Schisandrin Chemical Properties

Melting point:

128.5°C

Boiling point:

466.17°C (rough estimate)

Density 

1.1480 (rough estimate)

refractive index 

1.5800 (estimate)

storage temp. 

2-8°C

solubility 

DMSO: ≥13mg/mL

pka

14.58±0.40(Predicted)

form 

powder

color 

white to beige

optical activity

[α]/D 75 to 95°, c = 1 in methanol

InChIKey

YEFOAORQXAOVJQ-UHFFFAOYSA-N

LogP

3.153 (est)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-50/53

Safety Statements 

60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

HS Code 

29093090

Schisandrin Usage And Synthesis

Description

Schizandrin is a dibenzocyclooctadiene lignan and a major component of S. chinensis and has diverse biological activities. It induces cell cycle arrest at the G₀/G₁ phase and inhibits growth of T47D and MDA-MB-231 breast cancer cells when used at a concentration of 100 μM. Schizandrin (10 and 100 μM) prevents glutamate-induced cytotoxicity, inhibits production of nitric oxide (NO) and reactive oxygen species (ROS), and preserves the mitochondrial membrane potential in isolated rat cortical cells. It reduces apoptosis induced by cisplatin in HK-2 human kidney cells. In vivo, schizandrin (1 and 10 mg/kg, p.o.) reverses scopolamine-induced impairment of spatial memory and the passive avoidance response in rats. It enhances oxotremorine-induced tremors in mice. Schizandrin (10 mg/kg) reduces serum levels of IgE, IgG1, IL-4, and IFN-γ in an ovalbumin-sensitized mouse model of allergy.

Uses

Schizandrin may be used in oxidative stress-related cell signaling studies.

Application

Schizandrin is a natural compound that belongs to the group of schisandrins. Schizandrins are a class of compounds with biochemical properties and biological activities, such as anti-inflammatory, antioxidant, and anti-cancer effects. This compound has been shown to have pro-apoptotic properties in a model system. It has also demonstrated the ability to inhibit influenza A virus replication in vitro and protect mice against Listeria monocytogenes infection. It can be used as an inhibitor of gsh-px activity in myocardial infarcts.

Definition

ChEBI: Schizandrin is a tannin.

Biochem/physiol Actions

Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin has been reported to have hepatoprotective, antitumor, antiviral, and antiamnesic effects, and has neuroprotective activity against glutamate induced neurotoxicity.

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