Pinoresinol 4-O-β-D-glucopyranoside

Pinoresinol 4-O-β-D-glucopyranoside ((+) -Pinoresinol 4-O-β-D-glucopyranoside) is an orally active α-glucosidase inhibitor, with an IC50 of 48.13 μg/mL. Pinoresinol 4-O-β-D-glucopyranoside binds to estrogen receptors. Pinoresinol 4-O-β-D-glucopyranoside inhibits phosphodiesterase. Pinoresinol 4-O-β-D-glucopyranoside exhibits various activities such as antioxidant, anti-inflammatory, anti-hyperglycemic, hepatoprotective and anti-epileptic effects[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[69251-96-3]

Product Name Alternative

(+) -Pinoresinol 4-O-β-D-glucopyranoside

UNSPSC

12352005

Hazard Statement

H302-H315-H319

Target

Estrogen Receptor/ERR; Glycosidase; Phosphodiesterase (PDE)

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor

Applications

Neuroscience-Neuromodulation

Field of Research

Cancer; Metabolic Disease; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/pinoresinol-4-o-β-d-glucopyranoside.html

Purity

99.89

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

COC(C=C1[C@@H]2[C@](CO[C@@H]3C4=CC(OC)=C(O)C=C4)([H])[C@]3([H])CO2)=C(C=C1)O[C@@H]([C@@H]([C@@H](O)[C@@H]5O)O)O[C@@H]5CO

Molecular Formula

C26H32O11

Molecular Weight

520.53

Precautions

P264-P270-P280-P302+P352-P305+P351+P338-P330-P362+P364-P501

References & Citations

[1]Shihua Xing, et al. Ultra performance Liquid Chromatography/Quadrupole Time of flight Mass Spectrometry Analysis of In vitro Metabolites of Lignans from Fructus Forsythiae by Human Fecal Flora. Pharmacognosy Magazine.|[2]Wang H, et al. Estrogenic properties of six compounds derived from Eucommia ulmoides Oliv. and their differing biological activity through estrogen receptors α and β. Food Chem. 2011 Nov 15;129 (2) :408-416.|[3]Parhira S, et al. In vitro anti-influenza virus activities of a new lignan glycoside from the latex of Calotropis gigantea. PLoS One. 2014 Aug 7;9 (8) :e104544.|[4]Ma X, et al. Comparative Study on the Absorption and Metabolism of Pinoresinol and Pinoresinol-4-O-β-D-Glucopyranoside in Mice. Mol Nutr Food Res. 2023 Dec;67 (24) :e2300536.|[5]Youssef FS, et al. Pinoresinol-4-O-β-D-glucopyranoside: a lignan from prunes (Prunus domestica) attenuates oxidative stress, hyperglycaemia and hepatic toxicity in vitro and in vivo. J Pharm Pharmacol. 2020 Dec;72 (12) :1830-1839.|[6]Li Y, et al. UPLC-MS Method for Simultaneous Determination of Geniposidic Acid, Two Lignans and Phenolics in Rat Plasma and its Application to Pharmacokinetic Studies of Eucommia ulmoides Extract in Rats. Eur J Drug Metab Pharmacokinet. 2016 Oct;41 (5) :595-603.|[7]Zhang Y, et al. Production of pinoresinol diglucoside, pinoresinol monoglucoside, and pinoresinol by Phomopsis sp. XP-8 using mung bean and its major components. Appl Microbiol Biotechnol. 2015 Jun;99 (11) :4629-43.|[8]Youssef FS, et al. A Potent Lignan from Prunes Alleviates Inflammation and Oxidative Stress in Lithium/Pilocarpine-Induced Epileptic Seizures in Rats. Antioxidants (Basel) . 2020 Jul 2;9 (7) :575.