{"ymdb_id":"YMDB00459","created_at":"2011-05-29T18:19:06.000Z","updated_at":"2016-09-08T18:35:29.000Z","name":"3-Hexaprenyl-4-hydroxybenzoic acid","cas":"65848-03-5","state":"Solid","melting_point":null,"description":"3-Hexaprenyl-4-hydroxybenzoate is an intermediate in the ubiquinol-6 biosynthesis (eukaryotic) pathway. It is produced from 4-hydroxybenzoate by the enzyme 4-hydroxybenzoate hexaprenyltransferase. Ubiquinone (coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. [Biocyc PWY3O-19]","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"mitochondrion;cytoplasm","synthesis_reference":null,"chebi_id":"31116","hmdb_id":"HMDB06816","kegg_id":"C13425","pubchem_id":"6438959","cs_id":null,"foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-4-hydroxybenzoic acid","traditional_iupac":"3-hexaprenyl-4-hydroxybenzoate","logp":"11.354401776666666","pka":"9.475161886890266","alogps_solubility":"3.57e-04 g/l","alogps_logp":"8.74","alogps_logs":"-6.19","acceptor_count":"3","donor_count":"2","rotatable_bond_count":"18","polar_surface_area":"57.53","refractivity":"178.5509","polarizability":"68.66726060572614","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"-6.114865026961756","pka_strongest_acidic":"4.347914248684361","bioavailability":"0","number_of_rings":"1","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(all-E)-3-(3,7,11,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoic acid","3-Hexaprenyl-4-hydroxybenzoate","all-trans-3-(3,7,11,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoic acid"],"pathways":[{"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."}],"proteins":[{"created_at":"2011-05-27T04:24:08.000Z","updated_at":"2011-05-29T05:06:41.000Z","name":"Para-hydroxybenzoate--polyprenyltransferase, mitochondrial","uniprot_id":"P32378","uniprot_name":"COQ2_YEAST","enzyme":true,"transporter":false,"gene_name":"COQ2","num_residues":372,"molecular_weight":"41001.0","theoretical_pi":"10.47","general_function":"Involved in prenyltransferase activity","specific_function":"Catalyzes the prenylation of para-hydroxybenzoate (PHB) with an all-trans polyprenyl group. 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":" integral to membrane"},{"category":"Component","description":" cell part"},{"category":"Component","description":" membrane part"},{"category":"Component","description":" intrinsic to membrane"},{"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"}]}