D-delta-Tocopherol
[CAS# 119-13-1]

Identification

• Name: D-delta-Tocopherol
• Synonyms: E 309; E-Mix D; d-delta-Tocopherol; delta-D-Tocopherol; delta-Tocopherol; delta-Vitamin E
• Molecular Formula: C₂₇H₄₆O₂
• Molecular Weight: 402.65
• CAS Registry Number: 119-13-1
• EC Number: 204-299-0
• SMILES: CC1=CC(=CC2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O

Properties

• Solubility: 3.835e-006 mg/L (25 ºC water)
• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.495, Calc.^*
• Melting point: 182.71 ºC
• Boiling Point: 504.3±39.0 ºC (760 mmHg), Calc.^*, 455.67 ºC
• Flash Point: 200.1±21.3 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302
• Precautionary Statements: P280-P301+P312-P305+P351+P338-P330

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H332

Discovory and Applicatios

D-delta-Tocopherol is one of the four forms of vitamin E. Vitamin E was first discovered in 1922 by Herbert Evans and Katharine Bishop as a vital nutrient for reproduction in rats. The specific isomer, D-delta-Tocopherol, was later isolated and characterized for its unique antioxidant properties.

D-delta-Tocopherol is widely used in various fields due to its potent antioxidant properties.D-delta-Tocopherol is a common ingredient in dietary supplements. As a form of vitamin E, it helps protect cells from oxidative stress, supports immune function, and may contribute to cardiovascular health by preventing the oxidation of low-density lipoprotein (LDL) cholesterol.

In the cosmetics industry, D-delta-Tocopherol is included in formulations for moisturizers, sunscreens, and anti-aging products. Its antioxidant effects help prevent skin damage caused by UV radiation and environmental pollutants, thereby reducing the appearance of fine lines and wrinkles.

D-delta-Tocopherol is used as a natural preservative in the food industry. Its antioxidant properties help extend the shelf life of food products by preventing the oxidation of fats and oils, which can lead to rancidity.

In the pharmaceutical industry, D-delta-Tocopherol may play a role in the prevention and treatment of certain diseases, such as cancer and neurodegenerative disorders. Its ability to reduce oxidative stress makes it a candidate for protecting cells from damage and supporting overall health.

D-delta-Tocopherol is utilized in scientific research to study its antioxidant mechanisms, its role in cellular signaling, and its potential in mitigating oxidative damage in various conditions. These studies help expand our understanding of vitamin E's broader health implications.

Similar to its use in human nutrition, D-delta-Tocopherol is also added to animal feed to ensure proper nutrition and health in livestock and pets. It helps improve immune function, reproductive health, and overall vitality in animals.

References

2024. Squid discards as a source of phospholipid- and tocopherol-concentrates by employment of non-halogenated solvents. European Food Research and Technology.
DOI: 10.1007/s00217-024-04634-5

2007. Effect of type of oil and addition of delta-tocopherol on model flavor compound stability during storage. Journal of Agricultural and Food Chemistry.
DOI: 10.1021/jf071686i

2010. Tocotrienols inhibit lipopolysaccharide-induced pro-inflammatory cytokines in macrophages of female mice. Lipids in Health and Disease.
DOI: 10.1186/1476-511x-9-143