A quinazolinone alkaloid with diverse biological activities
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Rutaecarpine

Item No. 22897

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8,13-dihydro-indolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one
CAS Number
84-26-4
Synonyms
  • NSC 258317
Molecular Formula
C18H13N3O
Formula Weight
287.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 33 mg/mlDMSO: 12 mg/ml
λmax
213, 345, 362 nm
SMILES
O=C1C2=CC=CC=C2N=C3N1CCC4=C3NC5=C4C=CC=C5
InChi Code
InChI=1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2
InChi Key
ACVGWSKVRYFWRP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

    $91

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    25 mg

    $209

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    50 mg

    $367

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    Product Description

    Rutaecarpine is a quinazolinone alkaloid originally isolated from E. rutaecarpa that has diverse biological activities.1 It inhibits COX-1 and COX-2 in BMMC cells (IC50s = 8.7 and 0.28 µM, respectively) and is selective for COX-2 in HEK293 cells (IC50s = >400 and 2.8 µM, for COX-1 and COX-2, respectively).2 It slows the growth of cancer cells in vitro with GI50 values of 8.41-31.6 µM.1 It also has cardiovascular properties, inducing dose-dependent vasodilation (0.1-10 µM) of precontracted isolated rat aorta and inhibiting platelet aggregation.3 In addition, rutaecarpine (80 mg/kg) decreases plasma levels of caffeine in rat by inducing its metabolism through the cytochrome P450 (CYP) isoforms CYP1A2 and CYP2E1.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Son, J.K., Chang, H.W., and Jahng, Y. Progress in studies on rutaecarpine. II.—Synthesis and structure-biological activity relationships. Molecules 20(6), 10800-10821 (2015).

    2. Moon, T.C., Murakami, M., Kudo, I., et al. A new class of COX-2 inhibitor, rutaecarpine from Evodia rutaecarpa. Inflamm. Res. 48(12), 462-465 (1999).

    3. Jia, S., and Hu, C. Pharmacological effects of rutaecarpine as a cardiovascular protective agent. Molecules 15(3), 1873-1881 (2010).

    4. Noh, K., Seo, Y.M., Lee, S.K., et al. Effects of rutaecarpine on the metabolism and urinary excretion of caffeine in rats. Arch. Pharm. Res. 34(1), 119-125 (2011).