A lignan with diverse biological activities
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Diphyllin

Item No. 27826

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-naphtho[2,3-c]furan-1(3H)-one
CAS Number
22055-22-7
Synonyms
  • NSC 309691
Molecular Formula
C21H16O7
Formula Weight
380.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
231, 268 nm
SMILES
OC1=C2C(C(OC2)=O)=C(C3=CC(OCO4)=C4C=C3)C5=C1C=C(OC)C(OC)=C5
InChi Code
InChI=1S/C21H16O7/c1-24-15-6-11-12(7-16(15)25-2)20(22)13-8-26-21(23)19(13)18(11)10-3-4-14-17(5-10)28-9-27-14/h3-7,22H,8-9H2,1-2H3
InChi Key
VMEJANRODATDOF-UHFFFAOYSA-N
Origin
Plant/Nelumbo nucifera
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

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    10 mg

    $219

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    25 mg

    $502

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    Cayman Chemical
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    Product Description

    Diphyllin is a lignan that has been found in C. collinus and has diverse biological activities.1,2,3 It reduces viral titers in Vero cells infected with severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2; EC50 = 1.92 µM).1 It inhibits bovine chromaffin granule V-ATPase (IC50 = 17 nM) and lysosomal acidification in primary human osteoclasts.2 Diphyllin (1, 5, and 10 µM) induces apoptosis in and inhibits the growth of SGC-7901 gastric adenocarcinoma cells.3 In vivo, diphyllin (20 mg/kg) reduces intratumoral expression of V-ATPase and tumor volume in an SGC-7901 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stefanik, M., Strakova, P., Haviernik, J., et al. Antiviral activity of vacuolar ATPase blocker diphyllin against SARS-CoV-2. Microorganisms 9(3), 471 (2021).

    2. Sorensen, M.G., Henriksen, K., Neutzsky-Wulff, A.V., et al. Diphyllin, a novel and naturally potent V-ATPase inhibitor, abrogates acidification of the osteoclastic resorption lacunae and bone resorption. J. Bone Miner. Res. 22(10), 1640-1648 (2007).

    3. Shen, W., Zou, X., Chen, M., et al. Effects of diphyllin as a novel V-ATPase inhibitor on gastric adenocarcinoma. Eur. J. Pharmacol. 667(1-3), 330-338 (2011).