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Ironomycin

Chemical Structure : Ironomycin

CAS No.: 1884647-72-6

Ironomycin (Ironomycin AM5)

Catalog No.: PC-72335Not For Human Use, Lab Use Only.

Ironomycin (Ironomycin AM5) is a lysosomal iron-targeting small molecule that reduces the mitochondrial iron load, resulting in the potent disruption of mitochondrial metabolism.

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    Biological Activity

    Ironomycin (Ironomycin AM5) is a lysosomal iron-targeting small molecule that reduces the mitochondrial iron load, resulting in the potent disruption of mitochondrial metabolism, induces ferroptosis in cancer cells.
    Ironomycin promotes the recruitment and activation of BAX/BAK, but the resulting mitochondrial outer membrane permeabilization (MOMP) does not lead to potent activation of the apoptotic caspases, nor is the ensuing cell death prevented by inhibiting the previously established pathways of programmed cell death.
    Ironomycin exhibits marked in vitro and in vivo synergy with venetoclax and overcomes venetoclax resistance in primary patient samples.
    Ironomycin AM5 exhibits a more potent and selective activity against breast cancer stem cells (CSCs) in vitro and in vivo, by accumulating and sequestering iron in lysosomes.

    Physicochemical Properties

    M.Wt 709
    Formula C45H73NO10
    Appearance Solid
    CAS No.
    Storage
    Solide Powder
    -20°C 12 Months; 4°C 6 Months
    In Solvent
    -80°C 6 Months; -20°C 6 Months
    Shipping
    Solubility

    Chemical Name/SMILES

    (2R)-2-[(2R,5S,6R)-6-{(2S,3S,4S,6R)-6-[(2S,5S,7R,9S,10S,12R,15R)-2-[(2R,5R,6S)-5-Ethyl-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-2,10,12-trimethyl-15-(2-propyn-1-ylamino)-1,6,8-trioxadispiro[4.1.5.3 ]pentadec-13-en-9-yl]-3-hydroxy-4-methyl-5-oxo-2-octanyl}-5-methyltetrahydro-2H-pyran-2-yl]butanoic acid

    References

    1. Garciaz S, et al. Cancer Discov. 2021 Dec 3. doi: 10.1158/2159-8290.CD-21-0522.

    2. Devin J, et al. Cancer Res. 2022 Jan 25:canres.0218.2021.

    3. Versini A, et al. Chemistry. 2020 Jun 10;26(33):7416-7424.

    4. Mai TT, et al. Nat Chem. 2017 Oct;9(10):1025-1033.

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