Classification Term: 1561

Polyprenyl quinols (ontology term: CHEMONTID:0001937)

Compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position." []

found 9 associated metabolites at family metabolite taxonomy ontology rank level.

Ancestor: Prenylated hydroquinones

Child Taxonomies: There is no child term of current ontology term.

2-methyl-6-solanyl-1,4-benzoquinol

2-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]benzene-1,4-diol

C52H80O2 (736.615798)


2-methyl-6-solanyl-1,4-benzoquinol, also known as 2-methyl-6-all-trans-nonaprenylbenzene-1,4-diol or msbq, is a member of the class of compounds known as polyprenyl quinols. Polyprenyl quinols are compounds containing a polyisoprene chain attached to a quinol(hydroquinone) at the second ring position. 2-methyl-6-solanyl-1,4-benzoquinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-methyl-6-solanyl-1,4-benzoquinol can be found in a number of food items such as muscadine grape, safflower, rocket salad (sspecies), and other soy product, which makes 2-methyl-6-solanyl-1,4-benzoquinol a potential biomarker for the consumption of these food products.

   

Ubiquinol-10

2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5,6-dimethoxy-3-methylbenzene-1,4-diol

C59H92O4 (864.6995231999999)


Ubiquinol-10 is a benzoquinol and is the reduced product of ubiquinone also called coenzyme Q10.The reduction of ubiquinone to ubiquinol occurs in Complexes I&II in the electron transfer chain. The Q cycle is a process that occurs in cytochrome b[, a component of Complex III in the electron transport chain,and that converts ubiquinol to ubiquinone in a cyclic fashion. When ubiquinol binds to cytochrome b, the pKa of the phenolic group decreases so that the proton ionizes and the phenoxide anion is formed (Wikipedia). Ubiquinol-10, the reduced form of ubiquinone-10, efficiently scavenges free radicals generated chemically within liposomal membranes. Ubiquinol-10 is about as effective in preventing peroxidative damage to lipids as alpha-tocopherol, which is considered the best lipid-soluble antioxidant in humans. The number of radicals scavenged by each molecule of ubiquinol-10 is 1.1 under certain experimental conditions. In contrast to alpha-tocopherol, ubiquinol-10 is not recycled by ascorbate. However, it is known that ubiquinol-10 can be recycled by electron transport carriers present in various biomembranes and possibly by some enzymes. It is shown that ubiquinol-10 spares alpha-tocopherol when both antioxidants are present in the same liposomal membranes and that ubiquinol-10, like alpha-tocopherol, does not interact with reduced glutathione.It is suggested that ubiquinol-10 is an important physiological lipid-soluble antioxidant. [PMID: 2352956]. Ubiquinol-10 is a benzoquinol and is the reduced product of ubiquinone also called coenzyme Q10.The reduction of ubiquinone to ubiquinol occurs in Complexes I&II in the electron transfer chain. The Q cycle is a process that occurs in cytochrome b[, a component of Complex III in the electron transport chain,and that converts ubiquinol to ubiquinone in a cyclic fashion. When ubiquinol binds to cytochrome b, the pKa of the phenolic group decreases so that the proton ionizes and the phenoxide anion is formed (from wiki) COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

2-methoxy-6-all trans-decaprenyl-2-methoxy-1,4-benzoquinol

2-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-6-methoxybenzene-1,4-diol

C57H88O3 (820.6733098)


2-methoxy-6-all trans-decaprenyl-2-methoxy-1,4-benzoquinol is also known as 2-Methoxy-6-decaprenylhydroquinone or 6-Decaprenyl-2-methoxyhydroquinone. 2-methoxy-6-all trans-decaprenyl-2-methoxy-1,4-benzoquinol is considered to be practically insoluble (in water) and acidic

   

3-demethylubiquinol-10

5-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-3-methoxy-6-methylbenzene-1,2,4-triol

C58H90O4 (850.683874)


3-demethylubiquinol-10 is considered to be practically insoluble (in water) and acidic

   

6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol

3-[(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetraconta-2,6,10,14,18,22,26,30,34,38-decaen-1-yl]-5-methoxy-2-methylbenzene-1,4-diol

C58H90O3 (834.688959)


6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol is also known as 2-Decaprenyl-6-methoxy-3-methyl-1,4-benzoquinol or 6-Methoxy-3-methyl-2-decaprenylhydroquinone. 6-methoxy-3-methyl-2-all-trans-decaprenyl-1,4-benzoquinol is considered to be practically insoluble (in water) and acidic

   

Ubiquinol 8

2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]benzene-1,4-diol

C49H76O4 (728.5743295999999)


Ubiquinol 8 is a ubiquinol in which the polyprenyl substituent is octaprenyl. Ubiquinol-8 is the reduced form of ubiquinone-8. Ubiquinone (also known as coenzyme Q) is an isoprenoid quinone that functions as an electron carrier in membranes. In eukaryotes, ubiquinone is found mostly within the inner mitochondrial membrane where it functions in respiratory electron transport, transferring two electrons from either complex I (NADH dehydrogenase) or complex II (succinate-ubiquinone reductase) to complex III (bc1 complex). The quinone nucleus of ubiquinone is derived directly from 4-hydroxybenzoate, while the isoprenoid subunits of the polyisoprenoid tail are synthesized via the methylerythritol phosphate pathway, which feeds isoprene units into the polyprenyl biosynthesis pathways. The number of isoprenoid subunits in the ubiquinone side chain varies in different species. For example, Saccharomyces cerevisiae has 6 such subunits, Escherichia coli K-12 has 8, rat and mouse have 9, and Homo sapiens has 10. Ubiquinol-8 is effective as an anti-oxidant. By donating one of its hydrogen atoms to become the free-radical semiquinone (.Q-), it can neutralize a lipid peroxyl radical. The free-radical semiquinone is then restored to a non-free-radical state by the respiratory chain Q cycle. Ubiquinol or the free-radical semiquinone can also regenerate the Vitamin E tocopheroxyl radical by electron donation (http://www.benbest.com/nutrceut/CoEnzymeQ.html).

   

Plastoquinol-9

2,3-dimethyl-5-(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)benzene-1,4-diol

C53H82O2 (750.6314472)


Plastoquinol-9 is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Plastoquinol-9 can be found in a number of food items such as lemon grass, prunus (cherry, plum), papaya, and babassu palm, which makes plastoquinol-9 a potential biomarker for the consumption of these food products.

   

ubiquinol-7

2-(3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl)-5,6-dimethoxy-3-methylbenzene-1,4-diol

C44H68O4 (660.5117328)


   

ubiquinol-9

2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)benzene-1,4-diol

C54H84O4 (796.6369264)