ubiquinone-5

2,5-cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-, (all-E)-

CAS: 4370-61-0 C34 H50 O4 MW: 522.76930000

Identification

Nameubiquinone-5
IUPAC2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaenyl]cyclohexa-2,5-diene-1,4-dione
CAS Number4370-61-0
FDA UNIISearch
Molecular FormulaC34 H50 O4
Molecular Weight522.76930000
MDL NumberMFCD00274412
Nikkaji NumberJ492.361H
Beilstein2315703

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 3.411e-008 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for ubiquinone-5 usage levels up tonot for fragrance use.
Recommendation for ubiquinone-5 flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

palm oil PMC

Synonyms

coenzyme Q5 2,5- cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-, (all-E)- (all-E)-2,3- dimethoxy-5-methyl-6-(3,7,11,15,19-pentamethyl-2,6,10,14,18-eicosapentaenyl)-2,5-cyclohexadiene-1,4-dione 2,3- dimethoxy-5-methyl-6-[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaenyl]cyclohexa-2,5-diene-1,4-dione ubiquinone 25 ubiquinone 5 PubMed: Effects of ubiquinone derivatives on the mitochondrial unselective channel of Saccharomyces cerevisiae. PubMed: Prerequisites for ubiquinone analogs to prevent mitochondrial permeability transition-induced cell death. PubMed: Ubiquinone analogs: a mitochondrial permeability transition pore-dependent pathway to selective cell death. PubMed: Coenzyme Q(1) depletes NAD(P)H and impairs recycling of ascorbate in astrocytes. PubMed: Hepatocyte metabolism of coenzyme Q1 (ubiquinone-5) to its sulfate conjugate decreases its antioxidant activity. PubMed: Electrochemical properties of natural organic matter (NOM), fractions of NOM, and model biogeochemical electron shuttles. PubMed: Three classes of ubiquinone analogs regulate the mitochondrial permeability transition pore through a common site. PubMed: A ubiquinone-binding site regulates the mitochondrial permeability transition pore. PubMed: Partial Purification and Characterization of Complex I, NADH:Ubiquinone Reductase, from the Inner Membrane of Beetroot Mitochondria. PubMed: Ubiquinone-5 is reduced by superoxide in the aerobic state by NADPH oxidase of guinea pig macrophages. PubMed: The inhibition of plant mitochondrial respiration by the synthetic analog of ubiquinone, 5-n-undecyl-6-hydroxy-4,7-dioxobenzothiazole (UHDBT). PubMed: Characterization of purified cytochrome b-c1 complex from Rhodopseudomonas sphaeroides R-26. PubMed: On the role of ubiquinone in the respiratory chain. PubMed: Partial purification and properties of respiratory chain-linked l-glycerol 3-phosphate dehydrogenase from a marine bacterium, Vibrio alginolyticus. PubMed: Inhibition of electron transfer in the cytochrome b-c, segment of the mitochondrial respiratory chain by a synthetic analogue of ubiquinone. PubMed: Bioenergetics in clinical medicine: prevention by forms of coenzyme Q of the inhibition by adriamycin of coenzyme Q10-enzymes in mitochondria of the myocardium. PubMed: Effect of alpha-p-chlorophenoxyisobutyrate on the metabolism of isoprenoid compounds in the rat. PubMed: Isolation of ubiquinone-5, new member of ubiquinone group.