D-α-Tocopherylquinone
Based on 1 Customer Validation
D-α-Tocopherylquinone (α-Tocopherylquinone) is a quinone, can be isolated from Phaeodactylum tricornutum. D-α-Tocopherylquinone is an oxidation product of α-Tocopherol (vitamin E). D-α-Tocopherylquinone can act as an anticoagulant and as an antioxidant. D-α-Tocopherylquinone reduces cellular oxidative damage produced by oxidized lipids. D-α-Tocopherylquinone binds to a liver cytosolic protein with a molecular mass of about 40 kDa. D-α-Tocopherylquinone binds to glurathione-S-transferase (GST) and can be transported to the site of metabolism or excreted in the bile.
For research use only. We do not sell to patients.
- Purity: 98.08%
- CAS No.: 7559-04-8
- Formula: C29H50O3
- Molecular Weight:446.71
-
Storage:Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
85.3 μM
Compound: 9
|
Cytotoxicity against human A549 cells by SRB assay
Cytotoxicity against human A549 cells by SRB assay
|
[PMID: 25497963] |
| Fibroblast | EC50 |
36 nM
Compound: 6, ATQ
|
Cytoprotective activity against BSO-induced human FRDA primary patient fibroblasts compound pretreated 12 hrs prior to BSO-induction measured after 48 hrs by calcein-AM-based cell viability assay
Cytoprotective activity against BSO-induced human FRDA primary patient fibroblasts compound pretreated 12 hrs prior to BSO-induction measured after 48 hrs by calcein-AM-based cell viability assay
|
[PMID: 22137789] |
| Fibroblast | GI50 |
≥300 μM
Compound: 6, ATQ
|
Growth inhibition of human FRDA primary patient fibroblasts after 48 hrs by calcein-AM-based cell viability assay
Growth inhibition of human FRDA primary patient fibroblasts after 48 hrs by calcein-AM-based cell viability assay
|
[PMID: 22137789] |
| Fibroblast | GI50 |
≥300 μM
Compound: 6, ATQ
|
Growth inhibition of human primary fibroblasts after 48 hrs by calcein-AM-based cell viability assay
Growth inhibition of human primary fibroblasts after 48 hrs by calcein-AM-based cell viability assay
|
[PMID: 22137789] |
| HL-60 | IC50 |
45 μM
Compound: 9
|
Cytotoxicity against human HL60 cells by SRB assay
Cytotoxicity against human HL60 cells by SRB assay
|
[PMID: 25497963] |
| MCF7 | IC50 |
>50 μM
Compound: 18
|
Cytotoxicity against human MCF7 cells after 72 hrs by MTS reduction assay
Cytotoxicity against human MCF7 cells after 72 hrs by MTS reduction assay
|
[PMID: 20704331] |
| NCI-H460 | IC50 |
37.3 μM
Compound: 18
|
Cytotoxicity against human NCI-H460 cells after 72 hrs by MTS reduction assay
Cytotoxicity against human NCI-H460 cells after 72 hrs by MTS reduction assay
|
[PMID: 20704331] |
| SF-268 | IC50 |
>50 μM
Compound: 18
|
Cytotoxicity against human SF268 cells after 72 hrs by MTS reduction assay
Cytotoxicity against human SF268 cells after 72 hrs by MTS reduction assay
|
[PMID: 20704331] |
D-α-Tocopherylquinone (Compound α-Tocopherylquinone) (50 μM) inhibits GST activity dose-dependently[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
-
CAS No. 7559-04-8
-
Appearance Liquid (Density: 1.0115 g/cm3)
-
Molecular Weight 446.71
-
Formula C29H50O3
-
Color Light yellow to yellow
-
SMILES
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@](C)(O)CCC1=C(C(C(C)=C(C)C1=O)=O)C
-
Synonyms
α-Tocopherylquinone
-
Structure Classification
-
Initial Source
Phaeodactylum tricornutum
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 50 mg/mL (111.93 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (5.60 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: 2.5 mg/mL (5.60 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
-
-
-
-
Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
-
%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
-
%+
-
+%Tween-80 + +
-
%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
-
Data Sheet (269 KB)
-
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
-
Handling Instructions (2659 KB)
References
[1]. K Shimazaki, et al. Studies on electron transfer systems in the marine diatom Phaeodactylum tricornutum. II. Identification and determination of quinones, cytochromes, and flavins. J Biochem. 1978 Jun;83(6):1639-42. [Content Brief]
[2]. M K Horwitt. Vitamin E: a reexamination. Am J Clin Nutr. 1976 May;29(5):569-78. [Content Brief]
[3]. Arita, M., et al., (1998). Binding of alpha-tocopherylquinone, an oxidized form of alpha-tocopherol, to glutathione-S-transferase in the liver cytosol. FEBS letters, 436(3), 424–426. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.2386 mL | 11.1929 mL | 22.3859 mL | 55.9647 mL |
| 5 mM | 0.4477 mL | 2.2386 mL | 4.4772 mL | 11.1929 mL | |
| 10 mM | 0.2239 mL | 1.1193 mL | 2.2386 mL | 5.5965 mL | |
| 15 mM | 0.1492 mL | 0.7462 mL | 1.4924 mL | 3.7310 mL | |
| 20 mM | 0.1119 mL | 0.5596 mL | 1.1193 mL | 2.7982 mL | |
| 25 mM | 0.0895 mL | 0.4477 mL | 0.8954 mL | 2.2386 mL | |
| 30 mM | 0.0746 mL | 0.3731 mL | 0.7462 mL | 1.8655 mL | |
| 40 mM | 0.0560 mL | 0.2798 mL | 0.5596 mL | 1.3991 mL | |
| 50 mM | 0.0448 mL | 0.2239 mL | 0.4477 mL | 1.1193 mL | |
| 60 mM | 0.0373 mL | 0.1865 mL | 0.3731 mL | 0.9327 mL | |
| 80 mM | 0.0280 mL | 0.1399 mL | 0.2798 mL | 0.6996 mL | |
| 100 mM | 0.0224 mL | 0.1119 mL | 0.2239 mL | 0.5596 mL |