A natural immunosuppressant from fungi
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Vialinin A

Item No. 10010519

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
benzeneacetic acid, 1,1′-(4,4′′,5′,6′-tetrahydroxy[1,1′:4′,1′′-terphenyl]-2′,3′-diyl) ester
CAS Number
858134-23-3
Synonyms
  • Terrestrin A
Molecular Formula
C34H26O8
Formula Weight
562.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(7.2pH) 1:3: 0.25 mg/mlEthanol: 10 mg/ml
λmax
263 nm
SMILES
Oc1ccc(cc1)c1c(OC(=O)Cc2ccccc2)c(OC(=O)Cc2ccccc2)c(c2ccc(O)cc2)c(O)c1O
InChi Code
InChI=1S/C34H26O8/c35-25-15-11-23(12-16-25)29-31(39)32(40)30(24-13-17-26(36)18-14-24)34(42-28(38)20-22-9-5-2-6-10-22)33(29)41-27(37)19-21-7-3-1-4-8-21/h1-18,35-36,39-40H,19-20H2
InChi Key
NOJUKCRPSUMHQQ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Vialinin A is a terphenyl compound originally isolated from the fungi T. terrestris and T. vialis.1,2 Terphenyls, in general, are recognized as strong antioxidants.3 Vialinin A potently inhibits the release of TNF-α (IC50 = 0.09 nM) and IL-4 (IC50 = 2.8 nM), as well as β-hexosaminidase and CCL2 (MCP-1) from IgE-stimulated RBL-2H3 mast cells.4 Vialinin A does not significantly increase lactate dehydrogenase release from RBL-2H3 mast cells, suggesting low cytotoxicity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Radulovic, N., Quang, D.N., Hashimoto, T., et al. Terrestrins A-G: p-teraphenyl derivatives from the inedible mushroom Thelephora terrestris. Phytochemistry 66(9), 1052-1059 (2005).

    2. Xie, C., Koshino, H., Esumi, Y., et al. Vialinin A, a novel 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenger from an edible mushroom in china. Biosci. Biotechnol. Biochem. 69(12), 2326-2332 (2005).

    3. Liu, J.-K. Natural terphenyls: Developments since 1877. Chem. Rev. 106(6), 2209-2223 (2006).

    4. Onose, J.i., Xie, C., Ye, Y.Q., et al. Vialinin A, a novel potent inhibitor of TNF-α production from RBL-2H3 cells. Biol. Pharm. Bull. 31(5), 831-833 (2008).