A lignan with diverse biological activities
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Schisandrin C

Item No. 27475

Technical Information
Formal Name
(6R,7S,13aS)-5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-cycloocta[1,2-f:3,4-f']bis[1,3]benzodioxole
CAS Number
61301-33-5
Synonyms
  • Schizandrin C
  • Wuweizisu C
Molecular Formula
C22H24O6
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
220 nm
SMILES
COC1=C(OCO2)C2=CC3=C1C4=C(C=C(OCO5)C5=C4OC)CC(C)C(C)C3
InChi Code
InChI=1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3
InChi Key
HTBWBWWADZJXID-UHFFFAOYSA-N
Origin
Plant/Schisandra chinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Schisandrin C is a lignan originally isolated from Schizandrae that has diverse biological activities.1,2,3,4,5 It decreases viability of U937 cells in a concentration-dependent manner and induces cell cycle arrest at the G1 phase when used at a concentration of 100 μM.2 Schisandrin C (5-20 μM) decreases hydrogen peroxide-induced cell death and production of reactive oxygen species (ROS) in C2C12 skeletal muscle cells.3 It also decreases levels of matrix metalloproteinase-2 (MMP-2), MMP-9, COX-2, VCAM-1, IL-1β, and TNF-α in hydrogen peroxide-stimulated C2C12 cells. Schisandrin C decreases lipoteichoic acid-induced production of nitric oxide (NO), prostaglandin E2 (PGE2; Item No. 14010), TNF-α, IL-1β, and IL-6 in mouse primary microglia.4 In vivo, schisandrin C (200 mg/kg) decreases serum alanine amino transferase (ALT) and aspartate amino transferase (AST) activity, increases hepatic mitochondrial and total glutathione (GSH) levels, and reduces liver injury in a mouse model of acetaminophen-induced liver injury partially via inhibition of the cytochrome P450 (CYP) isoforms CYP2E1, CYP1A2, and CYP3A11.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X.Y. Bioactivity of neolignans from fructus Schizandrae. Mem. Inst. Oswaldo Cruz 86 Suppl 2, 31-37 (1991).

    2. Park, C., Choi, Y.-W., Hyun, S.K., et alInduction of G1 arrest and apoptosis by schisandrin C isolated from Schizandra chinensis Baill in human leukemia U937 cells. Int. J. Mol. Med. 24(4), 495-502 (2009).

    3. Kim, J.S., and Yi, H.K. Schisandrin C enhances mitochondrial biogenesis and autophagy in C2C12 skeletal muscle cells: Potential involvement of anti-oxidative mechanisms. Naunyn Schmiedebergs Arch. Pharmacol. 391(2), 197-206 (2018).

    4. Park, S.Y., Park, S.J., Park, T.G., et alSchizandrin C exerts anti-neuroinflammatory effects by upregulating phase II detoxifying/antioxidant enzymes in microglia. Int. Immunopharmacol. 17(2), 415-426 (2013).

    5. Jiang, Y., Fan, X., Wang, Y., et alHepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. Chem. Biol. Interact. 231, 83-89 (2015).