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SMB00701

Sigma-Aldrich

Sesamolin

≥97%, from Sesamum indicum (sesame)

Synonym(e):

5-[(1S,3aR,4R,6aR)-4-(1,3-Benzodioxol-5-yloxy)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxole

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About This Item

Empirische Formel (Hill-System):
C20H18O7
CAS-Nummer:
526-07-8
Molekulargewicht:
370.35
UNSPSC-Code:
12352205
NACRES:
NA.25

Biologische Quelle

Sesamum indicum (sesame)

Qualitätsniveau

200

Assay

≥97%

Form

powder

Löslichkeit

DMSO: 10 mg/mL

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

−20°C

SMILES String

[H][C@@]12[C@@H](C(C=C3)=CC4=C3OCO4)OC[C@]1([H])[C@@H](OC5=CC6=C(C=C5)OCO6)OC2

InChI

1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1

InChIKey

ZZMNWJVJUKMZJY-AFHBHXEDSA-N

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Allgemeine Beschreibung

Sesamolin is a furofuran lignan extracted from Sesamum indicum L. (sesame) seeds. Its solubility is very less in water. The chemical structure of sesamolin comprises two phenylpropanoids with their propyl side attached to a central carbon. It is reported in many other Sesamum species.

Biochem./physiol. Wirkung

It also exerts antimicrobial, anti-melanogenesis, and neuroprotective effects.
Sesamolin is reported to have beneficial physiological properties such as antioxidant, anti-mutagenic, anti-aging and anti-inflammatory activities. It was also found to inhibit lipid peroxidation in rat liver and kidney. Sesamolin enhances NK cell lysis activity by increasing the expression of NKG2D ligands on Burkitt′s lymphoma cells, presenting a potential immunotherapeutic value for cancer treatment. In addition, it was demonstrated that sesamolin inhibits β-secretase, presenting an important role for prevention of dementia by daily consumption.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H317

Gefahreneinstufungen

Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Reny Rosalina et al.
Molecules (Basel, Switzerland), 26(19) (2021-10-14)
Sesame seeds are rich in lignan content and have been well-known for their health benefits. Unlike the other sesame lignan compounds (i.e., sesamin and sesamol), the study of the pharmacological activity of sesamolin has not been explored widely. This review
T Lind et al.
Acta orthopaedica Belgica, 58(1), 81-83 (1992-01-01)
The intra-articular pressures in the glenohumeral joint in different positions were measured in 12 cadaveric shoulders. The lowest pressure was found in abduction combined with traction. A significant rise in pressure was seen in positions combining flexion or abduction with
M H Kang et al.
The Journal of nutrition, 128(6), 1018-1022 (1998-06-18)
Although the sesame lignans, sesaminol and sesamolinol, have been shown to possess antioxidative activity, less is known about the metabolism and antioxidative properties of sesamolin, a major constituent of sesame oil. To determine the ability of sesamolin to act as
Jeong Hwa Kim et al.
International immunopharmacology, 28(2), 977-984 (2015-08-25)
Sesamolin and sesamin are representative lignans found in sesame seed. The present study was designed to demonstrate the anti-cancer activity of sesamolin achieved by increasing the expression level of NKG2D ligands on Raji cells, which are derived from Burkitt's lymphoma.
Afaf Kamal-Eldin et al.
Recent patents on food, nutrition & agriculture, 3(1), 17-29 (2010-12-01)
Sesame seed contains very high levels (up to 2.5%) of furofuran lignans with beneficial physiological activities, mainly sesamin, sesamolin, and sesaminol glucosides. Reported activities of sesame seed lignans include inter alias modulation of fatty acid metabolism, inhibition of cholesterol absorption
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