(+)-gamma-Tocopherol (CHEM020241)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:57:03 UTC
Update Date2016-11-09 01:16:09 UTC
Accession NumberCHEM020241
Identification
Common Name(+)-gamma-Tocopherol
ClassSmall Molecule
DescriptionA tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+)-gamma-TocopherolChEBI
(2R)-2,7,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-olChEBI
(2R)-3,4-Dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-olChEBI
(2R,4'r,8'r)-gamma-TocopherolChEBI
(R,R,R)-gamma-TocopherolChEBI
7,8-DimethyltocolChEBI
D-gamma-TocopherolChEBI
e308ChEBI
RRR-gamma-TocopherolChEBI
(+)-g-TocopherolGenerator
(+)-Γ-tocopherolGenerator
(2R,4'r,8'r)-g-TocopherolGenerator
(2R,4'r,8'r)-Γ-tocopherolGenerator
(R,R,R)-g-TocopherolGenerator
(R,R,R)-Γ-tocopherolGenerator
D-g-TocopherolGenerator
RRR-g-TocopherolGenerator
RRR-Γ-tocopherolGenerator
g-TocopherolGenerator
3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-olHMDB
(2R,4’R,8’r)-γ-tocopherolHMDB
all-(R)-gamma-TocopherolHMDB
all-(R)-Γ-tocopherolHMDB
gamma-TocopherolHMDB
Chemical FormulaC28H48O2
Average Molecular Mass416.680 g/mol
Monoisotopic Mass416.365 g/mol
CAS Registry Number54-28-4
IUPAC Name(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
Traditional Namegamma-tocopherol
SMILES[H][C@@](C)(CCCC(C)C)CCC[C@@]([H])(C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2
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/t21-,22-,28-/m1/s1
InChI KeyQUEDXNHFTDJVIY-DQCZWYHMSA-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
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot 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
Polarizability54.12 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-00di-2290200000-ca2e59769b7f9d283302Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0100900000-866035964c66e6e4a63cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-014i-0000900000-92e50ec0b18c795338b0Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-014j-0400900000-1fb1b39165372804b2c1Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-0002-0900500000-42bb4a664eeebbe24ff8Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 24V, negativesplash10-0002-0900200000-e8897dc0cd8b10c11820Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 30V, negativesplash10-0002-0900100000-ea386123915e3fbbc82bSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 37V, negativesplash10-0002-0900000000-896627229022e40d2d4cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 44V, negativesplash10-0002-0900000000-cc98083bdb10a92cc694Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 51V, negativesplash10-0002-0900000000-0c37948386f3f3e84231Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 58V, negativesplash10-006t-0900000000-82abe7b9bcb60c5e016fSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 64V, negativesplash10-006t-0900000000-8ebacaefdf6ce927eb8fSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 75V, negativesplash10-05fs-0900000000-6045c9c0b33abee0cf8cSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 85V, negativesplash10-0ab9-0900000000-814007aa4a0b534c8b92Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 96V, negativesplash10-0ab9-1900000000-7f6bf2020beb1db07038Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 109V, negativesplash10-0ab9-1900000000-da96e9792269933d640eSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0200900000-b8c469956aa52f5cea7bSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0200900000-c061dcce18ca02fdc7f8Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-03di-0900000000-eaab1ecd4d7ca06a99f6Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 29V, positivesplash10-014i-0911200000-794ce3ca05c79d17f851Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1842900000-c0a3ade1f225f3c78ac2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1910000000-db436d443f9dc640b979Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-5930000000-1cbe4445929c9b90be47Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0110900000-23d01b80a965180b27d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0931800000-70e6ff42d0190b91ef52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0932000000-e16b76b24d1cd56f30b1Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001492
FooDB IDFDB002431
Phenol Explorer IDNot Available
KNApSAcK IDC00007365
BiGG IDNot Available
BioCyc IDGAMA-TOCOPHEROL
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkGamma-Tocopherol
Chemspider ID83708
ChEBI ID18185
PubChem Compound ID92729
Kegg Compound IDC02483
YMDB IDNot Available
ECMDB IDM2MDB005226
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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