Showing Compound Card for beta-Tocopherol (CDB004979)

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Record Information
Version1.0
Created at2020-04-17 18:56:44 UTC
Updated at2020-12-07 19:11:23 UTC
CannabisDB IDCDB004979
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Namebeta-Tocopherol
Descriptionbeta-Tocopherol, also known as β-tocopherol or 5,8-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, beta-tocopherol is considered to be a quinone lipid molecule. beta-Tocopherol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. beta-Tocopherol is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2R)-2,5,8-Trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-olChEBI
(2R)-3,4-Dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-olChEBI
(2R,4'r,8'r)-beta-TocopherolChEBI
(R,R,R)-beta-TocopherolChEBI
5,8-DimethyltocolChEBI
RRR-beta-TocopherolChEBI
(2R,4'r,8'r)-b-TocopherolGenerator
(2R,4'r,8'r)-Β-tocopherolGenerator
(R,R,R)-b-TocopherolGenerator
(R,R,R)-Β-tocopherolGenerator
RRR-b-TocopherolGenerator
RRR-Β-tocopherolGenerator
b-TocopherolGenerator
Β-tocopherolGenerator
beta TocopherolHMDB
3,4-Dihydro-2,5,8-trimethyl-2-(4,8,12- trimethyltridecyl)-2H-1-benzopyran-6-olHMDB
b-Tocopherol skeletonHMDB
Β-tocopherol skeletonHMDB
CumotocopherolHMDB
DL-beta-TocopherolHMDB
DL-Β-tocopherolHMDB
NeotocopherolHMDB
p-XylotocopherolHMDB
beta-TocopherolMeSH
2,5,8-Trimethyl-2-(4,8,12-trimethyltridecyl)-6-chromanolHMDB
Chemical FormulaC28H48O2
Average Molecular Weight416.68
Monoisotopic Molecular Weight416.3654
IUPAC Name(2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
Traditional Nameβ-tocopherol
CAS Registry Number148-03-8
SMILES
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=CC(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)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
InChI KeyWGVKWNUPNGFDFJ-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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot 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
Polarizability53.32 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSbeta-Tocopherol, 1 TMS, GC-MS Spectrumsplash10-00di-1490200000-f75de727e16d87c65fbaSpectrum
GC-MSbeta-Tocopherol, non-derivatized, GC-MS Spectrumsplash10-00di-1490200000-f75de727e16d87c65fbaSpectrum
Predicted GC-MSbeta-Tocopherol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0lyo-6954200000-ffcf92e6a6e2f34dd922Spectrum
Predicted GC-MSbeta-Tocopherol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-5644900000-b5341f1bdc151c1a796bSpectrum
Predicted GC-MSbeta-Tocopherol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - EI-EBEB (JMS-HX/HX 110A, JEOL) , Positivesplash10-0gb9-3900600000-10f458ddcb7e7aa4df842012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 29V, negativesplash10-0f6t-0900600000-9a11a437c645252a72a52020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0842900000-82c505b0548997aace832017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1910000000-1b1a0fe2f352daa49e2c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-4920000000-b63881a7743c06bdea152017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0100900000-2345f13b44d6c70d81e52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0912800000-4e68210f69fcd3f6c3742017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kk-0914000000-f6f5255b874c4fc7f4f32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000900000-a74b65a822c3cc7625b72021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0201900000-2dcdf4f502cc6e57342d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-024m-2913100000-fb9e3e53715df460db952021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-3113900000-16d3b372ee248c26f3132021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aor-9213100000-65be5213a11752835e852021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052g-9400000000-947da441c6df0de93bed2021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0006335
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012381
KNApSAcK IDC00007364
Chemspider ID5256784
KEGG Compound IDC14152
BioCyc IDBETA-TOCOPHEROL
BiGG ID2296531
Wikipedia LinkBeta-Tocopherol
METLIN IDNot Available
PubChem Compound6857447
PDB IDNot Available
ChEBI ID47771
References
General ReferencesNot Available