A COX-2 inhibitor
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Inotilone

Item No. 10010089

Technical Information
Formal Name
(2Z)-2-[(3,4-dihydroxyphenyl)methylene]-5-methyl-3(2H)-furanone
CAS Number
906366-79-8
Molecular Formula
C12H10O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 1 mg/ml
λmax
246, 265, 386 nm
SMILES
OC1=CC=C(/C=C2OC(C)=CC\2=O)C=C1O
InChi Code
InChI=1S/C12H10O4/c1-7-4-11(15)12(16-7)6-8-2-3-9(13)10(14)5-8/h2-6,13-14H,1H3/b12-6-
InChi Key
NLZQGBCUKNUDED-SDQBBNPISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Inotilone is a cyclooxygenase (COX) inhibitor found in mushrooms of Phellinus and Inonotus sps. that inhibits COX-2 over COX-1 with IC50 values of 0.03 and 0.36 µM, respectively.1,2 It is a poor inhibitor of hydroxysteroid dehydrogenase and xanthine oxidase (IC50s = 50.4 and 9.1 µM, respectively).1,2 Inotilone demonstrates anti-inflammatory, antiviral, and antioxidant effects in various experimental models.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wangun, H.V.K., Härtl, A., Kiet, T.T., et alInotilone and related phenylpropanoid polyketides from Inonotus sp. and their identification as potent COX and XO inhibitors. Org. Biomol. Chem. 4, 2545-2548 (2006).

    2. Shamshina, J.L., and Snowden, T.S. Convergent synthesis of potent COX-2 inhibitor inotilone. Tetrahedron Lett. 48, 3767-3769 (2007).

    3. Huang, G.-J., Huang, S.-S., and Deng, J.-S. Anti-inflammatory activities of inotilone from Phellinus linteus through the inhibition of MMP-9, NF-kB, and MAPK activation in vitro and in vivo. PLoS One 7(5), e35922 (2012).

    4. Hwang, B.S., Lee, M.-S., Lee, S.W., et alNeuraminidase inhibitors from the fermentation broth of Phellinus linteus. Mycobiology 42(2), 189-192 (2014).

    5. Lee, M.-S., Hwang, B.S., Lee, I.-K., et alChemical constituents of the culture broth of Phellinus linteus and their antioxidant activity. Mycobiology 43(1), 43-48 (2015).