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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H46O2
Molecular Weight 402.6529
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .DELTA.-TOCOPHEROL

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=CC(O)=C2

InChI

InChIKey=GZIFEOYASATJEH-VHFRWLAGSA-N
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

HIDE SMILES / InChI
δ-Tocopherol (δ-T) is a chiral organic molecule belonging to the group of tocopherol, that vary in their degree of methylation of the phenol moiety of the chromanol ring. It was revealed, that δ-Tocopherol had a more potent anticancer activity in solid tumors compared to the other tocopherols, δ-T possessed antileukemic activity of in acute myeloid leukemia (AML). δ-T induced tumor cell death through peroxisome proliferator-activated receptor γ (PPAR-γ) induction, cyclin-D1 inhibition, and modulation of redox balance. In addition, on animal models was found, that δ-tocopherol was more active than α- or γ-tocopherol in inhibiting lung tumor growth, possibly through trapping reactive oxygen and nitrogen species and inducing apoptosis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
δ-tocopherol is more active than α - or γ -tocopherol in inhibiting lung tumorigenesis in vivo.
2011 Mar
Dietary, supplement, and adipose tissue tocopherol levels in relation to prostate cancer aggressiveness among African and European Americans: The North Carolina-Louisiana Prostate Cancer Project (PCaP).
2015 Sep
Reduction in Cell Viability and in Homeobox Protein Levels Following in Vitro Exposure to δ-tocopherol in Acute Myeloid Leukemia.
2016
Patents

Sample Use Guides

xenograft model mice: diets supplemented with δ-tocopherol at 0.17% and 0.3%) for 49 days
Route of Administration: Oral
Effects of δ-T (δ-Tocopherol) on Acute Myeloid Leukemia (AML) cells. Jurkat, TOM-1, K-562, KG-1, THP-1, and UMCL01-101 cell lines were incubated with increasing concentrations of δ-T (0-200 µM) for 72 hours. Cell viability was quantified using a tetrazolium dye reduction assay. Apoptotic induction and cell cycle arrest explained the efficacy of δ-T against KG-1 cells. The mechanism of cell growth inhibition of δ-T was through downregulation of cyclin-D1 and a set of homeobox proteins (HOXA9, PBX1, and Cdx2) that have a well-documented role in the pathobiology of AML.
Name Type Language
.DELTA.-TOCOPHEROL
MI  
Common Name English
DELTA-TOCOPHEROL (CONSTITUENT OF LYCOPENE AND TOMATO EXTRACT CONTAINING LYCOPENE) [DSC]
Common Name English
DELTA-TOCOPHEROL, D-
Common Name English
RRR-.DELTA.-TOCOPHEROL
Common Name English
DELTA-TOCOPHEROL
WHO-DD  
Common Name English
8-METHYLTOCOL
Common Name English
RRR-.ALPHA.-TOCOPHEROL IMPURITY A [EP IMPURITY]
Common Name English
.DELTA.-TOCOPHEROL [MI]
Common Name English
J5.309K
Code English
Delta-tocopherol [WHO-DD]
Common Name English
(2R)-3,4-DIHYDRO-2,8-DIMETHYL-2-((4R,8R)-4,8,12-TRIMETHYLTRIDECYL)-2H-1-BENZOPYRAN-6-OL
Systematic Name English
Classification Tree Code System Code
DSLD 3108 (Number of products:50)
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
NCI_THESAURUS C68313
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
DSLD 2420 (Number of products:73)
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID1046263
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
WIKIPEDIA
DELTA-TOCOPHEROL
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
PUBCHEM
92094
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
RXCUI
2109747
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
DAILYMED
JU84X1II0N
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
MERCK INDEX
m10926
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY Merck Index
MESH
C479072
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
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FDA UNII
JU84X1II0N
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
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CAS
119-13-1
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-299-0
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
CHEBI
47772
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
SMS_ID
100000181908
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY
NCI_THESAURUS
C63645
Created by admin on Fri Dec 15 17:07:09 GMT 2023 , Edited by admin on Fri Dec 15 17:07:09 GMT 2023
PRIMARY