ubiquinol
reduced ubiquinones
 
Notes:
reduced forms of ubiquinone. Reduced form of ubiquinone, a mobile electron transporter between complex I and III, or II and III of the electron transport chain. Both at complex I or complex II, two electrons and two protons are passed to ubiquinone reducing it to ubiquinol. [HMDB]
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2,3-dimethoxy-5-methyl-6-[(2E)-7-methylocta-2,6-dienyl]benzene-1,4-diol (Click)
CAS Number: 56275-39-9Picture of molecule
XlogP3-AA: 4.40 (est)
Molecular Weight: 731.15746000
Formula: C49 H78 O4
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic agents
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 787.45 °C. @ 760.00 mm Hg (est)
Flash Point: 806.00 °F. TCC ( 430.00 °C. ) (est)
logP (o/w): 17.372 (est)
Soluble in:
 water, 1.872e-015 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
humectants
skin conditioning
skin protecting agents
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Suppliers:
P.L. Thomas
KanekaQH™ Ubiquinol
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic agents
Recommendation for ubiquinol usage levels up to:
 not for fragrance use.
 
Recommendation for ubiquinol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 56841749
National Institute of Allergy and Infectious Diseases: Data
 2,3-dimethoxy-5-methyl-6-[(2E)-7-methylocta-2,6-dienyl]benzene-1,4-diol
Chemidplus: 0056275399
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References:
 2,3-dimethoxy-5-methyl-6-[(2E)-7-methylocta-2,6-dienyl]benzene-1,4-diol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 56841749
Pubchem (sid): 135263274
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
KEGG (GenomeNet): C00390
HMDB (The Human Metabolome Database): HMDB01304
FooDB: FDB022543
YMDB (Yeast Metabolome Database): YMDB00902
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
2,3-dimethoxy-5-methyl-6-[(2E)-7-methylocta-2,6-dienyl]benzene-1,4-diol
reduced ubiquinones
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Articles:
PubMed: Determination of the coenzyme Q10 status in a large Caucasian study population.
PubMed: Dietary restriction decreases coenzyme Q and ubiquinol potentially via changes in gene expression in the model organism C. elegans.
PubMed: Association between serum level of ubiquinol and NT-proBNP, a marker for chronic heart failure, in healthy elderly subjects.
PubMed: Transcriptome analyses to understand effects of the Fusarium deoxynivalenol and nivalenol mycotoxins on Escherichia coli.
PubMed: Enhanced hexose fermentation by Saccharomyces cerevisiae through integration of stoichiometric modeling and genetic screening.
PubMed: Promotion of growth by Coenzyme Q10 is linked to gene expression in C. elegans.
PubMed: Ubiquinol reduces gamma glutamyltransferase as a marker of oxidative stress in humans.
PubMed: Increased bioavailability of ubiquinol compared to that of ubiquinone is due to more efficient micellarization during digestion and greater GSH-dependent uptake and basolateral secretion by Caco-2 cells.
PubMed: Spatial modulation of key pathway enzymes by DNA-guided scaffold system and respiration chain engineering for improved N-acetylglucosamine production by Bacillus subtilis.
PubMed: Ubiquinol improves symptoms in children with autism.
PubMed: Long-term Effect of Ubiquinol on Exercise Capacity and the Oxidative Stress Regulation System in SAMP1 Mice.
PubMed: Acetic acid bacteria genomes reveal functional traits for adaptation to life in insect guts.
PubMed: A comparative study into alterations of coenzyme Q redox status in ageing pigs, mice, and worms.
PubMed: Green tea epigallocatechin gallate binds to and inhibits respiratory complexes in swelling but not normal rat hepatic mitochondria.
PubMed: Kinetic study of aroxyl radical scavenging and α-tocopheroxyl regeneration rates of pyrroloquinolinequinol (PQQH2, a reduced form of pyrroloquinolinequinone) in dimethyl sulfoxide solution: finding of synergistic effect on the reaction rate due to the coexistence of α-tocopherol and PQQH2.
PubMed: Identification and validation of reference genes for gene expression analysis using quantitative PCR in Spodoptera litura (Lepidoptera: Noctuidae).
PubMed: Effect of ubiquinol-10 on citral stability and off-flavor formation in oil-in-water (O/W) nanoemulsions.
PubMed: Increased ubiquinone concentration after intracerebroventricularly-administered ubiquinol to selected rat brain regions.
PubMed: Ubiquinol decreases monocytic expression and DNA methylation of the pro-inflammatory chemokine ligand 2 gene in humans.
PubMed: Development of singlet oxygen absorption capacity (SOAC) assay method. 3. Measurements of the SOAC values for phenolic antioxidants.
PubMed: Respiratory chain analysis of Zymomonas mobilis mutants producing high levels of ethanol.
PubMed: Macronutrient-induced differences in food intake relate with hepatic oxidative metabolism and hypothalamic regulatory neuropeptides in rainbow trout (Oncorhynchus mykiss).
PubMed: The reduced form of coenzyme Q10 decreases the expression of lipopolysaccharide-sensitive genes in human THP-1 cells.
PubMed: Kinetic study of the quenching reaction of singlet oxygen by Pyrroloquinolinequinol (PQQH(2), a reduced form of Pyrroloquinolinequinone) in micellar solution.
PubMed: Ubiquinol-induced gene expression signatures are translated into altered parameters of erythropoiesis and reduced low density lipoprotein cholesterol levels in humans.
PubMed: The reduced form of coenzyme Q10 mediates distinct effects on cholesterol metabolism at the transcriptional and metabolite level in SAMP1 mice.
PubMed: Effect of lead toxicity on coenzyme Q levels in rat tissues.
PubMed: Nanoliposomes mediate coenzyme Q10 transport and accumulation across human intestinal Caco-2 cell monolayer.
PubMed: Effects of ubiquinol-10 on microRNA-146a expression in vitro and in vivo.
PubMed: In Vitro Effects of the Reduced Form of Coenzyme Q(10) on Secretion Levels of TNF-alpha and Chemokines in Response to LPS in the Human Monocytic Cell Line THP-1.
PubMed: Genomic evidence for interspecies acquisition of chromosomal DNA from Campylobacter jejuni by Campylobacter coli strains of a turkey-associated clonal group (cluster II).
PubMed: Subchronic oral toxicity of ubiquinol in rats and dogs.
PubMed: Identification and characterization of an alternative oxidase in the entomopathogenic fungus Metarhizium anisopliae.
PubMed: Proteome response in HT-29 human colorectal cancer cells to two apoptosis-inducing compounds with different mode of action.
PubMed: Therapeutic effects of coenzyme Q10 (CoQ10) and reduced CoQ10 in the MPTP model of Parkinsonism.
PubMed: Dynamics of lipid oxidation and antioxidant depletion in Mediterranean fish stored at different temperatures.
PubMed: Ubiquinol and the papaverine derivative caroverine prevent the expression of tumour- promoting factors in adenoma and carcinoma colon cancer cells induced by dietary fat.
PubMed: Effects of diet energy level and tomato powder consumption on antioxidant status in rats.
PubMed: Interactions between mitochondrial lipid oxidation and oxymyoglobin oxidation and the effects of vitamin E.
PubMed: Pro-oxidative effect of alpha-tocopherol in the oxidation of LDL isolated from co-antioxidant-depleted non-diabetic hemodialysis patients.
PubMed: Identification of sigmaB-dependent genes in Bacillus cereus by proteome and in vitro transcription analysis.
PubMed: Molecular mechanism of cell death induced by the antioxidant tert-butylhydroxyanisole in human monocytic leukemia U937 cells.
PubMed: Ubiquinol:cytochrome c oxidoreductase. Effects of inhibitors on reverse electron transfer from the iron-sulfur protein to cytochrome b.
PubMed: The effects of dietary restriction on mitochondrial dysfunction in aging.
PubMed: Oxidant defense systems in testes from zinc-deficient rats.
PubMed: Dietary antioxidants in disease prevention.
PubMed: Mitochondrial cytochrome b gene in two developmental stages of human malarial parasite Plasmodium falciparum.
PubMed: Quinones and quinols as inhibitors of lipid peroxidation.
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