A natural compound with LOX and CETP inhibitory activity
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Sclerotiorin

Item No. 89460

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(acetyloxy)-5-chloro-3-[(1E,3E,5S)-3,5-dimethyl-1,3-heptadien-1-yl]-7-methyl-6H-2-benzopyran-6,8(7H)-dione
CAS Number
549-23-5
Molecular Formula
C21H23ClO5
Formula Weight
390.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 20 mg/mlEthanol: 3 mg/ml
λmax
206, 287, 365 nm
SMILES
O=C1C2=COC(/C=C/C(C)=C/[C@@H](C)CC)=CC2=C(Cl)C([C@]1(C)OC(C)=O)=O
InChi Code
InChI=1S/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
InChi Key
SWJLTKXURNHVHE-UPWXJBBJSA-N
Origin
Fungus/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $105

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    1 mg

    $197

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    5 mg

    $823

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    10 mg

    $1,439

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    Product Description

    Sclerotiorin is a natural product isolated primarily from Penicillium species. It inhibits soybean lipoxygenase-1 with an IC50 value of 4.2 µM.1 Sclerotiorin also exhibits a number of other activities including inhibition of cholesterol ester transfer protein (IC50 = 19.4 µM),2, inhibition of Grb2-Shc interaction (IC50 = 22 µM),3, and antagonism of endothelin receptors (IC50 = 114 and 152 µM for human ETA and ETB, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chidananda, C., and Sattur, A.P. Sclerotiorin, a novel inhibitor of lipoxygenase from Penicillium frequentans. J. Agric. Food Chem. 55(8), 2879-2883 (2007).

    2. Tomoda, H., Matsushima, C., Tabata, N., et al. Structure-specific inhibition of cholesteryl ester transfer protein by azaphilones. J. Antibiot. (Tokyo) 52(2), 160-170 (1999).

    3. Ji-Youn, N., Son, K.H., Kim, H.K., et al. Sclerotiorin and isochromophilone IV: Inhibitors of Grb2-Shc interaction, isolated from Penicillium multicolor F1753. J. Microbiol. Biotechnol. 10(4), 544-546 (2000).

    4. Pairet, L., Wrigley, S.K., Chetland, I., et al. Azaphilones with endothelin receptor binding activity produced by Penicillium sclerotiorum: Taxonomy, fermentation, isolation, structure elucidation and biological activity. J. Antibiot. (Tokyo) 48(9), 913-923 (1995).