Showing Compound Card for gamma-Tocopherol (CDB004919)

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Record Information
Version1.0
Created at2020-04-17 18:50:29 UTC
Updated at2020-12-07 19:11:17 UTC
CannabisDB IDCDB004919
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Namegamma-Tocopherol
Descriptiongamma-Tocopherol, also known as D-g-tocopherol or 7,8-dimethyltocol, 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. Thus, gamma-tocopherol is considered to be a quinone lipid molecule. gamma-Tocopherol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. gamma-Tocopherol is expected to be in Cannabis as all living plants are known to produce and metabolize it.
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 Weight416.68
Monoisotopic Molecular Weight416.3654
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
CAS Registry Number54-28-4
SMILES
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=CC(O)=C(C)C(C)=C2O1
InChI Identifier
InChI=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
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility128 mg/mLNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSgamma-Tocopherol, 1 TMS, GC-MS Spectrumsplash10-00di-2290200000-ca2e59769b7f9d283302Spectrum
Predicted GC-MSgamma-Tocopherol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0100900000-866035964c66e6e4a63c2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-014i-0000900000-92e50ec0b18c795338b02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-014j-0400900000-1fb1b39165372804b2c12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-0002-0900500000-42bb4a664eeebbe24ff82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 24V, negativesplash10-0002-0900200000-e8897dc0cd8b10c118202020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 30V, negativesplash10-0002-0900100000-ea386123915e3fbbc82b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 37V, negativesplash10-0002-0900000000-896627229022e40d2d4c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 44V, negativesplash10-0002-0900000000-cc98083bdb10a92cc6942020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 51V, negativesplash10-0002-0900000000-0c37948386f3f3e842312020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 58V, negativesplash10-006t-0900000000-82abe7b9bcb60c5e016f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 64V, negativesplash10-006t-0900000000-8ebacaefdf6ce927eb8f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 75V, negativesplash10-05fs-0900000000-6045c9c0b33abee0cf8c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 85V, negativesplash10-0ab9-0900000000-814007aa4a0b534c8b922020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 96V, negativesplash10-0ab9-1900000000-7f6bf2020beb1db070382020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 109V, negativesplash10-0ab9-1900000000-da96e9792269933d640e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0200900000-b8c469956aa52f5cea7b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0udi-0200900000-c061dcce18ca02fdc7f82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-03di-0900000000-eaab1ecd4d7ca06a99f62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, positivesplash10-014i-0911200000-794ce3ca05c79d17f8512020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1842900000-c0a3ade1f225f3c78ac22016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1910000000-db436d443f9dc640b9792016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-5930000000-1cbe4445929c9b90be472016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0110900000-23d01b80a965180b27d92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0931800000-70e6ff42d0190b91ef522016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-0932000000-e16b76b24d1cd56f30b12016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001492
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002431
KNApSAcK IDC00007365
Chemspider ID83708
KEGG Compound IDC02483
BioCyc IDGAMA-TOCOPHEROL
BiGG IDNot Available
Wikipedia LinkGamma-Tocopherol
METLIN IDNot Available
PubChem Compound92729
PDB IDNot Available
ChEBI ID18185
References
General ReferencesNot Available