TOCOPHEROLS (CED0001106)

Record Information
Version1.0
Creation Date2016-05-19 02:29:02 UTC
Update Date2026-04-16 22:52:53 UTC
Accession NumberCHEM007680
Identification
Common NameTOCOPHEROLS
ClassSmall Molecule
Description
TOCOPHEROLS (C28H48O2) is a compound with an average molecular weight of 416.68 g/mol. TOCOPHEROLS belongs to the quinone and hydroquinone lipids, a subclass of prenol lipids within the organic compounds. It serves as an industrial flavouring and nutrient, as well as an industrial and biological antioxidant (PMC9439934), and an environmental nutrient (PMC8373945). The compound is found in or released from 23 recorded sources. These include vitamins in healthcare, pharmaceuticals, and veterinary products; food, food processing, and cookware such as the processing of fish and fermentation processes for beer, the preparation of malt, and the preparation of vinegar, wine, or sparkling wine; household cleaning and consumer products including soap detergents, bleaching agents, cigar cigarettes, non-electric simulated smoking devices, and other smoking requisites; building and construction materials such as sunshades, awnings, or outside screens; and electrical and electronic equipment including antennas, communication cables or conductors, cores yokes or armatures, and electrically stimulated smoking devices. Recorded exposure routes include oral, dental, topical, and cutaneous. Health effects associated with TOCOPHEROLS include inflammation (PMC5796020), blood pressure (PMC9818577), arteriosclerosis (PMC9818577), high blood pressure (PMC13074123), hypertension (PMC13074123), and cancer (PMC13074123). Additionally, the compound has demonstrated therapeutic effects on obesity (PMC12897246), chronic inflammation (PMC10745369), and cancer (PMC10384004, PMC11643819, PMC12897246).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
DL-alpha-TocopherolKegg
DL-a-TocopherolGenerator
DL-Α-tocopherolGenerator
g-TocopherolGenerator
Γ-tocopherolGenerator
3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-olHMDB
7,8-DimethyltocolHMDB
7,8-Dimethyltocolo-xylotocopherolHMDB
MethyltocolsHMDB
O-XylotocopherolHMDB
TocopherolHMDB
TocopherolsHMDB
Vitamin e gammaHMDB
BioweyxinHMDB
e-MulsinHMDB
EmbialHMDB
GNR-Pharma brand OF tocopherol actetateHMDB
Organon brand OF tocopherol acetateHMDB
Schwarzhaupt brand OF tocopherol acetateHMDB
Snow-e muscle, energy and feritilityHMDB
SpondyvitHMDB
TocolionHMDB
Tocopherol rodisma-med brandHMDB
Tocopherol worwag brandHMDB
Togasan vitamin eHMDB
Unique eHMDB
VibolexHMDB
Vita-eHMDB
Vitamin e drageesHMDB
Atarost brand OF tocopherol acetateHMDB
Biocur brand OF tocopherol acetateHMDB
Cambridge laboratories brand OF tocopherol actetateHMDB
Dal eHMDB
DetulinHMDB
e Vitamin eHMDB
EVI-mirale, vitamin-eHMDB
Elex verlaHMDB
EplonatHMDB
Richelet brand OF tocopherol acetateHMDB
Roche nicholas brand OF tocopherol acetateHMDB
Rodisma med brand OF tocopherolHMDB
Sciencex brand OF tocopherol acetateHMDB
Steigerwald brand OF tocopherol acetateHMDB
Strathmann brand OF tocopherolHMDB
Tocopherol grunwalder brandHMDB
Tocopherol stadapharm brandHMDB
Verla brand OF tocopherolHMDB
Vit. e stadaHMDB
VitaPlus eHMDB
Vitamin-e evi-miraleHMDB
Vitamine e GNRHMDB
VitazellHMDB
Worwag brand OF tocopherolHMDB
Alcala brand OF tocopherol acetateHMDB
Bio eHMDB
Biopto-eHMDB
e VicotratHMDB
e-FerolHMDB
EUNOVA vitamin eHMDB
Equivit eHMDB
EvionHMDB
Internation animal health brand OF tocopherol acetateHMDB
MIP brand OF tocopherol acetateHMDB
Sanum-kehlbeck brand OF tocopherol actetateHMDB
Tocopherol infirmarius-rovit brandHMDB
Tocopherol twardy brandHMDB
TocovitalHMDB
Vitamin-e drageesHMDB
Wiedemann brand OF tocopherolHMDB
AbortosanHMDB
Arkopharma brand OF tocopherol acetateHMDB
Dal vita brand OF vitamin e succinateHMDB
Eu rho brand OF tocopherolHMDB
EusovitHMDB
Infirmarius-rovit brand OF tocopherolHMDB
Richtavit eHMDB
Riemser brand OF tocopherolHMDB
Tocopherol ausrichter brandHMDB
Tocopherol balkanpharma brandHMDB
Vitagutt vitamin eHMDB
Vitamin e naturHMDB
Vitamin e, togasanHMDB
Ratiopharm brand OF tocopherolHMDB
Aliud brand OF tocopherolHMDB
Bottger brand OF tocopherol acetateHMDB
DermorelleHMDB
e FerolHMDB
e-Vitamin-ratiopharmHMDB
Heyl brand OF tocopherol acetateHMDB
Kohler brand OF tocopherolHMDB
LasarHMDB
Puncto eHMDB
Rodisma-med brand OF tocopherolHMDB
Sanum kehlbeck brand OF tocopherol actetateHMDB
Scot tussin brand OF tocopherol acetateHMDB
Stadapharm brand OF tocopherolHMDB
TocopaHMDB
Tocopherol bayerHMDB
Tocopherol grace brandHMDB
Tocopherol ratiopharm brandHMDB
Twardy brand OF tocopherolHMDB
Uno vitHMDB
Uno-vitHMDB
Veyx brand OF tocopherolHMDB
Vit e hydrosolHMDB
Vita eHMDB
Vitamin e alHMDB
Wiedemann brand OF vitamin e succinateHMDB
Ausrichter brand OF tocopherolHMDB
Auxina eHMDB
Balkanpharma brand OF tocopherolHMDB
Blackmores brand OF tocopherolHMDB
Dal-eHMDB
DavitamonHMDB
e-VicotratHMDB
EcoroHMDB
EphynalHMDB
Grunwalder brand OF tocopherolHMDB
ICN brand OF tocopherol acetateHMDB
Mucos brand OF tocopherol acetateHMDB
Tocopherol togal brandHMDB
Tocopherol verla brandHMDB
Togal brand OF tocopherolHMDB
Troyapharm brand OF tocopherol acetateHMDB
Vita-plus eHMDB
Vitamin e sanumHMDB
Vitamin e MPHMDB
Vitamin empHMDB
Woelm brand OF tocopherol acetateHMDB
Bayer brand OF tocopherol acetateHMDB
GNR Pharma brand OF tocopherol actetateHMDB
Grace brand OF tocopherolHMDB
Malton eHMDB
Merck brand OF tocopherol acetateHMDB
Mowivit vitamin eHMDB
Tocopherol wiedemann brandHMDB
UnoVitHMDB
Vitamin e evi miraleHMDB
Vitamin e suspensionHMDB
Vitamin e, mowivitHMDB
Vitamin e, vitaguttHMDB
Vitamin e-MPHMDB
Adisseo brand OF tocopherolHMDB
Antioxidans e-hevertHMDB
Aquasol eHMDB
AstraZeneca brand OF tocopherol acetateHMDB
BiosanHMDB
Dal-vita brand OF vitamin e succinateHMDB
Dragees, vitamin-eHMDB
e MulsinHMDB
Hervert brand OF tocopherol acetateHMDB
Hydrovit eHMDB
Infirmarius rovit brand OF tocopherolHMDB
Jenapharm brand OF tocopherolHMDB
Kentucky brand OF tocopherolHMDB
Micorvit eHMDB
Sanavitan SHMDB
Scot-tussin brand OF tocopherol acetateHMDB
TocopharmHMDB
Tocopherol kentucky brandHMDB
Vita plus eHMDB
VitaEHMDB
Medphano brand OF tocopherol acetateHMDB
VitaminE evimiraleHMDB
Chemical FormulaC28H48O2
Average Molecular Mass416.680 g/mol
Monoisotopic Mass416.365 g/mol
CAS Registry Number1406-66-2
IUPAC Name2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol
Traditional Name2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-1-benzopyran-6-ol
SMILESCC(C)CCCC(C)CCCC(C)CCCC1(C)CCC2=CC(O)=C(C)C(C)=C2O1
InChI IdentifierInChI=1S/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
InChI KeyQUEDXNHFTDJVIY-UHFFFAOYSA-N
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassQuinone and hydroquinone lipids
Direct ParentTocopherols
Alternative Parents
Substituents
  • Tocopherol
  • Diterpenoid
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.4e-06 g/LALOGPS
logP8.81ALOGPS
logP9.99ChemAxon
logS-7.8ALOGPS
pKa (Strongest Acidic)10.47ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity130.33 m³·mol⁻¹ChemAxon
Polarizability54.13 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0lyo-7964200000-f0d5087bb29d80c38248Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-5644900000-85c7bfa3df1a86febfebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-1842900000-c0a3ade1f225f3c78ac2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1910000000-db436d443f9dc640b979Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pb9-5930000000-1cbe4445929c9b90be47Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0110900000-23d01b80a965180b27d9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014j-0931800000-70e6ff42d0190b91ef52Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0932000000-e16b76b24d1cd56f30b1Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
8739.0Log mg/kg[4900:16000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
hypertensionassociated_withNot AvailablePMC13074123
blood pressureassociated_withNot AvailablePMC9818577
inflammationassociated_withNot AvailablePMC5796020
cancerassociated_withNot AvailablePMC13074123
cancerhas_therapeutic_effect_onNot AvailablePMC10384004 , PMC11643819 , PMC12897246
obesityhas_therapeutic_effect_onNot AvailablePMC12897246
high blood pressureassociated_withNot AvailablePMC13074123
arteriosclerosisassociated_withNot AvailablePMC9818577
chronic inflammationhas_therapeutic_effect_onNot AvailablePMC10745369
osteonecrosisis_treatment_forNot AvailablePMC7578793
varicose veinsassociated_withdecreasePMC11678264
Exposure Sources
Source IDSourceSectorReference
265VitaminsHealthcare, pharmaceuticals & veterinary productsNot Available
501Sunshades Awnings Or Outside ScreensBuilding & ConstructionNot Available
502Sunshades Awnings Or Outside ScreensBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
510Communication Cables Or ConductorsElectrical & Electronic EquipmentNot Available
513Cores Yokes Or ArmaturesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structurePH domain leucine-rich repeat-containing protein phosphatase 1O60346HumansPredicted (SEA)0.0778492
Alpha-tocopherol transfer protein structureClick to view 3D structureAlpha-tocopherol transfer proteinP49638HumansPredicted (SEA)0.155698
RAC-alpha serine/threonine-protein kinase structureClick to view 3D structureRAC-alpha serine/threonine-protein kinaseP31749HumansPredicted (SEA)125.804
Scaffold protein ILK structureClick to view 3D structureScaffold protein ILKQ13418HumansPredicted (SEA)5.2159
Click to view 3D structureTransient receptor potential cation channel subfamily A member 1Q6RI86Rattus norvegicusPredicted (SEA)184.036
Click to view 3D structureTransient receptor potential cation channel subfamily V member 2Q9WUD2Rattus norvegicusPredicted (SEA)78.0049
Click to view 3D structure3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomeraseP9WQP7Mycobacterium tuberculosisPredicted (SEA)23.5105
Cannabinoid receptor 1 structureClick to view 3D structureCannabinoid receptor 1P21554HumansPredicted (SEA)2928.14
Cannabinoid receptor 2 structureClick to view 3D structureCannabinoid receptor 2P34972HumansPredicted (SEA)2790.12
Nuclear receptor subfamily 1 group I member 2 structureClick to view 3D structureNuclear receptor subfamily 1 group I member 2O75469HumansPredicted (SEA)1494.94
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)5226.49
Vascular endothelial growth factor receptor 2 structureClick to view 3D structureVascular endothelial growth factor receptor 2P35968HumansPredicted (SEA)6358.72
Nuclear receptor ROR-gamma structureClick to view 3D structureNuclear receptor ROR-gammaP51449HumansPredicted (SEA)1423.86
Proto-oncogene tyrosine-protein kinase Src structureClick to view 3D structureProto-oncogene tyrosine-protein kinase SrcP12931HumansPredicted (SEA)6281.81
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)5965.82
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)4939.38
Transient receptor potential cation channel subfamily A member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily A member 1O75762HumansPredicted (SEA)1027.06
Insulin-like growth factor 1 receptor structureClick to view 3D structureInsulin-like growth factor 1 receptorP08069HumansPredicted (SEA)6033.7
ALK tyrosine kinase receptor structureClick to view 3D structureALK tyrosine kinase receptorQ9UM73HumansPredicted (SEA)6074.42
Click to view 3D structurePolyunsaturated fatty acid lipoxygenase ALOX15P12530Oryctolagus cuniculusPredicted (SEA)369.395
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)5484.17
Transient receptor potential cation channel subfamily V member 1 structureClick to view 3D structureTransient receptor potential cation channel subfamily V member 1Q8NER1HumansPredicted (SEA)2728.93
Polyunsaturated fatty acid 5-lipoxygenase structureClick to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP09917HumansPredicted (SEA)2940.21
Click to view 3D structureAndrogen receptorP15207Rattus norvegicusPredicted (SEA)462.347
Cytochrome c oxidase subunit NDUFA4 structureClick to view 3D structureCytochrome c oxidase subunit NDUFA4O00483HumansPredicted (SEA)45.6196
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0001492
FooDB IDFDB002431
Phenol Explorer IDNot Available
KNApSAcK IDC00007365
BiGG ID2296479
BioCyc IDNot Available
METLIN ID6276
PDB IDNot Available
Wikipedia LinkGamma-Tocopherol
Chemspider ID14266
ChEBI ID298402
PubChem Compound ID14986
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4.
2. Qian L, Zhao A, Zhang Y, Chen T, Zeisel SH, Jia W, Cai W: Metabolomic Approaches to Explore Chemical Diversity of Human Breast-Milk, Formula Milk and Bovine Milk. Int J Mol Sci. 2016 Dec 17;17(12). pii: ijms17122128. doi: 10.3390/ijms17122128.
3. International Dairy Journal; Volume 14, Issue 7, July 2004, Pages 563-570
4. Reiter N, Jonsson B, Jansen E, Espersen K: [Vitamin E and excessive bleeding]. Ugeskr Laeger. 2005 Dec 5;167(49):4664-5.
5. Zhan X, Wang SY, Wang L, Qu P: [Decreased peripheral nerve conduction velocity may be associated with lower-serum level of vitamin E in patients with infantile hepatitis syndrome]. Zhonghua Er Ke Za Zhi. 2004 May;42(5):362-6.
6. Chelchowska M, Laskowska-Klita T, Leibschang J: [The effect of tobacco smoking during pregnancy on concentration of vitamin E in blood of mothers and their newborns in umbilical cord blood]. Ginekol Pol. 2006 Apr;77(4):263-8.
7. Vatassery GT, Adityanjee, Quach HT, Smith WE, Kuskowski MA, Melnyk D: Alpha and gamma tocopherols in cerebrospinal fluid and serum from older, male, human subjects. J Am Coll Nutr. 2004 Jun;23(3):233-8.
8. Clarke MW, Ward NC, Wu JH, Hodgson JM, Puddey IB, Croft KD: Supplementation with mixed tocopherols increases serum and blood cell gamma-tocopherol but does not alter biomarkers of platelet activation in subjects with type 2 diabetes. Am J Clin Nutr. 2006 Jan;83(1):95-102.
9. Nair S, Norkus EP, Hertan H, Pitchumoni CS: Micronutrient antioxidants in gastric mucosa and serum in patients with gastritis and gastric ulcer: does Helicobacter pylori infection affect the mucosal levels? J Clin Gastroenterol. 2000 Jun;30(4):381-5.
10. Chow CK: Distribution of tocopherols in human plasma and red blood cells. Am J Clin Nutr. 1975 Jul;28(7):756-60.
11. Tauler P, Sureda A, Cases N, Aguilo A, Rodriguez-Marroyo JA, Villa G, Tur JA, Pons A: Increased lymphocyte antioxidant defences in response to exhaustive exercise do not prevent oxidative damage. J Nutr Biochem. 2006 Oct;17(10):665-71. Epub 2005 Nov 28.
12. Hozyasz KK, Chelchowska M, Laskowska-Klita T: [Vitamin E levels in patients with celiac disease]. Med Wieku Rozwoj. 2003 Oct-Dec;7(4 Pt 2):593-604.
13. Sokol RJ, Heubi JE, Iannaccone S, Bove KE, Balistreri WF: Mechanism causing vitamin E deficiency during chronic childhood cholestasis. Gastroenterology. 1983 Nov;85(5):1172-82.
14. Ble-Castillo JL, Carmona-Diaz E, Mendez JD, Larios-Medina FJ, Medina-Santillan R, Cleva-Villanueva G, Diaz-Zagoya JC: Effect of alpha-tocopherol on the metabolic control and oxidative stress in female type 2 diabetics. Biomed Pharmacother. 2005 Jul;59(6):290-5.
15. Kontush K, Schekatolina S: Vitamin E in neurodegenerative disorders: Alzheimer's disease. Ann N Y Acad Sci. 2004 Dec;1031:249-62.
16. Kayden HJ, Hatam LJ, Traber MG: The measurement of nanograms of tocopherol from needle aspiration biopsies of adipose tissue: normal and abetalipoproteinemic subjects. J Lipid Res. 1983 May;24(5):652-6.
17. Guggenheim MA, Ringel SP, Silverman A, Grabert BE, Neville HE: Progressive neuromuscular disease in children with chronic cholestasis and vitamin E deficiency: clinical and muscle biopsy findings and treatment with alpha-tocopherol. Ann N Y Acad Sci. 1982;393:84-95.
18. Burton GW, Traber MG, Acuff RV, Walters DN, Kayden H, Hughes L, Ingold KU: Human plasma and tissue alpha-tocopherol concentrations in response to supplementation with deuterated natural and synthetic vitamin E. Am J Clin Nutr. 1998 Apr;67(4):669-84.
19. Jeanes YM, Hall WL, Proteggente AR, Lodge JK: Cigarette smokers have decreased lymphocyte and platelet alpha-tocopherol levels and increased excretion of the gamma-tocopherol metabolite gamma-carboxyethyl-hydroxychroman (gamma-CEHC). Free Radic Res. 2004 Aug;38(8):861-8.
20. Leo MA, Rosman AS, Lieber CS: Differential depletion of carotenoids and tocopherol in liver disease. Hepatology. 1993 Jun;17(6):977-86.
21. Yeum KJ, Ahn SH, Rupp de Paiva SA, Lee-Kim YC, Krinsky NI, Russell RM: Correlation between carotenoid concentrations in serum and normal breast adipose tissue of women with benign breast tumor or breast cancer. J Nutr. 1998 Nov;128(11):1920-6.
22. Jeanes YM, Hall WL, Lodge JK: Comparative (2)H-labelled alpha-tocopherol biokinetics in plasma, lipoproteins, erythrocytes, platelets and lymphocytes in normolipidaemic males. Br J Nutr. 2005 Jul;94(1):92-9.
23. Fischer CP, Hiscock NJ, Basu S, Vessby B, Kallner A, Sjoberg LB, Febbraio MA, Pedersen BK: Vitamin E isoform-specific inhibition of the exercise-induced heat shock protein 72 expression in humans. J Appl Physiol (1985). 2006 May;100(5):1679-87. Epub 2005 Dec 29.