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Merck
CN

SMB00705

Sesamin

≥98% (HPLC)

Synonym(s):

Fagarol

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About This Item

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

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.


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Mitsuo Namiki
Critical reviews in food science and nutrition, 47(7), 651-673 (2007-10-19)
The results of recent food chemical and nutraceutical studies on the traditionally well-known health value of sesame are described, including some aspects of the utilization of sesame. The highly antioxidative activity of sesame oil was clarified and found to involve
Sarah Dalibalta et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 28(10), 1276-1289 (2020-11-03)
Sesamin, a major lignin isolated from sesame (Sesamum indicum) seeds and sesame oil, is known to possess antioxidant and anti-inflammatory properties. Several studies have revealed that oxidative stress and inflammation play a major role in a variety of cardiovascular diseases
Colonoscope constriction and laser safety interlock problems investigated.
Today's OR nurse, 14(3), 48-48 (1992-03-01)



Global Trade Item Number

SKUGTIN
SMB00705-10MG04061834680833
SMB00705-50MG04061834680840