alpha-tocopherol (CHEBI:22470)

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ChEBI Name	α-tocopherol

ChEBI ID	CHEBI:22470

ChEBI ASCII Name	alpha-tocopherol

Definition	A tocopherol that is chroman-6-ol substituted by methyl groups at positions 2, 5, 7 and 8 and a 4,8,12-trimethyltridecyl group at position 2.

Stars	This entity has been manually annotated by the ChEBI Team.

Wikipedia	License

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Formula

C29H50O2

Net Charge

Average Mass

430.707

Monoisotopic Mass

430.38108

Roles Classification
Chemical Role(s):	food antioxidant An antioxidant that used as a food additives to help guard against food deterioration. antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. (via tocol ) (via vitamin E )

Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. food antioxidant An antioxidant that used as a food additives to help guard against food deterioration. fat-soluble vitamin (role) Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess. (via vitamin E )

Application(s):	food antioxidant An antioxidant that used as a food additives to help guard against food deterioration.

ChEBI Ontology
Outgoing	α-tocopherol (CHEBI:22470) has role food antioxidant (CHEBI:77962) α-tocopherol (CHEBI:22470) has role plant metabolite (CHEBI:76924) α-tocopherol (CHEBI:22470) is a tocopherol (CHEBI:27013) α-tocopherol (CHEBI:22470) is a vitamin E (CHEBI:33234)

Incoming	(R,R,R)-α-tocopherol (CHEBI:18145) is a α-tocopherol (CHEBI:22470) (R,R,S)-α-tocopherol (CHEBI:177081) is a α-tocopherol (CHEBI:22470) (R,S,R)-α-tocopherol (CHEBI:177084) is a α-tocopherol (CHEBI:22470) (R,S,S)-α-tocopherol (CHEBI:177085) is a α-tocopherol (CHEBI:22470) (S,R,R)-α-tocopherol (CHEBI:177086) is a α-tocopherol (CHEBI:22470) (S,R,S)-α-tocopherol (CHEBI:177090) is a α-tocopherol (CHEBI:22470) (S,S,R)-α-tocopherol (CHEBI:177089) is a α-tocopherol (CHEBI:22470) (S,S,S)-α-tocopherol (CHEBI:46430) is a α-tocopherol (CHEBI:22470)

IUPAC Name

rel-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol

Synonyms	Sources
(±)-alpha-tocopherol	ChEBI
(±)-α-tocopherol	ChemIDplus
2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol	ChemIDplus
all-rac-α-tocopherol	ChEBI
dl-α-tocopherol	ChemIDplus
E 307	ChEBI
E-307	ChEBI
E307	ChEBI

Last Modified

31 May 2023

General Comment
2021-08-04	Please note: The totally synthetic vitamin E, obtained without any control of stereochemistry, is a mixture in unspecified proportions of four racemates or pairs of enantiomers (i.e. eight diastereoisomers). It should be called all-rac-α-tocopherol (it was formerly known as dl-α-tocopherol, although this designation was previously used for 2-ambo-α-tocopherol).