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Documenti fondamentali

SMB00705

Sigma-Aldrich

Sesamin

≥98% (HPLC)

Sinonimo/i:

Fagarol

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About This Item

Formula empirica (notazione di Hill):
C20H18O6
Numero CAS:
Peso molecolare:
354.35
Numero MDL:
Codice UNSPSC:
12352205
NACRES:
NA.25

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

powder

Solubilità

DMSO: 10 mg/mL

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

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
PEYUIKBAABKQKQ-AFHBHXEDSA-N

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Descrizione generale

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

Applicazioni

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.

Azioni biochim/fisiol

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.
Non-competitive Δ5-desaturase inhibitor.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Evidence-based complementary and alternative medicine : eCAM, 2012, 242810-242810 (2012-05-31)
Inconsistent expression and regulation of drug-metabolizing enzymes (DMEs) are common causes of adverse drug effects in some drugs with a narrow therapeutic index (TI). An important cytochrome, cytochrome P450 3A4 (CYP3A4), is predominantly regulated by a nuclear receptor, pregnane X
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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
Kaori Yasuda et al.
Expert opinion on drug metabolism & toxicology, 8(1), 93-102 (2011-11-22)
Sesamin is a major lignan found in sesame and is known to have various biological effects. Some of these biological effects occur following its metabolic conversion to corresponding catechols and, therefore, the study of sesamin metabolism is quite important. There

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