{"ymdb_id":"YMDB00191","created_at":"2011-05-29T16:05:27.000Z","updated_at":"2016-09-08T18:35:09.000Z","name":"Phosphorylcholine","cas":"3616-04-4","state":"Solid","melting_point":null,"description":"Phosphorylcholine is an intermediate in the choline biosynthesis pathway and in the phosphatidylcholine biosynthesis pathway. Phosphatidylcholine is a phospholipid, which are the major structural components of biological membranes. Choline is an important head group for phospholipids. [Biocyc PWY-3385 and PWY3O-450] ","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"cytoplasm","synthesis_reference":"Vijeeta, T.; Reddy, J. R. C.; Rao, B. V. S. K.; Karuna, M. S. L.; Prasad, R. B. N. Phospholipase-mediated preparation of 1-ricinoleoyl-2-acyl-sn- glycero-3-phosphocholine from soya and egg phosphatidylcholine. Biotechnology Letters (2004), 26(13), 1077-10","chebi_id":"18132","hmdb_id":"HMDB01565","kegg_id":"C00588","pubchem_id":"1014","cs_id":"73580","foodb_id":null,"wikipedia_link":"Phosphorylcholine","biocyc_id":"PHOSPHORYL-CHOLINE","iupac":"[2-(trimethylazaniumyl)ethoxy]phosphonic acid","traditional_iupac":"ChoP","logp":"-4.7858351941384125","pka":"6.179536689159681","alogps_solubility":"4.36e+00 g/l","alogps_logp":"-2.43","alogps_logs":"-1.70","acceptor_count":"3","donor_count":"2","rotatable_bond_count":"4","polar_surface_area":"66.75999999999999","refractivity":"53.066900000000004","polarizability":"17.23194201374944","formal_charge":"1","physiological_charge":"-1","pka_strongest_basic":null,"pka_strongest_acidic":"1.149843466514803","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["Choline phosphate","N-Trimethyl-2-aminoethylphosphonate","O-Phosphocholine","Phosphocholine","Phosphoryl-choline"],"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},{"name":"Sphingolipid metabolism","kegg_map_id":"00600"}],"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":10329685,"citation":"Kim, K., Kim, K. H., Storey, M. K., Voelker, D. R., Carman, G. M. (1999). \"Isolation and characterization of the Saccharomyces cerevisiae EKI1 gene encoding ethanolamine kinase.\" J Biol Chem 274:14857-14866."}],"proteins":[{"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"},{"created_at":"2011-05-26T18:07:46.000Z","updated_at":"2011-07-22T17:54:26.000Z","name":"Choline-phosphate cytidylyltransferase","uniprot_id":"P13259","uniprot_name":"PCY1_YEAST","enzyme":true,"transporter":false,"gene_name":"PCT1","num_residues":424,"molecular_weight":"49405.80078","theoretical_pi":"9.12","general_function":"Involved in catalytic activity","specific_function":"CTP + choline phosphate = diphosphate + CDP- choline","reactions":[{"id":1384,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2508,"direction":"\u003e","locations":"Membrane.","altext":"CTP + choline phosphate = diphosphate + CDP-choline.","export":false,"pw_reaction_id":null,"source":null},{"id":14814,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R007001","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Membrane.","genbank_gene_id":"AY557840","genbank_protein_id":"45269571","gene_card_id":"PCT1","chromosome_location":"chromosome 7","locus":"YGR202C","synonyms":["CTP:phosphocholine cytidylyltransferase","CCT","CT","Phosphorylcholine transferase"],"enzyme_classes":["2.7.7.15"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring phosphorus-containing groups"},{"category":"Function","description":" nucleotidyltransferase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" biosynthetic process"}],"pfams":[{"name":"CTP_transf_2","identifier":"PF01467"}],"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":"ATGGCAAACCCAACAACAGGGAAGTCCTCGATTAGGGCTAAGCTTTCTAACTCATCGCTATCAAACCTATTTAAAAAAAATAAAAATAAAAGACAGCGTGAGGAAACGGAAGAGCAGGACAATGAGGATAAGGATGAGAGTAAGAACCAGGATGAAAATAAGGACACACAGCTCACTCCCCGCAAGCGTCGCCGGTTGACGAAGGAGTTTGAAGAGAAGGAGGCTCGTTACACCAACGAGTTGCCCAAGGAACTGCGCAAGTATCGTCCTAAAGGTTTCAGATTCAATTTGCCTCCAACGGATAGACCCATCAGGATATATGCAGATGGTGTTTTTGATCTTTTCCATCTTGGCCACATGAAGCAACTGGAACAGTGTAAGAAGGCTTTCCCCAATGTAACACTGATAGTTGGTGTGCCTAGCGACAAAATCACTCACAAACTAAAAGGTTTGACTGTGCTGACCGATAAGCAGCGTTGTGAAACTTTAACGCACTGCAGATGGGTTGACGAAGTCGTGCCCAACGCTCCCTGGTGTGTCACCCCAGAATTTCTACTAGAACACAAGATTGACTACGTGGCACATGACGATATTCCTTACGTTAGCGCCGACAGCGACGATATCTACAAGCCAATAAAGGAGATGGGAAAATTCTTGACTACCCAAAGAACCAATGGTGTCTCTACAAGTGATATTATCACAAAGATCATCAGAGATTATGACAAATATTTGATGAGAAACTTTGCAAGGGGTGCTACCAGACAGGAGCTGAACGTTTCTTGGTTGAAGAAAAACGAACTGGAGTTCAAAAAACACATCAATGAATTCAGGTCATATTTCAAGAAAAACCAGACAAATTTGAATAACGCCTCCAGAGACTTGTACTTCGAAGTCCGTGAAATCTTGCTAAAGAAAACGTTGGGCAAAAAACTCTACTCCAAGTTAATAGGCAATGAATTAAAGAAACAAAATCAACGACAAAGAAAACAGAATTTTTTGGATGATCCGTTTACTAGGAAGCTAATCAGGGAGGCCTCTCCGGCTACAGAGTTTGCCAACGAATTTACGGGCGAAAACTCTACCGCTAAATCACCGGATGACAATGGAAATCTTTTCAGTCAGGAAGATGATGAAGACACAAATTCTAACAACACGAATACAAATTCAGATTCAGATTCAAACACTAACTCAACGCCTCCCAGTGAAGATGACGACGACAACGACAGGTTAACTTTGGAAAACCTAACACAGAAGAAGAAACAATCAGCGAACTGA","protein_sequence":"MANPTTGKSSIRAKLSNSSLSNLFKKNKNKRQREETEEQDNEDKDESKNQDENKDTQLTPRKRRRLTKEFEEKEARYTNELPKELRKYRPKGFRFNLPPTDRPIRIYADGVFDLFHLGHMKQLEQCKKAFPNVTLIVGVPSDKITHKLKGLTVLTDKQRCETLTHCRWVDEVVPNAPWCVTPEFLLEHKIDYVAHDDIPYVSADSDDIYKPIKEMGKFLTTQRTNGVSTSDIITKIIRDYDKYLMRNFARGATRQELNVSWLKKNELEFKKHINEFRSYFKKNQTNLNNASRDLYFEVREILLKKTLGKKLYSKLIGNELKKQNQRQRKQNFLDDPFTRKLIREASPATEFANEFTGENSTAKSPDDNGNLFSQEDDEDTNSNNTNTNSDSDSNTNSTPPSEDDDDNDRLTLENLTQKKKQSAN"}]}