T2028
(+)-δ-Tocopherol
≥90%
Synonym(s):
delta Tocopherol
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About This Item
Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
Molecular Weight:
402.65
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352212
NACRES:
NA.79
EC Number:
204-299-0
MDL number:
Quality Level
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
SMILES string
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)cc(C)c2O1
biological source
plant
assay
≥90%
form
liquid
color
light yellow to dark orange
Related Categories
Application
(+)-δ-Tocopherol has been used as a reference material for its extraction from oil using high performance liquid chromatography (HPLC). It has also been used as a standard to quantify δ-tocopherol in soybean using reverse-phase high performance liquid chromatography.
Biochem/physiol Actions
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are fat soluble anti-oxidants that protect cell membranes from oxidative damage. δ-T is methylated at the 8-position. It has an anticancer property. δ-T is involved in proinflammatory response initiated by reactive oxygen species. It lowers lipid accumulation and promotes neuronal differentiation. δ-T also has antiangiogenic and natriuretic activities.
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Tocopherols, tocotrienols and tocomonoenols: Many similar molecules but only one vitamin E
Azzi A
Redox Biology, 101259-101259 (2019)
delta-tocopherol is more active than alpha-or gamma-tocopherol in inhibiting lung tumorigenesis in vivo
Li GX, et al.
Cancer Prevention Research (Philadelphia, Pa.), 4(3), 404-413 (2011)
Effects of infrared treatment on tocopherols, total phenolics and antioxidant activity of soybean samples
Yalcin S and Basman A
Quality Assurance and Safety of Crops & Foods, 8(2), 273-281 (2016)
K S Sharpless et al.
Analytical chemistry, 67(23), 4416-4422 (1995-12-01)
Concentrations of alpha- and beta-carotene, lycopene, beta-cryptoxanthin, zeaxanthin, lutein, alpha-, gamma-, and delta-tocopherol, retinol, and retinyl palmitate have been determined in over 1400 human sera from two epidemiological studies. Complete adult population distributions for these analytes, and for a chromatographically
Meilin Liu et al.
The American journal of clinical nutrition, 77(3), 700-706 (2003-02-26)
Epidemiologic studies have shown an inverse correlation between acute coronary events and high intake of dietary vitamin E. Recent clinical studies, however, failed to show any beneficial effects of alpha-tocopherol on cardiovascular events. Absence of tocopherols other than alpha-tocopherol in
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