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SMB00701

Sigma-Aldrich

Sesamolin

≥97%, from Sesamum indicum (sesame)

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C20H18O7
Numero CAS:
526-07-8
Peso molecolare:
370.35
Codice UNSPSC:
12352205
NACRES:
NA.25

Origine biologica

Sesamum indicum (sesame)

Livello qualitativo

200

Saggio

≥97%

Forma fisica

powder

Solubilità

DMSO: 10 mg/mL

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

−20°C

Stringa SMILE

[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
ZZMNWJVJUKMZJY-AFHBHXEDSA-N

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Descrizione generale

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.

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317

Consigli di prudenza

P280 - P302 + P352

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Formato di ammonio reagent grade, 97%

Sigma-Aldrich

156264

Formato di ammonio

Acido L-ascorbico British Pharmacopoeia (BP) Reference Standard

BP461

Acido L-ascorbico

Acido acetico analytical standard

Supelco

71251

Acido acetico

Fenolo:cloroformio:alcol isoamilico 25:24:1 saturato con 10 mM Tris, pH 8,0, 1 mM EDTA Supplied with Equilibration buffer, for molecular biology

Sigma-Aldrich

P2069

Fenolo:cloroformio:alcol isoamilico 25:24:1 saturato con 10 mM Tris, pH 8,0, 1 mM EDTA

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.
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
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
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
β-secretase inhibitors from sesame seeds and turmeric rhizomes
Murata K, et al.
Planta Medica, 82, S1-S381 (2016)
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