A dihydroisocoumarin compound with antibacterial, antimalarial, antifungal , and anticancer effects
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(R)-(−)-Mellein

Item No. 10311

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one
CAS Number
480-33-1
Synonyms
  • Ochracin
Molecular Formula
C10H10O3
Formula Weight
178.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
210, 246, 314 nm
SMILES
CC(O1)CC2=C(C(O)=CC=C2)C1=O
InChi Code
InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3
InChi Key
KWILGNNWGSNMPA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $55

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    10 mg

    $104

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    50 mg

    $428

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    100 mg

    $748

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    Cayman Chemical
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    Product Description

    (R)-(−)-Mellein is a dihydroisocoumarin compound produced by A. ochraceus Wilhelm.1 It has a variety of biological activities including antibacterial, antimalarial, antifungal, and anticancer effects.2,3 (R)-(−)-Mellein inhibits proliferation of human breast cancer (MCF-7 and MDA-MB-468) and melanoma (SK-MEL-28 and Malme-3M) cell lines with IC50 values greater than 200 μM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moore, J.H., Davis, N.D., and Diener, U.L. Mellein and 4-hydroxymellein production by Aspergillus ochraceus Wilhelm. Appl. Microbiol. 23(6), 1067-1072 (1972).

    2. Higgins, C.A., Delbederi, Z., McGarel, K., et al. Synthesis and in vitro and in vivo evaluation of a series of dihydroisocoumarin derivatives conjugated with fatty acids, alcohols, and amines as potential anticancer agents. Bioconjug. Chem. 20(9), 1737-1751 (2009).

    3. Rayanil, K.o., Bunchornmaspan, P., and Tuntiwachwuttikul, P. A new phenolic compound with anticancer activity from the wood of Millettia leucantha. Arch. Pharm. Res. 34(6), 881-886 (2011).