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Merck
CN

T5134

(±)-α-Tocopherol nicotinate

Synonym(s):

Vitamin E nicotinate

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About This Item

Empirical Formula (Hill Notation):
C35H53NO3
CAS Number:
Molecular Weight:
535.80
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
257-501-4
MDL number:
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InChI

1S/C35H53NO3/c1-24(2)13-9-14-25(3)15-10-16-26(4)17-11-20-35(8)21-19-31-29(7)32(27(5)28(6)33(31)39-35)38-34(37)30-18-12-22-36-23-30/h12,18,22-26H,9-11,13-17,19-21H2,1-8H3/t25-,26-,35-/m1/s1

InChI key

MSCCTZZBYHQMQJ-AZAGJHQNSA-N

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(OC(=O)c3cccnc3)c(C)c(C)c2O1

assay

≥98%

form

solid or liquid

color

white to yellow

storage temp.

2-8°C

Quality Level

General description

α-Tocopherol nicotinate is a fat soluble vitamin. It is an ester of tocopherol and niacin. Niacin is linked to the hydroxyl group of active vitamin E in this ester. α-Tocopherol is a form of vitamin E, which is available through dietary sources. RRR-α-tocopherol is a natural form of α-Tocopherol.

Application

(±)-α-Tocopherol nicotinate has been used in metabolic studies to assess its biological functions in rats.

Biochem/physiol Actions

α-Tocopherol is a radical-chain breaker owing to its anti-oxidant property.
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. α-Tocopherol nicotinate is used along the α-Tocopherol acetate, α-Tocopherol succinate and other esterified forms as a vitamin E supplement with similar but differential activities.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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N Suzuki et al.
Journal of nutritional science and vitaminology, 29(2), 93-103 (1983-04-01)
The metabolism of the nicotinic acid (NA) moiety of d,l-alpha-tocopheryl nicotinate (TN) was investigated using radiolabeled TN, with the labeled moiety of the molecule being either NA or tocopherol, and labeled NA. After a single orally administered dose of TN
[Clinical effect of dentifrice containing dl-alpha-Tocopheryl nicotinate].
K Ikeda et al.
Nihon Shishubyo Gakkai kaishi, 24(4), 619-632 (1982-12-01)
P Schlieper et al.
Arzneimittel-Forschung, 37(8), 920-923 (1987-08-01)
The effect of alpha-tocopherol nicotinate (Renascin), alpha-tocopherol and dodecanoic acid (lauric acid) on the positive inotropic action of ouabain and digoxin and on cardiac glycoside induced arrhythmias has been tested in isolated guinea-pig left atria and in anaesthetized guinea-pigs. alpha-Tocopherol
Tocopherols, tocotrienols and tocomonoenols: Many similar molecules but only one vitamin E
Azzi A
Redox Biology, 101259-101259 (2019)
K N Prasad et al.
Cancer research, 42(2), 550-555 (1982-02-01)
The effects of various forms of tocopherol (vitamin E) on the growth and differentiation of mouse melanoma (B-16) and mouse fibroblast (L-cells) cells in culture were studied. D-alpha-tocopherol acid succinate induced morphological alterations and growth inhibition in melanoma cells. When

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