{"ymdb_id":"YMDB00259","created_at":"2011-05-29T17:59:33.000Z","updated_at":"2016-10-18T17:11:23.000Z","name":"LPA(16:0/0:0)","cas":null,"state":"Solid","melting_point":"","description":"LPA(16:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common.LPA(16:0/0:0), in particular, consists of one hexadecanoyl chain.  Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":null,"synthesis_reference":null,"chebi_id":"15799","hmdb_id":"HMDB07853","kegg_id":"C00416","pubchem_id":"89565","cs_id":"4925335","foodb_id":null,"wikipedia_link":"Lecithin","biocyc_id":"L-PHOSPHATIDATE","iupac":"[3-(hexadecanoyloxy)-2-hydroxypropoxy]phosphonic acid","traditional_iupac":"PLPA","logp":"4.958473848333334","pka":"6.531115837556447","alogps_solubility":"2.42e-03 g/l","alogps_logp":"3.87","alogps_logs":"-5.23","acceptor_count":"5","donor_count":"3","rotatable_bond_count":"20","polar_surface_area":"113.29000000000002","refractivity":"104.98039999999999","polarizability":"47.17893765450475","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":"-3.4039997949880556","pka_strongest_acidic":"1.505317785248875","bioavailability":"1","number_of_rings":"0","rule_of_five":"1","ghose_filter":"1","veber_rule":"0","mddr_like_rule":"0","synonyms":["1-hexadecanoyl-phosphatidic acid","1-Palmitoyl lysophosphatidate","1-Palmitoyl lysophosphatidic acid","1-palmitoyl-glycero-3-phosphate","1-Palmitoylglycerol 3-phosphate","1-Palmitoyllysophosphatidate","1-Palmitoyllysophosphatidic acid","1,2-Diacyl-sn-glycerol 3-phosphate","2-hydroxy-3-(phosphonooxy)propyl ester Hexadecanoate","2-hydroxy-3-(phosphonooxy)propyl ester Hexadecanoic acid","3-sn-Phosphatidate","LPA(16:0)","LPA(16:0/0:0)","LysoPA(16:0/0:0)","Lysophosphatidic acid(16:0)","Lysophosphatidic acid(16:0/0:0)","Phosphatidate","Phosphatidic acid","phosphatidic acids"],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"},{"name":"Glycerolipid metabolism","kegg_map_id":"00561"},{"name":"Cardiolipin Biosynthesis","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/10:0/28:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/10:0/30:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/12:0/26:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/12:0/28:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/12:0/28:1(11Z))","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/12:0/28:1(9Z))","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/12:0/30:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis CL(10:0/10:0/14:0/24:0)","kegg_map_id":null},{"name":"Cardiolipin Biosynthesis 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S., Sampaio, J. L., Surendranath, V., Duchoslav, E., Ekroos, K., Klemm, R. W., Simons, K., Shevchenko, A. (2009). \"Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry.\" Proc Natl Acad Sci U S A 106:2136-2141."}],"proteins":[{"created_at":"2011-05-27T03:21:09.000Z","updated_at":"2011-05-27T15:01:20.000Z","name":"NADPH-dependent 1-acyldihydroxyacetone phosphate reductase","uniprot_id":"P40471","uniprot_name":"AYR1_YEAST","enzyme":true,"transporter":false,"gene_name":"AYR1","num_residues":297,"molecular_weight":"32813.60156","theoretical_pi":"9.61","general_function":"Involved in oxidoreductase activity","specific_function":"Can convert acyl and alkyl dihydroxyacetone-phosphate (DHAP) into glycerolipids and ether lipids, respectively. Required for the biosynthesis of phosphatidic acid via the DHAP pathway, where it reduces 1-acyl DHAP to lysophosphatidic acid (LPA). Required for spore germination","reactions":[{"id":2720,"direction":"\u003e","locations":"Lipid droplet. Endoplasmic reticulum","altext":"1-palmitoylglycerol 3-phosphate + NADP(+) = palmitoylglycerone phosphate + NADPH.","export":false,"pw_reaction_id":null,"source":null},{"id":3925,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006424","source":"Smpdb"},{"id":3926,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006988","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Lipid droplet. Endoplasmic reticulum","genbank_gene_id":"Z46833","genbank_protein_id":"599993","gene_card_id":"AYR1","chromosome_location":"chromosome 9","locus":"YIL124W","synonyms":["ADR","1-acyl DHAP reductase","Acyl/alkyl DHAP reductase","Acylglycerone-phosphate reductase"],"enzyme_classes":["1.1.1.101"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"adh_short","identifier":"PF00106"}],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"},{"name":"Ether lipid metabolism","kegg_map_id":"00565"},{"name":"Glycerol metabolism","kegg_map_id":null}],"gene_sequence":"ATGTCGGAGTTACAGTCACAACCTAAAAAGATTGCCGTTGTTACAGGCGCCTCAGGTGGTATTGGATATGAGGTAACGAAGGAATTAGCCAGAAATGGCTATTTGGTTTATGCATGTGCAAGAAGACTAGAACCAATGGCACAATTGGCCATCCAATTTGGTAACGATAGTATCAAACCATATAAGTTGGATATTTCCAAGCCAGAAGAAATTGTAACATTTTCTGGTTTTTTGCGAGCTAATTTACCTGATGGTAAATTAGATTTATTGTACAACAATGCCGGTCAGAGTTGTACATTCCCTGCATTGGATGCAACAGATGCTGCAGTAGAACAATGCTTTAAGGTCAATGTGTTTGGTCATATCAACATGTGCCGTGAATTGTCGGAGTTCCTTATTAAAGCGAAAGGAACCATTGTCTTCACTGGTTCCTTGGCAGGAGTTGTGTCATTCCCCTTTGGTAGCATTTATTCCGCTTCTAAAGCTGCTATCCACCAATATGCTCGTGGGTTACATCTAGAGATGAAGCCCTTCAACGTGAGAGTGATTAACGCTATTACTGGCGGTGTGGCTACTGATATCGCTGATAAAAGGCCCTTGCCTGAAACCTCAATATACAACTTCCCTGAAGGTAGGGAAGCTTTTAATTCAAGAAAAACCATGGCTAAGGACAATAAGCCCATGCCAGCTGATGCGTACGCAAAGCAACTGGTTAAAGATATCTTGAGCACTAGTGACCCTGTAGATGTTTATAGAGGAACGTTCGCCAACATCATGCGTTTTGTCATGATATTTGTTCCTTACTGGCTATTGGAAAAAGGACTTTCCAAAAAATTTAAATTGGACAAAGTTAATAATGCTTTGAAGTCGAAACAGAAGAATAAGGACGATTAG","protein_sequence":"MSELQSQPKKIAVVTGASGGIGYEVTKELARNGYLVYACARRLEPMAQLAIQFGNDSIKPYKLDISKPEEIVTFSGFLRANLPDGKLDLLYNNAGQSCTFPALDATDAAVEQCFKVNVFGHINMCRELSEFLIKAKGTIVFTGSLAGVVSFPFGSIYSASKAAIHQYARGLHLEMKPFNVRVINAITGGVATDIADKRPLPETSIYNFPEGREAFNSRKTMAKDNKPMPADAYAKQLVKDILSTSDPVDVYRGTFANIMRFVMIFVPYWLLEKGLSKKFKLDKVNNALKSKQKNKDD"}]}