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Merck

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:
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Product Name

(+)-δ-Tocopherol, ≥90%

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

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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 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.
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.

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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Characterization of oil extracted from the kernel of the fruit of cumare?s palm (Astrocaryum chambira Barret)
Ramirez-Nino M, et al.
Revista Facultad Nacional De Agronomia Medellin, 71(1), 8415-8422 (2018)
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)
Michael W Clarke et al.
The American journal of clinical nutrition, 83(1), 95-102 (2006-01-10)
Some studies have shown potential benefit of vitamin E on platelet function, but several clinical trials failed to show improved cardiovascular outcome with alpha-tocopherol supplementation. Gamma-tocopherol, a major dietary form of vitamin E, may have protective properties different from those
R Brigelius-Flohé et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 13(10), 1145-1155 (1999-07-01)
Although vitamin E has been known as an essential nutrient for reproduction since 1922, we are far from understanding the mechanisms of its physiological functions. Vitamin E is the term for a group of tocopherols and tocotrienols, of which alpha-tocopherol

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