SMB00701

Sesamolin

≥97%, from Sesamum indicum (sesame)

• Synonym(s): 5-[(1S,3aR,4R,6aR)-4-(1,3-Benzodioxol-5-yloxy)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-1,3-benzodioxole
• Empirical Formula (Hill Notation): C₂₀H₁₈O₇
• CAS Number: 526-07-8
• Molecular Weight: 370.35
• UNSPSC Code: 12352205
• NACRES: NA.25

Properties

• biological source: Sesamum indicum (sesame)
• Quality Level: 200
• Assay: ≥97%
• form: powder
• solubility: DMSO: 10 mg/mL
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −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
• InChI key: ZZMNWJVJUKMZJY-AFHBHXEDSA-N

Description

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.

Biochem/physiol Actions

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P280 - P302 + P352
• Hazard Classifications: Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable