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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%

Quality Level

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)

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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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
A Funakoshi et al.
The Tohoku journal of experimental medicine, 148(4), 393-401 (1986-04-01)
The fasting serum levels of alpha-tocopherol were determined by high-pressure liquid chromatography in 13 patients with chronic pancreatitis of whom 7 were positive for pancreatic calcification (CCP) and 6, negative (NCP) and 10 healthy subjects. The fasting serum levels of
N Inagaki et al.
Journal of pharmacobio-dynamics, 7(1), 70-74 (1984-01-01)
Effect of vitamin E (alpha-tocopheryl acetate and alpha-tocopheryl nicotinate) on IgE antibody formation in mice was investgiated . Female BALB/c mice were immunized with dinitrophenylated ascaris protein (DNP-As) and aluminium hydroxide gel (alum). Supplementation of vitamin E in diets or
T W Chung et al.
Diabetic medicine : a journal of the British Diabetic Association, 15(5), 380-385 (1998-06-03)
The effects of alpha-tocopherol nicotinate on blood viscoelasticity and viscosity and on lipid peroxidation stress in erythrocyte membranes in patients with Type 2 DM were investigated. Thirteen Type 2 diabetic subjects with retinopathy were given alpha-tocopherol nicotinate 300 mg tds

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