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Merck
CN

T1782

(+)-γ-Tocopherol

≥96% (HPLC)

Synonym(s):

gamma-Tocopherol, (R,R,R)-γ-Tocopherol, 7,8-Dimethyltocol

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About This Item

Empirical Formula (Hill Notation):
C28H48O2
CAS Number:
Molecular Weight:
416.68
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352211
EC Number:
200-201-5
MDL number:
Beilstein/REAXYS Number:
93072
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Quality Level

assay

≥96% (HPLC)

form

liquid

technique(s)

HPLC: suitable

color

dark brown, colorless to dark yellow

storage temp.

2-8°C

SMILES string

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

InChI

1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1

InChI key

QUEDXNHFTDJVIY-DQCZWYHMSA-N

Gene Information

human ... HMGCR(3156)

Application

(+)-γ-Tocopherol has been used:
  • as reference material for the quantification of γ-tocopherol in the oil sample using high performance liquid chromatography with diode array detector (HPLC/DAD)(192}
  • as a component of diet to feed vitamin-E-depleted rats to study its effects
  • as an additive in the feed to study its effects in reducing dietary induced oxidative stress in vivo and improving meat lipid stability in broilers

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 antioxidants 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.


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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves



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Protocols

Separation of (±)-α-Tocopherol, analytical standard; Menadione (K3), analytical standard; (+)-γ-Tocopherol, analytical standard; Cholecalciferol (D3), analytical standard

Separation of δ-Tocopherol, analytical standard; Retinyl acetate; (+)-γ-Tocopherol; α-Tocopherol, ≥95.5%; Retinol; Vitamin A (acetate), meets USP testing specifications.


Graded dietary levels of RRR-gamma-tocopherol induce a marked increase in the concentrations of alpha-and gamma-tocopherol in nervous tissues, heart, liver and muscle of vitamin-E-deficient rats
Clement M, et al.
Biochimica et biophysica acta. General subjects, 1334(2-3), 173-118 (1997)
The potency of alpha-and gamma-tocopherol, and their combination, in reducing dietary induced oxidative stress in vivo and improving meat lipid stability in broilers
Tomavzin U, et al.
Archiv fur Geflugelkunde, 77, 266-274 (2013)
Characterization of oil extracted from the kernel of the fruit of cumare?s palm (Astrocaryum chambira Barret)
Ramirez-Nino MA, et al.
Revista da Faculdade de Odontologia de Aracatuba, 71(1), 8415-8422 (2018)



Global Trade Item Number

SKUGTIN
T1782-5MG04061837338205
T1782-100MG04061837338182
T1782-25MG04061837338199