Sclerotiorin (CAS 549-23-5) || Cayman Chemical

Sclerotiorin

Cayman Chemical Item Number 89460

(CAS 549-23-5)

Sclerotiorin (CAS 549-23-5)

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

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

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

3 Ji-Youn, N., Son, K., Kim, H., 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 48(9) 913-923 (1995).

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

Formulation

A crystalline solid

Purity

≥98%

Stability

2 years

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

Copy SMILES to clipboard

O=C1C2=COC(/C=C/C(C)=C/[C@@H](C)CC)=CC2=C(Cl)C([C@]1(C)OC(C)=O)=O

Background Reading

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

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

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

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 48(9) 913-923 (1995).

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Size

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500 µg 
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10 mg 
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