A bacterial metabolite
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6-Prenylindole

Item No. 28465

Technical Information
Formal Name
6-(3-methyl-2-buten-1-yl)-1H-indole
CAS Number
23158-16-9
Molecular Formula
C13H15N
Formula Weight
Purity
≥70%
A solid
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
C/C(C)=C/CC1=CC=C(C=CN2)C2=C1
InChi Code
InChI=1S/C13H15N/c1-10(2)3-4-11-5-6-12-7-8-14-13(12)9-11/h3,5-9,14H,4H2,1-2H3
InChi Key
TWLHPMIWLQNHPM-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6-Prenylindole is a bacterial metabolite that has been found in Streptomyces and has antifungal and antimalarial properties.1 It is active against A. brassicicola strain TP-F0423 and F. oxysporum f. sp. tulipae TU-4-2 (15 and 30 µg/disc in the paper disc assay), and also drug-resistant P. falciparum strain K1 (IC50 = 21 µg/ml).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sasaki, T., Igarashi, Y., Ogawa, M., et alIdentification of 6-prenylindole as an antifungal metabolite of Streptomyces sp. TP-A0595 and synthesis and bioactivity of 6-substituted indoles. J. Antibiot. (Tokyo) 55(11), 1009-1012 (2002).

    2. Nkunya, M.H., Makangara, J.J., and Jonker, S.A. Prenylindoles from Tanzanian Monodora and Isolona species. Nat. Prod. Res. 18(3), 253-258 (2004).