Chemical Property of Pinoresinol
Chemical Property:
- Melting Point:112 °C
- Boiling Point:556.5 °C at 760 mmHg
- PKA:9.54±0.35(Predicted)
- Flash Point:290.4 °C
- PSA：77.38000
- Density:1.287 g/cm3
- LogP:3.19020
- Storage Temp.:?20°C
- Solubility.:DMSO: ≥6mg/mL
- XLogP3:2.3
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:6
- Rotatable Bond Count:4
- Exact Mass:358.14163842
- Heavy Atom Count:26
- Complexity:431
- Purity/Quality:
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HPLC≥98% *data from raw suppliers
(+)-Pinoresinol(>80%ee) *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O
- Isomeric SMILES:COC1=C(C=CC(=C1)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC(=C(C=C4)O)OC)O
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Description
(+)-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).
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Uses
(+)-Pinoresinol is a lignan found in olive oil and in other plants. This phenolic compound was reported to have antioxidant and anticancer potential.
