| Identification | Back Directory | [Name]
(-)-PINORESINOL | [CAS]
81446-29-9 | [Synonyms]
(-)-PINORESINOL
Phenol, 4,4'-[(1R,3aS,4R,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxy-
4-[(3R,3aS,6R,6aS)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol | [Molecular Formula]
C20H22O6 | [MDL Number]
MFCD06796686 | [MOL File]
81446-29-9.mol | [Molecular Weight]
358.39 |
| Chemical Properties | Back Directory | [Melting point ]
119-120 °C | [Boiling point ]
556.5±50.0 °C(Predicted) | [density ]
1.287±0.06 g/cm3(Predicted) | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
9.54±0.35(Predicted) |
| Hazard Information | Back Directory | [Uses]
(-)-Pinoresinol is a plant-derived tetrahydrofuran lignan that inhibits α-glucosidase and acts as a hypoglycemic agent. (-)-Pinoresinol has some anti-inflammatory effects and acts as a chemopreventive agent, inducing increased apoptosis and cell cycle G2/M arrest[1]. | [Definition]
ChEBI: (-)-pinoresinol is an enantiomer of pinoresinol having (-)-1R,3aS,4R,6aS-configuration. It has a role as a plant metabolite. | [target]
TNF-α | COX | NF-kB | NOS | AP-1 | JNK | CDK | p21 | [References]
[1] Lucia Fini, et al. Chemopreventive properties of pinoresinol-rich olive oil involve a selective activation of the ATM-p53 cascade in colon cancer cell lines. Carcinogenesis. 2008 Jan;29(1):139-46. DOI:10.1093/carcin/bgm255
[2] Alexandrine During, et al. Among plant lignans, pinoresinol has the strongest antiinflammatory properties in human intestinal Caco-2 cells. J Nutr. 2012 Oct;142(10):1798-805. DOI:10.3945/jn.112.162453 |
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