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Sesamolin

SIGMA/SMB00701 - ≥97%, from Sesamum indicum (sesame)

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

CAS Number: 526-07-8
Empirical Formula (Hill Notation): C20H18O7
Molecular Weight: 370.35
Linear Formula: C20H18O7
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SMB00701-5MG 5 mg
$203.00
1/EA
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assay ≥97%
biological source Sesamum indicum (sesame)
form powder
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
InChI key ZZMNWJVJUKMZJY-AFHBHXEDSA-N
Quality Level 200 
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
solubility DMSO: 10 mg/mL
storage temp. −20°C
Biochem/physiol Actions: It also exerts antimicrobial, anti-melanogenesis, and neuroprotective effects.
Biochem/physiol Actions: 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.
General description: 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.
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H317
Precautionary statements P280 - P302 + P352
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥97%
Storage Temp. −20°C
UNSPSC 12352200

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