Pinoresinol

Names

[ CAS No. ]:
487-36-5

[ Name ]:
Pinoresinol

[Synonym ]:
(+)-PINORESINOL
4,4'-(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(2-methoxyphenol)
Phenol, 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxy-
Pinoresinol

Biological Activity

[Description]:

Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[In Vitro]

Pinoresinol facilitated death-inducing signaling complex formation to trigger a caspase-8-dependent apoptotic cascade activation in TRAIL-resistant glioblastoma cells[2].

[References]

[1]. Schroeder FC, et al. Pinoresinol: A lignol of plant origin serving for defense in a caterpillar. Proc Natl Acad Sci U S A. 2006 Oct 17;103(42):15497-501.

[2]. Lee SR, et al. Accelerated degradation of cFLIPL and sensitization of the TRAIL DISC-mediated apoptotic cascade by pinoresinol, a lignan isolated from Rubia philippinensis. Sci Rep. 2019 Sep 18;9(1):13505.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
556.5±50.0 °C at 760 mmHg

[ Melting Point ]:
121 °C

[ Molecular Formula ]:
C₂₀H₂₂O₆

[ Molecular Weight ]:
358.385

[ Flash Point ]:
290.4±30.1 °C

[ Exact Mass ]:
358.141632

[ PSA ]:
77.38000

[ LogP ]:
1.54

[ Appearance of Characters ]:
white to tan

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.598

[ Storage condition ]:
?20°C

[ Water Solubility ]:
DMSO: ≥6mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Articles

Characterisation and phenolic profiles of two rare olive oils from southern Tunisia: Dhokar and Gemri-Dhokar cultivars.

J. Sci. Food Agric. 93(3) , 527-34, (2013)

The aim of this work was to study the chemical characteristics of two Tunisian cultivars, namely Dhokar and Gemri-Dhokar, to analyse the fatty acids, sterols, triacylglycerols, triterpenic alcohols, a...

[Study on the chemical constituents of the roots of Dendropanax chevalieri].

Zhong Yao Cai 35(1) , 62-4, (2012)

To study the chemical constituents of the roots of Dendropanax chevalieri.The constituents were isolated by column chromatography with silica gel, Sephadex LH-20 gel and RP-18. Their structures were e...

[Chemical constituents of the roots of Vaccinium bracteatum].

Zhong Yao Cai 35(6) , 917-9, (2012)

To study the chemical constituents of the roots of Vaccinium bracteatum.The constituents were separated and purified with chromatographic methods (including silica gel, Sephadex LH-20 and RP-18 column...

Related Compounds

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