A bacterial metabolite with diverse biological activities
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Carbazomycin C

Item No. 33090

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,6-dimethoxy-1,2-dimethyl-9H-carbazol-4-ol
CAS Number
108073-62-7
Molecular Formula
C16H17NO3
Formula Weight
271.3
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
OC1=C2C3=CC(OC)=CC=C3NC2=C(C)C(C)=C1OC
InChi Code
InChI=1S/C16H17NO3/c1-8-9(2)16(20-4)15(18)13-11-7-10(19-3)5-6-12(11)17-14(8)13/h5-7,17-18H,1-4H3
InChi Key
MKNADQBPZINGKC-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $250

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    5 mg

    $935

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    Product Description

    Carbazomycin C is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3 It is active against S. aureus, B. anthracis, B. subtilis, and M. flavus (MICs = 50, 25, 100, and 50 µg/ml, respectively), the fungi T. asteroides and T. mentagrophytes (MICs = 25 and 100 µg/ml, respectively), and P. falciparum (IC50 = 2.1 µg/ml).2 It is also active against a panel of five plant pathogenic fungi (MICs = 12.5-100 µg/ml).1 Carbazomycin C is cytotoxic to MCF-7, KB, and NCI H187 cells (IC50s = 9.8, 21.4, and 8.2 µg/ml, respectively).2 It also inhibits 5-lipoxygenase (5-LO) activity in RBL-1 cell extracts (IC50 = 1.9 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Naid, T., Kitahara, T., Kaneda, M., et al. Carbazomycins C, D, E and F, minor components of the carbazomycin complex. J. Antibiot. (Tokyo) 40(2), 157-164 (1987).

    2. Intaraudom, C., Rachtawee, P., Suvannakad, R., et al. Antimalarial and antituberculosis substances from Streptomyces sp. BCC26924. Tetrahedron 67(39), 7593-7597 (2011).

    3. Hook, D.J., Yacobucci, J.J., O'Connor, S., et al. Identification of the inhibitory activity of carbazomycins B and C against 5-lipoxygenase, a new activity for these compounds. J. Antibiot. (Tokyo) 43(10), 1347-1348 (1990).