AFCDB: Vitamin E (FDB005752)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:49 UTC

Update date

2019-08-01 18:41:50 UTC

Primary ID

FDB005752

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Vitamin E

Description

Alpha-tocopherol, also known as (2r,4'r,8'r)-alpha-tocopherol or vitamin e, is a member of the class of compounds known as tocopherols. Tocopherols are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain. Thus, alpha-tocopherol is considered to be a quinone lipid molecule. Alpha-tocopherol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Alpha-tocopherol can be found in a number of food items such as green zucchini, capers, saskatoon berry, and coconut, which makes alpha-tocopherol a potential biomarker for the consumption of these food products. Alpha-tocopherol can be found primarily in most biofluids, including saliva, blood, cerebrospinal fluid (CSF), and feces, as well as throughout most human tissues. Moreover, alpha-tocopherol is found to be associated with thyroid cancer and parkinson's disease. Alpha-tocopherol is a non-carcinogenic (not listed by IARC) potentially toxic compound.

CAS Number

59-02-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Predicted Properties

Not Available

Chemical Formula

C29H50O2

IUPAC name

InChI Identifier

InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

InChI Key

GVJHHUAWPYXKBD-IEOSBIPESA-N

Isomeric SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C

Average Molecular Weight

430.7061

Monoisotopic Molecular Weight

430.381080844

Classification

Description

Belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

Tocopherol
Diterpenoid
1-benzopyran
Benzopyran
Chromane
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-tocopherol (CHEBI:18145 )
vitamin E (C02477 )
Fat-soluble vitamins (C02477 )
Vitamin E (LMPR02020000 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Not Available

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

VIT-E|VITAMIN-E

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Broccoli	0.09900 - 0.09900 mg/100 g	0.09900 mg/100 g	17071511
Carrot	Expected but not quantified	Not Available	DUKE
Green bean	0.30000 - 0.30000 α-TE	0.30000 α-TE	DTU
Green bell pepper	0.55000 - 0.55000 α-TE	0.55000 α-TE	DTU
Green zucchini	Expected but not quantified	Not Available	DTU
Italian sweet red pepper	1.580 - 1.580 mg/100 g	1.580 mg/100 g	All-Creatures
Japanese pumpkin	1.800 - 1.800 mg/100 g	1.800 mg/100 g	CalorieSlism
Orange bell pepper	1.580 - 1.580 mg/100 g	1.580 mg/100 g	DurableHealth
Red bell pepper	2.900 - 2.900 α-TE	2.900 α-TE	DTU
Saskatoon berry	1.100 - 1.100 mg/100 g	1.100 mg/100 g	Wikipedia

Showing 1 to 10 of 12 entries

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
5-hydroxyeicosatetraenoic-acid inhibitor	35222	A substance that diminishes the rate of a chemical reaction.	DUKE
allergenic	50904	A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.	DUKE
analgesic	35480	An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.	DUKE
anti aggregant			DUKE
anti aging	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti Alzheimeran	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti anginal	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti arteriosclerotic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
anti atherosclerotic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
anti bronchitic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE

Showing 1 to 10 of 69 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).
— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.

Vitamin E (FDB005752)

Structure for FDB005752 (Vitamin E)