Sesamin

Bezeichnung:Sesamin

CAS-Nr607-80-7

Englisch Name:Sesamin

CBNumberCB5783674

SummenformelC20H18O6

Molgewicht354.35

MOL-Datei607-80-7.mol

Sesamin physikalisch-chemischer Eigenschaften

Schmelzpunkt	121.0 to 125.0 °C
Siedepunkt	504.4±50.0 °C(Predicted)
Dichte	1.385±0.06 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	Soluble in DMSO (>25 mg/ml)
Aggregatzustand	crystalline
Farbe	White
Merck	14,8470
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKey	PEYUIKBAABKQKQ-AFHBHXEDSA-N
LogP	4.064 (est)

Sicherheit

S-Sätze:	22-24/25
WGK Germany	3
HS Code	29329990

Gefahreninformationscode (GHS)

Sesamin Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
Sesamin (607-80-7) is a natural product derived from sesame seeds with anticancer1, antioxidant2, anti-inflammatory/immunomodulatory3, and antidiabetic4,5 effects. It also displayed effects on cholesterol and fatty acid metabolism.6? Sesamin was recently found to inhibit bacterial L-tryptophan indole lyase (Ki = 7 μM).7 This enzyme reacts with dietary tryptophan to produce the uremic toxin indoxyl sulfate which exacerbates chronic kidney disease.
Chemische Eigenschaften
White powder
Verwenden
Sesamin has been used:
- as a lignan to study its effects on the osteoblastic differentiation of rat bone marrow stromal cells (BMSCs)
- as a standard for the isolation of sesamin from sesame oil
- as an enterolignan to study its effects on the proliferation of estrogen-receptor (ER)-positive human breast cancer MCF-7 cells
Verwenden
A lignan isolated from the bark of Fagara plants and from sesame oil. Studies show that it has has multiple functions such as cholesterol-lowering and anti-hypertensive activities. It induces the expr ession of the gene for aldehyde dehydrogenase, an alcohol-metabolizing enzyme suggesting it regulates the metabolism of lipids, xenobiotics, and alcohol at the mRNA level.
Definition
ChEBI: A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR
Allgemeine Beschreibung
Sesamin is a fat-soluble furfuran lignan present in Sesamum indicum?L seeds.
Biochem/physiol Actions
Non-competitive Δ5-desaturase inhibitor.
Einzelnachweise
Majdalawieh et al. (2017) A comprehensive review on the anti-cancer properties and mechanisms of action of sesamin, a lignan in sesame seeds (Sesamum indicum); Eur.? J. Pharmacol.?815 512 Kiso (2004) Antioxidative role of sesamin, a functional lignan in sesame seed, and its effect on lipid- and alcohol-metabolism in the liver: a DNA microarray study; Biofactors 21 191 Majdalawieh et al. (2021) Immunomodulatory and anti-inflammatory effects of sesamin: mechanisms of action and future directions; Crit.? Rev. Food Sci. Nutr.?5 1 Shahi et al. (2017) Effect of Sesamin Supplementation on Glycemic Status, Inflammatory Markers, and Adiponectin Levels in Patients with Type 2 Diabetes Mellitus; J. Diet. Suppl.?14 65 Farbood et al. (2019) Sesamin: A promising protective agent against diabetes-associated cognitive decline in rats; Life Sci. 230 169 Majdalawieh et al. (2020) Effects of sesamin on fatty acid and cholesterol metabolism, macrophage cholesterol homeostasis and serum lipid profile: a comprehensive review; Eur. J. Pharmacol. 173417 Oikawa et al. (2022) (+)-Sesamin, a sesame lignan, is a potent inhibitor of gut bacterial tryptophan indole-lyase that is a key enzyme in chronic kidney disease pathogenesis; Biochem. Biophys. Res. Commun.?590 158

Sesamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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