| Identification | Back Directory | [Name]
(+)-PINORESINOL | [CAS]
487-36-5 | [Synonyms]
80% ee)
(+)-Piresil
(+)-PINORESINOL
(+)-Pinoresinol (>
(+)-Pinoresinol (>80% ee)
(+)-Pinoresinol,Pinoresinol
(1β,5β)-2β,6β-Bis(3-methoxy-4-hydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane
4,4′-((1S,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol)
4,4'-[(1R,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl] Bis(2-methoxyphenol)
(3R,3aβ,6aβ)-3β,6β-Bis(3-methoxy-4-hydroxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan
4,4'-[[(3aα,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan]-1α,4α-diyl]bis(2-methoxyphenol)
4,4'-[(3aα,4,6,6aα-Tetrahydro-1H,3H-furo[3,4-c]furan)-3α,6α-diyl]bis(2-methoxyphenol)
4,4′-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2-methoxyphenol)
Phenol,4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-Methoxy-
(1S)-1β,4β-Bis(4-hydroxy-3-methoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan
(-)-4,4'-[[(3aα,6aα)-Tetrahydro-1H,3H-furo[3,4-c]furan]-1α,4α-diyl]bis(2-methoxyphenol)
4,4'-[(3S)-3aα,4,6,6aα-Tetrahydro-1H,3H-furo[3,4-c]furan-3α,6α-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
4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
2-Methoxy-4-[(1R)-4α-(3-methoxy-4-hydroxyphenyl)-3aα,4,6,6aα-tetrahydro-1H,3H-furo[3,4-c]furan-1α-yl]phenol | [Molecular Formula]
C20H22O6 | [MDL Number]
MFCD07784516 | [MOL File]
487-36-5.mol | [Molecular Weight]
358.39 |
| Chemical Properties | Back Directory | [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 | [LogP]
1.591 (est) |
| Hazard Information | Back Directory | [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.1,2,3,4 It is an inhibitor of α-glucosidase and maltase (IC50s = 492 and 34.3 μM in Baker’s yeast and rat small intestine, respectively).3 (+)-Pinoresinol scavenges ABTS (Item No. 27317), but not 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805), radicals in cell-free assays (IC50s = 13.43 and >200 μg/ml, respectively).2 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).4 | [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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