A dibenzocyclooctadiene with diverse biological activities
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Schizandrin B

Item No. 24968

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,7S,13aR)-rel-5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-benzo[3,4]cycloocta[1,2-f][1,3]benzodioxole
CAS Number
61281-37-6
Synonyms
  • Wuweizisu B
Molecular Formula
C23H28O6
Formula Weight
400.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH7.2) (1:2): 0.30 mg/mlDMSO: 5 mg/mlEthanol: 2 mg/ml
λmax
217 nm
SMILES
COC1=C(OCO2)C2=CC3=C1C4=C(C=C(OC)C(OC)=C4OC)CC(C)C(C)C3
InChi Code
InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3
InChi Key
RTZKSTLPRTWFEV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Schizandrin B is a dibenzocyclooctadiene that has been found in F. schisandrae and S. chinensis with diverse biological activities.1,2,3 Schizandrin B (50 μM) completely inhibits anti-CD3- and anti-CD28-induced release of the cytokines IL-2, IL-3, IL-4, IL-6, and IFN-γ in T cells.4 In A549 adenocarcinoma cells, schizandrin B (1-30 μM) dose-dependently reduces cell survival and UV-induced phosphorylation of p53 and checkpoint kinase 1 (Chk1).1 Schizandrin B reduces kinase activity of the serine/threonine-protein kinase ATR with an IC50 value of 7.25 μM for the recombinant enzyme. In vivo, schizandrin B (25-100 mg/kg, p.o.) dose-dependently inhibits lipid peroxidation, formation of DNA strand breaks, and NADPH oxidase-dependent oxygen production induced by doxorubicin (Item No. 15007) in mouse heart.2 It also reduces the expression of p53, 3-nitrotyrosine, phosphorylated p38 MAPK and MAPKAPK-2, and matrix metalloproteinase-2 (MMP-2) and MMP-9. Schizandrin B (1 or 2 mmol/kg per day, p.o.) pretreatment reduces tert-butylhydroperoxide-induced mortality and malondialdehyde formation and increases glutathione (GSH) levels and Se-glutathione peroxidase (GSH-Px) activity in brain in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nishida, H., Tatewaki, N., Nakajima, Y., et al. Inhibition of ATR protein kinase activity by schisandrin B in DNA damage response. Nucleic Acids Res. 37(17), 5678-5689 (2009).

    2. Thandavarayan, R.A., Giridharan, V.V., Arumugam, S., et al. Schisandrin B prevents doxorubicin induced cardiac dysfunction by modulation of DNA damage, oxidative stress and inflammation through inhibition of MAPK/p53 signaling. PLoS One 10(3), e0119214 (2015).

    3. Ko, K.M., and Lam, B.Y. Schisandrin B protects against tert-butylhydroperoxide induced cerebral toxicity by enhancing glutathione antioxidant status in mouse brain. Mol. Cell. Biochem. 238(1-2), 181-186 (2002).

    4. Checker, R., Patwardhan, R.S., Sharma, D., et al. Schisandrin B exhibits anti-inflammatory activity through modulation of the redox-sensitive transcription factors Nrf2 and NF-κB. Free Radic. Biol. Med. 53(7), 1421-1430 (2012).