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D-GAMMA-TOCOPHEROL

[2R[2R*(4R*,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol

CAS: 54-28-4

Molecular Formula: C28H48O2

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D-GAMMA-TOCOPHEROL - Names and Identifiers

Name [2R[2R*(4R*,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
Synonyms D-GAMMA-TOCOPHEROL
D-Gamma-Tocopherol
(+)-GAMMA-TOCOPHEROL
(R,R,R)-γ-Tocopherol
3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2h-1-benzopyran-6-o
[2R[2R*(4R*,8R*)]]-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-,[2R-[2R*(4R*,8R*)]]-2H-1-Benzopyran-6-ol
CAS 54-28-4
EINECS 200-201-5
InChI InChI=1/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

D-GAMMA-TOCOPHEROL - Physico-chemical Properties

Molecular FormulaC28H48O2
Molar Mass416.68
Density0.9882 (rough estimate)
Boling Point200 °C (0.1 mmHg)
Specific Rotation(α)30 º (C=2.0 IN ISOOCTANE 25 ºC)
Flash Point9℃
Solubility Insoluble in water.
Vapor Presure2.35E-11mmHg at 25°C
AppearanceLight brown viscous liquid
ColorClear light brown
Merck13,9573
BRN93072
pKa11.05±0.40(Predicted)
Storage Condition-20°C
StabilityLight Sensitive
Refractive Indexn20/D 1.505
MDLMFCD00066529
In vitro study γ-Tocopherol (D-γ-Tocopherol) is well absorbed and accumulates to a significant degree in some human tissues; it is metabolized, however, largely to 2,7,8-trimethyl-2-(beta-carboxyethyl)-6-hydroxychroman (gamma-CEHC), which is mainly excreted in the urine. Plasma concentrations of γ-Tocopherol (D-γ-Tocopherol) are inversely associated with the incidence of cardiovascular disease and prostate cancer.

D-GAMMA-TOCOPHEROL - Risk and Safety

Risk CodesR11 - Highly Flammable
R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R39/23/24/25 -
Safety DescriptionS24/25 - Avoid contact with skin and eyes.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37 - Wear suitable protective clothing and gloves.
S16 - Keep away from sources of ignition.
S7 - Keep container tightly closed.
UN IDsUN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany3
FLUKA BRAND F CODES8-10-23
HS Code29362800

D-GAMMA-TOCOPHEROL - Introduction

Tocopherol (vitamin E)(TCP) is a series of (α,β,γ and δ) chiral organic molecules. The difference of these chiral molecules is through their benzodihydropyranol group The degree of methylation comes from the change. Vitamin E is a fat-soluble antioxidant that protects cell membranes from oxidative damage. Alpha-tocopherol is a form that modern people preferentially absorb. Alpha-tocopherols of different subtypes and analogs have opposite and differentiated regulatory activities in vivo.
Last Update:2022-10-16 17:26:03

D-GAMMA-TOCOPHEROL - Reference Information

EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Tocopherol derivatives Tocopherol mainly has four derivatives, which are divided into four types: α, β, γ and δ according to the methyl position. The activity of tocopherol-related compounds tocotrienol is certain when the substituents are different, but the activity of tocopherol will be significantly reduced.
The following is the simplified structure of the two:
The following table lists the activity ratio of tocotrienol to tocopherol after substitution with the following functional groups:
Biological activity γ-Tocopherol (D-γ-Tocopherol) is an effective cyclooxygenase (cyclooxygenase) inhibitor. γ-Tocopherol is a natural form of vitamin E found in many plant seeds, such as corn oil and soybean. γ-Tocopherol has anti-inflammatory properties and anti-cancer activity.
Last Update:2024-04-09 20:02:46
D-GAMMA-TOCOPHEROL
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