(+)-PINORESINOL
(+)-PINORESINOL Basic information
- Product Name:
- (+)-PINORESINOL
- Synonyms:
-
- (+)-PINORESINOL
- (-)-4,4'-[[(3aα,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan]-1α,4α-diyl]bis(2-methoxyphenol)
- (3aS,6aS)-3a,4,6,6a-Tetrahydro-3β,6β-bis(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan
- (3R,3aβ,6aβ)-3β,6β-Bis(3-methoxy-4-hydroxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan
- 2-Methoxy-4-[(1R)-4α-(3-methoxy-4-hydroxyphenyl)-3aα,4,6,6aα-tetrahydro-1H,3H-furo[3,4-c]furan-1α-yl]phenol
- 4,4'-[[(3aα,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan]-1α,4α-diyl]bis(2-methoxyphenol)
- (1S)-1β,4β-Bis(4-hydroxy-3-methoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan
- (1β,5β)-2β,6β-Bis(3-methoxy-4-hydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane
- CAS:
- 487-36-5
- MF:
- C20H22O6
- MW:
- 358.39
- Product Categories:
-
- Miscellaneous Natural Products
- Mol File:
- 487-36-5.mol
(+)-PINORESINOL Chemical 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
- pka
- 9.54±0.35(Predicted)
- form
- Solid
- color
- white to tan
- LogP
- 1.591 (est)
(+)-PINORESINOL Usage And Synthesis
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).
Uses
(+)-Pinoresinol is a lignan found in olive oil and in other plants. This phenolic compound was reported to have antioxidant and anticancer potential.
Definition
ChEBI: An enantiomer of pinoresinol having (+)-1S,3aR,4S,6aR-configuration.
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- (-)-PINORESINOL
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- d-Pinoresinol
- (+)-Pinoresinol-di-O-β-D-glucoside,(+)-Pinoresinol 4,4'-O-di-β-D-glucopyranoside,PINORESINOL DIGLUCOSIDE
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- (1S,3AR,4S,6AR)-1,4-BIS(3,4-DIMETHOXYPHENYL)-HEXAHYDROFURO[3,4-C]FURAN