A lichen metabolite
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Isomer(s)
36798Asaraldehyde
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Product Type

Biochemicals
Natural Products

Research Area

Cancer

Ethyl Orsellinate

Item No. 22709

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,4-dihydroxy-6-methyl-benzoic acid, ethyl ester
CAS Number
2524-37-0
Synonyms
  • NSC 149781
Molecular Formula
C10H12O4
Formula Weight
196.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
217, 265, 302 nm
SMILES
CC1=C(C(OCC)=O)C(O)=CC(O)=C1
InChi Code
InChI=1S/C10H12O4/c1-3-14-10(13)9-6(2)4-7(11)5-8(9)12/h4-5,11-12H,3H2,1-2H3
InChi Key
UQSRXQMIXSZGLA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 mg

    $74

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    1 g

    $110

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    Cayman Chemical
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    Product Description

    Ethyl orsellinate is a lichen metabolite and a derivative of lecanoric acid (Item No. 22710) that has antiproliferative activities.1,2 It inhibits the proliferation of human Hep-2 larynx carcinoma, MCF-7 breast cancer, and 786-0 kidney carcinoma cells, as well as B16-F10 murine melanoma and non-cancerous Vero cells (IC50s = 31.2, 70.3, 47.5, 64.8, and 28.1 µg/ml, respectively).2 Ethyl orsellinate is toxic to brine shrimp (A. salina) with an LC50 value of 495 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Guo, J., Li, Z.L., Wang, A.L., et al. Three new phenolic compounds from the lichen Thamnolia vermicularis and their antiproliferative effects in prostate cancer cells. Planta. Med. 77(18), 2042-2046 (2011).

    2. Bogo, D., Matos, M.F.C., Honda, N.K., et al. In vitro antitumour activity of orsellinates. Z. Naturforsch. C. 65(1-2), 43-48 (2010).

    3. Gomes, A.T., Honda, N.K., Roese, F.M., et al. Cytotoxic activity of orsellinates. Z. Naturforsch. C. 61(9-10), 653-657 (2006).