCACAGCCTCACCAGAAATGTCTAAGAAAAAGCGCCAGTCTGCAAATTGTGACAAGCCAACGAGGAGGGTGATCCACATCATCGATACTAATGAGCACTCAGAAGTCGACTTGAAAAATGAACTGCCAATAACATGCACGAATGAAGACGGTGAGATGACATCAAGCTCATGGACTTCACAAACCGCTAATGATTTTCTCAAACTGGCATACGTAAACGCGAAATTAGACCCGTCTTTGCCATCTCAATATTTCAAACAAGATATCATAAATGTTTTACAAAGCTTGGAGATTCCTGGATGGTCTGTGCCCGGCTCTAAAGAATCCTCGTTGAATAAGAATTTATTAACTTTGACACAAATCAAGGGGGCCCTTACAAATGTTATTTATAAGATTCACTATCCAAACTTACCCCCTTTACTGATGAGAATTTTTGGTGATAGCATAGATTCTGTAATTGATAGAGAGTATGAATTAAAGGTTATTGCGAGATTATCATTTTATGATTTAGGACCCAAACTAGAAGGGTTTTTTGAAAATGGCAGATTTGAAAAATACATTGAGGGTTCGAGGACATCTACTCAAGCCGACTTTATAGATCGGGATACTTCAATAAAAATTGCTAAAAAATTGAAAGAGTTGCATTGTACTGTTCCATTAACGCATAAAGAAATAACGGATCAACCGTCATGCTGGACAACCTTTGATCAGTGGATCAAATTAATAGACTCGCATAAAGAGTGGGTTTCCAATAATGTAAATATAAGTGAAAATTTACGCTGTTCAAGTTGGAATTTTTTTTTAAAGAGTTTCAAAAATTATAAGCGTTGGTTGTATAATGATTCTGCTTTTACCTCAAAATTATTAAGAGAGGATGATAAAGATAGTATGATAAATTCTGGGCTAAAAATGGTATTTTGCCATAACGACTTACAGCATGGTAATTTACTTTTTAAAAGTAAGGGTAAGGATGACATCTCAGTGGGCGATTTAACAATTATTGACTTTGAGTACGCAGGCCCTAACCCCGTTGTATTTGATTTATCAAATCATTTGAATGAATGGATGCAAGACTATAATGATGTGCAGTCTTTCAAGTCTCATATTGATAAGTATCCAAAAGAAGAAGATATTTTAGTTTTTGCACAAAGTTATATAAATCACATGAATGAGAACCATGTCAAAATTGCTTCTCAAGAGGTTAGGATTCTTTACAATCTAATCATCGAATGGAGGCCTTGTACACAATTATTCTGGTGCCTTTGGGCTCTTTTGCAAAGCGGAAGGCTACCACAACGACCACTGATAGAAGGTGAAAAACTAATGAGCGAAAAGGCTGGACTAGGTGATGAAACGCACCTTATGGAGCACAAAAATAAAGAGAATGGAAAATACGATTGTTCTGAAGATGATTCGTTCAACTATTTAGGATTTTGTAAAGAAAAAATGTCTGTCTTTTGGGGCGATTTAATTACATTGGGAGTTATCGACAAAGACTGCCCAGATATTGGAAAAACAGATTACTTAGACACTAAACTTATTTTTTAA","protein_sequence":"MYTNYSLTSSDAMPRTYLVGTASPEMSKKKRQSANCDKPTRRVIHIIDTNEHSEVDLKNELPITCTNEDGEMTSSSWTSQTANDFLKLAYVNAKLDPSLPSQYFKQDIINVLQSLEIPGWSVPGSKESSLNKNLLTLTQIKGALTNVIYKIHYPNLPPLLMRIFGDSIDSVIDREYELKVIARLSFYDLGPKLEGFFENGRFEKYIEGSRTSTQADFIDRDTSIKIAKKLKELHCTVPLTHKEITDQPSCWTTFDQWIKLIDSHKEWVSNNVNISENLRCSSWNFFLKSFKNYKRWLYNDSAFTSKLLREDDKDSMINSGLKMVFCHNDLQHGNLLFKSKGKDDISVGDLTIIDFEYAGPNPVVFDLSNHLNEWMQDYNDVQSFKSHIDKYPKEEDILVFAQSYINHMNENHVKIASQEVRILYNLIIEWRPCTQLFWCLWALLQSGRLPQRPLIEGEKLMSEKAGLGDETHLMEHKNKENGKYDCSEDDSFNYLGFCKEKMSVFWGDLITLGVIDKDCPDIGKTDYLDTKLIF"},{"created_at":"2011-05-24T19:54:50.000Z","updated_at":"2011-07-22T17:54:40.000Z","name":"Choline kinase","uniprot_id":"P20485","uniprot_name":"KICH_YEAST","enzyme":true,"transporter":false,"gene_name":"CKI1","num_residues":582,"molecular_weight":"66316.0","theoretical_pi":"5.34","general_function":"Involved in phosphotransferase activity, alcohol group as acceptor","specific_function":"Responsible for phosphatidylcholine synthesis via the CDP-choline pathway. Also exhibits ethanolamine kinase activity but at 14% efficiency compared with choline","reactions":[{"id":1383,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1479,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2281,"direction":"\u003e","locations":"Cytoplasm","altext":"ATP + choline = ADP + O-phosphocholine.","export":false,"pw_reaction_id":null,"source":null},{"id":14813,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R007000","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Cytoplasm","genbank_gene_id":"AY692779","genbank_protein_id":"51013009","gene_card_id":"CKI1","chromosome_location":"chromosome 12","locus":"YLR133W","synonyms":[],"enzyme_classes":["2.7.1.32"],"go_classes":[],"pfams":[{"name":"Choline_kin_N","identifier":"PF04428"},{"name":"Choline_kinase","identifier":"PF01633"}],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"},{"name":"Choline metabolism","kegg_map_id":null},{"name":"Lysolipid incorporation into ER","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(10:0/10:0)","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(14:0/14:0)","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(16:0/16:0)","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(16:1(11Z)/16:1(11Z))","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(16:1(9Z)/16:1(9Z))","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(18:0/18:0)","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(18:1(9Z)/18:1(9Z))","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(18:2(9Z,11Z)/18:2(9Z,11Z))","kegg_map_id":null},{"name":"Lysolipid incorporation into ER PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))","kegg_map_id":null}],"gene_sequence":"ATGGTACAAGAATCACGTCCAGGGAGTGTAAGAAGTTACTCGGTCGGTTACCAAGCAAGGTCCAGATCGAGTTCTCAAAGAAGACATTCGTTAACACGCCAACGTTCCTCGCAAAGACTGATTAGAACCATCAGTATCGAGTCTGATGTGTCTAATATTACTGACGATGACGATTTGAGAGCTGTCAATGAGGGAGTAGCGGGTGTGCAACTGGACGTCTCTGAAACCGCAAATAAGGGACCAAGAAGAGCATCAGCAACTGATGTCACAGATAGTTTGGGTTCGACTTCGTCGGAATATATTGAGATTCCCTTTGTTAAGGAAACATTGGATGCAAGTTTACCTTCGGATTATCTGAAGCAGGACATATTAAATCTCATTCAGAGTTTGAAGATATCCAAATGGTATAACAACAAGAAAATCCAACCGGTAGCACAAGATATGAACTTAGTCAAGATCTCTGGTGCGATGACAAACGCAATTTTCAAAGTTGAATACCCTAAGTTACCATCGTTGCTATTGAGAATATACGGACCGAATATTGATAATATCATTGACAGGGAATATGAATTGCAGATTTTGGCTAGGCTTTCATTGAAAAATATAGGTCCTTCCCTTTACGGCTGTTTTGTAAACGGTAGATTTGAGCAGTTTCTGGAGAATTCTAAGACTTTAACAAAAGACGACATTAGAAACTGGAAGAACTCTCAAAGGATTGCAAGGAGAATGAAGGAGTTACATGTAGGTGTTCCTCTCTTGAGTTCAGAAAGGAAGAACGGGTCGGCTTGTTGGCAAAAGATTAACCAGTGGTTGCGCACGATTGAGAAAGTCGACCAATGGGTGGGGGATCCTAAAAACATTGAAAACTCTTTATTATGTGAGAATTGGTCCAAGTTTATGGATATTGTCGATAGATATCACAAGTGGCTTATTTCTCAAGAACAGGGTATAGAGCAAGTCAACAAAAATCTTATATTCTGCCATAATGATGCCCAATACGGCAATTTACTTTTCACTGCTCCTGTGATGAACACACCGAGCCTATACACTGCACCTTCGTCTACATCATTGACTTCCCAATCAAGTTCCTTATTTCCTTCGAGCTCCAATGTCATTGTAGATGATATAATCAACCCGCCAAAGCAGGAGCAAAGCCAAGATTCCAAATTGGTCGTCATTGATTTTGAATATGCAGGTGCCAATCCCGCCGCATATGATTTAGCGAATCATCTTTCCGAGTGGATGTATGATTACAACAATGCTAAGGCCCCACATCAGTGCCACGCTGATAGATATCCCGATAAAGAACAGGTTTTGAATTTCTTATACTCTTATGTTTCGCATCTAAGGGGTGGTGCTAAGGAACCCATAGATGAAGAGGTTCAAAGACTCTATAAGTCAATCATTCAATGGAGACCCACTGTACAACTATTTTGGTCGCTCTGGGCCATCCTACAAAGTGGTAAATTAGAGAAAAAAGAAGCCTCCACTGCCATCACTAGAGAAGAAATTGGACCCAATGGAAAAAAATATATCATCAAGACTGAACCCGAATCCCCTGAAGAAGACTTTGTTGAAAATGACGACGAGCCTGAAGCTGGCGTCAGCATTGACACGTTCGATTATATGGCTTATGGTCGTGACAAGATTGCGGTCTTTTGGGGCGACCTCATTGGCTTAGGCATAATCACCGAAGAAGAATGCAAAAATTTCAGCTCTTTCAAGTTCCTCGATACTAGTTATTTGTAA","protein_sequence":"MVQESRPGSVRSYSVGYQARSRSSSQRRHSLTRQRSSQRLIRTISIESDVSNITDDDDLRAVNEGVAGVQLDVSETANKGPRRASATDVTDSLGSTSSEYIEIPFVKETLDASLPSDYLKQDILNLIQSLKISKWYNNKKIQPVAQDMNLVKISGAMTNAIFKVEYPKLPSLLLRIYGPNIDNIIDREYELQILARLSLKNIGPSLYGCFVNGRFEQFLENSKTLTKDDIRNWKNSQRIARRMKELHVGVPLLSSERKNGSACWQKINQWLRTIEKVDQWVGDPKNIENSLLCENWSKFMDIVDRYHKWLISQEQGIEQVNKNLIFCHNDAQYGNLLFTAPVMNTPSLYTAPSSTSLTSQSSSLFPSSSNVIVDDIINPPKQEQSQDSKLVVIDFEYAGANPAAYDLANHLSEWMYDYNNAKAPHQCHADRYPDKEQVLNFLYSYVSHLRGGAKEPIDEEVQRLYKSIIQWRPTVQLFWSLWAILQSGKLEKKEASTAITREEIGPNGKKYIIKTEPESPEEDFVENDDEPEAGVSIDTFDYMAYGRDKIAVFWGDLIGLGIITEEECKNFSSFKFLDTSYL"}]}