Stereochemistry | ABSOLUTE |
Molecular Formula | C20H18O7 |
Molecular Weight | 370.3527 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CO[C@H](C3=CC4=C(OCO4)C=C3)[C@@]1([H])CO[C@@H]2OC5=CC=C6OCOC6=C5
InChI
InChIKey=ZZMNWJVJUKMZJY-AFHBHXEDSA-N
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
Sesamolin from Sesamun indicum seeds plays important role in plant defense, such as antifeedant as well as potent antioxidants and insecticides. Sesaminol has potent inhibition of cytochrome P450 (CYPs). The neuroprotective effect of sesamolin was also observed in vivo using gerbils subjected to a focal cerebral ischemia induced by occlusion of the right common carotid artery and the right middle cerebral artery. Lipid peroxidation activity, measured as 2-thiobarbituric acid reactive substances, was significantly lower in the kidneys and liver of the sesamolin-fed rats than in the controls.
CNS Activity
Originator
Approval Year
PubMed
Sample Use Guides
Raji cells were cultured with sesamolin (40 μg/mL) in the presence or absence of 20 μM of the ERK 1/2 inhibitor PD98059 (PD). The control cells were treated with just DMSO as a solvent for sesamolin and PD98059. After 72 h, cells were harvested and used for the analysis of NKG2D ligands with flow cytometry. The ability of sesamolin (Se) to upregulate the expression of ULBP-1, ULBP-2, and MIC-A/B was significantly suppressed by PD98059 (PD). In addition, sesamolin's ability to increase the NK cell (NK92-MI) mediated lysis of Raji was significantly attenuated by the ERK 1/2 inhibitor PD98059.