A fungal metabolite with antifungal and immunosuppressant activities
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Caerulomycin A

Item No. 27625

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(E)-4-methoxy-[2,2'-bipyridine]-6-carboxaldehyde oxime
CAS Number
21802-37-9
Molecular Formula
C12H11N3O2
Formula Weight
229.2
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
COC1=CC(/C=N/O)=NC(C2=NC=CC=C2)=C1
InChi Code
InChI=1S/C12H11N3O2/c1-17-10-6-9(8-14-16)15-12(7-10)11-4-2-3-5-13-11/h2-8,16H,1H3/b14-8+
InChi Key
JCTRJRHLGOKMCF-RIYZIHGNSA-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

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    Cayman Chemical
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    Product Description

    Caerulomycin A is an fungal metabolite originally isolated from Actinoalloteichus with antifungal and immunosuppressant activites.1,2,3,4 It inhibits the growth of C. albicans, C. glabrata, and C. krusei (MICs = 0.78-1.56, 0.39-0.78, and 0.78-1.56 μg/ml, respectively).1 Caerulomycin A induces expansion of CD4+Foxp3+ regulatory T cells (Tregs) and decreases the number of Th1 and T17 cells in vitro via increased TGF-β-mediated Smad3 activity and reduces IFN-γ-induced STAT1 signaling.2 In vivo, caerulomycin A (10 mg/kg) reduces IL-6, TNF-α, and IFN-γ production, inflammation, and synovitis in a mouse model of collagen-induced arthritis. Caerulomycin A suppresses the differentiation of Th2 cells and reduces levels of IL-4, IL-5, IL-13, and IgE and eosinophil lung infiltration in a mouse model of ovalbumin-induced asthma.3 It also increases production of Tregs, reduces production of Th1, Th17, and CD8 T cells, and reduces disease severity in a mouse model of experimental autoimmune encephalomyelitis (EAE).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ambavane, V., Tokdar, P., Parab, R., et al. Caerulomycin A - An antifungal compound isolated from marine actinomycetes. Adv. Microbiol. 4(9), 567-578 (2014).

    2. Gurram, R.K., Kujur, W., Maurya, S.K., et al. Caerulomycin A enhances transforming growth factor-β (TGF-β)-Smad3 protein signaling by suppressing interferon-γ (IFN-γ)-signal transducer and activator of transcription 1 (STAT1) protein signaling to expand regulatory T cells (Tregs). The Journal of Biological Chemisty 289(25), 17515-17528 (2014).

    3. Kujur, W., Gurram, R.K., Haleem, N., et al. Caerulomycin A inhibits Th2 cell activity: A possible role in the management of asthma. Sci. Rep. 5, 15396 (2015).

    4. Kujur, W., Gurram, R.K., Maurya, S.K., et al. Caerulomycin A suppresses the differentiation of naïve T cells and alleviates the symptoms of experimental autoimmune encephalomyelitis. Autoimmunity 50(5), 317-328 (2017).