A microbial metabolite with diverse biological activities
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Oxychlororaphine

Item No. 27624

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-phenazinecarboxamide
CAS Number
550-89-0
Molecular Formula
C13H9N3O
Formula Weight
223.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
λmax
249, 367 nm
SMILES
NC(C1=CC=CC2=C1N=C3C(C=CC=C3)=N2)=O
InChi Code
InChI=1S/C13H9N3O/c14-13(17)8-4-3-7-11-12(8)16-10-6-2-1-5-9(10)15-11/h1-7H,(H2,14,17)
InChi Key
KPZYYKDXZKFBQU-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $127

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    25 mg

    $297

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    100 mg

    $591

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    Cayman Chemical
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    Product Description

    Oxychlororaphine is a phenazine microbial metabolite that has been found in a variety of bacteria and has anticancer, antibacterial, and antifungal activities.1,2 It is cytotoxic to A549, HeLa, and SW480 cancer cells (IC50s = 32-40 μM).1 Oxychlororaphine halts the cell cycle at the G1 phase and induces apoptosis in A549 cells. It is active against Streptomyces bacteria and T. mentagrophytes, E. floccosum, C. albicans, M. audouini, and B. dermatitidis fungi when used at concentrations ranging from 12.5 to 50 ppm.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ali, H.M., El-Shikh, M.S., Salem, M.Z.M., et al. Isolation of bioactive phenazine-1-carboxamide from the soil bacterium Pantoea agglomerans and study of its anticancer potency on different cancer cell lines. J. AOAC Int. 99(5), 1233-1239 (2016).

    2. Sierra, G., and Veringa, H.A. Effect of oxy-chlororaphin on the growth in vitro of Streptomyces species and some pathogenic fungi. Nature 182(4630), 265 (1958).