Idebenone (CV-2619)

Alias: CV-2619; CV 2619; CV2619; Catena, Raxone, Sovrima
Cat No.:V2310 Purity: ≥98%
Idebenone (also known as CV-2619)is a synthetic analog of coenzyme Q10 (CoQ10) and a brain stimulant.
Idebenone (CV-2619) Chemical Structure CAS No.: 58186-27-9
Product category: Mitochondrial Metabolism
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Idebenone (also known as CV-2619) is a synthetic analog of coenzyme Q10 (CoQ10) and a brain stimulant. Idebenone effectively protects from retinal cell injury after oxidative stress or hypoglycemia, whereas the protection afforded after postincubation of both antioxidants is decreased. Idebenone attenuates delayed retinal cell damage, mediated by chemical ischemia. Idebenone, a centrally active antioxidant used to treat multiinfarct dementia, protects cells from this form of glutamate-induced cytotoxicity in vitro. Idebenone provides significant protection against the neuronal degeneration induced by intrastriatal injection of kainic acid and quisqualic acid, but not the NMDA receptor agonist, quinolinic acid.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Idebenone exists in two distinct oxidative states: reduced idebenone, which is a ubiquinol derivative, and oxidized idebenone, which is a ubiquinone derivative. This molecule has protective activity against neurotoxicity in both in vitro and in vivo models[1]. The oxidized form of idebenone preferentially inhibits the metabolism of cyclooxygenase over lipoxygenase (IC50 ratio lipoxygenase/cyclooxygenase: 3.22)[1]. The oxidized version of idebenone functions similarly to two common anti-inflammatory drugs, piroxicam and indomethacin[1]. For a duration of 24 to 72 hours, idebenone (1–10 μM) had no influence on the viability of SHSY-5Y cells [2]. Idebenone (at 25 μM or greater doses; for 24-72 h) significantly lowers SHSY-5Y cell viability[2]. Idebenone (30 μM) causes the expression of BAX and caspase-3 activity to be upregulated[2].
ln Vivo
Idebenone (oxidised form) is a chemical with preventive activity against cerebrovascular diseases in vivo, including cerebral ischemia and hypertension-induced vascular lesions[1].
Cell Assay
Cell Viability Assay[2]
Cell Types: The human dopaminergic neuroblastma cell line, SHSY-5Y cells
Tested Concentrations: 1, 3, 10, 15, 25, 30, and 90 μM
Incubation Duration: 24, 48, and 72 hrs (hours)
Experimental Results: Had no apparent detrimental effects on cell viability as indicated by the absence of trypan blue-positive staining in the cells at concentrations of 1, 3, 10 μM. demonstrated some degree of trypan blue-positive staining at 15 μM. demonstrated extensive trypan blue-positive staining at 25 μM and 30 μM.

RT-PCR[2]
Cell Types: SHSY-5Y cells
Tested Concentrations: 10 μM, 30 μM
Incubation Duration: 72 hrs (hours)
Experimental Results: The total RNA of BAX from SHSY-5Y cells exposed to 10 μM was not different from that of the untreated control cells. The BAX expression in SHSY-5Y cells exposed to 30 μM was Dramatically up-regulated when compared with the untreated control cells and cells exposed to 10 μM.
Animal Protocol
100 and 300 mg/kg; oral
Rats
References
[1]. G Civenni, et al. Inhibitory effect of the neuroprotective agent idebenone on arachidonic acid metabolism in astrocytes.Eur J Pharmacol. 1999 Apr 9;370(2):161-7.
[2]. Kwok-Keung Tai, et al. Idebenone induces apoptotic cell death in the human dopaminergic neuroblastoma SHSY-5Y cells. Neurotox Res. 2011 Nov;20(4):321-8.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H30O5
Molecular Weight
338.44
CAS #
58186-27-9
Related CAS #
58186-27-9
SMILES
O=C1C(CCCCCCCCCCO)=C(C)C(C(OC)=C1OC)=O
InChi Key
JGPMMRGNQUBGND-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H30O5/c1-14-15(12-10-8-6-4-5-7-9-11-13-20)17(22)19(24-3)18(23-2)16(14)21/h20H,4-13H2,1-3H3
Chemical Name
2-(10-Hydroxydecyl)-5,6-dimethoxy-3-methyl-p-benzoquinone
Synonyms
CV-2619; CV 2619; CV2619; Catena, Raxone, Sovrima
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

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)
DMSO:68 mg/mL (200.9 mM)
Water:<1 mg/mL
Ethanol:68 mg/mL (200.9 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.39 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.39 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.39 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9547 mL 14.7737 mL 29.5473 mL
5 mM 0.5909 mL 2.9547 mL 5.9095 mL
10 mM 0.2955 mL 1.4774 mL 2.9547 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.

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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?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

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