1.02010-04-08 22:13:39 UTC2019-11-26 03:16:02 UTCFDB018340Ubiquinone 4Isolated from various yeasts
Ubiquinone Q4 is a Coenzyme Q analogue that have been identified in brain. Coenzyme Q is the only type of Quinones naturally found in animals (other quinones such as vitamin K is provided by foods). Coenzyme Q is a fat-soluble and amphipathic compound that is the integral component of the electron transport chain in mitochondria. It is ubiquitous in nature and is found in subcellular organelles, serum lipoproteins, blood plasma, urine, and feces. Ubiquinones are amphipathic because of the benzoquinone ring (hydrophilic) and the polyisoprenoid side chain moiety (lipophilic). The primary role of coenzyme Q is to transfer electrons between redox components of the electron transport chain, to create a proton gradient across the inner mitochondrial membrane and drive ATP formation. Additional functions of coenzyme Q are to influence membrane fluidity; and, most important, to act as a lipid antioxidant protecting membrane phospholipids against peroxidation. Coenzyme Q is the only endogenously occurring lipid-soluble antioxidant that occurs ubiquitously and can be synthesized in all organisms. Based on the isoprenoid moiety, the presence of various coenzyme Q homologues in prokaryotes and eurkaryotes has been confirmed, and these homologues are classified as Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, and Q12. The numbers, Qn, refer to the amount of isoprenoid units attached at the 6- position on the benzoquinone ring of the coenzyme Q moiety. (PMID: 12064350); to recycle the radical forms of vitamin C and E2,3-Dimethoxy-5-methyl-6-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-2,5-cyclohexadiene-1,4-dione2,3-Dimethoxy-5-methyl-6-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-P-benzoquinone2,3-Dimethoxy-5-methyl-6-(geranylgeranyl)-1,4-benzoquinone2,3-Dimethoxy-5-methyl-6-[(2e,6e,10e)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl]-2,5-cyclohexadiene-1,4-dioneCoenzyme Q4CoQ4Ubiquinone 4Ubiquinone q4C29H42O4454.6414454.3083098324370-62-1COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=OInChI=1S/C29H42O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+XGCJRRDNIMSYNC-INVBOZNNSA-N belongs to the class of organic compounds known as ubiquinones. These are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methyl(1,4-benzoquinone) moiety to which an isoprenyl group is attached at ring position 2(or 6).UbiquinonesOrganic compoundsLipids and lipid-like moleculesPrenol lipidsQuinone and hydroquinone lipidsAliphatic homomonocyclic compoundsDiterpenoidsHydrocarbon derivativesOrganic oxidesP-benzoquinonesVinylogous estersAliphatic homomonocyclic compoundCarbonyl groupCyclic ketoneDiterpenoidHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-benzoquinoneQuinoneUbiquinone skeletonVinylogous esterUbiquinonesSolidaverage_mass454.6414mono_mass454.308309832smilesCOC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=OformulaC29H42O4inchiInChI=1S/C29H42O4/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-17-23(5)18-19-25-24(6)26(30)28(32-7)29(33-8)27(25)31/h12,14,16,18H,9-11,13,15,17,19H2,1-8H3/b21-14+,22-16+,23-18+inchikeyXGCJRRDNIMSYNC-INVBOZNNSA-NSpecdb::CMs2265Specdb::CMs2268Specdb::CMs21549Specdb::CMs31541Specdb::CMs31542Specdb::CMs134715Specdb::CMs142449Specdb::MsMs28289Specdb::MsMs28290Specdb::MsMs28291Specdb::MsMs34847Specdb::MsMs34848Specdb::MsMs34849Specdb::MsMs2772383Specdb::MsMs2772384Specdb::MsMs2772385Specdb::MsMs2909085Specdb::MsMs2909086Specdb::MsMs2909087HMDB06710#<Reference:0x00005556760a58f8>Alcoholic beveragesUnknowngenericAnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901Breakfast cerealType 2specificBuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913Cereals and cereal productsUnknowngenericChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823