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Key Documents

T5134

Sigma-Aldrich

(±)-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
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.79

Assay

≥98%

form

solid or liquid

color

white to yellow

storage temp.

2-8°C

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

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
[Effects of soysterol, pantethine and dl-alpha-tocopheryl nicotinate on hyperlipemia in rats (author's transl)].
S Nakayama et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 78(3), 191-202 (1981-09-01)
N Hidiroglou et al.
Reproduction, nutrition, development, 33(3), 263-268 (1993-01-01)
A 61-d study involving 40 crossbred lambs evaluated the effect of various forms of tocopherol provided daily in equimolar amounts on total cholesterol, high-density lipoprotein-cholesterol and triglyceride concentrations in the serum of lambs. Thirty-five lambs were allotted to 7 treatment

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