62726-91-4

Basic information

• Product Name: D-ALPHA-TOCOPHEROL QUINONE
• Synonyms: 5-cyclohexadiene-1,4-dione,2-(3-hydroxy-3,7,11,15-tetramethylhexadecyl)-[;theta,theta)]-theta-(thet;D-ALPHA-TOCOPHEROL QUINONE;2-[(3R,7R,11R)-3-Hydroxy-3,7,11,15-tetramethylhexadecyl]-2,5-cyclohexadiene-1,4-dione
• CAS NO: 62726-91-4
• Molecular Formula: C26H44O3
• Molecular Weight: 404.63
• Mol File: 62726-91-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 506.8°C at 760 mmHg
• Flash Point: 274.4°C
• Appearance: /
• Density: 0.969g/cm³
• Vapor Pressure: 2.15E-12mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: D-ALPHA-TOCOPHEROL QUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: D-ALPHA-TOCOPHEROL QUINONE(62726-91-4)
• EPA Substance Registry System: D-ALPHA-TOCOPHEROL QUINONE(62726-91-4)

Safety Data

• Hazardous Substances Data: 62726-91-4(Hazardous Substances Data)

Usage

General Description

D-alpha-tocopherol quinone is a chemical compound that is a derivative of vitamin E, specifically the alpha-tocopherol form. It is an oxidized form of vitamin E, known for its antioxidant properties. D-alpha-tocopherol quinone is commonly used in skin care and cosmetic products due to its ability to protect the skin from oxidative damage caused by free radicals. It is also used as a food additive and dietary supplement to prevent rancidity in oils and fats. Additionally, it has been studied for its potential therapeutic applications in the treatment of neurological disorders and cardiovascular diseases due to its antioxidant and anti-inflammatory properties.

InChI:InChI=1/C26H44O3/c1-20(2)9-6-10-21(3)11-7-12-22(4)13-8-17-26(5,29)18-16-23-19-24(27)14-15-25(23)28/h14-15,19-22,29H,6-13,16-18H2,1-5H3/t21-,22-,26-/m1/s1

Upstream product

• 4345-03-3 vitamin E succinate 
• 59-02-9 Tocopherol 

Relevant articles and documents

Photostability of alpha-tocopherol ester derivatives in solutions and liposomes. Spectroscopic and LC-MS studies

α-Tocopherol (Toc) is known to degrade to the tocopheroxyl radicals (Toc?) by exposure to UV light irradiation. In the present study, the stability of Toc ester derivatives exposed to UV light was investigated and compared with Toc in organic solution and in phospholipid vesicles. To follow the depletion of Toc and its esters the absorbance and fluorescence methods were applied whereas degradation products were detected using LC-MS method. The irradiation with UVB light of air-equilibrated solutions of di-α-Tocopheryl malonate (DTMO), α-Tocopheryl malonate (TMO) and α-Tocopheryl succinate (TS) strongly modifies their absorption and fluorescence spectra. Upon UVB irradiation, absorption band at 279/285 nm becomes less pronounced indicating the photodegradation of esters. During irradiation, the fluorescence maximum of esters at 305 nm shifts to 326 nm, a maximum characteristic for Toc. Photorecovery of Toc from its esters derivatives was finally confirmed by LC-MS method. Among studied esters, only α-tocopheryl nicotinate (TN) did not undergo depletion and appeared resistant to UVB radiation. Kinetic studies indicated that photoinduced transformation occurs through the first order consecutive reaction chain mechanism. The photodissociation of Toc esters in the liposomes occurred with one order of magnitude slower than in organic solvents. Using MS/MS method it was found that final stable product of irradiation was α-tocopheryl quinone (TQ), an animal and plant metabolite of Toc.