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Key Documents

SMB00705

Sigma-Aldrich

Sesamin

≥98% (HPLC)

Synonym(s):

Fagarol

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About This Item

Empirical Formula (Hill Notation):
C20H18O6
CAS Number:
Molecular Weight:
354.35
MDL number:
UNSPSC Code:
12352205
NACRES:
NA.25

Quality Level

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: 10 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

C1Oc2ccc(cc2O1)[C@H]3OC[C@H]4[C@@H]3CO[C@@H]4c5ccc6OCOc6c5

InChI

1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1

InChI key

PEYUIKBAABKQKQ-AFHBHXEDSA-N

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General description

Sesamin is the most abundant lignan isolated from Sesamum indicum or sesame seeds and sesame oil.

Application

Sesamin has been used as a reference standard to study the activity of Cytochrome P450 enzyme sesamin synthase from Sesamum indicum L. in the conversion of pinoresinol to sesamin.

Biochem/physiol Actions

Non-competitive Δ5-desaturase inhibitor.
Sesamin presents multiple health benefits including hypocholesterolemic, anti-hypertensive, anti-carcinogenic, anti-aging, immunoregulatory, hypoglycemic, anti-thrombotic, hepatoprotective, and antioxidant activities. It has also been demonstrated to work synergistically with vitamin E against lipid peroxidation. Sesamin was found to be metabolized into several catechol forms in the liver. These cathecols have a potent ability to scavenge superoxide radicals.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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