(+)-γ-Tocopherol
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(+)-γ-Tocopherol
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CAS No:
54-28-4
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Formula:
C28H48O2
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Chemical Name:
(+)-γ-Tocopherol
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Synonyms:
2H-1-Benzopyran-6-ol,3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-,(2R)-;6-Chromanol,2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-,(+)-;2H-1-Benzopyran-6-ol,3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-,[2R-[2R*(4R*,8R*)]]-;(2R)-3,4-Dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol;d-γ-Tocopherol;D-γ-Tocopherol;(R,R,R)-γ-Tocopherol;(2R,4′R,8′R)-γ-Tocopherol;(+)-γ-Tocopherol;all-(R)-γ-Tocopherol;γ-Tocopherol
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CAS No:
Description
clear light brown viscous liquid
Clear, viscous, pale yellow oil which oxidises and darkens on exposure to air or light|Solid
Gamma-tocopherol is a tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. It has a role as a plant metabolite, a food antioxidant and an algal metabolite. It is a vitamin E and a tocopherol.|gamma-Tocopherol is under investigation in clinical trial NCT00836368 (In Vitro Basophil Responsiveness to Allergen Challenge After Gamma-tocopherol Supplementation in Allergic Asthmatics).|Gamma-Tocopherol is the orally bioavailable gamma form of the naturally-occurring fat-soluble vitamin E, found in certain nuts and seeds, with potential antioxidant activity. Although the exact mechanism of action of this tocopherol has yet to be fully identified, gamma-tocopherol appears to have the ability to scavenge free radicals, thereby protecting against oxidative damage.|A natural tocopherol with less antioxidant activity than ALPHA-TOCOPHEROL. It exhibits antioxidant activity by virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus. As in BETA-TOCOPHEROL, it also has three methyl groups on the 6-chromanol nucleus but at different sites.
Characteristics
29.5
8.53180
Clear light brown Viscous Liquid
0.933g/cm3
-67.50°C.@760.00mmHg
200 °C (0.1 mmHg)
9℃
n20/D 1.505
128 mg/mL
2-8°C
30 º (C=2.0 IN ISOOCTANE 25 ºC)
207.9 Ų [M-H]-
Safety Information
UN1230 - class 3 - PG 2 - Methanol, solution
3
11-23/24/25-39/23/24/25
24/25-45-36/37-16-7
F,T
P210-P260-P280-P301 + P310-P311
H225-H301 + H311 + H331-H370
Drug Information
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)|Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body. (See all compounds classified as Vitamins.)
3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
(+)-γ-Tocopherol Use and Manufacturing
One of the naturally occurring forms of Vitamin E. Most abundant Tocopherol in soybean and corn oils.
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-: ACTIVE
EPA Safer Chemical Functional Use Classes -> Preservatives and Antioxidants|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Food additives|Lipids -> Prenol Lipids [PR] -> Quinones and hydroquinones [PR02] -> Vitamin E [PR0202]
Computed Properties
Molecular Weight:416.7
XLogP3:10.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:12
Exact Mass:416.365430770
Monoisotopic Mass:416.365430770
Topological Polar Surface Area:29.5
Heavy Atom Count:30
Complexity:475
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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