{"ymdb_id":"YMDB00843","created_at":"2011-05-29T18:57:37.000Z","updated_at":"2016-09-08T18:35:58.000Z","name":"presqualene diphosphate","cas":"29849-75-0","state":"Solid","melting_point":"","description":"Presqualene diphosphate is an intermediate in the biosynthesis of terpenoids. It is a substrate for farnesyl-diphosphate farnesyltransferase.","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":null,"synthesis_reference":"Rogers, Daniel H.; Yi, Eugene C.; Poulter, C. Dale.  Enantioselective Synthesis of (+)-Presqualene Diphosphate.    Journal of Organic Chemistry  (1995),  60(4),  941-5.  ","chebi_id":"15442","hmdb_id":"HMDB01278","kegg_id":"C03428","pubchem_id":"6449797","cs_id":"24808136","foodb_id":null,"wikipedia_link":null,"biocyc_id":"CPD-465","iupac":"[({[(1S,2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(1E,5E)-2,6,10-trimethylundeca-1,5,9-trien-1-yl]cyclopropyl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid","traditional_iupac":"presqualene diphosphate","logp":"8.000155052","pka":"3.2199490762788217","alogps_solubility":"1.14e-03 g/l","alogps_logp":"5.31","alogps_logs":"-5.71","acceptor_count":"5","donor_count":"3","rotatable_bond_count":"18","polar_surface_area":"113.28999999999999","refractivity":"165.33240000000004","polarizability":"66.29502667605244","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":null,"pka_strongest_acidic":"1.778452826766597","bioavailability":"0","number_of_rings":"1","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(1alpha,2beta(E),3beta(1E,5E))-Diphosphoric acid mono((2-(4,8-dimethyl-3,7-nonadienyl)-2-methyl-3-(2,6,10-trimethyl-1,5,9-undecatrienyl)cyclopropyl)methyl) ester","Presqualene diphosphate","Presqualene diphosphic acid","Presqualene pyrophosphate"],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"}],"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":26684,"citation":"Agnew, W. S., Popjak, G. (1978). \"Squalene synthetase. Stoichiometry and kinetics of presqualene pyrophosphate and squalene synthesis by yeast microsomes.\" J Biol Chem 253:4566-4573."}],"proteins":[{"created_at":"2011-05-27T04:20:38.000Z","updated_at":"2011-05-27T15:01:22.000Z","name":"Squalene synthase","uniprot_id":"P29704","uniprot_name":"FDFT_YEAST","enzyme":true,"transporter":false,"gene_name":"ERG9","num_residues":444,"molecular_weight":"51719.39844","theoretical_pi":"5.75","general_function":"Involved in transferase activity","specific_function":"May regulate the flux of isoprene intermediates through the sterol pathway. Squalene synthase is crucial for balancing the incorporation of farnesyl diphosphate (FPP) into sterol and nonsterol isoprene synthesis. ERG9 is also essential for cell growth in yeast","reactions":[{"id":1980,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2762,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Multi-pass membrane protein","altext":"2 farnesyl diphosphate = diphosphate + presqualene diphosphate.","export":false,"pw_reaction_id":null,"source":null},{"id":2763,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Multi-pass membrane protein","altext":"Presqualene diphosphate + NAD(P)H = squalene + diphosphate + NAD(P)(+).","export":false,"pw_reaction_id":null,"source":null},{"id":14378,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006893","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"291-311;421-441","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Multi-pass membrane protein","genbank_gene_id":"M63979","genbank_protein_id":"171481","gene_card_id":"ERG9","chromosome_location":"chromosome 8","locus":"YHR190W","synonyms":["SQS","SS","FPP:FPP farnesyltransferase","Farnesyl-diphosphate farnesyltransferase"],"enzyme_classes":["2.5.1.21"],"go_classes":[{"category":"Component","description":" cell part"},{"category":"Component","description":" membrane part"},{"category":"Component","description":" intrinsic to membrane"},{"category":"Component","description":" integral to membrane"},{"category":"Function","description":" prenyltransferase activity"},{"category":"Function","description":" farnesyltranstransferase activity"},{"category":"Function","description":" farnesyl-diphosphate farnesyltransferase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring alkyl or aryl (other than methyl) groups"},{"category":"Process","description":" lipid metabolic process"},{"category":"Process","description":" lipid biosynthetic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" biosynthetic process"},{"category":"Process","description":" primary metabolic process"}],"pfams":[{"name":"SQS_PSY","identifier":"PF00494"}],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"},{"name":"Cholesterol biosynthesis and metabolism CE(10:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(12:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(14:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(16:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(18:0)","kegg_map_id":null}],"gene_sequence":"ATGGGAAAGCTATTACAATTGGCATTGCATCCGGTCGAGATGAAGGCAGCTTTGAAGCTGAAGTTTTGCAGAACACCGCTATTCTCCATCTATGATCAGTCCACGTCTCCATATCTCTTGCACTGTTTCGAACTGTTGAACTTGACCTCCAGATCGTTTGCTGCTGTGATCAGAGAGCTGCATCCAGAATTGAGAAACTGTGTTACTCTCTTTTATTTGATTTTAAGGGCTTTGGATACCATCGAAGACGATATGTCCATCGAACACGATTTGAAAATTGACTTGTTGCGTCACTTCCACGAGAAATTGTTGTTAACTAAATGGAGTTTCGACGGAAATGCCCCCGATGTGAAGGACAGAGCCGTTTTGACAGATTTCGAATCGATTCTTATTGAATTCCACAAATTGAAACCAGAATATCAAGAAGTCATCAAGGAGATCACCGAGAAAATGGGTAATGGTATGGCCGACTACATCTTGGATGAAAATTACAACTTGAATGGGTTGCAAACCGTCCACGACTACGACGTGTACTGTCACTACGTAGCTGGTTTGGTCGGTGATGGTTTGACCCGTTTGATTGTCATTGCCAAGTTTGCCAACGAATCTTTGTATTCTAATGAGCAATTGTATGAAAGCATGGGTCTTTTCCTACAAAAAACCAACATCATCAGAGACTACAATGAAGATTTGGTCGATGGTAGATCCTTCTGGCCCAAGGAAATCTGGTCACAATACGCTCCTCAGTTGAAGGACTTCATGAAACCTGAAAACGAACAACTGGGGTTGGACTGTATAAACCACCTCGTCTTAAACGCATTGAGTCATGTTATCGATGTGTTGACTTATTTGGCCAGTATCCACGAGCAATCCACTTTCCAATTTTGTGCCATTCCCCAAGTTATGGCCATTGCAACCTTGGCTTTGGTATTCAACAACCGTGAAGTGCTACATGGCAATGTAAAGATTCGTAAGGGTACTACCTGCTATTTAATTTTGAAATCAAGGACTTTGCGTGGCTGTGTCGAGATTTTTGACTATTACTTACGTGATATCAAATCTAAATTGGCTGTGCAAGATCCAAATTTCTTAAAATTGAACATTCAAATCTCCAAGATCGAACAATTCATGGAAGAAATGTACCAGGATAAATTACCTCCTAACGTGAAGCCAAATGAAACTCCAATTTTCTTGAAAGTTAAAGAAAGATCCAGATACGATGATGAATTGGTCCCAACCCAACAAGAAGAAGAGTACAAGTTCAATATGGTTTTATCTATCATCTTGTCCGTTCTTCTTGGGTTTTATTATATATACACTTTACACAGAGCGTGA","protein_sequence":"MGKLLQLALHPVEMKAALKLKFCRTPLFSIYDQSTSPYLLHCFELLNLTSRSFAAVIRELHPELRNCVTLFYLILRALDTIEDDMSIEHDLKIDLLRHFHEKLLLTKWSFDGNAPDVKDRAVLTDFESILIEFHKLKPEYQEVIKEITEKMGNGMADYILDENYNLNGLQTVHDYDVYCHYVAGLVGDGLTRLIVIAKFANESLYSNEQLYESMGLFLQKTNIIRDYNEDLVDGRSFWPKEIWSQYAPQLKDFMKPENEQLGLDCINHLVLNALSHVIDVLTYLAGIHEQSTFQFCAIPQVMAIATLALVFNNREVLHGNVKIRKGTTCYLILKSRTLRGCVEIFDYYLRDIKSKLAVQDPNFLKLNIQISKIEQFMEEMYQDKLPPNVKPNETPIFLKVKERSRYDDELVPTQQEEEYKFNMVLSIILSVLLGFYYIYTLHRA"}]}