A lignan with diverse biological activities
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Schisanhenol

Item No. 30109

Technical Information
Formal Name
(6S,7R,12aR)-5,6,7,8-tetrahydro-2,3,10,11,12-pentamethoxy-6,7-dimethyl-dibenzo[a,c]cycloocten-1-ol
CAS Number
69363-14-0
Synonyms
  • Gomisin K3
  • NSC 330515
  • Schizanhenol
Molecular Formula
C23H30O6
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:4): 0.20 mg/mlDMSO: 20 mg/ml
λmax
220 nm
SMILES
COC(C(OC)=C1)=C(O)C2=C1CC(C)C(C)CC3=C2C(OC)=C(OC)C(OC)=C3
InChi Code
InChI=1S/C23H30O6/c1-12-8-14-10-16(25-3)21(27-5)20(24)18(14)19-15(9-13(12)2)11-17(26-4)22(28-6)23(19)29-7/h10-13,24H,8-9H2,1-7H3
InChi Key
FYSHYFPJBONYCQ-UHFFFAOYSA-N
Origin
Plant/Fructus Schisandrae
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Schisanhenol is a debenzocyclooctene lignan that has been found in Schisandraceae and has diverse biological activities.1,2,3,4 It completely inhibits iron and cysteine-induced malondialdehyde (MDA) formation in rat liver microsomes when used at a concentration of 1 mM.1 Schisanhenol reduces HIV-1 viral titers in H9 T cells (EC50 = 5.7 µM).2 Schisanhenol is protective against tobacco mosaic virus (TMV) infection in N. glutinosa when applied to leaves at concentrations ranging from 0.15 to 0.5 mM.3 Schisanhenol (10, 30, or 100 mg/kg, i.p.) prevents scopolamine-induced increases in hippocampal MDA and acetylcholinesterase (AChE) levels and decreases hippocampal superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities, as well as increases time spent in the target quadrant in the Morris water maze in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lu, H., and Liu, G.T. Anti-oxidant activity of dibenzocyclooctene lignans isolated from schisandraceae. Planta. Med. 58(4), 311-313 (1992).

    2. Chen, M., Kilgore, N., Lee, K.H., et alRubrisandrins A and B, lignans and related anti-HIV compounds from Schisandra rubriflor. J. Nat. Prod. 69(12), 1697-1701 (2006).

    3. Wang, Q.Y., Deng, L.L., Liu, J.J., et alSchisanhenol derivatives and their biological evaluation against tobacco mosaic virus (TMV). Fitoterapia. 101, 117-124 (2015).

    4. Han, Y., Yang, H., Li, L., et alSchisanhenol improves learning and memory in scopolamine-treated mice by reducing acetylcholinesterase activity and attenuating oxidative damage through SIRT1-PGC-1α-Tau signaling pathway. Int. J. Neurosci. 129(2), 110-118 (2018).