An alkaloid with anticancer properties
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5-Methoxycanthinone

Item No. 31342

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
CAS Number
15071-56-4
Synonyms
  • 5-Methoxycanthin-6-one
  • NSC 88929
Molecular Formula
C15H10N2O2
Formula Weight
250.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
O=C1C(OC)=CC2=C3C(C4=C(C=CC=C4)N31)=CC=N2
InChi Code
InChI=1S/C15H10N2O2/c1-19-13-8-11-14-10(6-7-16-11)9-4-2-3-5-12(9)17(14)15(13)18/h2-8H,1H3
InChi Key
TXEFUSAHPIYZHD-UHFFFAOYSA-N
Origin
Plant/Quassia amara
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $229

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    5 mg

    $905

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    Cayman Chemical
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    Product Description

    5-Methoxycanthinone is an alkaloid that has been found in L. floridana and has anticancer properties.1 It is cytotoxic to KB, A549, and HCT-8 cells (EC50s = 2.9, 3.1, and 2.5 µg/ml, respectively). It is active against the P. falciparum mefloquine-resistant strain F32 and the multidrug and chloroquine-resistant strain K1 (IC50s = 10.4 and 5.1 µg/ml, respectively).2 However, it increases the parasite load by 68.4% in a mouse model of leishmaniasis when administered at a dose of 10 mg/kg per day.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, Z., Chang, F.R., Wang, H.-K., et al. Anti-HIV agents 45 and antitumor agents 205. Two new sesquiterpenes, leitneridanins A and B, and the cytotoxic and anti-HIV principles from Leitneria floridana. J. Nat. Prod. 63(12), 1712-1715 (2000).

    2. Cebrián-Torrejón, G., Spelman, K., Leblanc, K., et al. The antiplasmodium effects of a traditional South American remedy: Zanthoxylum chiloperone var. Angustifolium against chloroquine resistant and chloroquine sensitive strains of Plasmodium falciparum. Revista Brasileira de Farmacognosia 21(4), 652-661 (2011).

    3. Ferreira, M.E., Rojas de Arias, A., Torres de Ortiz, S., et al. Leishmanicidal activity of two canthin-6-one alkaloids, two major constituents of Zanthoxylum chiloperone var. angustifolium. J. Ethnopharmacol. 80(2-3), 199-202 (2002).