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Identification
NameVitamin E
Accession NumberDB00163  (NUTR00061, EXPT03227)
TypeSmall Molecule
GroupsApproved, Nutraceutical, Vet Approved
Description

A generic descriptor for all tocopherols and tocotrienols that exhibit alpha-tocopherol activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of isoprenoids. [PubChem]

Structure
Thumb
Synonyms
(+)-α-tocopherol
(+)-α-tocopherol
(2R,4'R,8'R)-α-tocopherol
(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL
(R,R,R)-α-tocopherol
5,7,8-trimethyltocol
alpha-tocopherol
d-α-tocopherol
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Vitamin E (water Dispersible)capsule400 unitoralNusano Enterprises Ltd.Not applicableNot applicableCanada
Vitamin E 1000 Iu - Water Solublecapsule1000 unitoralLeiner Health Products Inc.Not applicableNot applicableCanada
Vitamin E 400 Iu Water Dispersible Supplementcapsule400 unitoralGarden State NutritionalsNot applicableNot applicableCanada
Vitamin E Cap 400iucapsule400 unitBionatal Drug Co1977-12-311999-07-14Canada
Vitamin E Cap 400unitcapsule400 unitRandle Labs Inc.1987-12-311997-05-30Canada
Vitamin E Cap 50unittablet50 unitoralStandard Process Inc.Not applicableNot applicableCanada
Vitamin E Cap 800unitcapsule800 unitRandle Labs Inc.1987-12-311997-05-30Canada
Vitamin E Inj 100unit/mlliquid100 unitintramuscularKripps Pharmacy Ltd.1986-12-31Not applicableCanada
Approved Generic Prescription ProductsNot Available
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Acti-succinate Caplet 400unittablet400 unitoralActi Form Ltd.1991-12-312005-03-21Canada
Chewable Vitamin E 200 I.U.tablet200 unitoralGeneral Nutrition Canada Inc.2000-01-282005-08-05Canada
Chewable Vitamin E 400 I.U.tablet400 unitoralGeneral Nutrition Canada Inc.2000-01-282005-08-05Canada
Dl E 400 Cap 400unitcapsule400 unitoralThorne Research Canada Ltd.1984-12-311997-07-16Canada
Formula S.D.tablet100 unitoralChanges InternationalNot applicableNot applicableCanada
One A Day With Non-medicinal Garlictablet100 unitoralBayer Inc Consumer Care2000-09-272002-08-01Canada
Synthetic Vitamin Ecapsule400 unitoralQuantofill Inc.Not applicableNot applicableCanada
Vit E Cap 800unitcapsule800 mgoralWampole Brands1981-12-312009-06-19Canada
Vitamin E 100 Iu Dietary Supplementcapsule100 unitoralGarden State Nutritionals1998-09-222000-06-07Canada
Vitamin E 1000 Iucapsule1000 unitoralWn Pharmaceuticals Ltd.1999-12-222005-08-15Canada
Vitamin E 1000 Iu Dietary Supplementcapsule1000 unitoralGarden State Nutritionals1998-09-222000-06-07Canada
Vitamin E 200iu Chewabletablet200 unitoralVita Health Products Inc1999-09-302005-07-20Canada
Vitamin E 400 I.U.capsule400 mgoralViva Pharmaceutical Inc.1997-01-062009-12-22Canada
Vitamin E 400 Iucapsule400 unitoralAmco Pharmaceuticals Inc.1999-09-242003-12-03Canada
Vitamin E 400 Iu Water Solublecapsule400 unitoralVita Health Products Inc1997-04-022008-08-05Canada
Vitamin E 400unit Croquablestablet400 unitoralLaboratoire Lalco Inc.1988-12-312004-07-26Canada
Vitamin E 800 Iu Syntheticcapsule800 unitoralWn Pharmaceuticals Ltd.2002-05-312005-08-15Canada
Vitamin E Cap 1000unitcapsule1000 unitoralNobel Pharm Enr.1981-12-311997-07-31Canada
Vitamin E Cap 1000unitcapsule1000 unitoralIcn Canada Ltd.1979-12-312005-04-26Canada
Vitamin E Cap 1000unit USPcapsule1000 unitoralPharmavite Llc1987-12-312006-07-05Canada
Vitamin E Cap 100unitcapsule100 unitoralHilcoa, Division Of Jeunique International1973-12-311996-10-22Canada
Vitamin E Cap 200unitcapsule200 unitoralShoppers Drug Mart Inc.1979-12-311997-08-15Canada
Vitamin E Cap 200unit USPcapsule200 unitoralPharmavite Llc1987-12-312005-07-15Canada
Vitamin E Cap 200unit Watkinscapsule200 unitoralWatkins Incorporated1975-12-312000-01-15Canada
Vitamin E Cap 400unitcapsule400 unitoralNobel Pharm Enr.1981-12-312001-10-15Canada
Vitamin E Cap 400unitcapsule400 unitoralShoppers Drug Mart Inc.1979-12-311997-08-15Canada
Vitamin E Cap 400unit USPcapsule400 unitoralPharmavite Llc1987-12-312006-07-05Canada
Vitamin E Cap 400unit USP Water Solubilizedcapsule400 unitoralPharmavite Llc1987-12-312006-07-05Canada
Vitamin E Cap 800unitcapsule800 unitoralStanley Pharmaceuticals, A Division Of Vita Health Products Inc.1981-12-312002-07-31Canada
Vitamin E Cap 800unitcapsule800 unitoralShoppers Drug Mart Inc.1982-12-311998-08-14Canada
Vitamin E Cap USP 1000unit Water Solubilizedcapsule1000 unitoralPharmavite Llc1987-12-312006-07-05Canada
Vitamin E Capsules 400unitcapsule400 unitoralD.C. Labs Limited1982-12-312005-07-19Canada
Vitamin E Chewable Tab 400unittablet400 unitoralStanley Pharmaceuticals, A Division Of Vita Health Products Inc.1991-12-311998-08-13Canada
Vitamin E Dietary Supplementtablet400 unitoralGarden State Nutritionals1998-08-312000-06-07Canada
Vitamin E Ont 1000unitointment1000 unittopicalAlbi Naturals1982-12-312008-07-17Canada
Vitamine E Cap 200unitcapsule200 unitoralNobel Pharm Enr.1981-12-311997-07-31Canada
Vl Micel E Liq 100unit/mlliquid100 unitoralKlaire Labs Inc.1984-12-312004-12-15Canada
Webber Vitamin E Liq 77unit/ml Water Solliquid77 unitoralCiba Self Medication1992-12-311997-08-13Canada
Webber Vitamin E Succ Cap 400unit(dri Caps)capsule400 unitoralCiba Self Medication1992-12-311997-08-13Canada
Unapproved/Other Products Not Available
International Brands
NameCompany
Amino-Opti-ENot Available
Aquasol ENot Available
Brand mixtures
NameLabellerIngredients
Active FeGm Pharmaceuticals, Inc.
B Stress C + Iron & ViteStanley Pharmaceuticals, A Division Of Vita Health Products Inc.
BacminMarnel Pharmaceuticals, Inc.
Balanced B-complex Vit + Vit C&e TabPharmavite Llc
Beta-carotene 10,000 Iu With Vitamins C & EJamieson Laboratories Ltd
Bodysmarts With Vitamins A, C and ECadbury Adams Canada Inc.
Bye Bye Burn LotDavid D. Daniels Ltd.
C-nate DHACenturion Labs, Llc
C.H.V. FormulaNihon Kenko Zoushin Kenkyukai Canada Inc., Subsidery Of Nikken Usa Inc.
C.R.D.-forcePrairie Naturals
Carbassist TabletsWyeth Consumer Healthcare Inc.
Cedevita Plus Vitamin SupplementPliva, Pharmaceutical, Chemical, Food And Cosmetic Industry, Inc.
Cedevita Sugar-free Vitamin SupplementPliva, Pharmaceutical, Chemical, Food And Cosmetic Industry, Inc.
Cell-wiseMelaleuca Of Canada Inc.
Cell-wise Natural SourceMelaleuca Of Canada Inc.
Ch-P CapNutri West Products Ltd.
Chewable Multiple Vitamins Plus Extra CRandle Pharmaceutical Inc.
Children Choice Multivit Chewable TabSwiss Herbal Remedies Ltd.
Children Choice Multivitamin W Iron Chew TabSwiss Herbal Remedies Ltd.
Children's Chewable Multi-vitamin Complete With MineralsWn Pharmaceuticals Ltd.
Childrens Chew Multi Vitamin TabNutristar Health Products (1987) Inc.
Childrens Chewable Multiple Vitamins TabPharmavite Llc
Childrens Chewable Vitamin TabPharmetics (2011) Inc
Childrens Chewable VitaminsGarden State Nutritionals
Childrens Multiple Vit and Min Chew TabCountry Health Laboratories Ltd.
Citranatal DHAMission Pharmacal Company
Citranatal Harmony 3.0Mission Pharmacal Company
Citranatal RxMission Pharmacal Company
Coenzyme Q10 Isotonix Vitamin and Mineral SupplementMarket America, Inc.
Complete Multivitamins and Minerals Tablets Timed ReleasePharmetics (2011) Inc
Derma-forcePrairie Naturals
Dio WhiteningDio Corporation
Dr. Chen's Men's FormulaChenchiam, Inc.
Dr. Waltons Baby PowderDr. Waltons, Incorporated
E.S.T. ComplexAbundance Marketing Ltd.
Efferlife Multivitamins and MineralsNaturale Science Inc.
Enviroflex - TabEnviro Tech International Canada
EnzogenolSisu Inc.
EscaviteGm Pharmaceuticals, Inc.
Extra-virt Plus DHAVirtus Pharmaceuticals LLC
Family Care Thera FlexUNITED EXCHANGE CORP.
Feminex 300 TabSantÉ Naturelle (Ag) LtÉe
Feminique W Iron and Calcium TabStanley Pharmaceuticals, A Division Of Vita Health Products Inc.
Femitab TabLe Groupe Prodeal Ltee
FlorivaBon Geo Pharmaceuticals, Inc.
Floriva PlusBon Geo Pharmaceuticals, Inc.
Folcaps Care OneMidlothian Laboratories
Folcaps Omega-3Midlothian Laboratories
Folet OnePronova Corporation
Folic Acid PlusVita Health Products Inc
Foltabs PrenatalMidlothian Laboratories
Formula 14 Dietary SupplementRx Vitamins Inc.
Formula CwBody Wise International Llc
Formula Cw-capletBody Wise International Llc
Formula Fe-vitamin and Mineral TabMetagenics, Inc.
Formula Ma-vitamin E & Zinc TabMetagenics, Inc.
Formula OGeneral Nutrition Canada Inc.
Fortamines 10 CapsulesRougier Pharma Division Of Ratiopharm Inc
Fortamines-10 ComprimesRougier Pharma Division Of Ratiopharm Inc
Forty Plus Vitamin SupplementGarden State Nutritionals
Gesticare DHAJazz Pharmaceuticals Commercial Corp.
Guardyn TabNutri Dyn Products Ltd.
Hand Sanitizer With VeNINGBO JIANGBEI OCEAN STAR TRADING CO.,LTD
Healthy Mamabe Well Rounded Be Well RoundedMATERNAL SCIENCE, LLC
Hemenatal ObWh Nutritionals, Llc
Henkel's Vitamin E and Selenium CapFinlandia Consultants
Homosistrol CapsulesMacromed Pharmicia Inc.
Hypo Vites TabPharmetics (2011) Inc
I-care Multivitamin and Multimineral TabletsPharmetics (2011) Inc
IcapsAlcon Canada Inc
Icaps Time ReleaseAlcon Canada Inc
Imm Formula CapNature's Sunshine Products Of Canada Ltd.
Inatal AdvanceNnodum Pharmaceuticals
Inatal UltraNnodum Pharmaceuticals
Instant Hand Sanitizer WipesCVS
Insur-all Vitamin SupplementGarden State Nutritionals
Iron ComplexPremier Plus Supplements Inc.
Iron Polysaccharides Folic Acid DHAVirtus Pharmaceuticals LLC
Itabs PlusVita Health Products Inc
Kanga-kid Multi-vitamin & MineralLacombe Drugs (1992) Ltd
Kanga-V Multivitamins & MineralsLacombe Drugs (1992) Ltd
Kimchi Vitamin Chewable MultivitaminTobico
KindervitesHerbalife International Of America, Inc.
Leritone JuniorInstitut De Recherche Biologique Yves Ponroy Canada Inc.
Liqui Infant VitaminsTwin Laboratories Inc.
Liqui VitaTwin Laboratories Inc.
LiquicalLand Art Inc.
M.V.I. 12Aventis Pharma Inc
M.V.I. PaediatricAventis Pharma Inc
M.V.I. PediatricHospira Worldwide, Inc.
MacuzinSterling Knight Pharmaceuticals, Llc
Maltlevol 12 LiqCarter Horner Corp.
Maltlevol LiqCarter Horner Corp.
Maxi 10 TabDesbergers LtÉe, Division Of Technilab Inc.
Mnps Formula SupplementGarden State Nutritionals
Mr. Tumee Multi-vitaminVitamec Usa
Multi - N.T.O.x Formula - TabAbundance Marketing Ltd.
Multi 12 InjectionSandoz Canada Incorporated
Multi Enfants TabVitalab
Multi Nt-OXAbundance Marketing Ltd.
Multi Vitamin - MineralEnrich International
Multi Vitamin & MineralsWn Pharmaceuticals Ltd.
Multi Vitamin and FluorideLibertas Pharma, Inc.
Multi Vitamin Drops With FluorideSeton Pharmaceuticals
Multi Vitamin Drops With Fluoride and IronSeton Pharmaceuticals
Multi Vitamin Drops With Fluoride With IronStratus Pharmaceuticals
Multi Vitamin Plus IronWn Pharmaceuticals Ltd.
Multi Vitamin With FluorideQualitest Pharmaceuticals
Multi Vitamin, Iron and FluorideLibertas Pharma, Inc.
Multi Vitamines - LiqLand Art Inc.
Multi Vitamins & MineralsWn Pharmaceuticals Ltd.
Multi-11Sandoz Canada Incorporated
Multi-12 PediatricSabex Inc
Multi-12/k1 PediatricSandoz Canada Incorporated
Multi-vit With FluorideQualitest Pharmaceuticals
Multi-vit With Fluoride and IronQualitest Pharmaceuticals
Multi-vitaminLLC Federal Solutions
Multi-vitamin Dietary SupplementGarden State Nutritionals
Multi-vitamin FluorideStratus Pharmaceuticals
Multi-vitamin Fluoride and Iron DropsBoca Pharmacal, LLC
Multi-vitamin Fluoride DropsH.J. Harkins Company, Inc.
Multi-vitamin With FluorideGolden State Medical Supply, Inc.
Multi-vitamines Enfants ComprimeHerbes Universelles Inc.
Multi-vitaminsWn Pharmaceuticals Ltd.
Multi-vitamins With MineralsWn Pharmaceuticals Ltd.
Multiple VitaminsStanley Pharmaceuticals, A Division Of Vita Health Products Inc.
Multiple Vitamins Plus Iron for WomenPharmetics (2011) Inc
Multiple Vitamins Plus Iron TabHall Laboratories, Ltd.
Multiple Vitamins TabHall Laboratories, Ltd.
Multiple Vitamins With IronStanley Pharmaceuticals, A Division Of Vita Health Products Inc.
Multivitamin With FluorideSancilio & Company Inc
MvcSancilio & Company Inc
Mvc-fluorideSancilio & Company Inc.
Nata KompleteWh Nutritionals, Llc
NatafortMission Pharmacal Company
Natelle OneMEDA Pharmaceuticals
Nexa PlusUpsher Smith Laboratories, Inc.
Nexa Select Rx Prenatal Vitamin With Plant-based DHAUpsher Smith Laboratories, Inc.
Niron KompleteWh Nutritionals, Llc
Nutrilite Double XNutrilite, A Division Of Access Business Group, Llc
O-cal Fa MultivitaminPharmics, Inc.
O-cal Prenatal VitaminPharmics, Inc.
OcuvelAdler Stern Pharmaceuticals, Llc
Ocuvite Vitamin and Mineral SupplementBausch & Lomb Inc
Ocuvite Vitamin and Mineral Supplement CapsulesBausch & Lomb Inc
OnccorSimone Protective Pharmaceuticals, Inc.
One A Day Advance AdultsBayer Inc Consumer Care
One A Day Advance Adults 50+Bayer Inc Consumer Care
One A Day Advance FemBayer Inc Consumer Care
One A Day TabCountry Health Laboratories Ltd.
Optivite Vitamin and Mineral Supplement TabletPharmetics (2011) Inc
Original Bioscal Forte Multi-vitamin Supplement CapsulesCarram Inc.
Phaze 18 ClearskinPhysician's Choice Of Arizona, Inc.
PhytopureLaboratoire Lalco Inc.
Pml CronoSifi North America Inc./ Sifi Amerique Du Nord Inc.
Pnv Ferrous Fumarate Docusate Folic AcidVirtus Pharmaceuticals LLC
Pnv Prenatal Plus MultivitaminSancilio & Company Inc
Pnv Prenatal VitaminSancilio & Company Inc
Pnv Prenatal Vitamin Plus Vitamin ASancilio & Company Inc
Pnv-dhaAcella Pharmaceuticals, LLC
Pnv-firstAcella Pharmaceuticals, LLC
Pnv-selectAcella Pharmaceuticals, LLC
Polymine Avec Zinc Et CuivreLes Laboratoires Vachon Inc.
Prefera Ob Plus DHAAlaven Pharmaceutical LLC
PreferaobMEDA Pharmaceuticals
Preferaob OneMEDA Pharmaceuticals
Preferaob Plus DHAAlaven Pharmaceutical LLC
PregvitDuchesnay Inc
Pregvit Folic 4Duchesnay Inc
Pregvit Folic 5Duchesnay Inc
PrenaissanceAcella Pharmaceuticals, LLC
Prenaissance PlusAcella Pharmaceuticals, LLC
Prenatal 19Nationwide Laboratories, LLC
Prenatal Mega AntioxidantUsana Health Services, Inc.
Prenatal PlusBlenheim Pharmacal, Inc.
Prenatal Plus IronMajor Pharmaceuticals
Prenatal Vitamins Plusbryant ranch prepack
Prenatal Vitamins Plus Low IronPatrin Pharma, Inc.
Prenate EliteAvion Pharmaceuticals, Llc
Prenate EnhanceAvion Pharmaceuticals, Llc
Prenate EssentialAvion Pharmaceuticals, Llc
Prenate PixieAvion Pharmaceuticals, Llc
Prenate RestoreAvion Pharmaceuticals, Llc
PreplusVirtus Pharmaceuticals LLC
PretabVirtus Pharmaceuticals LLC
Pro-aceProfessional Health Products
Prolynium Vitamin and Mineral SupplementT & T Nutrition Inc.
Q.T. Vitamin and Mineral Drink MixGarden State Nutritionals
Real Vitamin Supplement CapLaer Products Inc.
Reaphirm Plant Source DHAEverett Laboratories, Inc.
Reliv So Sense Daily Vitamin SupplementReliv International Inc.
Revit Plus CapIcn Canada Ltd.
Richennapharm Growmax Hair Care TonicSEWHA P&C INC
Right Choice A.M. Multi Formula - CapletBody Wise International Llc
Se-care ChewableSeton Pharmaceuticals
Se-natal 19Seton Pharmaceuticals
Se-natal 19 ChewableSeton Pharmaceuticals
Se-natal OneSeton Pharmaceuticals
Selen-E-400 TabMetagenics, Inc.
Selenium PlusFlora Manufacturing And Distributing Ltd.
Simmyungsaengmosu Hair TonicSimmyung Pharmaceutical Co Ltd
Sincera - TabletsScandinavian Formulas Inc.
Soin Solaire Complete Spf30Elemis Limited
Somavit Brand Vitamins and Minerals ComplexSoma Health Products
Sopalamine/3b Plus CTechnilab Pharma Inc.
Stress B Complex With C, E & IronPharmavite Llc
Stress Complex 600 Avec Vit E Cuivre ZincFrega Inc.
Stress FormulaVita Health Products Inc
Stress Formula + IronVita Health Products Inc
Stress Formula Multivitamin Tablets USPLeiner Health Products Inc.
Strovite Forte CapletEverett Laboratories, Inc.
Strovite One CapletsEverett Laboratories, Inc.
Sun-rype VitaburstSun Rype Products Ltd.
Super Charged EnergySimone Protective Pharmaceuticals, Inc.
Super-A Vitamins With Selenium Dietary SupplementGarden State Nutritionals
Super-cellBody Wise International Llc
Super-pote Vitamin SupplementGarden State Nutritionals
Supplement De Multivitamines Infusion Arome Fruits RougesYves Rocher Inc.
Supplements De Vitamines Et MinerauxLand Art Inc.
Supravite Stress Avec Vit EPharmalab Inc.
Supravite Stress Avec Vit E Cuivre Et ZincPharmalab Inc.
Supravite Stress Avec Vit E Et FerPharmalab Inc.
SveetsSensible Delights Specialty Foods
Tianshi Calcium With Natural Source Vitamin E Softgel CapsulesTianjin Tianshi Group Co., Ltd.
Tl-hem 150Trigen Laboratories, Inc.
TozalFocus Laboratories, Inc.
TriadvanceTrigen Laboratories, Inc.
Tricare PrenatalMedecor Pharma, Llc
Trinatal GtTrigen Laboratories, Inc.
Ultimatecare One NfTrigen Laboratories, Inc.
Usana Megavitamin Tablets - TabUsana Health Sciences Inc.
V-V Dietary SupplementGarden State Nutritionals
Vigo Multivitamins Drops/lozengeAshbury Research Corporation
Vimeral TabIcn Canada Ltd.
Virt-PNVirtus Pharmaceuticals
Virt-PN DHAVirtus Pharmaceuticals
Virt-PN PlusVirtus Pharmaceuticals LLC
Vita Day TabJamieson Laboratories Ltd
Vitafol CapletEverett Laboratories, Inc.
Vitafol Ob CapletEverett Laboratories, Inc.
Vitafol OneEverett Laboratories, Inc.
Vitafol PlusEverett Laboratories, Inc.
Vitafol UltraEverett Laboratories, Inc.
Vitalife - CapsuleHolista Health (Canada) Inc.
VitalisImport Export SantÉ Nature Inc.
Vitamin A (100,000 Iu) and Vitamin E (20 Iu) Oral Liquid PreparationNutricorp International
Vitamin A (200,000 Iu) and Vitamin E (40 Iu) Oral Liquid PreparationNutricorp International
Vitamin and Mineral Supplement CapsulesVita Health Products Inc
Vitamin D3dietary Supplemen Dietary SupplementNnodum Pharmaceuticals
Vitamin E + 3 (extra Strength)Wn Pharmaceuticals Ltd.
Vitamin E + 3 Extra Strength With ZincWn Pharmaceuticals Ltd.
Vitamin E 400 I.U. & Selenium 50 Mcg CapsulesPharmetics (2011) Inc
Vitamin E Cream W Vitamins A and DAdams Labs Ltd.
Vitogen B Stress C Vit E Zinc & CopStanley Pharmaceuticals, A Division Of Vita Health Products Inc.
Vp Ch PlusVirtus Pharmaceuticals LLC
Vp Ch UltraVirtus Pharmaceuticals LLC
Vp-CH-pnvVirtus Pharmaceuticals
Vp-heme ObVirtus Pharmaceuticals LLC
Vp-heme OneVirtus Pharmaceuticals LLC
Vtb Vitamin and Mineral SupplementGarden State Nutritionals
White Hand SanitizerNINGBO JIANGBEI OCEAN STAR TRADING CO.,LTD
Women's FormulaPro Ma Systems
Z-force Vitamin and Mineral SupplementDymatize Enterprises Inc.
Zatean-CHTrigen Laboratories, Inc.
Zoo ChewsHall Laboratories, Ltd.
Salts
Name/CASStructureProperties
Vitamin E acetate
ThumbNot applicableDBSALT001457
Vitamin E succinate
4345-03-3
Thumb
  • InChI Key: IELOKBJPULMYRW-NJQVLOCASA-N
  • Monoisotopic Mass: 530.397124839
  • Average Mass: 530.79
DBSALT001494
Categories
UNIIN9PR3490H9
CAS number59-02-9
WeightAverage: 430.7061
Monoisotopic: 430.381080844
Chemical FormulaC29H50O2
InChI KeyInChIKey=GVJHHUAWPYXKBD-IEOSBIPESA-N
InChI
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
IUPAC Name
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
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
Taxonomy
DescriptionThis compound 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
  • Alkyl aryl ether
  • Benzenoid
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationVitamin E, known for its antioxidant activities, is protective against cardiovascular disease and some forms of cancer and has also demonstrated immune-enhancing effects. It may be of limited benefit in some with asthma and rheumatoid arthritis. It may be helpful in some neurological diseases including Alzheimer's, some eye disorders including cataracts, and diabetes and premenstrual syndrome. It may also help protect skin from ultraviolet irradiation although claims that it reverses skin aging, enhances male fertility and exercise performance are poorly supported. It may help relieve some muscle cramps.
PharmacodynamicsVitamin E has antioxidant activity. It may also have anti-atherogenic, antithrombotic, anticoagulant, neuroprotective, antiviral, immunomodulatory, cell membrane-stabilizing and antiproliferative actions. Vitamin E is a collective term used to describe eight separate forms, the best-known form being alpha-tocopherol. Vitamin E is a fat-soluble vitamin and is an important antioxidant. It acts to protect cells against the effects of free radicals, which are potentially damaging by-products of the body's metabolism. Vitamin E is often used in skin creams and lotions because it is believed to play a role in encouraging skin healing and reducing scarring after injuries such as burns. There are three specific situations when a vitamin E deficiency is likely to occur. It is seen in persons who cannot absorb dietary fat, has been found in premature, very low birth weight infants (birth weights less than 1500 grams, or 3½ pounds), and is seen in individuals with rare disorders of fat metabolism. A vitamin E deficiency is usually characterized by neurological problems due to poor nerve conduction. Symptoms may include infertility, neuromuscular impairment, menstrual problems, miscarriage and uterine degradation. Preliminary research has led to a widely held belief that vitamin E may help prevent or delay coronary heart disease. Antioxidants such as vitamin E help protect against the damaging effects of free radicals, which may contribute to the development of chronic diseases such as cancer. It also protects other fat-soluble vitamins (A and B group vitamins) from destruction by oxygen. Low levels of vitamin E have been linked to increased incidence of breast and colon cancer.
Mechanism of actionAlthough all forms of Vitamin E exhibit antioxidant activity, it is known that the antioxidant activity of vitamin E is not sufficient to explain the vitamin's biological activity.
Vitamin E's anti-atherogenic activity involves the inhibition of the oxidation of LDL and the accumulation of oxLDL in the arterial wall. It also appears to reduce oxLDL-induced apoptosis in human endothelial cells. Oxidation of LDL is a key early step in atherogenesis as it triggers a number of events which lead to the formation of atherosclerotic plaque. In addition, vitamin E inhibits protein kinase C (PKC) activity. PKC plays a role in smooth muscle cell proliferation, and, thus, the inhibition of PKC results in inhibition of smooth muscle cell proliferation, which is involved in atherogenesis.
Vitamin E's antithrombotic and anticoagulant activities involves the downregulation of the expression of intracellular cell adhesion molecule(ICAM)-1 and vascular cell adhesion molecule(VCAM)-1 which lowers the adhesion of blood components to the endothelium. In addition, vitamin E upregulates the expression of cytosolic phospholipase A2 and cyclooxygenase (COX)-1 which in turn enhances the release of prostacyclin. Prostacyclin is a vasodilating factor and inhibitor of platelet aggregation and platelet release. It is also known that platelet aggregation is mediated by a mechanism involving the binding of fibrinogen to the glycoprotein IIb/IIIa (GPIIb/IIIa) complex of platelets. GPIIb/IIIa is the major membrane receptor protein that is key to the role of the platelet aggregation response. GPIIb is the alpha-subunit of this platelet membrane protein. Alpha-tocopherol downregulates GPIIb promoter activity which results in reduction of GPIIb protein expression and decreased platelet aggregation. Vitamin E has also been found in culture to decrease plasma production of thrombin, a protein which binds to platelets and induces aggregation. A metabolite of vitamin E called vitamin E quinone or alpha-tocopheryl quinone (TQ) is a potent anticoagulant. This metabolite inhibits vitamin K-dependent carboxylase, which is a major enzyme in the coagulation cascade.
The neuroprotective effects of vitamin E are explained by its antioxidant effects. Many disorders of the nervous system are caused by oxidative stress. Vitamin E protects against this stress, thereby protecting the nervouse system.
The immunomodulatory effects of Vitamin E have been demonstrated in vitro, where alpha-tocopherol increases mitogenic response of T lymphocytes from aged mice. The mechanism of this response by vitamin E is not well understood, however it has been suggested that vitamin E itself may have mitogenic activity independent of its antioxidant activity.
Lastly, the mechanism of action of vitamin E's antiviral effects (primarily against HIV-1) involves its antioxidant activity. Vitamin E reduces oxidative stress, which is thought to contribute to HIV-1 pathogenesis, as well as to the pathogenesis of other viral infections. Vitamin E also affects membrane integrity and fluidity and, since HIV-1 is a membraned virus, altering membrane fluidity of HIV-1 may interfere with its ability to bind to cell-receptor sites, thus decreasing its infectivity.
Related Articles
Absorption50 to 80% absorbed from gastrointestinal tract.
Volume of distributionNot Available
Protein bindingBound to beta-lipoproteins in blood.
Metabolism

Hepatic.

Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9795
Blood Brain Barrier+0.9767
Caco-2 permeable+0.8484
P-glycoprotein substrateSubstrate0.7189
P-glycoprotein inhibitor INon-inhibitor0.7598
P-glycoprotein inhibitor IIInhibitor0.7802
Renal organic cation transporterNon-inhibitor0.7882
CYP450 2C9 substrateNon-substrate0.6949
CYP450 2D6 substrateNon-substrate0.7813
CYP450 3A4 substrateSubstrate0.7533
CYP450 1A2 substrateNon-inhibitor0.8122
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7762
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8813
BiodegradationNot ready biodegradable0.9965
Rat acute toxicity2.1598 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7192
hERG inhibition (predictor II)Non-inhibitor0.6449
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage forms
FormRouteStrength
Lotiontopical
Powderoral
Tablet
Tabletoral
Tablet (extended-release)oral
Paste, dentifricedental
Powdertopical
Tablet (effervescent)oral
Patchtopical
Kit
Clothtopical
Dropsoral
Liquidintravenous
Injection, powder, lyophilized, for solutionintravenous
Piece (chewable)oral
Solution/ dropsoral
Solutionintravenous
Liquidoral
Solutionoral
Tablet, chewableoral
Capsule, gelatin coatedoral
Capsuleoral
Tabletoral100 unit
Tablet, coatedoral
Powder for solutionoral
Liquidtopical
Emulsiontopical
Packageoral
Lozengeoral
Capsuleoral800 mg
Capsule, liquid filledoral
Tabletoral200 unit
Capsuleoral400 mg
Capsuleoral1000 unit
Capsuleoral100 unit
Capsuleoral200 unit
Capsule400 unit
Capsuleoral400 unit
Tabletoral50 unit
Capsule800 unit
Capsuleoral800 unit
Tabletoral400 unit
Creamtopical
Liquidintramuscular100 unit
Ointmenttopical1000 unit
Liquidoral100 unit
Tablet, film coatedoral
Liquidoral77 unit
Prices
Unit descriptionCostUnit
Vitamin e acetate liquid1.07USD ml
Ester-e 400 unit softgel0.26USD softgel capsule
Vit e nat'l blnd 1000 unit capsule0.2USD capsule
Vitamin e 400 unit tablet0.19USD tablet
E pherol 400 unit tablet0.13USD tablet
Vitamin e 1000 unit capsule0.13USD capsule
Vitamin e beauty oil0.1USD ml
CVS Pharmacy vitamin e 800 unit softgel0.09USD softgel capsule
Vitamin e 600 unit capsule0.07USD capsule
Vitamin e 400 unit capsule0.06USD capsule
CVS Pharmacy vitamin e 400 unit capsule0.05USD capsule
Vitamin e 200 unit capsule0.05USD each
CVS Pharmacy vitamin e 200 unit softgel0.04USD softgel capsule
Natural vitamin e 400 unit cap0.04USD capsule
Natural vitamin e 400 unit capsule0.04USD capsule
Vitamin e 100 unit capsule0.04USD capsule
Vitamin e 400 unit softgel0.04USD softgel capsule
CVS Pharmacy vitamin e plus cream0.03USD g
Natural vit e 200 unit capsule0.03USD capsule
Vitamin e cream0.02USD g
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateLiquid
Experimental Properties
PropertyValueSource
melting point3 °CPhysProp
water solubilityInsoluble in water, but water-dispersible.Not Available
logP10Not Available
Predicted Properties
PropertyValueSource
Water Solubility7.04e-06 mg/mLALOGPS
logP8.84ALOGPS
logP10.51ChemAxon
logS-7.8ALOGPS
pKa (Strongest Acidic)10.8ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity135.37 m3·mol-1ChemAxon
Polarizability55.29 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-000i-1390000000-fc8c4f9b9405598ede7fView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)splash10-00dr-9150010000-c4abc0e689e9b2476b9dView in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0f79-1190040000-663296a69129a59be1a6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-9600100000-aaf885290800a10d3fb2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-01wr-9300000000-f0c814976a58a9d837caView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0f79-1494700000-6b5f8f817c5a5429ed70View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-EBEB (JMS-HX/HX 110A, JEOL) , Positivesplash10-00lr-4910600000-1eda05dacf9642d7cea0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0159-2900500000-03e8a824731610752eb3View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
Synthesis Reference

Ralph E. Close, William Oroshnik, “Synthesis of dehydrophytol and Vitamin E.” U.S. Patent US4039591, issued February, 1945.

US4039591
General References
  1. Iuliano L, Micheletta F, Maranghi M, Frati G, Diczfalusy U, Violi F: Bioavailability of vitamin E as function of food intake in healthy subjects: effects on plasma peroxide-scavenging activity and cholesterol-oxidation products. Arterioscler Thromb Vasc Biol. 2001 Oct;21(10):E34-7. [PubMed:11597949 ]
  2. Miller ER 3rd, Pastor-Barriuso R, Dalal D, Riemersma RA, Appel LJ, Guallar E: Meta-analysis: high-dosage vitamin E supplementation may increase all-cause mortality. Ann Intern Med. 2005 Jan 4;142(1):37-46. Epub 2004 Nov 10. [PubMed:15537682 ]
  3. Horwitt MK, Elliott WH, Kanjananggulpan P, Fitch CD: Serum concentrations of alpha-tocopherol after ingestion of various vitamin E preparations. Am J Clin Nutr. 1984 Aug;40(2):240-5. [PubMed:6465056 ]
  4. Rumbold AR, Crowther CA, Haslam RR, Dekker GA, Robinson JS: Vitamins C and E and the risks of preeclampsia and perinatal complications. N Engl J Med. 2006 Apr 27;354(17):1796-806. [PubMed:16641396 ]
  5. Poston L, Briley AL, Seed PT, Kelly FJ, Shennan AH: Vitamin C and vitamin E in pregnant women at risk for pre-eclampsia (VIP trial): randomised placebo-controlled trial. Lancet. 2006 Apr 8;367(9517):1145-54. [PubMed:16616557 ]
  6. Link [Link]
External Links
ATC CodesNot Available
AHFS Codes
  • 84:24.12
  • 88:20.00
PDB Entries
FDA labelNot Available
MSDSDownload (74.1 KB)
Interactions
Drug Interactions
Drug
AbciximabVitamin E may increase the antiplatelet activities of Abciximab.
AcenocoumarolVitamin E may increase the anticoagulant activities of Acenocoumarol.
Acetylsalicylic acidVitamin E may increase the antiplatelet activities of Acetylsalicylic acid.
AnagrelideVitamin E may increase the antiplatelet activities of Anagrelide.
ApixabanVitamin E may increase the anticoagulant activities of Apixaban.
ArgatrobanVitamin E may increase the anticoagulant activities of Argatroban.
BivalirudinVitamin E may increase the anticoagulant activities of Bivalirudin.
CaffeineVitamin E may increase the antiplatelet activities of Caffeine.
CangrelorVitamin E may increase the antiplatelet activities of Cangrelor.
CilostazolVitamin E may increase the antiplatelet activities of Cilostazol.
CitalopramVitamin E may increase the antiplatelet activities of Citalopram.
Citric AcidVitamin E may increase the anticoagulant activities of Citric Acid.
ClopidogrelVitamin E may increase the antiplatelet activities of Clopidogrel.
CyclosporineThe serum concentration of Cyclosporine can be decreased when it is combined with Vitamin E.
Dabigatran etexilateVitamin E may increase the anticoagulant activities of Dabigatran etexilate.
DalteparinVitamin E may increase the anticoagulant activities of Dalteparin.
DanaparoidVitamin E may increase the anticoagulant activities of Danaparoid.
DesirudinVitamin E may increase the anticoagulant activities of Desirudin.
DesvenlafaxineVitamin E may increase the antiplatelet activities of Desvenlafaxine.
DiclofenacVitamin E may increase the antiplatelet activities of Diclofenac.
DicoumarolVitamin E may increase the anticoagulant activities of Dicoumarol.
DiflunisalVitamin E may increase the antiplatelet activities of Diflunisal.
DihydrocodeineVitamin E may increase the antiplatelet activities of Dihydrocodeine.
DipyridamoleVitamin E may increase the antiplatelet activities of Dipyridamole.
DuloxetineVitamin E may increase the antiplatelet activities of Duloxetine.
Edetic AcidVitamin E may increase the anticoagulant activities of Edetic Acid.
EdoxabanVitamin E may increase the anticoagulant activities of Edoxaban.
EnoxaparinVitamin E may increase the anticoagulant activities of Enoxaparin.
EptifibatideVitamin E may increase the antiplatelet activities of Eptifibatide.
EscitalopramVitamin E may increase the antiplatelet activities of Escitalopram.
Ethyl biscoumacetateVitamin E may increase the anticoagulant activities of Ethyl biscoumacetate.
EtodolacVitamin E may increase the antiplatelet activities of Etodolac.
FenoprofenVitamin E may increase the antiplatelet activities of Fenoprofen.
FloctafenineVitamin E may increase the antiplatelet activities of Floctafenine.
FluoxetineVitamin E may increase the antiplatelet activities of Fluoxetine.
FlurbiprofenVitamin E may increase the antiplatelet activities of Flurbiprofen.
FluvoxamineVitamin E may increase the antiplatelet activities of Fluvoxamine.
Fondaparinux sodiumVitamin E may increase the anticoagulant activities of Fondaparinux sodium.
HeparinVitamin E may increase the anticoagulant activities of Heparin.
IbrutinibVitamin E may increase the antiplatelet activities of Ibrutinib.
IbuprofenVitamin E may increase the antiplatelet activities of Ibuprofen.
IndomethacinVitamin E may increase the antiplatelet activities of Indomethacin.
KetoprofenVitamin E may increase the antiplatelet activities of Ketoprofen.
KetorolacVitamin E may increase the antiplatelet activities of Ketorolac.
LevomilnacipranVitamin E may increase the antiplatelet activities of Levomilnacipran.
Mefenamic acidVitamin E may increase the antiplatelet activities of Mefenamic acid.
MeloxicamVitamin E may increase the antiplatelet activities of Meloxicam.
MilnacipranVitamin E may increase the antiplatelet activities of Milnacipran.
NabumetoneVitamin E may increase the antiplatelet activities of Nabumetone.
NadroparinVitamin E may increase the anticoagulant activities of Nadroparin.
NaproxenVitamin E may increase the antiplatelet activities of Naproxen.
OrlistatThe serum concentration of Vitamin E can be decreased when it is combined with Orlistat.
OxaprozinVitamin E may increase the antiplatelet activities of Oxaprozin.
ParoxetineVitamin E may increase the antiplatelet activities of Paroxetine.
PhenindioneVitamin E may increase the anticoagulant activities of Phenindione.
PhenprocoumonVitamin E may increase the anticoagulant activities of Phenprocoumon.
PiroxicamVitamin E may increase the antiplatelet activities of Piroxicam.
PrasugrelVitamin E may increase the antiplatelet activities of Prasugrel.
RivaroxabanVitamin E may increase the anticoagulant activities of Rivaroxaban.
SertralineVitamin E may increase the antiplatelet activities of Sertraline.
SulindacVitamin E may increase the antiplatelet activities of Sulindac.
SulodexideVitamin E may increase the anticoagulant activities of Sulodexide.
Tiaprofenic acidVitamin E may increase the antiplatelet activities of Tiaprofenic acid.
TicagrelorVitamin E may increase the antiplatelet activities of Ticagrelor.
TiclopidineVitamin E may increase the antiplatelet activities of Ticlopidine.
TinzaparinVitamin E may increase the anticoagulant activities of Tinzaparin.
TipranavirThe risk or severity of adverse effects can be increased when Tipranavir is combined with Vitamin E.
TirofibanVitamin E may increase the antiplatelet activities of Tirofiban.
TolmetinVitamin E may increase the antiplatelet activities of Tolmetin.
TreprostinilVitamin E may increase the anticoagulant activities of Treprostinil.
VenlafaxineVitamin E may increase the antiplatelet activities of Venlafaxine.
VilazodoneVitamin E may increase the antiplatelet activities of Vilazodone.
VorapaxarVitamin E may increase the antiplatelet activities of Vorapaxar.
VortioxetineVitamin E may increase the antiplatelet activities of Vortioxetine.
WarfarinVitamin E may increase the anticoagulant activities of Warfarin.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transporter activity
Specific Function:
Probable hydrophobic ligand-binding protein; may play a role in the transport of hydrophobic ligands like tocopherol, squalene and phospholipids.
Gene Name:
SEC14L4
Uniprot ID:
Q9UDX3
Molecular Weight:
46643.385 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transporter activity
Specific Function:
Probable hydrophobic ligand-binding protein; may play a role in the transport of hydrophobic ligands like tocopherol, squalene and phospholipids.
Gene Name:
SEC14L3
Uniprot ID:
Q9UDX4
Molecular Weight:
46047.835 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Ye X, Ji C, Yin G, Tang R, Zeng L, Gu S, Ying K, Xie Y, Zhao RC, Mao Y: Characterization of a human Sec14-like protein cDNA SEC14L3 highly homologous to human SPF/TAP. Mol Biol Rep. 2004 Mar;31(1):59-63. [PubMed:15040456 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Vitamin e binding
Specific Function:
Carrier protein. Binds to some hydrophobic molecules and promotes their transfer between the different cellular sites. Binds with high affinity to alpha-tocopherol. Also binds with a weaker affinity to other tocopherols and to tocotrienols. May have a transcriptional activatory activity via its association with alpha-tocopherol. Probably recognizes and binds some squalene structure, suggesting ...
Gene Name:
SEC14L2
Uniprot ID:
O76054
Molecular Weight:
46144.9 Da
References
  1. Neuzil J, Dong LF, Wang XF, Zingg JM: Tocopherol-associated protein-1 accelerates apoptosis induced by alpha-tocopheryl succinate in mesothelioma cells. Biochem Biophys Res Commun. 2006 May 19;343(4):1113-7. Epub 2006 Mar 31. [PubMed:16579965 ]
  2. Ni J, Pang ST, Yeh S: Differential retention of alpha-vitamin E is correlated with its transporter gene expression and growth inhibition efficacy in prostate cancer cells. Prostate. 2007 Apr 1;67(5):463-71. [PubMed:17252538 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Nuclear receptor that binds and is activated by variety of endogenous and xenobiotic compounds. Transcription factor that activates the transcription of multiple genes involved in the metabolism and secretion of potentially harmful xenobiotics, drugs and endogenous compounds. Activated by the antibiotic rifampicin and various plant metabolites, such as hyperforin, guggulipid, colupulone, and is...
Gene Name:
NR1I2
Uniprot ID:
O75469
Molecular Weight:
49761.245 Da
References
  1. Rabovsky A, Cuomo J, Eich N: Measurement of plasma antioxidant reserve after supplementation with various antioxidants in healthy subjects. Clin Chim Acta. 2006 Sep;371(1-2):55-60. Epub 2006 Mar 6. [PubMed:16603143 ]
  2. Meijerman I, Beijnen JH, Schellens JH: Herb-drug interactions in oncology: focus on mechanisms of induction. Oncologist. 2006 Jul-Aug;11(7):742-52. [PubMed:16880233 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Calcium-activated, phospholipid- and diacylglycerol (DAG)-dependent serine/threonine-protein kinase involved in various cellular processes such as regulation of the B-cell receptor (BCR) signalosome, oxidative stress-induced apoptosis, androgen receptor-dependent transcription regulation, insulin signaling and endothelial cells proliferation. Plays a key role in B-cell activation by regulating ...
Gene Name:
PRKCB
Uniprot ID:
P05771
Molecular Weight:
76868.45 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Wigg SJ, Tare M, Forbes J, Cooper ME, Thomas MC, Coleman HA, Parkington HC, O'Brien RC: Early vitamin E supplementation attenuates diabetes-associated vascular dysfunction and the rise in protein kinase C-beta in mesenteric artery and ameliorates wall stiffness in femoral artery of Wistar rats. Diabetologia. 2004 Jun;47(6):1038-46. Epub 2004 Jun 8. [PubMed:15184978 ]
  4. Huang Y, Ishizuka T, Miura A, Kajita K, Ishizawa M, Kimura M, Yamamoto Y, Kawai Y, Morita H, Uno Y, Yasuda K: Effect of 1 alpha,25-dihydroxy vitamin D3 and vitamin E on insulin-induced glucose uptake in rat adipocytes. Diabetes Res Clin Pract. 2002 Mar;55(3):175-83. [PubMed:11850093 ]
  5. Ganz MB, Seftel A: Glucose-induced changes in protein kinase C and nitric oxide are prevented by vitamin E. Am J Physiol Endocrinol Metab. 2000 Jan;278(1):E146-52. [PubMed:10644549 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Iron ion binding
Specific Function:
Catalyzes the first step in leukotriene biosynthesis, and thereby plays a role in inflammatory processes.
Gene Name:
ALOX5
Uniprot ID:
P09917
Molecular Weight:
77982.595 Da
References
  1. Taccone-Gallucci M, Manca-di-Villahermosa S, Battistini L, Stuffler RG, Tedesco M, Maccarrone M: N-3 PUFAs reduce oxidative stress in ESRD patients on maintenance HD by inhibiting 5-lipoxygenase activity. Kidney Int. 2006 Apr;69(8):1450-4. [PubMed:16531984 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Calcium-activated, phospholipid- and diacylglycerol (DAG)-dependent serine/threonine-protein kinase that is involved in positive and negative regulation of cell proliferation, apoptosis, differentiation, migration and adhesion, tumorigenesis, cardiac hypertrophy, angiogenesis, platelet function and inflammation, by directly phosphorylating targets such as RAF1, BCL2, CSPG4, TNNT2/CTNT, or activ...
Gene Name:
PRKCA
Uniprot ID:
P17252
Molecular Weight:
76749.445 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Azzi A, Boscoboinik D, Clement S, Marilley D, Ozer NK, Ricciarelli R, Tasinato A: Alpha-tocopherol as a modulator of smooth muscle cell proliferation. Prostaglandins Leukot Essent Fatty Acids. 1997 Oct;57(4-5):507-14. [PubMed:9430404 ]
  4. Sylvester PW, McIntyre BS, Gapor A, Briski KP: Vitamin E inhibition of normal mammary epithelial cell growth is associated with a reduction in protein kinase C(alpha) activation. Cell Prolif. 2001 Dec;34(6):347-57. [PubMed:11736999 ]
  5. Huang Y, Ishizuka T, Miura A, Kajita K, Ishizawa M, Kimura M, Yamamoto Y, Kawai Y, Morita H, Uno Y, Yasuda K: Effect of 1 alpha,25-dihydroxy vitamin D3 and vitamin E on insulin-induced glucose uptake in rat adipocytes. Diabetes Res Clin Pract. 2002 Mar;55(3):175-83. [PubMed:11850093 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Phospholipid binding
Specific Function:
Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity.
Gene Name:
DGKA
Uniprot ID:
P23743
Molecular Weight:
82629.55 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein serine/threonine phosphatase activity
Specific Function:
PP2A can modulate the activity of phosphorylase B kinase casein kinase 2, mitogen-stimulated S6 kinase, and MAP-2 kinase.
Gene Name:
PPP2CB
Uniprot ID:
P62714
Molecular Weight:
35574.85 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Phosphoprotein phosphatase activity
Specific Function:
PP2A is the major phosphatase for microtubule-associated proteins (MAPs). PP2A can modulate the activity of phosphorylase B kinase casein kinase 2, mitogen-stimulated S6 kinase, and MAP-2 kinase. Cooperates with SGOL2 to protect centromeric cohesin from separase-mediated cleavage in oocytes specifically during meiosis I (By similarity). Can dephosphorylate SV40 large T antigen and p53/TP53. Act...
Gene Name:
PPP2CA
Uniprot ID:
P67775
Molecular Weight:
35593.93 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Glutathione transferase activity
Specific Function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTA2
Uniprot ID:
P09210
Molecular Weight:
25663.675 Da
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
S-nitrosoglutathione binding
Specific Function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
Gene Name:
GSTP1
Uniprot ID:
P09211
Molecular Weight:
23355.625 Da
References
  1. Ralat LA, Colman RF: Identification of tyrosine 79 in the tocopherol binding site of glutathione S-transferase pi. Biochemistry. 2006 Oct 17;45(41):12491-9. [PubMed:17029404 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxidoreductase activity
Specific Function:
Exhibits glutathione-dependent thiol transferase and dehydroascorbate reductase activities. Has S-(phenacyl)glutathione reductase activity. Has also glutathione S-transferase activity. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA) and dimethylarsonic acid.
Gene Name:
GSTO1
Uniprot ID:
P78417
Molecular Weight:
27565.6 Da
References
  1. Sampayo-Reyes A, Zakharyan RA: Tocopherol esters inhibit human glutathione S-transferase omega. Acta Biochim Pol. 2006;53(3):547-52. Epub 2006 Oct 1. [PubMed:17019444 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Protein homodimerization activity
Specific Function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:
GSTM3
Uniprot ID:
P21266
Molecular Weight:
26559.32 Da
References
  1. Mustacich DJ, Gohil K, Bruno RS, Yan M, Leonard SW, Ho E, Cross CE, Traber MG: Alpha-tocopherol modulates genes involved in hepatic xenobiotic pathways in mice. J Nutr Biochem. 2009 Jun;20(6):469-76. doi: 10.1016/j.jnutbio.2008.05.007. Epub 2008 Sep 11. [PubMed:18789671 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Magnesium ion binding
Specific Function:
Not Available
Gene Name:
GCLC
Uniprot ID:
P48506
Molecular Weight:
72765.14 Da
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Superoxide dismutase activity
Specific Function:
The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinons involved in detoxification pathways as well as in biosynthetic processes such as the vitamin K-dependent gamma-carboxylation of glutamate residues in prothrombin synthesis.
Gene Name:
NQO1
Uniprot ID:
P15559
Molecular Weight:
30867.405 Da
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Signal transducer activity
Specific Function:
Heme oxygenase cleaves the heme ring at the alpha methene bridge to form biliverdin. Biliverdin is subsequently converted to bilirubin by biliverdin reductase. Under physiological conditions, the activity of heme oxygenase is highest in the spleen, where senescent erythrocytes are sequestrated and destroyed. Exhibits cytoprotective effects since excess of free heme sensitizes cells to undergo a...
Gene Name:
HMOX1
Uniprot ID:
P09601
Molecular Weight:
32818.345 Da
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Zinc ion binding
Specific Function:
Destroys radicals which are normally produced within the cells and which are toxic to biological systems.
Gene Name:
SOD1
Uniprot ID:
P00441
Molecular Weight:
15935.685 Da
References
  1. Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]

Carriers

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Vitamin e binding
Specific Function:
Binds alpha-tocopherol, enhances its transfer between separate membranes, and stimulates its release from liver cells (PubMed:7887897). Binds both phosphatidylinol 3,4-bisphosphate and phosphatidylinol 4,5-bisphosphate; the resulting conformation change is important for the release of the bound alpha-tocopherol (By similarity).
Gene Name:
TTPA
Uniprot ID:
P49638
Molecular Weight:
31749.305 Da
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23