Cannabis Compound Database: Showing Compound Card for delta-Tocopherol (CDB004944)

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Record Information

Version

1.0

Created at

2020-04-17 18:53:07 UTC

Updated at

2020-12-07 19:11:20 UTC

CannabisDB ID

CDB004944

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

delta-Tocopherol

Description

delta-Tocopherol, also known as 8-methyltocol or δ-tocopherol, 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, delta-tocopherol is considered to be a quinone lipid molecule. delta-Tocopherol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta-Tocopherol is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-delta-Tocopherol	ChEBI
(2R)-2,8-Dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol	ChEBI
(2R)-3,4-Dihydro-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol	ChEBI
(2R,4'r,8'r)-delta-Tocopherol	ChEBI
(R,R,R)-delta-Tocopherol	ChEBI
8-Methyltocol	ChEBI
e309	ChEBI
RRR-delta-Tocopherol	ChEBI
(+)-Δ-tocopherol	Generator
(2R,4'r,8'r)-Δ-tocopherol	Generator
(R,R,R)-Δ-tocopherol	Generator
RRR-Δ-tocopherol	Generator
Δ-tocopherol	Generator
Vitamine e	HMDB
(2R,4’R,8’r)-δ-tocopherol	HMDB
D-delta-Tocopherol	HMDB
D-Δ-tocopherol	HMDB
delta-D-Tocopherol	HMDB
delta-Vitamin e	HMDB
Δ-D-tocopherol	HMDB
Δ-vitamin e	HMDB
delta-Tocopherol	HMDB

Chemical Formula

C₂₇H₄₆O₂

Average Molecular Weight

402.65

Monoisotopic Molecular Weight

402.3498

IUPAC Name

(2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

delta tocopherol

CAS Registry Number

119-13-1

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=CC(O)=CC(C)=C2O1

InChI Identifier

InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1

InChI Key

GZIFEOYASATJEH-VHFRWLAGSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

tocopherol (CHEBI:47772 )
vitamin E (C14151 )
Vitamin E (LMPR02020061 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	8.76	ALOGPS
logP	9.48	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	10.14	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	125.29 m³·mol⁻¹	ChemAxon
Polarizability	51.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	delta-Tocopherol, 1 TMS, GC-MS Spectrum	splash10-0ab9-3490300000-f13783678d446978a134	Spectrum
GC-MS	delta-Tocopherol, non-derivatized, GC-MS Spectrum	splash10-0ab9-3490300000-f13783678d446978a134	Spectrum
Predicted GC-MS	delta-Tocopherol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0553-6966000000-24c590db65503bc92d19	Spectrum
Predicted GC-MS	delta-Tocopherol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-7755900000-0db42dc49bee83a43b36	Spectrum
Predicted GC-MS	delta-Tocopherol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udr-2500900000-d51c6b511d2655c65526	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0300900000-c7cd87c9e4b48f15bbbb	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-0900000000-afcde4fb8f9be6edde67	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-EBEB (JMS-HX/HX 110A, JEOL) , Positive	splash10-0f79-3900300000-7367fe51787d1f4d6fae	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0822900000-53573e0accb0cbdeedcd	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1910000000-54f3075b09bc49ae07ad	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-5920000000-e8c787f9de39e1794e7c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0100900000-ba38bc42ccadcfb32ed7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-0801900000-295fe543769c50ae0fc4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0914000000-ed731410a01607b11c51	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-3223900000-1d95ede1af4310b26021	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0571-9411100000-c28dcd02ad1cb1164263	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-056v-9500000000-6d08cf1393844200bdde	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-0900700000-1574fe7da8fc24170f5d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ri-1903000000-6a9bc14f76db42f74276	2021-09-24	View Spectrum