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T2028

Sigma-Aldrich

(+)-δ-Tocopherol

≥90%

Synonym(s):

delta Tocopherol

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
119-13-1
Molecular Weight:
402.65
EC Number:
204-299-0
MDL number:
MFCD20486794
UNSPSC Code:
12352212
eCl@ss:
34058016
PubChem Substance ID:
24900009
NACRES:
NA.79

biological source

plant

Assay

≥90%

form

liquid

color

light yellow to dark orange

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)cc(C)c2O1

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

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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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Tocopherols, tocotrienols and tocomonoenols: Many similar molecules but only one vitamin E
Azzi A
Redox Biology, 101259-101259 (2019)
Alain Mavon et al.
Journal of controlled release : official journal of the Controlled Release Society, 100(2), 221-231 (2004-11-17)
The aim of this study was to investigate the cutaneous penetration and metabolism of the new vitamin E prodrug delta-tocopherol glucoside (delta-TG), as compared to those of common vitamin E acetate, in vitro, both in reconstituted human epidermis and in
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