A cAMP phosphodiesterase and DNA topoisomerase I inhibitor
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Reticulol

Item No. 23148

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,8-dihydroxy-7-methoxy-3-methyl-1H-2-benzopyran-1-one
CAS Number
26246-41-3
Synonyms
  • 6,8-dihydroxy-7-methoxy-3-methyl Isocoumarin
  • NSC 294978
Molecular Formula
C11H10O5
Formula Weight
222.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/ml
SMILES
COC1=C(O)C=C2C(C(OC(C)=C2)=O)=C1O
InChi Code
InChI=1S/C11H10O5/c1-5-3-6-4-7(12)10(15-2)9(13)8(6)11(14)16-5/h3-4,12-13H,1-2H3
InChi Key
LREZRXWUEZCZRU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $165

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    5 mg

    $784

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    Cayman Chemical
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    Product Description

    Reticulol is an isocoumarin derivative produced by certain species of Streptomyces that inhibits cAMP phosphodiesterase (IC50 = 41 µM).1,2 It also inhibits DNA topoisomerase I when used at a concentration of 45 µM in B16F10 melanoma cells.3 Reticulol has antifungal activity against T. mentagrophyes with a MIC of 1.8 µM.4 It is cytotoxic against A427 human lung and B16F10 mouse melanoma cells at concentrations of 25 and 200 µM, respectively, and inhibits lung metastasis in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mitscher, L.A., Andres, W.W., and McCrae, W. Reticulol, a new metabolic isocoumarin. Experientia 20(5), 258-259 (1964).

    2. Furutani, Y., Shimada, M., Hamada, M., et al. Reticulol, an inhibitor of cyclic adenosine 3', 5'-monophosphate phosphodiesterase. J. Antibiot. (Tokyo) 28(7), 558-560 (1975).

    3. Lim, D.-S., Kwak, Y.-S., Lee, K.-H., et al. Topoisomerase I inactivation by reticulol and its in vivo cytotoxicity against B16F10 melanoma. Chemotherapy 49(5), 257-263 (2003).

    4. Lim, D.-S., Kwak, Y.-S., Kim, J.-H., et al. Antitumor efficacy of reticulol from Streptoverticillium against the lung metastasis model B16F10 melanoma. Lung metastasis inhibition by growth inhibition of melanoma. Chemotherapy 49(3), 146-153 (2003).