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Ubidecarenone

Alias: Ubidecarenone Vitamin Q COQ10 ubiquinone coenzyme Q Coenzyme Q10
Cat No.:V5575 Purity: ≥98%
Coenzyme Q10 is an important cofactor in the electron transport chain and a potent antioxidant.
Ubidecarenone
Ubidecarenone Chemical Structure CAS No.: 303-98-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes

Other Forms of Ubidecarenone:

  • Coenzyme Q10-d6
  • Coenzyme Q10-d9 (CoQ10-d9; Ubiquinone-10-d9)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Coenzyme Q10 is an important cofactor in the electron transport chain and a potent antioxidant.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Coenzyme Q10 is a crucial component of every cell's mitochondrial respiratory chain. As a result, it plays a crucial role in the synthesis of adenosine triphosphate (ATP), which serves as the energy source for the majority of biological functions. Within the Golgi apparatus, mitochondria, lysosomes, and plasma membranes, coenzyme Q10 reacts directly with free radicals or restores tocopherol and ascorbic acid from their oxidized states to produce antioxidant effects [1]. Since coenzyme Q10 is widely acknowledged as a vital ingredient that promotes human health, it is a well-liked dietary supplement. Because of its essential role in mitochondrial function and cellular bioenergetics, CoQ10 has been proposed as a therapeutic agent for a range of disorders affecting the cardiovascular system, degenerative neurological system, and neuromuscular system [2].
ln Vivo
Dietary CoQ10 absorbs slowly and to a limited extent because of its hydrophobic nature and large molecular weight. Dissolved CoQ10 formulations exhibit superior bioavailability when it comes to dietary supplements. Tmax is roughly six hours, and elimination half-life is roughly thirty-three hours. In healthy individuals, the plasma coenzyme Q10 reference interval spans 0.40 to 1.91 mM. There is a rather significant relationship between the increase in plasma CoQ10 and the dose taken in the case of CoQ10 supplements. Research on animals shows that all organs, including the heart and brain mitochondria, absorb high quantities of CoQ10 [2]. CoQ10 treatment led to a substantial rise in CoQ10 concentrations in cerebral cortical mitochondria in 12-month-old rats. A transgenic mouse model of familial amyotrophic lateral sclerosis has a much longer lifespan when coenzyme Q10 is given orally, and it also significantly reduces the striatal damage caused by systemic treatment of 3-nitropropionic acid [3].
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Ubidecarenone is absorbed from the small intestine into the lymphatics and then it can enter the blood. The hydrophobicity and large molecular weight limit its absorption making it very poor and variable depending on the food intake and the number of lipids presented in the food. The absorption is lower in the presence of an empty stomach and greater in presence of high lipid food diet. The daily dosage of ubidecarenone presents the reach of maximal serum concentration by reaching a plateau after three weeks. The pharmacokinetic properties may vary between different brands but studies have reported an AUC of 11.51 mcg h/ml and a Cmax of 0.32 mcg/ml at a time of 7.9 h.
The main elimination route of ubidecarenone is through the bile. After its oral administration, over 60% of the dose is excreted in the feces in the form of unchanged ubidecarenone and a small fraction of the metabolites. In the urine, ubidecarenone is bound to saposin B protein and represents only 8.3% of the total administered dose.
Ubidecarenone is distributed to the various tissues of the body and it is able to enter the brain. In preclinical studies with intravenous administration of ubidecarenone, it is reported a volume of distribution of 20.4 L/kg which reflects its ability to penetrate extensively into organs and tissues. AS a general rule, tissues with high-energy requirements or metabolic activity tend to presents higher amounts of ubidecarenone, these organs can be heart, kidney, liver and muscle.
In preclinical studies with intravenous administration of ubidecarenone, it is reported a total clearance of 1.18 ml h/kg which was indicative of a prolonged elimination.
Metabolism / Metabolites
Studies indicate that there is no saturation process during the metabolism of ubidecarenone. It is metabolized in all tissues by the phosphorylation in the cells and transportation to the kidneys for further excretion by the urine. After exerting its action, ubidecarenone is reduced and forms hydroquinone which is capable of recycling and regenerates other antioxidants such as tocopherol and ascorbate. The later metabolism of hydroquinone generates the formation of Q acid I and Q acid II in free and conjugated forms.
Biological Half-Life
The pharmacokinetic properties may vary between different brands but studies have reported a half-life of ubidecarenone of 21.7 h.
Toxicity/Toxicokinetics
Hepatotoxicity
Coenzyme Q10 is generally recognized as safe and has not been linked to elevations in serum aminotransferase, alkaline phosphatase, or bilirubin levels. Despite wide scale use for several decades, there have been no convincing reports of clinically apparent liver injury due to coenzyme Q10.
Likelihood score: E (unlikely cause of clinically apparent liver injury).
Drug Class: Nutritional Supplements
Other Names: Ubiquinone, Semiubiquinone, Ubiquinol, CoQ10
Protein Binding
In the blood, ubidecarenone is split into the various lipoprotein particles including LDL and VLDL. The plasma concentration of ubidecarenone is highly dependent on the presence of plasma lipoproteins and about 95% of the administered form is found in the reduced form.
References

[1]. Coenzyme Q10 treatment of cardiovascular disorders of ageing including heart failure, hypertension and endothelial dysfunction. Clin Chim Acta. 2015 Oct 23;450:83-9.

[2]. Coenzyme Q10: absorption, tissue uptake, metabolism and pharmacokinetics. Free Radic Res. 2006 May;40(5):445-53.

[3]. Coenzyme Q10 administration increases brain mitochondrial concentrations and exerts neuroprotective effects. Proc Natl Acad Sci U S A. 1998 Jul 21;95(15):8892-7.

Additional Infomation
Coenzyme Q10 is a ubiquinone having a side chain of 10 isoprenoid units. In the naturally occurring isomer, all isoprenyl double bonds are in the E- configuration. It has a role as a human metabolite, a ferroptosis inhibitor and an antioxidant.
Ubidecarenone, also called coenzyme Q10, is a 1,4-benzoquinone. From its name (Q10), the Q refers to the constitutive quinone group, and 10 is related to the number of isoprenyl subunits in its tail. It is a powerful antioxidant, a lipid-soluble and essential cofactor in mitochondrial oxidative phosphorylation. The ubidecarenone is the coenzyme destined for mitochondrial enzyme complexes involved in oxidative phosphorylation in the production of ATP. It is fundamental for cells that have a high metabolic demand. Ubidecarenone is sold as a dietary supplement and is not FDA approved as a drug - it is not meant to treat, cure or prevent any disease. FDA does not approve this dietary supplements before sold nor regulate the manufacturing process.
Ubiquinone-10 is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Coenzyme Q10, also known as ubiquinone, is an enzyme cofactor found in virtually all cells of the body and participates in many essential energy-producing and antioxidant enzymatic actions. While normally synthesized in the body in adequate amounts, coenzyme Q10 is used as a nutritional supplement for conditions highly dependent upon its actions, some of which are associated with low serum levels of the coenzyme. Coenzyme Q supplements are generally well tolerated and there is no evidence that they cause serum enzyme elevations or clinically apparent liver injury.
Coenzyme Q10 has been reported in Fusarium fujikuroi, Cytisus scoparius, and other organisms with data available.
Coenzyme Q10 is a naturally occurring benzoquinone important in electron transport in mitochondrial membranes. Coenzyme Q10 functions as an endogenous antioxidant; deficiencies of this enzyme have been observed in patients with many different types of cancer and limited studies have suggested that coenzyme Q10 may induce tumor regression in patients with breast cancer. This agent may have immunostimulatory effects. (NCI04)
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Drug Indication
The diet supplements containing ubidecarenone are indicated, as stated in the product label, to assist individuals with cardiovascular complaints including congestive heart failure and systolic hypertension. In the product, ubidecarenone is used to increase the cardiac input as well as for the prevention of several other diseases like Parkinson, fibromyalgia, migraine, periodontal disease and diabetes, based on preclinical studies. It is important to highlight that these products are not FDA approved and it is recommended to use under discretion.
Mechanism of Action
Ubidecarenone is an essential cofactor in the mitochondrial electron transport chain. Its functions are the acceptance of electrons from the complex I and II and this activity is vital for the production of ATP. It acts as a mobile redox agent shuttling electrons and protons in the electron transport chain. Ubidecarenone also presents antioxidant activity in mitochondria and cellular membranes, protecting against peroxidation of lipid membranes as well as inhibiting oxidation of LDL-cholesterol.
Pharmacodynamics
Ubidecarenon has roles in many prysiological process including sulfide oxidation, regulation of mitochondrial permeability transition pore and translocation of protons and calcium ions accross biological membranes. Studies have shown its benefitial effect in treating cancer, statin myopathy, congestive heart failure and hypertension.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C59H90O4
Molecular Weight
863.36
Exact Mass
862.683
CAS #
303-98-0
Related CAS #
Coenzyme Q10-d6;110971-02-3;Coenzyme Q10-d9;2687960-97-8
PubChem CID
5281915
Appearance
Yellow to orange solid powder
Density
1.0±0.1 g/cm3
Boiling Point
869.0±65.0 °C at 760 mmHg
Melting Point
49-51 °C
Flash Point
324.6±34.3 °C
Vapour Pressure
0.0±3.3 mmHg at 25°C
Index of Refraction
1.526
LogP
20.93
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
31
Heavy Atom Count
63
Complexity
1840
Defined Atom Stereocenter Count
0
SMILES
CC1=C(C(=O)C(=C(C1=O)OC)OC)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
InChi Key
ACTIUHUUMQJHFO-UPTCCGCDSA-N
InChi Code
InChI=1S/C59H90O4/c1-44(2)24-15-25-45(3)26-16-27-46(4)28-17-29-47(5)30-18-31-48(6)32-19-33-49(7)34-20-35-50(8)36-21-37-51(9)38-22-39-52(10)40-23-41-53(11)42-43-55-54(12)56(60)58(62-13)59(63-14)57(55)61/h24,26,28,30,32,34,36,38,40,42H,15-23,25,27,29,31,33,35,37,39,41,43H2,1-14H3/b45-26+,46-28+,47-30+,48-32+,49-34+,50-36+,51-38+,52-40+,53-42+
Chemical Name
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-decaenyl]-5,6-dimethoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Synonyms
Ubidecarenone Vitamin Q COQ10 ubiquinone coenzyme Q Coenzyme Q10
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.  (2). This product is not stable in solution, please use freshly prepared working solution for optimal results.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMF : 20 mg/mL (~23.17 mM)
Ethanol : ~2.5 mg/mL (~2.90 mM)
DMSO : ~1 mg/mL (~1.16 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 3 mg/mL (3.47 mM) in 10% DMF 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: 13.33 mg/mL (15.44 mM) in 20% HP-β-CD in Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.1583 mL 5.7913 mL 11.5827 mL
5 mM 0.2317 mL 1.1583 mL 2.3165 mL
10 mM 0.1158 mL 0.5791 mL 1.1583 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05272228 COMPLETED Dietary Supplement: Dietary supplement - standard product
Dietary Supplement: Dietary supplement - Investigational product IP1
Dietary Supplement: Dietary supplement - Investigational product IP2
Coenzyme Q Deficiency University of Primorska 2022-03-09 Not Applicable
NCT03020680 COMPLETED Dietary Supplement: Coenzyme Q10 Absorption Tufts University 2016-04-01 Phase 1
NCT06151171 COMPLETED Dietary Supplement: CoQ10 Coenzyme Q10 Pharmacokinetics Factors Group of Nutritional Companies Inc. 2022-03-01 Not Applicable
NCT04972552 ACTIVE, NOT RECRUITING Dietary Supplement: coenzyme Q10
Other: Watermelon diet
Other: Usual Diet
Other: Placebo
Kidney Transplantation University of California, San Francisco 2021-11-15 Not Applicable
NCT03295760 COMPLETED Drug: Q10 Coenzyme Cyclic Vomiting Syndrome Central Hospital, Nancy, France 2016-12-01
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