A lignan with diverse biological activities
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Isomer(s)
14913Arctigenin
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Phillygenin

Item No. 30698

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxy-phenol
CAS Number
487-39-8
Synonyms
  • Epipinoresinol methyl ether
  • (+)-Phillygenin
Molecular Formula
C21H24O6
Formula Weight
372.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
232 nm
SMILES
COC1=C(OC)C=CC([C@]2([H])OC[C@@]3([H])[C@]2([H])CO[C@]3([H])C4=CC(OC)=C(O)C=C4)=C1
InChi Code
InChI=1S/C21H24O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-26-20(14(15)10-27-21)12-4-6-16(22)18(8-12)24-2/h4-9,14-15,20-22H,10-11H2,1-3H3/t14-,15-,20+,21-/m0/s1
InChi Key
CPJKKWDCUOOTEW-YJPXFSGGSA-N
Origin
Plant/Forsythia suspensa (Thunb.) Vahl
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $63

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    25 mg

    $130

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    50 mg

    $242

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    100 mg

    $454

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    Product Description

    Phillygenin is a lignan that has been found in F. fructus and has diverse biological activities.1,2,3 It scavenges peroxide and DPPH (Item No. 14805) radicals in cell-free assays (IC50s = 10.5 and 19.1 µM, respectively).1 Phillygenin (25-200 µg/ml) inhibits LPS-induced production of IL-1β, IL-6, TNF-α, and the fibrosis markers collagen I and α-SMA in LX-2 hepatic stellate cells.2 It also reduces serum levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST), superoxide dismutase (SOD), and malondialdehyde (MDA) and prevents hepatic necrosis in a mouse model of carbon tetrachloride-induced liver injury.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hung, C.-Y., Tsai, Y.-C., and Li, K.-Y. Phenolic antioxidants isolated from the flowers of Osmanthus fragrans. Molecules 17(9), 10724-10737 (2012).

    2. Hu, N., Wang, C., Dai, X., et al. Phillygenin inhibits LPS-induced activation and inflammation of LX2 Cells by TLR4/MyD88/NF-κB signaling pathway. J. Ethnopharmacol. 248, 112361 (2020).

    3. Song, W., Wu, J., Yu, L., et al. Evaluation of the pharmacokinetics and hepatoprotective effects of phillygenin in mouse. Biomed. Res. Int. 7964318 (2018).