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General Material Information

Preferred name dextro-gamma-tocopherol
Trivial Name (+)-γ-Tocopherol
Short Description 2H-1-benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-
Formula C28 H48 O2
CAS Number 54-28-4
ECHA Number 200-201-5
FDA UNII 8EF1Z1238F
Nikkaji Number J213.540J
Beilstein Number 93072
MDL MFCD00066529
xLogP3-AA 10.30 (est)
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • 2H-1-benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, (2R)-
  • 2H-1-benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-
  • (2R(2R*(4R*,8R*)))-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
  • (2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol
  • D-gamma- tocopherol
  • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
  • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
  • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanol
  • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-ol
  • (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
  • 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
  • (R,R,R)-γ-Tocopherol
  • (2R,4′R,8′R)-γ-Tocopherol
  • (+)-γ-Tocopherol
  • all-(R)-γ-Tocopherol
  • γ-Tocopherol

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Literature & References

(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:54-28-4
Pubchem (cid):92729
Pubchem (sid):135051177
Publications by PubMed
Final report on the safety assessment of Tocopherol, Tocopheryl Acetate, Tocopheryl Linoleate, Tocopheryl Linoleate/Oleate, Tocopheryl Nicotinate, Tocopheryl Succinate, Dioleyl Tocopheryl Methylsilanol, Potassium Ascorbyl Tocopheryl Phosphate, and Tocophersolan.
Vitamin E isoforms differentially regulate intercellular adhesion molecule-1 activation of PKCα in human microvascular endothelial cells.
Comparison of the inhibitory effects of vitamin E analogues on melanogenesis in mouse B16 melanoma cells.
Isoforms of vitamin E have opposing immunoregulatory functions during inflammation by regulating leukocyte recruitment.
A pharmacological action of vitamin E unrelated to its antioxidant capacity.
Chemopreventive effect of dietary d-alpha-tocopheryl succinate supplementation on precancer colon aberrant crypt formation and vitamin E analogue levels in young and old rats.
Dose-dependent effects of dietary alpha- and gamma-tocopherols on genetic instability in mouse Mutatect tumors.
Novel d-gamma-tocopherol derivative as a prodrug for d-gamma-tocopherol and a two-step prodrug for S-gamma-CEHC.
Antioxidant and cytotoxic tocopheryl quinones in normal and cancer cells.
The vitamin E nutritional status of rats fed on diets high in fish oil, linseed oil or sunflower seed oil.
NO2-induced DNA single strand breaks are inhibited by antioxidative vitamins in V79 cells.
Mammary transfer of vitamin E in dairy cows.
Mechanisms of absorption, transport and tissue uptake of RRR-alpha-tocopherol and d-gamma-tocopherol in the white rat.
Biopotency of vitamin E in barley.
Relative antioxidant effectiveness of alpha-tocopherol and gamma-tocopherol in iron-loaded rats.
Biological activity of vitamin E compounds and natural materials by the resorption-gestation test, and chemical determination of the vitamin E activity in foods and feeds.
EFFECT OF D-GAMMA-TOCOPHEROL ON THE INCIDENCE OF TERATOGENY IN VITAMIN E-DEFICIENT RATS.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C02483
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 416.68896484375
Flash Point TCC Value 206 °C TCC
logP (o/w) 11.44 est
Solubility
water, 1.069e-006 mg/L @ 25 °C (est) Yes

Safety Information

Safety information

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
cosmetic agents
Recommendation for dextro-gamma-tocopherol usage levels up to:
not for fragrance use.
Recommendation for dextro-gamma-tocopherol flavor usage levels up to:
not for flavor use.

Safety references

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the re-evaluation of tocopherol-rich extract (E 306), a-tocopherol (E 307), ?-tocopherol (E 308) and d-tocopherol (E 309) as food additives
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):54-28-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :92729
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
Chemidplus:0000054284