PRODUCT Properties
Melting point: | 112 °C |
Boiling point: | 556.5±50.0 °C(Predicted) |
Density | 1.385 g/cm3 |
storage temp. | Sealed in dry,Room Temperature |
solubility | DMSO: ≥6mg/mL |
form | Solid |
pka | 9.54±0.35(Predicted) |
color | white to tan |
InChI | InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1 |
InChIKey | HGXBRUKMWQGOIE-AFHBHXEDSA-N |
SMILES | O1C[C@]2([H])[C@@H](C3=CC=C(O)C(OC)=C3)OC[C@]2([H])[C@H]1C1=CC=C(O)C(OC)=C1 |
LogP | 1.591 (est) |
Description and Uses
(+)-Pinoresinol is a lignan that has been found in Forsythia and virgin olive oils and has diverse biological activities, including antioxidant, anticancer, and anti-inflammatory properties. It is an inhibitor of α-glucosidase and maltase (IC50s = 492 and 34.3 μM in Baker’s yeast and rat small intestine, respectively). (+)-Pinoresinol scavenges ABTS , but not 2,2-diphenyl-1-picrylhydrazyl (DPPH; ), radicals in cell-free assays (IC50s = 13.43 and >200 μg/ml, respectively). It is cytotoxic to A549, HepG2, and MCF-7, but not U251 and Bcap-37, cells with IC50 values of 29.35, 62.35, 75.32, >80, and >80 μM, respectively. (+)-Pinoresinol prevents cell death induced by glutamate in HT22 cells (EC50 = 6.96 μM) and inhibits LPS-induced nitric oxide production in RAW 264.7 cells (IC50 = 7.89 μM).
(+)-Pinoresinol is a lignan found in olive oil and in other plants. This phenolic compound was reported to have antioxidant and anticancer potential.
Safety
Symbol(GHS) | ![]() GHS07 |
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
WGK Germany | 3 |