{"ymdb_id":"YMDB02213","created_at":"2011-09-21T19:23:36.000Z","updated_at":"2016-10-18T17:12:31.000Z","name":"LysoPC(20:4(5Z,8Z,11Z,14Z))","cas":null,"state":"Solid","melting_point":null,"description":"LysoPC(20:4(5Z,8Z,11Z,14Z)) is a lysophospholipid (LyP). It is a monoglycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. Lysophosphatidylcholines can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) position. Fatty acids containing 16, 18 and 20 carbons are the most common. LysoPC(20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of arachidonic acid at the C-1 position. The arachidonic acid moiety is derived from animal fats and eggs. Lysophosphatidylcholine is found in small amounts in most tissues. It is formed by hydrolysis of phosphatidylcholine by the enzyme phospholipase A2, as part of the de-acylation/re-acylation cycle that controls its overall molecular species composition. It can also be formed inadvertently during extraction of lipids from tissues if the phospholipase is activated by careless handling.","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":null,"synthesis_reference":null,"chebi_id":null,"hmdb_id":"HMDB10395","kegg_id":"C04230","pubchem_id":null,"cs_id":"24766532","foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"(2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium","traditional_iupac":"(2-{[(2R)-2-hydroxy-3-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl phosphono]oxy}ethyl)trimethylazanium","logp":"1.5233305101949206","pka":"13.655609234867157","alogps_solubility":"2.89e-04 g/l","alogps_logp":"2.45","alogps_logs":"-6.31","acceptor_count":"4","donor_count":"1","rotatable_bond_count":"24","polar_surface_area":"105.12","refractivity":"165.14410000000004","polarizability":"60.981290302207164","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-3.404003371460023","pka_strongest_acidic":"1.8553406136269377","bioavailability":"0","number_of_rings":"0","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":[" 1-arachidonoyl-glycero-3-phosphocholine"," LPC(20:4)"," LPC(20:4/0:0)"," LPC(20:4n6/0:0)"," LPC(20:4w6/0:0)"," LyPC(20:4)"," LyPC(20:4/0:0)"," LyPC(20:4n6/0:0)"," LyPC(20:4w6/0:0)"," LysoPC(20:4)"," LysoPC(20:4/0:0)"," LysoPC(20:4n6/0:0)"," Lysophosphatidylcholine(20:4)"," Lysophosphatidylcholine(20:4/0:0)"," Lysophosphatidylcholine(20:4n6/0:0)"," Lysophosphatidylcholine(20:4w6/0:0)","LysoPC(20:4w6/0:0)"],"pathways":[{"name":"Lysolipid incorporation into ER PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))","kegg_map_id":null},{"name":"Lysolipid incorporation into Mitochondria PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))","kegg_map_id":null}],"growth_conditions":[{"growth_media":"YEB media with 0.5 mM glucose","concentration":"0.033","concentration_units":"\u0026#181;M","error":"0.00165"}],"references":[],"proteins":[{"created_at":"2011-05-27T06:42:08.000Z","updated_at":"2011-05-27T15:01:26.000Z","name":"Lysophospholipase NTE1","uniprot_id":"Q04958","uniprot_name":"NTE1_YEAST","enzyme":true,"transporter":false,"gene_name":"NTE1","num_residues":1679,"molecular_weight":"187131.0","theoretical_pi":"8.24","general_function":"Involved in metabolic process","specific_function":"Intracellular phospholipase B that catalyzes the double deacylation of phosphatidylcholine (PC) to glycerophosphocholine (GroPCho). Plays an important role in membrane lipid homeostasis. Responsible for the rapid PC turnover in response to inositol, elevated temperatures, or when choline is present in the growth medium","reactions":[{"id":1870,"direction":"\u003c\u003e","locations":"endoplasmic reticulum;cytoplasm;cell envelope","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2793,"direction":"\u003e","locations":" Lipid-anchor, GPI-anchor (Potential); Lipid-anchor, GPI-anchor.;Endoplasmic reticulum membrane;Cell membrane; Multi-pass membrane protein;Secreted, cell wall. Membrane; Lipid-anchor, GPI-anchor (Probable)","altext":"2-lysophosphatidylcholine + H(2)O = glycerophosphocholine + a carboxylate.","export":false,"pw_reaction_id":null,"source":null},{"id":14803,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006998","source":"Smpdb"},{"id":14804,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047263","source":"Smpdb"},{"id":14805,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047295","source":"Smpdb"},{"id":14806,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047311","source":"Smpdb"},{"id":14807,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047317","source":"Smpdb"},{"id":14808,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047328","source":"Smpdb"},{"id":14809,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047334","source":"Smpdb"},{"id":14810,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R047345","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"50-70;104-124","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Multi-pass membrane protein","genbank_gene_id":"Z46729","genbank_protein_id":"577137","gene_card_id":"NTE1","chromosome_location":"chromosome 13","locus":"YML059C","synonyms":["Intracellular phospholipase B","Neuropathy target esterase homolog"],"enzyme_classes":["3.1.1.5"],"go_classes":[{"category":"Component","description":" membrane"},{"category":"Component","description":" organelle membrane"},{"category":"Component","description":" endoplasmic reticulum membrane"},{"category":"Component","description":" cell part"},{"category":"Function","description":" hydrolase activity"},{"category":"Function","description":" hydrolase activity, acting on ester bonds"},{"category":"Function","description":" carboxylesterase activity"},{"category":"Function","description":" lysophospholipase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Process","description":" primary metabolic process"},{"category":"Process","description":" lipid 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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":"ATGCGTTCAATGAATTGCACTACGAACAACACCAACAATACCGGCCAAAACACGAAAAACAGTCTTGGCTCCAGCTTTAATTCCAGTAATTATACTTCTTATAGATTCCAGACATGTCTCACCGACCAGATTATTTCTGAGGCGCAGACGTGGTCACTTTCATCCCTCTTCAACTTCTCGTGGGTTGTGTCCTACTTTGTTATGGGTGCCTCTCGTATGATCTTCAGGTACGGTTGGTATCTGGCAACTTTATCGCTTTTAAGGATTCCGAAGTGGATCTTCTTCAAGTTACACCATGTTCAGTTCACTCTTTCCTTTTGGCTGATCCTGTTTGCCCTAGCCGTCATAGTCTTTGTGACTTACACCATCATGAAGGAGAGAATTCTATCCCAGTACAAGAGGCTGACCCCGGAGTTCTTGCCGCTGGAAAATACAGGTAAATCTGGCTCCAGCGCCAATATCAATGCAGCTTCCACTCAGTCAGCCAACGCGCCACCCGCCATAGGTTCCTCTACCACGGGTGCAAGCTCGATTATAGACTCAAAAAAGCATTCATTGAAAGATGGCAACGAAAACGAAACCTTTCTTTCATCTTACCTTGACCAATTTCTCAGCGCCATCAAAATCTTTGGCTATCTGGAAAAACCAGTCTTCCATGACCTGACCAAGAATATGAAAACTCAAAAAATGGATGAGGGTGAGATTTTACTGTTGGACAGTACTATTGGGTTTGCCATCGTCGTTGAAGGCACCCTGCAGTTATATCATGAAGTAGATCATTCAGATAAGGACCATGGCGATGAAACTGACCACAGTGACACGGATGGTCTTGACGACCAGGATAGAGATGAAGAAGACGAAGAAGAAGATGATGACATTGATAACTACGACACCAAATCTTGTTCTTCTAACCTCATCGATGAAGAAGATGAATCCGTTGGTTACATTCATCTGAAAAATGGACTGGGAAATTTTCAACTGCTAAATACAGTCAAGCCAGGAAACCCGCTGACCTCCCTCGTGAGCATTTTAAACTTATTCACGCATTCCATGTCCTCGTATGGCAACAGTAACTTTCCCTCTGAGTTATCGTCACCTATAGACACAACGGTGTCGGTCAACAATATGTTCTGCTCATCAGAGCAGAACTTCTCCAACACAGATTCCATGACAAACTCCACCAACAGCTTTCCAACGTTCCCCTCTTCAATGCCTAAACTTGTCGCCCGTGCGGCTACAGACTGCACAATTGGTATTATCCCACCTCAATCGTTTGCCAAATTAACCGCAAAATACCCACGGTCTGCTTCCCATATCATACAGATGGTTCTCACCAAGCTATACCATGTTACGTTCCAAACTGCTCACGACTACTTAGGTTTAACAAAGGAGATCATGGATATCGAAGTTTTACTAAATAAATCCATCGTTTATGAATTGCCTTATTATTTGAAAGAGGCCGTTATTCGTAAGTTTAAAACTGTAGATAAGTCGAGCGGATCGGCTGATTTAGAACCGAAACCCAAAAATAGTAATGCTTCCTCTAAATTGAAGAAACCGCCCAAAGCGAAGCCATCTGATGGTATCATTCAATCGCTTAAGATTGCTAACGCCAACGCTAACACAAGTTCGAATTCCCTTTCACTGAAACCAGAATTCACCCACCATCCAAGTTCGAGACATGTCGTACTGGGTTCAAGAGACCAATTTAATCCTGGTGATTTACTGTCAAATGTCCCACTGTCTAGAACTATGGATATTCTGTCACCCAACCCAATCCATAATAACAACCGCAATAAATCAAACGGTATTAACACTTCTACCTCTAACCAACATAAGCGATCTTCTAGGAGTAGCAGTAACAATGCTTCCGTACACTCTAAGAAGTTTTCTTCTTTGTCCCCAGAATTGCGCAACGCACAACTTAGTACATCGCCCTTGTCCTTGGATAATACTTCTGTTCATGACCATATCCACCCAAGTCCCGTTCATTTGAAGGGACGGGTCTCTCCAAGACCTAATTTACTGCCCACAACATCCTTTTCTGCTGCCCAGGAAGAAACCGAGGACTCTGCTTTAAGAATGGCTTTAGTTGAGGCAATGTTAACATACTTGGGTGTAAACAAAAGCAATATGTCCGTTTCATCTTCTTCGATAGCAAATATGTCTTCTTTAAACTCTCCTCAACTTAATGAAATGTATAGCCGCCGTCCAAGTAACGCAAGTTTTCTGATGTCCCCTCACTGTACACCATCTGACATTTCCGTAGCTTCATCATTTGCCTCTCCTCAAACTCAACCGACAATGTTAAGAATCCTACCCAAAGAATACACTATCAGCAATAAAAGGCATAATAAAAGTAAAAGCCAGGACAAAAAAAAACCTAGAGCTTACAAAGAGGAGTTGACACCCAATTTGGATTTCGAAGATGTCAAGAAAGACTTTGCACAAGGCATTCAGTTGAAGTTCTTTAAAAAGGGCACCACAATTGTTGAGCAGAACGCTCGTGGTAAAGGCCTATTCTATATCATTTCCGGGAAAGTTAATGTGACAACAAATTCGTCCTCGTCAGTAGTATCATCAATGTCTAAACCAGAGCAGGTTTCAGCCCAAAGTTCACACAAGGGTGAAAATCCTCATCATACTCAACATTTGTTATACTCTGTAGGATCTGGTGGTATTGTGGGCTACTTGTCCTCTCTAATTGGTTACAAATCATTTGTTAATATCGTTGCCAAGAGCGATGTCTATGTTGGATTTTTATCTAGTGCAACCTTAGAAAGATTGTTTGATAAATATTTCCTAATCTACTTACGGATTTCTGATTCATTAACCAAATTGCTATCTTCAAGGTTATTAAAGCTCGACCATGCTTTAGAATGGGTTCACTTGAGGGCTTCTGAAACTCTATTTTCACAAGGTGACTCGGCTAACGGTATTTATGTTGTCCTGAATGGTAGACTAAGGCAGCTACAACAGCAGTCATTGTCAAACTCCAATACAAGTTCCGAAGAAGTTGAAACTCAGAACATTATTCTAGGAGAACTGGCCCAGGGGGAGAGTTTTGGTGAAGTTGAAGTGCTTACCGCTATGAATAGATATTCAACGATAGTGGCAGTGAGGGATTCTGAATTAGCGAGAATTCCGAGAACATTATTCGAACTATTAGCTCTTGAACATCCATCTATCATGATTAGAGTTTCCAGATTAGTTGCTAAAAAAATTGTCGGAGATAGAACTGTTCCAGCATTAACAGGCGATCCATTATCTATAAAGGAAAACGACTTCACTTCTTTAATACCTCCAACGAAAGCGTCTTACTCTAGCTCTTTAAGTCATAAACCCCAAAATATTACTTCTGGCACAATTACTTTTAGAACCATCACTATCTTACCAATTACCAGTGGACTACCTGTAGAAGCATTTGCTATGAAGTTAGTGCAAGCTTTCAAACAGGTAGGAAGGACCACGATTGGTTTAAATCAAAGAACTACCCTAACACATTTAGGTCGTCATGCATTTGACAGATTGTCCAAATTAAAACAAAGTGGTTACTTTGCTGAACTAGAAGAAATGTACCAGACTGTTGTTTATATATCAGATACACCAGTTAAATCTAATTGGACAAGAACCTGTATTGCGCAAGGTGATTGTATTCTCTTACTAGCAGATGCTAGATCTCCATCAGCCGAAATAGGAGAATATGAAAAGTTATTACTAAATTCAAAGACTACCGCAAGGACCGAGTTAATTCTTCTACACCCTGAAAGGTATGTGGAACCAGGACTAACCCATAAGTGGTTACGCTATAGGCCATGGGTTCATTCGCATCATCACATTCAATTTAGTTTGACAGGAACAACCTTGATGAACGAAGGCAAAATGCACGTTTTGAATAATGGTGCCTTGGCATTAATGGATAAGTTGATTCAAACAGAATTCAGTAGAAAAACTCAACAGAATATATCAAAACTACTTCCAGATTCTATCAAGAACACCGTAGAAAACTTTTCTTCAAGATTCATGAAAAGTAAAAGACAATATTACACACCAGTTCATAGGCATAAAAATGATTTTCTAAGATTGGCTAGAATTCTTTCTGGACAAGCTATTGGACTTGTCCTCGGAGGAGGAGGTGCGAGAGGTATTAGTCATTTGGGTGTCATTCAAGCTATTGAAGAACAAGGTATTCCGGTCGACGTTATTGGAGGAACATCGATTGGTTCCTTTGTTGGCGGTTTGTACGCGAAGGATTATGATTTGGTGCCAATTTACGGCCGCGTGAAGAAGTTTGCTGGTCGAATTTCCTCTATATGGAGAATGTTAACAGATTTAACCTGGCCGGTTACTTCTTATACTACTGGTCACGAATTTAATAGAGGTATTTGGAAAACTTTCGGGGATACAAGAATTGAAGACTTCTGGATCCAGTATTATTGTAATTCTACTAATATAACCGATTCGGTTCAAGAAATACATTCCTTTGGTTATGCGTGGAGGTACATCAGAGCTTCGATGTCTCTTGCTGGTCTTTTACCTCCTTTGGAAGAGAACGGGTCTATGTTACTGGATGGTGGTTATGTTGATAATTTACCAGTAACTGAGATGAGAGCGCGTGGTTGCCAAACTATATTTGCAGTAGATGTAGGTTCTGCAGATGATAGAACGCCTATGGAATATGGTGACTCCCTAAATGGGTTTTGGATCATTTTCAATAGATGGAATCCATTTTCTTCTCATCCAAACATACCCAATATGGCAGAGATTCAAGTTAGATTGGGTTACGTCGCATCAGTAAATGCTTTAGAGAAAGCGAAAAATACACCAGGTGTCGTTTATGTGAGACCACCTATTGAAGAATATGCCACATTAGACTTTAGCAAGTTCGAAGAAATTTATCATGTGGGTGTAGACTAT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