{"ymdb_id":"YMDB00633","created_at":"2011-05-29T18:37:59.000Z","updated_at":"2016-09-08T18:35:42.000Z","name":"hexaprenyl diphosphate","cas":null,"state":null,"melting_point":null,"description":"Hexaprenyl diphosphate is a prenol lipid, specifically an isoprenoid-disphosphate. Prenol lipids are synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate that are produced mainly via the mevalonic acid pathway. Simple isoprenoids like Hexaprenyl diphosphate are formed by the successive addition of C5 units.[Wikipedia]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"mitochondrion;lipid particle","synthesis_reference":null,"chebi_id":"53047","hmdb_id":null,"kegg_id":"C01230","pubchem_id":"25245249","cs_id":"24808229","foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"[({[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid","traditional_iupac":"{[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid","logp":"8.595875885666667","pka":"3.2043406094078315","alogps_solubility":"7.15e-04 g/l","alogps_logp":"5.95","alogps_logs":"-5.91","acceptor_count":"5","donor_count":"3","rotatable_bond_count":"20","polar_surface_area":"113.29000000000002","refractivity":"168.13830000000002","polarizability":"67.36499667038598","formal_charge":"0","physiological_charge":"-2","pka_strongest_basic":null,"pka_strongest_acidic":"1.7672186885241006","bioavailability":"0","number_of_rings":"0","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["all-trans-Hexaprenyl diphosphate"],"pathways":[{"name":"Terpenoid backbone biosynthesis","kegg_map_id":"00900"},{"name":"Ubiquinone and other terpenoid-quinone biosynthesis","kegg_map_id":"00130"},{"name":"Ubiquinone Biosynthesis","kegg_map_id":null}],"growth_conditions":[],"references":[{"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":9858571,"citation":"Sato, M., Sato, K., Nishikawa, S., Hirata, A., Kato, J., Nakano, A. (1999). \"The yeast RER2 gene, identified by endoplasmic reticulum protein localization mutations, encodes cis-prenyltransferase, a key enzyme in dolichol synthesis.\" Mol Cell Biol 19:471-483."},{"pubmed_id":12702274,"citation":"Grabinska, K., Palamarczyk, G. (2002). \"Dolichol biosynthesis in the yeast Saccharomyces cerevisiae: an insight into the regulatory role of farnesyl diphosphate synthase.\" FEMS Yeast Res 2:259-265."}],"proteins":[{"created_at":"2011-05-27T03:49:12.000Z","updated_at":"2011-05-27T15:01:21.000Z","name":"Hexaprenyl pyrophosphate synthase, mitochondrial","uniprot_id":"P18900","uniprot_name":"COQ1_YEAST","enzyme":true,"transporter":false,"gene_name":"COQ1","num_residues":473,"molecular_weight":"52558.89844","theoretical_pi":"9.26","general_function":"Involved in isoprenoid biosynthetic process","specific_function":"Assembly of polyisoprenoid side chains. The polyprenyl synthase of coenzyme Q biosynthesis catalyzes the formation from isopentenyl diphosphate of all trans-polyprenyl pyrophosphates generally ranging in length of between 6 and 10 isoprene units depending on the species","reactions":[{"id":2015,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":14430,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006944","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion inner membrane; Peripheral membrane protein; Matrix side","genbank_gene_id":"AY558099","genbank_protein_id":"45270088","gene_card_id":"COQ1","chromosome_location":"chromosome 2","locus":"YBR003W","synonyms":["HPS"],"enzyme_classes":["2.5.1.-"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" Not 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dehydrodolichyl diphosphate synthase","uniprot_id":"Q03175","uniprot_name":"SRT1_YEAST","enzyme":true,"transporter":false,"gene_name":"SRT1","num_residues":343,"molecular_weight":"40199.69922","theoretical_pi":"10.03","general_function":"Involved in transferase activity, transferring alkyl or aryl (other than methyl) groups","specific_function":"Could be a cis-prenyl transferase that adds multiple copies of isopentenyl pyrophosphate (ipp) to farnesyl pyrophosphate (FPP) to produce dehydrodolichyl diphosphate (DeDol- PP)","reactions":[{"id":1392,"direction":"\u003c\u003e","locations":"lipid particle","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1393,"direction":"\u003c\u003e","locations":"lipid particle","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1394,"direction":"\u003c\u003e","locations":"lipid particle","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1395,"direction":"\u003c\u003e","locations":"lipid 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Available"}],"pfams":[{"name":"Prenyltransf","identifier":"PF01255"}],"pathways":[{"name":"Terpenoid backbone 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Mediates the second step in the final reaction sequence of coenzyme Q (CoQ) biosynthesis, which is the condensation of the polyisoprenoid side chain with PHB","reactions":[{"id":1645,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2764,"direction":"\u003e","locations":"Mitochondrion inner membrane; Multi-pass membrane protein","altext":"A polyprenyl diphosphate + 4-hydroxybenzoate = diphosphate + a 4-hydroxy-3-polyprenylbenzoate.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"92-112;114-133;170-191;193-210;229-249;298-318","pdb_id":null,"cellular_location":"Mitochondrion inner membrane; Multi-pass membrane protein","genbank_gene_id":"AY693097","genbank_protein_id":"51013645","gene_card_id":"COQ2","chromosome_location":"chromosome 14","locus":"YNR041C","synonyms":["PHB:polyprenyltransferase"],"enzyme_classes":["2.5.1.39"],"go_classes":[{"category":"Component","description":" membrane part"},{"category":"Component","description":" intrinsic to membrane"},{"category":"Component","description":" integral to membrane"},{"category":"Component","description":" cell part"},{"category":"Function","description":" transferase activity, transferring alkyl or aryl (other than methyl) groups"},{"category":"Function","description":" prenyltransferase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Process","description":" biosynthetic process"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"UbiA","identifier":"PF01040"}],"pathways":[],"gene_sequence":"ATGTTTATTTGGCAGAGAAAGAGTATTTTACTAGGGAGGTCCATTCTGGGCAGCGGCCGAGTTACCGTTGCTGGAATCATTGGAAGCAGCAGAAAGAGATATACGTCTTCTTCCTCCTCCTCCTCCTCCCCTTCCTCGAAAGAATCAGCACCTGTGTTTACGTCGAAAGAGTTGGAAGTTGCAAGAAAGGAAAGATTGGATGGACTGGGACCGTTCGTGTCTCGGCTGCCTAAGAAATGGATACCGTATGCGGAGCTGATGAGGCTAGAGAAACCCGTGGGCACGTGGCTGTTATATTTGCCCTGCAGTTGGTCTATACTTATGGGAGCCATGATGCAAGGTGCTACATTGAGCGCAACAGCTGGTATGTTGGGTATTTTCGGTGTAGGTGCATTGGTAATGAGAGGTGCTGGCTGCACCATCAACGATTTTTTGGATAGAAAGTTGGATCAAAGAGTTATCAGGTCCGTCGAGAGGCCTATCGCCTCTGGTAGAGTGAGCCCCCGTCGGGCGTTAGTATTCTTGGGGGCTCAAACTCTTGTTGGAATGGGCGTTCTATCTTTGCTTCCTGCGCAGTGTTGGTGGCTAGGCCTTGCATCGTTACCTATTGTGTTCACATACCCTTTGTTTAAGCGGTTTACGTACTATCCTCAAGCTGCATTAAGTGCATGTTTCAATTGGGGAGCGTTACTTGGGTTTCCTGCCATGGGTGTAATGAGCTGGCCTACAATGATACCTTTGTACCTGAGCAGTTACTTGTGGTGTATGACTTACGATACTATATACGCACACCAGGATAAAAAGTTTGACATCAAGACTGGAATCAAGTCTACCGCTTTGGCTTGGGGTCCACGCACAAAGTCTATCATGAAGGCCATGTCCGCGTCTCAAATCGCACTGTTAGCTGTCGCCGGCTTGAACAGTGGGTTGTTATGGGGGCCTGGGTTCATTGGTGGACTAGGAGTCTTCGCTTATAGACTCTTCAGCATGATAAAGAAAGTGGATCTTGACAATCCTAAAAACTGCTGGAAGTATTTTAATGCAAATATCAACACCGGACTTTACTTTACGTACGCCTTGGCAGTCGACTACATCTTGAGACTGTTTGGATTCTTGTAG","protein_sequence":"MFIWQRKSILLGRSILGSGRVTVAGIIGSSRKRYTSSSSSSSSPSSKESAPVFTSKELEVARKERLDGLGPFVSRLPKKWIPYAELMRLEKPVGTWLLYLPCSWSILMGAMMQGATLSATAGMLGIFGVGALVMRGAGCTINDFLDRKLDQRVIRSVERPIASGRVSPRRALVFLGAQTLVGMGVLSLLPAQCWWLGLASLPIVFTYPLFKRFTYYPQAALSACFNWGALLGFPAMGVMSWPTMIPLYLSSYLWCMTYDTIYAHQDKKFDIKAGIKSTALAWGPRTKSIMKAMSASQIALLAVAGLNSGLLWGPGFIGGLGVFAYRLFSMIKKVDLDNPKNCWKYFNANINTGLYFTYALAVDYILRLFGFL"}]}