{"ymdb_id":"YMDB00155","created_at":"2011-05-29T16:02:09.000Z","updated_at":"2016-09-08T18:35:06.000Z","name":"Quinone","cas":"106-51-4","state":"Solid","melting_point":"115.7 oC","description":"Quinones are oxidised derivatives of aromatic compounds and are often readily made from reactive aromatic compounds with electron-donating substituents such as phenols and catechols. They are a common constituent of biologically relevant molecules (e.g. vitamin K1 is phylloquinone). They serve as electron acceptors in electron transport chains (e.g. photosystems I \u0026 II of photosynthesis, and aerobic respiration).","experimental_water_solubility":"11.1 mg/mL at 18 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"0.20 [HANSCH,C ET AL. (1995)]","location":"Cytoplasm, Nucleus","synthesis_reference":"Harman, Robert E.; Cason, James. The preparation of quinones from p-aminophenols obtained by electrolytic reduction of aromatic nitro compounds. Journal of Organic Chemistry (1952), 17 1058-62.","chebi_id":"16509","hmdb_id":"HMDB03364","kegg_id":"C00472","pubchem_id":"4650","cs_id":"4489","foodb_id":null,"wikipedia_link":"Quinone","biocyc_id":"CPD-8130","iupac":"cyclohexa-2,5-diene-1,4-dione","traditional_iupac":"quinone","logp":"1.0241138113333332","pka":null,"alogps_solubility":"4.54e+01 g/l","alogps_logp":"0.21","alogps_logs":"-0.38","acceptor_count":"2","donor_count":"0","rotatable_bond_count":"0","polar_surface_area":"34.14","refractivity":"31.028799999999997","polarizability":"9.745918249108637","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-7.670583839914011","pka_strongest_acidic":null,"bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["1,4-Benzoquine","1,4-Benzoquinone","1,4-Cyclohexadiene dioxide","1,4-Cyclohexadienedione","1,4-Diossibenzene","1,4-Dioxy-benzol","1,4-Dioxybenzene","2,5-Cyclohexadiene-1,4-dione","Benzo-1,4-quinone","Benzo-chinon","Benzoquinone","Chinon","Chinone","Cyclohexadiene-1,4-dione","Cyclohexadienedione","Eldoquin","p-Benzoquinone","p-Chinon","p-Quinone","para-Benzoquinone","para-Quinone","Quinone1,4-Benzoquinone","Semiquinone anion","semiquinone radicals"],"pathways":[{"name":"Riboflavin metabolism","kegg_map_id":"00740"}],"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."}],"proteins":[{"created_at":"2011-05-26T17:16:17.000Z","updated_at":"2011-05-27T15:01:01.000Z","name":"Glycerol-3-phosphate dehydrogenase, mitochondrial","uniprot_id":"P32191","uniprot_name":"GPDM_YEAST","enzyme":true,"transporter":false,"gene_name":"GUT2","num_residues":649,"molecular_weight":"72388.29688","theoretical_pi":"8.01","general_function":"Involved in oxidoreductase activity","specific_function":"sn-glycerol 3-phosphate + a quinone = glycerone phosphate + a quinol","reactions":[{"id":1590,"direction":"\u003e","locations":"mitochondrion","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2469,"direction":"\u003e","locations":"Mitochondrion inner membrane","altext":"sn-glycerol 3-phosphate + a quinone = glycerone phosphate + a quinol.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion inner membrane","genbank_gene_id":"Z38059","genbank_protein_id":"557768","gene_card_id":"GUT2","chromosome_location":"chromosome 9","locus":"YIL155C","synonyms":["GPD-M","GPDH-M"],"enzyme_classes":["1.1.5.3"],"go_classes":[{"category":"Component","description":" glycerol-3-phosphate dehydrogenase complex"},{"category":"Component","description":" macromolecular complex"},{"category":"Component","description":" protein complex"},{"category":"Function","description":" oxidoreductase activity, acting on the CH-OH group of donors, quinone or similar compound as acceptor"},{"category":"Function","description":" glycerol-3-phosphate dehydrogenase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" oxidoreductase activity, acting on CH-OH group of donors"},{"category":"Process","description":" glycerol-3-phosphate metabolic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" small molecule metabolic process"},{"category":"Process","description":" alcohol metabolic process"},{"category":"Process","description":" polyol metabolic process"},{"category":"Process","description":" alditol metabolic process"},{"category":"Process","description":" glycerol metabolic process"}],"pfams":[{"name":"DAO","identifier":"PF01266"}],"pathways":[{"name":"Glycerophospholipid metabolism","kegg_map_id":"00564"}],"gene_sequence":"ATGTTTTCGGTAACGAGAAGAAGAGCTGCCGGTGCAGCTGCTGCCATGGCCACAGCCACGGGGACGCTGTACTGGATGACTAGCCAAGGTGATAGGCCGTTAGTGCACAATGACCCGAGCTACATGGTGCAATTCCCCACCGCCGCTCCACCGCAGGTCTCTAGACGAGACCTGCTGGACCGTCTGGCCAAGACGCATCAATTCGACGTGTTGATCATCGGTGGCGGGGCCACGGGGACAGGATGTGCCCTAGATGCTGCGACCAGGGGACTCAATGTGGCCCTTGTTGAAAAGGGGGATTTTGCCTCGGGAACGTCGTCCAAATCTACCAAGATGATTCACGGTGGGGTGCGGTACTTAGAGAAGGCCTTCTGGGAGTTCTCCAAGGCACAACTGGATCTGGTCATCGAGGCACTCAACGAGCGTAAACATCTTATCAACACTGCCCCTCACCTGTGCACGGTGCTACCAATTCTGATCCCCATCTACAGCACCTGGCAGGTCCCGTACATCTATATGGGCTGTAAATTCTACGATTTCTTTGCCGGTTCCCAAAACTTGAAAAAATCATACCTACTGTCCAAATCCGCCACCGTGGAGAAGGCTCCCATGCTTACCACAGACAATTTAAAGGCCTCGCTTGTGTACCATGATGGGTCCTTTAACGACTCGCGTTTGAACGCCACTTTAGCCATCACGGCTGTGGAGAACGGCGCTACCGTCTTGAACTATGTCGAGGTACAAAAATTGATCAAAGACCCAACTTCTGGTAAGGTTATCGGTGCCGAGGCCCGGGACGTTGAGACTAATGAGCTTGTCAGAATCAACGCTAAATGTGTGGTCAATGCCACGGGCCCATACAGTGACGCCATTTTGCAAATGGACCGCAACCCATCCGGTCTGCCGGACTCCCCGCTAAACGACAACTCCAAGATCAAGTCGACTTTCAATCAAATCGCCGTCATGGACCCGAAAATGGTCATCCCATCTATTGGCGTTCACATCGTATTGCCCTCTTTTTACTGCCCGAAGGATATGGGTTTGTTGGACGTCAGAACCTCTGATGGCAGAGTGATGTTCTTTTTACCTTGGCAGGGCAAAGTCCTTGCCGGCACCACAGACATCCCACTAAAGCAAGTCCCAGAAAACCCTATGCCTACAGAGGCTGATATTCAAGATATCTTGAAAGAACTACAGCACTATATCGAATTCCCCGTGAAAAGAGAAGACGTGCTAAGTGCATGGGCTGGTGTCAGACCTTTGGTCAGAGATCCACGTACAATCCCCGCAGACGGGAAGAAGGGCTCTGCCACTCAGGGCGTGGTAAGATCCCACTTCTTGTTCACTTCGGATAATGGCCTAATTACTATTGCAGGTGGTAAATGGACTACTTACAGACAAATGGCTGAGGAAACAGTCGACAAAGTTGTCGAAGTTGGCGGATTCCACAACCTGAAACCTTGTCACACAAGAGATATTAAGCTTGCTGGTGCAGAAGAATGGACGCAAAACTATGTGGCTTTATTGGCTCAAAACTACCATTTATCATCAAAAATGTCCAACTACTTGGTTCAAAACTACGGAACCCGTTCCTCTATCATTTGCGAATTTTTCAAAGAATCCATGGAAAATAAACTGCCTTTGTCCTTAGCCGACAAGGAAAATAACGTAATCTACTCTAGCGAGGAGAACAACTTGGTCAATTTTGATACTTTCAGATATCCATTCACAATCGGTGAGTTAAAGTATTCCATGCAGTACGAATATTGTAGAACTCCCTTGGACTTCCTTTTAAGAAGAACAAGATTCGCCTTCTTGGACGCCAAGGAAGCTTTGAATGCCGTGCATGCCACCGTCAAAGTTATGGGTGATGAGTTCAATTGGTCGGAGAAAAAGAGGCAGTGGGAACTTGAAAAAACTGTGAACTTCATCAAGACGTTTGGTGTCTAA","protein_sequence":"MFSVTRRRAAGAAAAMATATGTLYWMTSQGDRPLVHNDPSYMVQFPTAAPPQVSRRDLLDRLAKTHQFDVLIIGGGATGTGCALDAATRGLNVALVEKGDFASGTSSKSTKMIHGGVRYLEKAFWEFSKAQLDLVIEALNERKHLINTAPHLCTVLPILIPIYSTWQVPYIYMGCKFYDFFAGSQNLKKSYLLSKSATVEKAPMLTTDNLKASLVYHDGSFNDSRLNATLAITAVENGATVLNYVEVQKLIKDPTSGKVIGAEARDVETNELVRINAKCVVNATGPYSDAILQMDRNPSGLPDSPLNDNSKIKSTFNQIAVMDPKMVIPSIGVHIVLPSFYCPKDMGLLDVRTSDGRVMFFLPWQGKVLAGTTDIPLKQVPENPMPTEADIQDILKELQHYIEFPVKREDVLSAWAGVRPLVRDPRTIPADGKKGSATQGVVRSHFLFTSDNGLITIAGGKWTTYRQMAEETVDKVVEVGGFHNLKPCHTRDIKLAGAEEWTQNYVALLAQNYHLSSKMSNYLVQNYGTRSSIICEFFKESMENKLPLSLADKENNVIYSSEENNLVNFDTFRYPFTIGELKYSMQYEYCRTPLDFLLRRTRFAFLDAKEALNAVHATVKVMGDEFNWSEKKRQWELEKTVNFIKTFGV"},{"created_at":"2011-05-27T02:51:25.000Z","updated_at":"2011-05-27T15:01:18.000Z","name":"Probable quinone oxidoreductase","uniprot_id":"P38230","uniprot_name":"QOR_YEAST","enzyme":true,"transporter":false,"gene_name":"ZTA1","num_residues":334,"molecular_weight":"37018.30078","theoretical_pi":"9.1","general_function":"Involved in zinc ion binding","specific_function":"NADPH + 2 quinone = NADP(+) + 2 semiquinone","reactions":[{"id":2697,"direction":"\u003e","locations":null,"altext":"NADPH + 2 quinone = NADP(+) + 2 semiquinone.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":null,"genbank_gene_id":"AY557866","genbank_protein_id":"45269623","gene_card_id":"ZTA1","chromosome_location":"chromosome 2","locus":"YBR046C","synonyms":["NADPH:quinone reductase"],"enzyme_classes":["1.6.5.5"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" ion binding"},{"category":"Function","description":" cation binding"},{"category":"Function","description":" metal ion binding"},{"category":"Function","description":" transition metal ion binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" zinc ion binding"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" oxidation reduction"}],"pfams":[{"name":"ADH_N","identifier":"PF08240"},{"name":"ADH_zinc_N","identifier":"PF00107"}],"pathways":[],"gene_sequence":"ATGAAATGTACTATACCAGAACAGCAAAAAGTCATTTTGATTGATGAAATTGGTGGATACGATGTAATCAAGTATGAGGATTATCCTGTACCATCGATTTCGGAGGAAGAGTTACTAATCAAAAATAAGTACACGGGTGTTAATTACATCGAAAGTTACTTTCGGAAGGGTATTTATCCCTGTGAAAAACCATACGTATTGGGCAGGGAAGCGTCGGGGACCGTTGTAGCAAAAGGTAAAGGGGTAACTAATTTTGAAGTTGGAGACCAAGTTGCTTATATATCTAACTCAACTTTTGCACAGTATTCAAAAATTTCGTCCCAAGGCCCAGTCATGAAGCTGCCAAAGGGAACGAGTGACGAAGAGTTGAAACTTTATGCGGCTGGTTTATTACAAGTTCTCACTGCTTTATCATTTACAAACGAAGCGTATCACGTCAAAAAGGGCGACTATGTATTACTTTTTGCCGCAGCGGGTGGTGTGGGATTGATTTTAAATCAGCTACTCAAGATGAAAGGTGCACATACGATTGCAGTTGCCTCAACTGATGAAAAGCTTAAAATAGCGAAGGAATACGGCGCCGAATACTTGATCAACGCTTCGAAAGAGGATATTTTAAGACAAGTTTTAAAATTCACTAATGGTAAGGGCGTTGATGCTAGTTTTGACTCGGTCGGAAAGGATACCTTTGAAATCAGCTTAGCCGCACTAAAAAGAAAAGGTGTATTCGTTTCCTTTGGTAATGCATCTGGTCTTATCCCGCCATTCTCTATTACCAGACTTTCCCCAAAAAATATTACTTTGGTGAGACCTCAACTTTACGGCTATATCGCCGATCCTGAAGAATGGAAATATTACTCTGACGAGTTTTTTGGTCTGGTTAATTCAAAGAAGTTGAACATCAAAATATACAAAACTTATCCATTACGGGATTATAGAACTGCAGCTGCTGACATAGAAAGTAGAAAAACTGTTGGTAAGCTAGTTCTTGAAATACCACAATAG","protein_sequence":"MKCTIPEQQKVILIDEIGGYDVIKYEDYPVPSISEEELLIKNKYTGVNYIESYFRKGIYPCEKPYVLGREASGTVVAKGKGVTNFEVGDQVAYISNSTFAQYSKISSQGPVMKLPKGTSDEELKLYAAGLLQVLTALSFTNEAYHVKKGDYVLLFAAAGGVGLILNQLLKMKGAHTIAVASTDEKLKIAKEYGAEYLINASKEDILRQVLKFTNGKGVDASFDSVGKDTFEISLAALKRKGVFVSFGNASGLIPPFSITRLSPKNITLVRPQLYGYIADPEEWKYYSDEFFGLVNSKKLNIKIYKTYPLRDYRTAAADIESRKTVGKLVLEIPQ"}]}