A bacterial metabolite with diverse biological activities
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Carbazomycin B

Item No. 33089

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-methoxy-1,2-dimethyl-9H-carbazol-4-ol
CAS Number
75139-38-7
Molecular Formula
C15H15NO2
Formula Weight
241.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
OC1=C2C3=CC=CC=C3NC2=C(C)C(C)=C1OC
InChi Code
InChI=1S/C15H15NO2/c1-8-9(2)15(18-3)14(17)12-10-6-4-5-7-11(10)16-13(8)12/h4-7,16-17H,1-3H3
InChi Key
OBMFXFPFPDTBHG-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 B is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3,4 It is active against a panel of seven fungi (MICs = 3.2-200 µg/ml) and a panel of seven bacteria (MICs = 25-50 µg/ml), as well as P. falciparum and C. albicans (IC50s = 2.37 and 19.6 µg/ml, respectively).1,3 It is also active against a panel of five plant pathogenic fungi (MICs = 12.5-200 µg/ml).2 Carbazomycin B is cytotoxic to MCF-7, KB, NCI H187, and Vero cells (IC50s = 8.4, 8.6, 4.2, and 48.9 µM, respectively).3 It also inhibits 5-lipoxygenase (5-LO) activity in RBL-1 cell extracts (IC50 = 1.5 µM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sakano, K.-I., Ishimaru, K., and Nakamura, S. New antibiotics, carbazomycins A and B. I. Fermentation, extraction, purification and physico-chemical and biological properties. J Antibiot. (Tokyo) 33(7), 683-689 (1980).

    2. 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).

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

    4. 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).