Record Information
Version1.0
Creation date2010-04-08 22:09:06 UTC
Update date2018-01-23 19:08:28 UTC
Primary IDFDB010395
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTocopherols
DescriptionTocopherols are a class of chemical compounds of which many have vitamin E activity. It is a series of organic compounds consisting of various methylated phenols. [Wikipedia]. Tocopherols is found in many foods, some of which are linden, pepper (c. frutescens), swamp cabbage, and orange bell pepper.
CAS Number1406-66-2
Structure
Thumb
Synonyms
SynonymSource
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
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
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC28H48O2
IUPAC name2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol
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
Isomeric SMILESCC(C)CCCC(C)CCCC(C)CCCC1(C)CCC2=CC(O)=C(C)C(C)=C2O1
Average Molecular Weight416.6795
Monoisotopic Molecular Weight416.36543078
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.
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0lyo-7964200000-f0d5087bb29d80c38248View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-5644900000-85c7bfa3df1a86febfebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1842900000-c0a3ade1f225f3c78ac2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1910000000-db436d443f9dc640b979View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-5930000000-1cbe4445929c9b90be47View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0110900000-23d01b80a965180b27d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0931800000-70e6ff42d0190b91ef52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0932000000-e16b76b24d1cd56f30b1View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS ID3681
Dr. Duke IDTOCOPHEROLS|TOCOPHEROL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDTocopherol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
5-hydroxyeicosatetraenoic-acid inhibitor35222 A substance that diminishes the rate of a chemical reaction.DUKE
allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
analgesic35480 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 aggregantDUKE
anti aging52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti Alzheimeran52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti anginal52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti arteriosclerotic38070 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 arthritic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti atherosclerotic38070 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 bronchitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti cancer35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti cariogenic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti cataract52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti chorea52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti choreic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti convulsant52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti coronary52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti decubiticDUKE
anti dementia52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti dermatitic50177 A drug used to treat or prevent skin disorders or for the routine care of skin.DUKE
anti diabetic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti dysmenorrheic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti epitheleomicDUKE
anti fibrositicDUKE
anti glycosationDUKE
anti herpetic22587 A substance that destroys or inhibits replication of viruses.DUKE
anti infertility52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti inflammatory35472 A substance that reduces or suppresses inflammation.DUKE
anti ischemic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti leukemic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti leukotriene35222 A substance that diminishes the rate of a chemical reaction.DUKE
anti lithicDUKE
anti lupus52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti maculiticDUKE
anti mastalgicDUKE
anti MDDUKE
anti melanomic35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti monosodium-glutamateDUKE
anti myoclonicDUKE
anti neuritic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti neuropathicDUKE
anti nitrosaminicDUKE
anti ophthalmicDUKE
anti osteoarthritic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
anti Parkinsonian48407 A drug used in the treatment of Parkinson's disease.DUKE
anti premenstrual syndrome52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti proliferantDUKE
anti radicularDUKE
anti retinopathic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti rheumatic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti senility52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti sicklingDUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti sterility52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti stroke52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti sunburn52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti syndrome-X52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti thalassemic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti thrombotic50248 Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.DUKE
anti thromboxane-B235222 A substance that diminishes the rate of a chemical reaction.DUKE
anti toxemic33282 A substance that kills or slows the growth of bacteria.DUKE
antitumor35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
anti ulcerogenic49201 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.DUKE
apoptoticDUKE
calcium antagonist48706 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.DUKE
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
cardioprotective38070 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
cerebroprotectiveDUKE
circulatory stimulantDUKE
circulotonicDUKE
hepatoprotective62868 Any compound that is able to prevent damage to the liver.DUKE
hypocholesterolemicDUKE
hypoglycemic35526 A drug which lowers the blood glucose level.DUKE
immunomodulator50846 Biologically active substance whose activity affects or plays a role in the functioning of the immune system.DUKE
immunostimulant50847 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.DUKE
insulin-sparingDUKE
lipoxygenase inhibitor35856 A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.DUKE
nitric-oxide inhibitor35222 A substance that diminishes the rate of a chemical reaction.DUKE
ornithine-decarboxylase inhibitor23924 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.DUKE
cytochrome-P21 inducerDUKE
phospholipase-A2 inhibitor50469 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC 3.1.1.4).DUKE
protein kinase C inhibitor37700 An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).DUKE
vasodilator35620 A drug used to cause dilation of the blood vessels.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).